Dennis Vacation Rentals

(55 rentals)
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Key Amenities

  • Kid friendly
  • Private pool

About this property

Sesuit Neck Luxury - Enjoy your Cape Cod Vacation at this spectacular home located on desirable Sesuit Neck in East Dennis. Originally built in 1755 and known as the Captain Jonathan Howes House, the home has been completely renovated inside and out sparing no expense. Outside you will enjoy the professionally ...

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Dennis House

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$573

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Escape to your dream vacation at this charming 3-bedroom home nestled along a private road adorned with vibrant hydrangeas and fragrant roses, mere steps from a shared private beach.The home boasts modern amenities including central AC, ensuring your comfort throughout your stay. With three cozy bedrooms ...

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Dennis Cottage

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4 BR | 2.5 BA | Sleeps 11 | Quick View

Distance to beach: 10 miles to Many many beaches

$929

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Large 4 bedroom colonial on a private salt water beach with walkout basement, outdoor shower and lower level play rooms for the youngsters. Morden kitchen with big center island. Formal dining room, huge living room, large family room, pantry & private office.Mordern baths with an outdoor shower. ...

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Dennis House

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Key Amenities

  • Kid friendly

About this property

A condo brand new in 2013 with spectacular ocean view and private ocean beach on Nantucket Sound! You wake up to the sound of the ocean wave and gorgeous view every morning! Just steps away from the private ocean beach! Master bedroom and kitchen facing ocean directly! Large sliding glass doors opening ...

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Property Type

Dennis Condo

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1 BR | 1 BA | Sleeps 2 | Quick View

last minute deal
LAST MINUTE DEAL 7/27 - 8/2: Last Minute Availability / Rent Reduction Saturday 27 July for 6 nights $1300+

Distance to beach: 1 miles to West Dennis

Inquire for rates

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Key Amenities

  • Rentals by owner

About this property

Situated in a quiet residential neighborhood, this West Dennis cottage is just 1/10th of a mile to the beautiful and picturesque Bass River. Comfortable and convenient, this air-conditioned cottage is a wonderful vacation destination for a couple of empty nesters looking for a quiet Cape escape in an ...

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Dennis Cottage

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DEAL

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Young, like new ''million dollar'' 3500 sq. ft. colonial style home in a quiet, private hillside setting set back from Route 6A in the very sought after area of East Dennis. Water views of Cape Cod Bay and Northside Marina. One mile to the nearby 18 hole golf course, Northside Marina, ...

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Property Type

Dennis House

"So much room!!"

We were so happy to have found this rental. There was so much space and the house offered everything and more that you could expect for a wonderful stay!! Very clean and offered all sheets and towels, beach ...

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Key Amenities

  • Pet friendly

About this property

Dennisport delight: Less then 1/2 a mile to the warm water and sandy beaches of Nantucket Sound!FOR M ORE PHOTOS PLEASE VISIT , LISITNG ID # 7864243 Also dog friendly!!!LAST MINUTE CANCELLATION: DISCOUNTED PRICE 6/18- 6/30 $290 a night with just 4 night minimum. Call to reserve your spot!*AVAILABLE Sept. ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Welcome to our charming single-family house in South Dennis, Cape Cod, Massachusetts! This delightful retreat offers a cozy and comfortable setting for your vacation, with its four inviting bedrooms, one full bath, and a refreshing outdoor shower. Nestled in a serene neighborhood, this property provides ...

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Property Type

Dennis House

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3 BR | 1 BA | Sleeps 7 | Quick View

Distance to beach: 500 feet to Sea Street

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Recently remodeled inside and out home in a nice family neighborhood. Convenient one-level living with easy access to everything you'll need.Located a block away from Sea Street Beach, The Pelham House, and a stone's throw away from The Ocean House. For a treat, take a short walk through ...

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Dennis House

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Pool
  • Private pool

About this property

Elegant and functional these rooms are equipped with 1 king bed, a full size sleeper sofa and a kitchenette. The rooms are designed to make you feel at home and will serve as an oasis during your visit to Cape Cod. Our well-appointed bathrooms are equipped with heavy, soft and fluffy Lynova towels. Spun ...

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Dennis House

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Key Amenities

  • Kid friendly

About this property

Location, location, location! 60 steps to a sandy ocean beach (Haigis) right across the street. No need to pack the car for the beach, you just have to walk a minute, and you are there! The property consists of 2 separate 3-bedroom homes located on one lot directly across from Haigis Beach. It's ...

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Dennis House

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About this property

This beautiful 3 bedroom home has everything you need for your vacation on the Cape. Equipped with central air, first floor laundry, outdoor shower, sunroom and great private outdoor space, you'll want to come back year after year. Located 0.3 of a mile to Johnny A. Kelly Park, and 0.3 of a mile ...

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Dennis House

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About this property

Owner Special! Remaining August weeks $2500 (plus taxes and fees) Central air! Comfortable Beach House with all the amenities to make your Cape summer getaway perfect! Close to all the mid Cape has to offer—kayaking, golf, pickleball—too much to list! Plus, Trotting Park Beach just 0.9 mile ...

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Dennis House

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About this property

Beautiful setting directly on Bass River with an optional dock for deep water access. (floating dock chained around pilings, for boats under 24') Stunning views of the river and out towards the ocean. Near West Dennis Yacht Club and West Dennis beach for long walks and fabulous sunsets. Lovely home ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

New rental 2024. Updated 4 Bedroom with great availability. Close to Paradise Pizza and Good Friends cafe, Summer Shanty, Sundancers, and more. .8 to West Dennis beach and minutes to scenic Kelly's Pond.This comfortable and clean roomy home will allow you to relax and unwind on your vacation. ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Owner Special! $600 a week plus taxes and fees preseason until 5/15. Or, $75 a night 2 night minimum plus taxes and fees until 5/15. Vacation time! Under half a mile to Haigis Beach on Nantucket Sound. Beautiful sunsets! This cute cottage with AC is located in popular Dennis Port, there is so much to ...

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Property Type

Dennis Cottage

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About this property

Owner Spring Special! Book before May 25th and weekly rate is $2800 plus fees/taxes! Pretty and spacious year round home in popular Dennis! A little over a mile to Princess Beach, and under 5 minute drive to Corporation Beach. 3.3 Miles to Mayflower beach. This welcoming home offers 4 bedrooms (2 ...

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Dennis House

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About this property

Only .7 mile to Sea Street Beach. Also near Glendon beach and a short ride to West Dennis beach. Right around the corner from mini golf, ice cream, shopping, and dining. 3 bedroom 2 Full baths. New floors, updated baths and kitchen. There is a lower level family room with extra sleeping for guests. Washer/dryer/internet, ...

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Dennis House

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Key Amenities

  • Kid friendly

About this property

South Village Ocean Beach only 1/2 mile away! Comfortable ranch w/central air, 3 Bedrooms, new master suite with new full bath and 32" flat screen TV. Living Room with fireplace and 42" flat screen TV. Smart TVs with streaming services. Brand new eat-in kitchen w/stainless steel appliances and ...

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Dennis House

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Key Amenities

  • Kid friendly

About this property

Light and bright ranch style house with pretty decor-sparkling clean. Trotting Park beach is about a mile away, also near West Dennis, South Village, Haigis, and Glendon Beaches. One floor living with 2 Bedrooms, 2 baths, Living Room, Dining Room, Kitchen, Family room with room for guests; beds are ...

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Dennis House

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About this property

Popular rental! Fingers area in West Dennis. This 4 Bedroom-2 Full Bath beautiful home has been completely renovated and ready for wonderful Cape Cod memories to be made and it is only .3mi to West Dennis Beach. Living room, spacious kitchen, dining room, and bedrooms on both floors. After a day at ...

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Property Type

Dennis House

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Key Amenities

  • Pet friendly

About this property

Central Air! Perfect location for a summer vacation. This 3 bedroom 1 Bath home comes with deeded rights to a Private Beach at the end of the street on Kelly's Bay, perfect spot to kayak from. If you prefer the Northside beaches, you are only a short drive to beautiful Corporation Beach on the Northside. ...

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Property Type

Dennis House

"Memorial Day weekend"

My Family and I had an amazing time at this beautiful comfy cozy cottage in dennisport. I can not say enough of the owners

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Key Amenities

  • Kid friendly

About this property

Adorable cottage just half a mile to popular southside ocean beaches. Grab your towel and suntan lotion and head to Glendon Beach. West Dennis Beach is only a five minute ride away. Enjoy this light and bright home with skylit living room and decorated with all the cute Cape Cod touches. There are 2 ceiling ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Charming Cape Cottage less than 1 mile to Sea St Beach and .4 mile to local eateries, mini golf, and ice cream. Woolfies Bakery, Banderas Market, Cleat & Anchor, Chapins, and South Side Cantina are so close!This cottage offers a cozy living room, bright eat in kitchen, 3 bedrooms, 1 full bath, ...

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Dennis House

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

NEW RENTAL! Enjoy the summer breezes and sunsets sitting out at the end of the private boardwalk and dock, inside the enclosed screened porch on the porch swing, or on the second floor wrap around deck.This welcoming 3BR 3.5BA home is new construction with plenty of room. The house is immaculate and ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Enjoy your summer vacation in this beautifully renovated spacious home with central air! Less than 3 miles to Corporation Beach, and under 4 miles to Mayflower beach! Just a quarter of a mile to Lost Dog Pub, ice cream and markets. Wonderful layout with 3 levels. The first floor has a dining room, ...

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Dennis House

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About this property

NEW! This cozy cottage is the perfect place for a small family or group of friends to enjoy a peaceful quiet vacation. Its proximity to Raycroft Beach, just 0.2 miles away, makes it an ideal location for beachgoers. The cottage sleeps four people comfortably, with two bedrooms offering one queen and two ...

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Dennis House

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Key Amenities

  • Kid friendly

About this property

Neat as a pin-clean as a whistle. This affordable 2 bedroom/1 bath home with 4 Season Porch and finished playroom downstairs is the perfect summer getaway. Beds: 1 Queen, Bunk Bed w/1 full/1twin. Fold up Twin. This home has all you need: Central Air, cable, WiFi, enclosed outdoor shower, right near Swan ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Owner says "Make an Offer!" Adorable and quaint freestanding cottage with all that you need for your Cape Cod getaway. Less than half a mile to Haigis beach, 5 minutes to South Village and West Dennis beaches, near shopping, dining, and area attractions in popular Dennis Port.Open floor ...

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Property Type

Dennis Cottage

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$363

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

PropertyMayflower Beach-Views of the Bay & Beach from the deck! This "beachy" home has 3 bedrooms, 1-1/2 baths and a full finished walk-out basement. For indoor entertainment there is internet access and 2 tv's with cable. Wood floors throughout.There is a large deck for outside ...

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Dennis House

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Key Amenities

  • Kid friendly

About this property

Owner special $2000 plus taxes & fees for 6/29-7/6. New rental 2024! Twice as nice! Newly renovated duplex being rented as one spacious unit. Enjoy privacy as well as togetherness. Very well equipped home with beautiful coastal decor and furniture.Left side: 1 Queen 1 set of Twin bunks Right ...

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Dennis House

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About this property

This 3 bedroom, 2 full bath ranch home is convenient to shopping, parks and both north and south side beaches. This perfect vacation home has a large well-equipped eat-in kitchen, dining area, washer/dryer, window A/C units in the bedrooms and internet access. Hardwood floors & vinyl throughout--no ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly

About this property

Owner Special! $1850 a week (plus taxes and fees) if you book before 4/30/24. Summer fun in Dennis Port! Get ready to enjoy Haigis beach which is just under a mile away or just 2 miles to West Dennis beach. Plenty of shopping, attractions, and dining in this popular area as well. New rental 2023! Great ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

This pretty 3 bedroom 2 bath home is located in popular Lower County Rd. area near One Stop, Dog House, Joeys Pizza, What's the Scoop, Banderas, Southside Cantina, Beach Shack, Chapins, Cleat and Anchor, Sailing Cow, Starfish Shoppe, and more. It's just .6 directly down the street to Glendon ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

This beautiful East Dennis House has Central Air and everything you need for a wonderful relaxing vacation on the Cape. Enjoy the beautiful north side beaches: Sea St., Corporation, and Mayflower. After enjoying a sun-filled day at the beach, wash the sand off in the outdoor shower and kick back on ...

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Dennis House

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About this property

This beautifully maintained home brings on the Olde Cape Cod charm. Nestled in the heart of West Dennis, you can enjoy being less than 1/2 mile to West Dennis Beach, Kelley's Pond, and close to plenty of restaurants, shopping, and activities. This two bedroom cottage has an eat in kitchen, living ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

New rental-filling fast...Just .6 to Sea St. or Glendon beach, .8 to Haigis, or a short drive to West Dennis beach. Convenient to restaurants, ice cream, mini golf, and more. House is on a dead end tucked away side street that offers peace and privacy with extra lot.This attractive home with appealing ...

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Property Type

Dennis House

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Key Amenities

  • Beachfront
  • Oceanfront

About this property

Owner special! 6/29-7/6 or 7/6-7/13 $1700 per week plus taxes and fees. Summer by the Shore! Welcome to your seaside escape. Charming cottage by the sea at Chases Ocean Grove, a popular seasonal community in Dennis Port. Enjoy the peace and serenity of endless blue water views. Listen to the sounds of ...

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Property Type

Dennis Cottage

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3 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Sea Street

$278

avg/night

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Key Amenities

  • Rentals by owner

About this property

2023 Renovation, first time offering! Cutie Putie 800 sq ft Dennis port cottage located within a quiet cottage complex tucked off the beaten path. Cottage is good as brand new, gutted to the studs and remodeled with summer shades of white, blue, green and seagrass and rattan textures extending a true ...

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Property Type

Dennis Cottage

"5-Star Cottage"

From the moment we stepped into the cottage we felt right at home. The attention to detail, decor and being comfortable fill every corner of this cottage. We have visited the Cape for 17 years. This home ...

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

UPDATE for 2024 Season! Brand new in ground 20 x 40 Salt Water Heated pool with spa. Brand new ENTIRE Home Furnishing Makeover with Coastal themed furniture. This beautiful, comfortable, and spacious home is nicely furnished and well-equipped. It has 5 large bedrooms, and 4 bathrooms, a spacious new kitchen ...

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Property Type

Dennis House

"love these guys!!"

the best vacation rental on the market, far surpassed all of the other's out there would recommend these guys to absolutely any one! was the trip of a lifetime!

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Key Amenities

  • Kid friendly
  • Private pool

About this property

This new rental was purchased with your family get together in mind. The owners wanted to give you an opportunity to have a place to gather with friends and family and either host a special event or just social distance with loved ones in a beautiful serene atmosphere. Whether its in the spacious house ...

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Dennis House

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

By the Sea Guests is a family-owned inn located in the heart of Dennis Port off of Chase Avenue and a close drive to the center of Dennis, Harwich Port, Chatham, Hyannis, and more where many of the shops and restaurants are.Beachfront, By the Sea Guests has the largest private beach on the strip ...

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Property Type

Dennis Apartment

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11 BR | 1 BA | Sleeps 14 | Quick View

Distance to beach: 500 feet to Inman Rd Beach

$160

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Formerly known as The Loydon Inn and the Innisfree, An English Garden Bed and Breakfast was built in 1922 and lovingly renovated in 1999. It’s one of the oldest bed and breakfasts in Dennis Port. The grey shingled cottage is surrounded by blooming English roses, hydrangea bushes and delphiniums ...

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Property Type

Dennis Apartment

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Key Amenities

  • Rentals by owner

About this property

Relax and renew by the beach. Enjoy our simple, two bedroom condo across the street from the beach. No need to drive to across town only to find all the spaces are filled. Enjoy morning coffee while strolling along the beach before others are up. Read a book on the patio or if you time it right, listen ...

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Property Type

Dennis Condo

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3 BR | 1 BA | Sleeps 7 | Quick View

$644

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly

About this property

West Dennis - Renovated cottage new to the rental inventory for 2020 this 3 bedroom 1 bath cottage is located about 100 yards from the private beach on Nantucket Sound! Open floor plan on first floor is perfect for entertaining. First floor has one bedroom, 2 additional bedrooms are located on the second ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly
  • Pool

About this property

Swimming Pool & 300 Yards to the beach - This roomy & Clean Cape style home is a free standing property within a small complex of seven other townhouse properties with use of a beautiful 20 x 40 swimming pool. Walk 300 yards to the ocean beach at the end of the street. (you can see the water ...

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Property Type

Dennis House

"Great vacation"

Great location, walk to the beach and swimming pool. The kids liked the park across the street. We arrived to a nice clean house, very comfortable and everything we needed was there. We plan on coming ...

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Key Amenities

  • Kid friendly

About this property

Dennis - Recently renovated and new to the vacation rental market for the 2023 season this 5 bedroom 2 bath Cape sleeps 9 and is a short drive to all the popular Cape Cod Bay Beaches! The first floor offers a dine in kitchen in addition to a dining room with sliders leading out to the deck, a living room ...

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Property Type

Dennis House

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Key Amenities

  • Private pool
  • Rentals by owner

About this property

Description ONE WEEK MINIMUM STAY. RATES and DATES (Saturday to Saturday) ARE POSTED. Price does not include lodging taxes (14.45% and security deposit). Please note, some rental sites charge hefty service fees to both owners and tenants (this site does not- spread the word!!). You must bring your own ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Drop your bags and walk to the beach. All the comforts of home in a clean, all new and refreshed setting.Stunning West Dennis Beach a short, 4/10 of a mile walk down the picturesque Loring Ave. The home comes equipped with beach chairs, umbrella, toys, cooler, and beach wagon to make for a fun and ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

West Dennis - Sleeps 4: Two Bedroom. Very short walk to beautiful West Dennis beach. A great vacation home, fully equipped eat-in kitchen, washer and dryer, cable TV, VCR/DVD, patio, outside shower, very nice neighborhood. Only a short drive to great restaurants, shopping and attractions. Make your ...

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Dennis Cottage

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Dennis Vacation Rentals

Find your perfect Dennis vacation rental today


Ready for an incredible vacation to the Cape this year? It's time forget booking a hotel and book one of our Dennis vacation rentals instead. We have great options throughout Dennis, including Dennis Port and East Dennis. The public beaches in this mid-Cape town can't be beat for a family-friendly trip. Dennis beaches line both the north side on Cape Cod Bay and its south side on Nantucket Sound. Vacation homes are the perfect option for your upcoming trip and for travelers looking in Dennis, we have you covered.

Dennis, Massachusetts travel advice


If you're looking for the best of what Cape Cod can offer from beaches to activities to location, then set your crosshairs on Dennis. Its handful of villages offer a diversity of experiences so make sure you research and are aware of the different areas. Despite the differences, you really can't go wrong with all the beaches and activities during the summer because they're all historic and they all have access to beaches, dining options, and great vacation rental options. Dennis Beach Parking (@DennisParking) on Twitter is worth a follow if you rent a Dennis vacation rental and want up-to-the-minute updates on beach parking.

The main throughway on the bayside is route 6a which is lined with shops and beach options. Route 134 runs north and south and connects all five villages including route 6 (major throughway) and route 28 which is on the south side and connects West Dennis and Dennis Port.


Top attractions and activities


Dennis touts itself as a "Play and Stay" destination and we have to agree!

Its access to trails and hiking includes the 22+ mile Cape Cod Rail Trail. And Dennis is where you'll find Bass River, which is the Cape's longest river. Adventure and activity awaits nature-loving travelers who stay in Dennis with everything from Kayaking on the Swan Pond River to the Indian Conservation Area in South Dennis.

The Cape is packed with historical relevance but perhaps more than any other town around, Dennis's history is a big draw with its many historic buildings spanning multiple centuries. The Jericho Historical Center (see here) and the 1801 Captain Baker house site on Old main street in West Dennis. It's only open June - September so apologies to you "shoulder season" travelers.

Dennis offers some of the best golf options around, too. Check out the Dennis Pines & Highlands Courses for some of the premier options when you vacation on the Cape.

Dennis is for the Arts! We'd be remiss if we left out the lovely 23-acre Cape Cod Center for the Arts (CCCArts) in Dennis. It features many options for entertainment for vacationers including the historic Cape Playhouse (more on that below!). The Cape Cod Museum of Art also calls Dennis home and has events and exhibitions to check out, and it stays open into the fall with its Artfull Thursday events.

Last but certainly not least, many vacation rentals orbit around Dennis great beaches, of which there are almost 20!

Dennis village features two of the most popular beaches: Corporation Beach and Mayflower Beach on the north/bayside. If tidal flats are your thing, consider a trip to Mayflower on Dunes Road. You won't be disappointed! While Dennisport to the south/Nantucket sound side features Sea Street and Haigis beaches among others. For parking and facilities/bathroom availability information, see this helpful page from the Dennis Chamber of Commerce
 for all the info you'll need. 


Summer events


Dennis Summerfest has been running for decades as a prime way to attract visitors during the last week of August (which is the end of the summer vacation rental season, traditionally). Events include bonfire on West Dennis Beach, local bands, a fireworks display, and an antique car parade.

Love the theater? The Cape Playhouse boasts high quality, professional live entertainment. Be sure to check out its Season Overview (here's the overview for 2020). It's among the oldest professional summer stock theatre in the United States and has been running continuously since 1927! According to their Facebook page, legends like Humphrey Bogart, Bette Davis, and Lana Turner have performed here.

The CCCArts, which is Dennis's Arts Center, offers "ImaginationStation - Theater for Children" twice a week on Thursdays and Fridays during July and August.


Great restaurants and bars


Dennis has some great spots for dining -- as evidence by the hundreds of reviews on Google and elsewhere. Scago Cafe in Dennis Village sets the pace on the bayside. It's joined by Encore Bistro and Bar on Hope Lane.

The Ocean House Restaurant in Dennis Port is where the expansive ocean views are a big part of experience. Its new American and pan-Asian menu is perfect fo a special dinner for a party of any size.

Want a local dining experience? Don't miss lunch or breakfast at Grumpy's in East Dennis. It's family-owned and operated and right on Main Street. But keep in mind: it opens early closes early (6am - 2pm).

Not exactly a newsflash, but ice cream is kind of a big deal for any Cape Cod vacation. Dennis has no shortage of options with the uber-popular Sundae School Ice Cream and up-and-coming Aunties' Ice Cream Parlor in Dennis Port, MA, and the can't be missed Ice Cream Smuggler in East Dennis Village.


Dennis vacation rentals on Cape Cod Vacation Rentals


Booking one of our vacation homes in Dennis on CapeCodVacationRentals.com can save you 20% or more over our competitors. And, we have a wide array of inventory for any group size or traveler tastes. Book yours today before someone else does!