Luxury Vacation Rentals in Dennis

(45 rentals)
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5 BR | 2 BA | Sleeps 13 | Quick View

Distance to beach: 200 yards to Bay View Beach

$993

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to Bayview Beach just 3/10’s away is this lovely 5 bedroom rental that sleeps 13 with an amazing back yard and large new deck. There is a large eat in kitchen along with a screened enclosed porch area for added dining that opens up to the spacious deck.The 1st level has 3 bedrooms, living ...

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Dennis House

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4 BR | 2.5 BA | Sleeps 11 | Quick View

Distance to beach: 10 miles to Many many beaches

$857

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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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Almost Water Front !! Fabulous location !! 14 Depot St. Dennisport. Walk in from the charming farmers porch into this pleasant beach house and be delighted with the attention to detail the owners have taken to make this your favorite place to vacation. Starting off with the lovely living room that is ...

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Property Type

Dennis House

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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

  • 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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Property Type

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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Property Type

Dennis House

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$588

avg/night

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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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Property Type

Dennis Cottage

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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

  • 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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Property Type

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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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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About this property

Fantastic location, two blocks from Dennisport Village, where you will find restaurants, shopping, an ice cream shop, a playground, and the Village Green. It is a two-minute drive to the beach—a fun, large backyard featuring a bar, grill, fire pit, and picnic tables.

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

42 Hippogriffe Rd. Dennis. Cape Cod knotty pine Cottage has 4 bedrooms that sleeps a maximum of 10 or more people, Located on a quiet side street, Walk to the desirable Bay View Beach Just 6/10 of a mile away, on Cape Cod Bay. Large corner lot for outside activities with 2 Full baths, kitchen, dining ...

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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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5 BR | 2 BA | Sleeps 10 | Quick View

$500

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to Bayview or Mayflower Beach !Spacious Raised ranch located just 4/10 of a mile to popular Bayview/Mayflower Beach. This raised ranch house is 5 bedrooms that sleeps 10 along with 2 full baths. 1 on the 1st floor and another on the lower level. Plenty of room for everyone The 1st floor has ...

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Property Type

Dennis House

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About this property

Owner Special! Week of June 7-14 is reduced to $2408 (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 ...

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Property Type

Dennis House

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4 BR | 3.5 BA | Sleeps 8 | Quick View

Distance to beach: 0.5 miles to Mayflower or Bay View Beach

$489

avg/night

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About this property

NEW SUMMER RENTAL LISTING WALK TO MAYFLOWER BEACHNew listing located minutes from Mayflower or Bayview Beach Just 1/2 mile away. This 4 bedroom 3 full bath home is new to the rental market and in a very desirable location off the beaten path. No need to fight the beach parking because you can walk ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Welcome to CapeCodProperty 178, a stunning 6-bedroom retreat located just steps away from the serene Follins Pond in Dennis, MA. Only 1/2 mile to the boat ramp and the beach at Follins Pond for swimming, kayaking, fishing, and boating. Just a short drive to all the popular Cape Cod Bay Beaches! This spacious ...

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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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About this property

Beautiful setting directly on Bass River with an option for a 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 ...

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Property Type

Dennis House

"Excellent rental"

Great location. Lovely view off the back deck. Very clean house and extremely well supplied. Good living space with the added all-weather porch. Appliances all worked very well. Internet was a bit slow ...

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3 BR | 1.5 BA | Sleeps 9 | Quick View

Distance to beach: 300 yards to Inman Beach, Sea View Beach. Belmont Beach

$453

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Join the summer fun. Located in the resort residential section, this spacious summer home is in a prime location, offering historical charm, privacy, tranquility, convenience and modern amenities. The layout provides space for your whole family to spread out and be comfortable. Take advantage of the proximity ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly

About this property

South Dennis: Privacy prevails from this beautifully updated, Waterview three-bedroom, one and a half bath home nestled on a super private lot, surrounded by trees and directly abutting Follins Pond - just steps from the backyard. This home coined “Edi's Place”, is the perfect blend ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Welcome to the Allen House! Located in South Dennis (mid Cape), the perfect location to journey through Cape Cod.About the Space: one level Cape Cod style cottage with 3 bedrooms and 2 full bathrooms, approximately 1200 sq ft.; newly updated throughout* - expect a vintage/modern mix, with nautical ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

22 Briarfield Rd East Dennis, A real East Dennis Beauty. This fantastic 3 bedroom 2 bath rental sleeps 7 and has all the great features you want for that fabulous Cape Cod Vacation. Located in desirable East Dennis, close to Sesuit Harbor and Cold Storage Beach. This light filled home has a large eat ...

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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

$422

avg/night

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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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Property Type

Dennis House

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

Updated 4 Bedroom with great availability. Close to Paradise Pizza and Good Friends cafe, Summer Shanty, Sundancers, playground 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. The beautiful ...

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Property Type

Dennis House

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About this property

Pretty and spacious (over 3000 square feet of living space!) year round home in popular Dennis! A little over a mile to Princess Beach, and under 5 minute drive to Corporation and Mayflower beach. 2.7 miles to Corporation, 3.3 miles to MayflowerThis welcoming home offers 4 bedrooms (2 up, 2 down) ...

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Property Type

Dennis House

"Centerville Home"

Great location, very clean, kitchen well equipped. Loved the outdoor shower and deck was perfect to sit out in the morning with a cup of coffee looking out at the pond or in the evening to sit and have ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$371

avg/night

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Key Amenities

  • Kid friendly

About this property

Welcome to Hoppy’s Landing, a 3 bedroom, 2 bath, updated colonial with central air that easily sleeps 8. This beautiful, spacious home is centrally located mid Cape and situated on a quiet residential street, with a private backyard, along conservation land. You will feel like you are a world ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Welcome to CapeCodProperty 119, a sparkling, vacation rental nestled in the charming town of South Dennis, Massachusetts. This spacious 3+ bedroom home offers a perfect blend of comfort and style, making it an ideal retreat for families or groups of friends looking to explore the beauty of Cape Cod.With ...

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Property Type

Dennis House

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3 BR | 1.5 BA | Sleeps 7 | Quick View

$357

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Beautiful cape cod getaway on a quiet cul-de-sac. Large level landscaped lot with firepit, patio with seating and gas grill. Outdoor shower, parking for four cars. Main bedroom has a queen bed, with TV and half bath, 2 nd bedroom has a queen bed and 3rd bedroom has a twin over full size bunk bed. Living ...

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Property Type

Dennis House

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About this property

New rental 2025! Clean, well maintained, and nicely equipped. The house offers 3 bedrooms, one and a half baths (tub and shower) with appealing coastal decor. There is a comfortable living room, open kitchen/dining/laundry area, full bath, and cute sun porch. Cool off with multiple mini split air conditioning ...

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Property Type

Dennis House

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3 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Sea Street

$346

avg/night

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Key Amenities

  • Rentals by owner

About this property

2023 Renovation, Cutie Putie 800 sq ft Dennis port cottage located within a quiet cottage complex tucked off the beaten path. Keeping the same 2024 summer rate, no increases.Cottage is good as brand new, gutted to the studs and remodeled with summer shades of white, blue, green and seagrass and rattan ...

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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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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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About this property

Just a short stroll to Follins Pond and under 5 miles to Mayflower Beach. This spacious raised ranch has 3 bedrooms and 2 full baths with sun porch, dining area, living room, and inviting deck-great living space with room to relax. Lower level has large family room for watching TV or gatherings after ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

New Rental with plenty of prime weeks available ! Call Soon !38 Agnes Rd. South Dennis, New rental located in the Mid Cape area close to shopping and beaches. This 3 bedroom, 1 and 1/2 bath ranch home is convenient to shopping, parks and both north and southside beaches. This house even has a brand ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

New to our rental program for 2025: Welcome to CapeCodProperty 115, a charming retreat nestled in the heart of South Dennis and in the Mid-Cape area. This adorable 3 bedroom, 1.5 bath home offers a perfect blend of comfort and convenience, making it an ideal getaway for families or groups of friends ...

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Property Type

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. 2 Bedrooms, 2 baths, Living Room, Dining Room, Kitchen, extra for guests; beds are 1 queen, 1 double, 1 twins; window a/c, ...

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Property Type

Dennis House

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2 BR | 1 BA | Sleeps 5 | Quick View

Distance to beach: 200 yards to Longell Rd Beach

$260

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

31 Longell Rd. Dennisport , PRIVATE BEACH 3/10 MILE AWAY ! A 2 bedroom 1 bath ( tub w/shower) cottage that sleeps 5 in an area of like cottages and walk to Private Longell Rd Beach Assoc. at the end of the road. There is an outside shower, stack-able washer/dryer, internet, cable, and a gas grille. Cute ...

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Property Type

Dennis Cottage

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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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1 BR | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 1 miles to West Dennis

$232

avg/night

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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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Property Type

Dennis Cottage

"Cozy and comfy"

We were looking for quiet and private and found this here! We had a wonderful stay and would definitely return. Very easy working with owners. The only thing I missed was a gas grill!

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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. This home has all you need: Central Air, cable, WiFi, enclosed outdoor shower, right near Swan Pond for kayaking/canoeing and is located only 1.4 ...

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Property Type

Dennis House

"Perfect week"

Clean comfortable roomy. Great outdoors close to pond. Everything worked well for cooking and eating on.

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Key Amenities

  • Kid friendly

About this property

Welcome to Cape Cod Property 124, a charming cottage fondly and appropriately named "Breezy Bungalow" is nestled in the picturesque Dennis Port area and is just steps away from the stunning beaches of Nantucket Sound. This delightful two-bedroom retreat is perfect for families or groups seeking ...

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Property Type

Dennis Cottage

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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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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Smell the fresh New England air of Cape Cod. Two bedrooms, 1 with queen size bed, second bedroom with bunk beds. Open Concept living room and kitchen with TV and brand new floors! Shower inside or outside- offering an updated inside bathroom with shower as well as outside shower. Outside patio with table, ...

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Property Type

Dennis Cottage

"Very comfortable"

Was a nice cozy place to stay! Very close to everything you need. Dining, entertainment and miles of beautiful coast beaches.

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Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Plan your cape escape to "La Petite Maison"! Our cozy home has been passed down through multiple generations and is full of the best memories. We can't wait for you to make your own here!Sleeping Spaces: 1 queen size bedroom, one of our two living rooms has a queen size pull out couch, ...

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Property Type

Dennis Cottage

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Dennis Vacation Rentals