Dennis Vacation Rentals

(38 rentals)
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About this property

Bright and cheerful two bedroom cottage located on Grand Cove! Enjoy spectacular views of the cove from the front or back deck, or right from the living room window. This cottage has all you’ll need for your perfect summer getaway including: air conditioning, a gas and charcoal grill, a covered ...

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Property Type

Dennis Cottage

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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, boat ramps, beaches ...

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Property Type

Dennis House

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Key Amenities

  • Beachfront
  • Rentals by owner

About this property

Come and enjoy this recently re-loved Cape Cod home. Your hideaway is perched atop of a gentle knoll at the end of a quiet, private cul-de-sac in West Dennis. Enjoy the woodsy view from the home's expansive, new deck exposed to a woodsy setting. Grill your favorites on the Gas BBQ and dine outdoors ...

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Property Type

Dennis House

"Very enjoyable stay at The PondView!"

Very enjoyable stay at The PondView! Kathleen did a wonderful job of making us feel comfortable before, during, and after our stay. As first-time vacation renters we were a little anxious, but placing ...

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About this property

Pretty and spacious year round home in popular Dennis! A little over a mile to Princess Beach, and under 5 minutes to Corporation Beach. Plenty of room to spread out and relax, dining room, family room, large finished lower level with two rooms. Well equipped. Window ac units in bedrooms and large window ...

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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 to deeded ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

This nautically enchanting home, just 1/10th of a mile to a private beach, has everything you desire for the perfect summer getaway to the Cape. This spacious home offers 3 bedrooms, 2 bathrooms, sitting room, formal dining room, kitchen with coffee/tea station, and a bonus family room. Outside you will ...

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Property Type

Dennis House

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Key Amenities

  • Beachfront
  • Oceanfront

About this property

Welcome to your Cape escape. Adorable cottage right across the street from the beach with straight on ocean views. Enjoy the peace and serenity of endless blue water views. Listen to the sounds of the ocean as you sleep. Breath in the salt air. Your vacation has begun. This cottage sleeps 4-5 comfortably ...

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Property Type

Dennis Cottage

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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. After enjoying a sun-filled day at the beach wash the sand off in the outdoor shower and kick back on the spacious deck with an evening glass of wine-a family bbq and watch the sunset. ...

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Property Type

Dennis House

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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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About this property

Saturday to Saturday Rental - This pretty 3 bedroom 2 bath home is located just a short distance to Dennis Port village and is .6 directly down the street to Glendon Beach on Nantucket Sound. Short ride to West Dennis beach for beautiful sunsets. There is a master bedroom downstairs and two bedrooms upstairs. ...

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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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About this property

Only .7 mile to Sea Street Beach. Right around the corner from mini golf, ice cream, shopping, and dining. Totally renovated 3 bedroom 2 Full baths. New floors, updated baths and kitchen. There is a lower level family room with extra sleeping for guests. Accommodations for 8. CENTRAL A/C. Bright and clean! ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

NEW RENTAL 2022 - Enjoy your summer vacation in this beautifully renovated spacious home with CENTRAL AIR! 4 bedrooms-room for a large group. Grab breakfast at Grumpys and head over to Corporation beach for a swim. Less than 2 miles to Cold Storage Beach, and just a quarter of a mile to Lost Dog Pub, ...

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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

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. Brand new eat-in kitchen w/stainless steel appliances and seating for 6. Sun-room with sectional. ...

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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 and close to plenty of restaurants, shopping, and activities. Enjoy the comforts of home with 2 smart TV's, 2 living spaces, wifi/cable, ...

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Property Type

Dennis House

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About this property

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 away. This spacious, bright, and inviting ranch home has 3 bedrooms ...

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Dennis House

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About this property

Beautiful setting directly on Bass River with a dock for deep water access. (floating dock chained around pilings, about 20 feet). Stunning views of the river and out towards the ocean. Near West Dennis beach for long walks and fabulous sunsets. Lovely home that radiates light and tranquility and has ...

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Dennis House

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About this property

The fingers 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. After a day at the beach wash off the sand in the enclosed outdoor shower and enjoy sitting upstairs in ...

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Property Type

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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Dennis House

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About this property

Pretty house that has been all renovated, everything new. Sparkling kitchen, vaulted ceilings, appealing flooring and furnishings. 3 bedrooms, 1 full bath, comfortable living room and spacious eat in kitchen. Outside shower and seating with cute yard. Short distance to South Village Beach and 5 minutes ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

This beautiful, comfortable, and spacious home is nicely furnished and well-equipped. It has 5 large bedrooms, and 4 bathrooms, a spacious new kitchen with 2 ovens; a large family/dining room combination, as well as a large living room and SECOND dining room. There are 7 TV's. The HUGE yard and 1,300 ...

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Property Type

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 2 | Quick View

Distance to beach: 500 feet to Inman Rd Beach

$155

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

  • 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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Property Type

Dennis Cottage

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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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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly
  • Private pool

About this property

Family compound: 7 Bedroom, 5 bath sleeps 16. Backyard has a large deck with grill and seating area that overlooks the pool and large fenced in yard. In-ground unheated pool is salt water with steps and gradual dept of 6ft. The pool area has a pool house, bar, bathroom and outdoor shower and a large ...

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Property Type

Dennis Cottage

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$261

avg/night

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Key Amenities

  • Kid friendly

About this property

Dennis - Modern three bedroom 1.5 bath rental. Fully equipped kitchen. Finished basement with full bunk-bed and single. Outdoor shower, gas grill and new outside furniture. Large beautiful backyard for entertaining. Less than a 10 minute drive to bay side beaches. A/C, Wi-Fi, beach accessories. Multiple ...

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Property Type

Dennis Cottage

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3 BR | 2 BA | Sleeps 6 | Quick View

$175

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to Scargo Lake 3 bedroom / 2 bath 1st Floor washer and Dryer Central Air Outdoor showerDennis - Walk to Princess Beach on Scargo Lake from this 3 bedroom 2 bath home is located in the Scargo Hill area of the Village. Rinse off in the outdoor shower after a day at one of the Northside Bay ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly
  • Pet 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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5 BR | 3 BA | Sleeps 10 | Quick View

$643

avg/night

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Key Amenities

  • Kid friendly

About this property

Walk to private beach. 5 bedroom, 3 bath spacious Dennis home. AC/WIFI/Cable TV, Great location. Steps away to private bay beach. Short drive or bike ride into town to local ice cream shops, restaurants and bars. Large yard for family gatherings. Ample parking.Beach chairs and umbrellas provided. Saturday ...

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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

About this property

Dennis Village – Quaint Studio Cottage in the heart of Dennis Village is the ideal place to stay for your Cape Cod escape. Walk to shops, restaurants, Cape Playhouse and Cape Cod Creamery Ice Cream! A short drive to Mayflower, Chapin and Corporation Beaches. Close to Sesuit Harbor and Scargo ...

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Property Type

Dennis Cottage

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4 BR | 2 BA | Sleeps 12 | Quick View

$609

avg/night

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Key Amenities

  • Kid friendly

About this property

Dennis - Walk to Mayflower beach from this 4 bedroom 2 bath Cape home with large great room! In addition to the great room on the first floor there are 2 bedrooms, a living room and an eat in kitchen with sliders leading out to the deck over looking the large back yard. The second floor has 2 additional ...

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Property Type

Dennis Cottage

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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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4 BR | 2 BA | Sleeps 9 | Quick View

Distance to beach: 0.7 miles to South Village Rd

$377

avg/night

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Relax in this charming ranch home ideally located on a quiet circle of homes only 7/10ths mile away - 10 minute walk - from the best sandy beach on Cape Cod! Just one weekly parking permit lets you enjoy over 8 other spectacular beaches on both north and south shores. This 4 bedroom L-shaped ranch is ...

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Property Type

Dennis Cottage

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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 a perfect ...

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Property Type

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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Property Type

Dennis House

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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 homes 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!