Dennis Vacation Rentals

(19 rentals)
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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

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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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This 3 bedroom, 2 full ranch home is convenient to shopping, parks and both north and southside 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 carpet. ...

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Property Type

Dennis Cottage

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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! Less than 2 miles to Cold Storage Beach, and just a quarter of a mile to Lost Dog Pub, ice cream and markets. Enjoy multiple living spaces inside the home, with office & rec room or relax on ...

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Dennis House

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About this property

Only .7 mile to Sea Street Beach. Totally renovated 4 bedroom 2 Full baths. New floors, updated baths and kitchen. Accommodations for 8. CENTRAL A/C. Bright and clean! Nice back yard with deck. Outside shower, gas grill, washer/dryer/internet, hardwood floors. Your family is sure to make special memories ...

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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. 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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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

NEW RENTAL 2022 - Quaint Cape Cottage less than 1 mile to Sea St Beach and .4 mile to local eateries, mini golf, and ice cream. This cottage offers 3 bedrooms, 1 bath, first floor washer/dryer and central air. Beautiful eat in kitchen and closed in porch for extra living space. Enjoy time outside relaxing ...

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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

$146

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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2 BR | 2 BA | Sleeps 6 | Quick View

$408

avg/night

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Key Amenities

  • Kid friendly

About this property

This Bass River Getaway comes with beautiful coastal views. The property is perched on a bluff overlooking the calm waters of Bass River with your own private beach access. New to the rental market this season, the cottage features a newly renovated kitchen, all new furnishings, updated bathrooms, A/C, ...

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Property Type

Dennis House

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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

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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

  • Beachfront
  • Oceanfront

About this property

Come and enjoy this recently re-loved Cape Cod home found at the end of a quiet private cul-de-sac in West Dennis. Enjoy the woodsy view from the home's expansive, new deck. Grill your favorites on the Gas BBQ and dine outdoors on the deck’s patio set.  Nearby you will find several waterview ...

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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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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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4 BR | 2 BA | Sleeps 9 | Quick View

Distance to beach: 0.7 miles to South Village Rd

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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

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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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!