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South Dennis
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South Dennis, MA Villas and Apartments
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South Dennis, MA Villas and Apartments
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Internet or Wifi (56)
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Kid friendly (54)
Pet friendly (11)
Elder access (2)
Wheelchair access (0)
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Holiday Rental House (54)
Condominium/Apartment (2)
Cabin Holiday Rental (0)
Private Room (0)
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Waterfront (10)
Water Views (5)
Boat Available (2)
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Distance from
5 km
Devil's Purse Brewing Company
Indian Lands Conservation Area
Cheryl Malone Fresh Pond Dog Walk
Congregational Church of South Dennis
Cartwheels of Cape Cod
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56 rentals
in South Dennis.
Home Away From Home
17 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Family Friendly Mid Cape Home • Sleeps 6 • Steps to Kelly Bay • Near Beaches
55 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Pet Friendly , Perfect Price, House and Spot
104 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Beautiful Waterfront-Relaxin' on the River!
21 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Spacious house located on Swan River
16 reviews
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 13
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Raised Split Ranch Single House in South Dennis.
29 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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'Bayside' 2 story Colonial with Guest Quarters & Central Air
27 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 15
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Three bedroom home with central air conditioning
8 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Petite beach home overlooking Follins Pond w/ central A/C and private gas grill!
8 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Life's A Beach
4 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Short walk to Sesuit Harbor
6 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
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Conveniently Located in the heart of Dennis 3 bedroom 1.5 bath with Central Air
5 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Bayside five bedroom sleeping 10 with central air
1 review
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
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3 bedroom home with ac
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Close to Bayside Beaches & Spacious Deck!
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!
22 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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3 bedroom home with ac
4 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
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Pristine condition! Three bedroom sleeping 10 with contemporary beach decor!
2 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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Three bedroom home sleeping 8 overlooking Swan Pond
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Three bedroom home sleeping 9 with private swimming pool
1 review
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
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Beautiful, bright, and airy home located in scenic Quivet Neck, East Dennis
1 review
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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The Berry Quaint Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Private Dock! 3 bedroom, 2 bath home-directly on Swan River
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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19922 - Great for Multi-Family Travel, Private Pool and Game Room
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Three bedroom home sleeping 9 with private swimming pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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Three bedroom home sleeping 8 on the water's edge of Swan River
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Bayside five bedroom sleeping 10 with central air
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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19923: Close to Bayside Beaches, Sun Room, Large Yard and Spacious Back Deck!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Lovely three bedroom home located in desirable Bayside neighborhood!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Cardinal's Landing
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Pristine condition! Three bedroom sleeping 10 with contemporary beach decor!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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19932: Newly Updated & Furnished w/ Full Finished Basement, Stone Patio & Fire P
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Two Cottages on Large Pond Updated Interior AC Wifi Dog Friendly
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Cottage on Large Pond Access to Bass River Updated Interior AC Wifi Dog Friendly
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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New Listing! Cottage on large pond, recently updated, gazebo, A/C, Wifi, dogs ok
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Lovely Cottage With Private Yard Convenient to Dennis Shopping and Dining
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Kelly's Bay House - Short walk to Kelly's Bay and Public Park - 16 Town Beaches
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
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Spacious Private Pool & Game Room!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Spectacular three bedroom home with central air
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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Spacious Home with Sunroom | 10 Minutes to Cape Cod Bay & Nantucket Sound
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Newly Updated Home Stone Patio & Fire Pit!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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New to our 2023 inventory! Grand Cove Retreat
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Spectacular newly renovated 3 bedroom- Bayside neighborhood close to beaches
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Amazing pond views and unforgettable sunsets from all levels
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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New to our 2023 Inventory! Spectacular three bedroom home with central air
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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Spacious home with private deck, beach gear, W/D, & central location
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
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Gorgeous Getaway on the Cape Cod Bikepath **New!**
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Great location to everything 5 mins to some of the best beaches fenced in yard
Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 8
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New to our 2023 inventory! Grand Cove Retreat
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Showing results 1-50 of 56
Frequently Asked Questions about South Dennis
Do any holiday rentals in South Dennis have a pool?
Yes, here are some popular holiday rentals in South Dennis that have a pool:
Three bedroom home sleeping 9 with private swimming pool
Home Away From Home
Life's A Beach
See all holiday rentals with a pool in South Dennis on Tripadvisor
Do any holiday rentals in South Dennis have internet access?
Yes, here are some popular holiday rentals in South Dennis that have internet access:
Home Away From Home
Life's A Beach
Bayside five bedroom sleeping 10 with central air
See all holiday rentals in South Dennis on Tripadvisor
What are the best pet friendly rentals in South Dennis?
The best pet friendly rentals in South Dennis are:
Dog-friendly 4 bedroom 4 bathroom sleeps 10 home near bay side beaches and
Kelly's Bay House - Short walk to Kelly's Bay and Public Park - 16 Town Beaches
Raised Split Ranch Single House in South Dennis.
See all pet friendly holiday rentals in South Dennis on Tripadvisor
What are some great rentals in South Dennis that are kid friendly?
Some of the most popular kid friendly rentals in South Dennis are:
Home Away From Home
Life's A Beach
Bayside five bedroom sleeping 10 with central air
See all kid friendly holiday rentals in South Dennis on Tripadvisor