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South Dennis
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South Dennis, MA Apartments & Rentals
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Kid friendly (56)
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Waterfront (12)
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Distance from
5 km
Devil's Purse Brewing Company
Indian Lands Conservation Area
Cheryl Malone Fresh Pond Dog Walk
Cartwheels of Cape Cod
Congregational Church of South Dennis
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59 rentals
in South Dennis.
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!
6 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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The Berry Quaint Cottage
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
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Spacious home with private deck, beach gear, W/D, & central location
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 9
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Freydis Glen | Dog-friendly cottage in South Dennis with firepit - walk to bay
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Thayer Thicket | Newly renovated house in South Dennis with great location
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
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Modern, clean and cozy home away from home
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Home Away From Home
17 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Centrally located 2 bedroom Ranch in Dennis
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Spectacular newly renovated 3 bedroom- Bayside neighborhood close to beaches
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Petite beach home overlooking Follins Pond w/ central A/C and private gas grill!
7 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Lovely Cottage With Private Yard Convenient to Dennis Shopping and Dining
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Pet Friendly , Perfect Price, House and Spot
104 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Great location to everything 5 mins to some of the best beaches fenced in yard
Condo/Apartment
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0 bedrooms
2 bathrooms
Sleeps 8
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Family Friendly Mid Cape Home • Sleeps 6 • Steps to Kelly Bay • Near Beaches
55 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Spectacular three bedroom home with central air
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Escape to the Cape in this brand new, family-friendly, centrally located home.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Idyllic 3BR classic Cape Cottage in a beautiful waterfront setting, with sunsets
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3 bedrooms
1 bathroom
Sleeps 7
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Cape Cod House
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
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Grand Cove Retreat
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Three bedroom home sleeping 8 overlooking Swan Pond
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Sea Gem Hideaway | House in South Dennis in a prime location w/ outdoor shower
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Newly Updated Home Stone Patio & Fire Pit!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Lovely three bedroom home located in desirable Bayside neighborhood!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Conveniently Located in the heart of Dennis 3 bedroom 1.5 bath with Central Air
2 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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3 bedroom home with ac
2 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Newly Updated Home Stone Patio & Fire Pit!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Sleeps
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Walk to Harborview Beach
11 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful, bright, and airy home located in scenic Quivet Neck, East Dennis
1 review
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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New to our 2023 Inventory! Spectacular three bedroom home with central air
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Spectacular newly renovated 3 bedroom- Bayside neighborhood close to beaches
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Three bedroom home sleeping 8 on the water's edge of Swan River
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Private Dock! 3 bedroom, 2 bath home-directly on Swan River
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Amazing pond views and unforgettable sunsets from all levels
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Short Walk to Swan Pond, Hot Tub!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Pristine condition! Three bedroom sleeping 8 with contemporary beach decor!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Waterfront-Relaxin' on the River!
21 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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3 bedroom home with ac
4 reviews
Holiday Rental House
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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
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3 bedrooms
3 bathrooms
Sleeps 8
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New to our 2023 inventory! Grand Cove Retreat
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Amazing pond views and unforgettable sunsets from all levels
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Raised Split Ranch Single House in South Dennis.
3 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Three bedroom home with central air conditioning
8 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Short walk to Sesuit Harbor
6 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Pristine Vacation Home on Aunt Patty's Pond
7 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Private Pool, Large Deck, and Game Room!
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Gorgeous Getaway on the Cape Cod Bikepath **New!**
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Bayside five bedroom sleeping 10 with central air
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Kelly's Bay House - Short walk to Kelly's Bay and Public Park - 16 Town Beaches
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 9
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Dog-friendly 4 bedroom 4 bathroom sleeps 10 home near bay side beaches and
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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Showing results 1-50 of 59
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:
Private Pool, Large Deck, and Game Room!
Luxury Waterfront Home w/ Heated Pool and Hot Tub
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
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:
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!
The Berry Quaint Cottage
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:
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!
Freydis Glen | Dog-friendly cottage in South Dennis with firepit - walk to bay
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:
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
Dog friendly home w/ deck and private gas grill - on the bay side of the Cape!
The Berry Quaint Cottage
See all kid friendly holiday rentals in South Dennis on Tripadvisor