South Dennis Vacation Rentals

Compare 7 vacation rentals.
USA > Massachusetts > South Dennis

Make South Dennis your next getaway

Discover the charm of South Dennis vacation rentals, where New England's coastal beauty meets a quaint village atmosphere. If you’re looking to experience the magic of Cape Cod, you’ve found the perfect home base for exploring. Between fresh seafood, stunning beaches, and family-friendly activities, you’ll find something new to love on your next trip to Massachusetts.

Explore South Dennis house rentals, cottages, and more

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House rentals

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Cottages

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South Dennis vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Skylight Tonight
3 Bed | 2 Bath | Sleeps 8

Skylight Tonight - South Dennis, MA

$335 avg / night
3.88 (34)
Ace's Cape Escape
3 Bed | 2 Bath | Sleeps 7

Ace's Cape Escape - South Dennis, MA

$481 avg / night
4.5 (2)
Thayer Thicket
3 Bed | 1 Bath | Sleeps 7

Thayer Thicket - South Dennis, MA

$406 avg / night
3.5 (4)
Cape Estate 6
4 Bed | 2 Bath | Sleeps 9

Cape Estate 6 - South Dennis, MA

$478 avg / night
4.8 (10)
Villa Fairview
2 Bed | 1 Bath | Sleeps 6

Villa Fairview - South Dennis, MA

$321 avg / night
4.25 (12)

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Recent South Dennis vacation rental reviews

We were happy with the set up. Perfect for each couples privacy. Rooms on the top floor and a master bedroom on the first floor. Nice quiet location . Walking trails and spots close by
craig b. | Oct 2024
My oldest daughter got married in Cape Cod this past weekend and the house we stayed at in South Dennis was more than we expected. It was clean, spacious and just all-around felt like a cozy atmosphere, a home away from home. The kids had a great time in the yard and we even made friends with some of the neighbors. Definitely definitely will be staying in this house again if we ever find our way up to Cape Cod!
Kristen L. | Oct 2024
The house is less than a block from the Cape Cod Rail Trail.
Penny H. | Oct 2024
South Dennis Frequently Asked Questions

Yes, 66 of our South Dennis homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 260 of our South Dennis vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our South Dennis vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local South Dennis team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for South Dennis, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Explore our South Dennis, MA, vacation rentals

Embrace the salty sea breeze with a South Dennis beach rental. Immerse yourself in historic treasures at the Cape Cod Museum of Art, savor fresh seafood at family-owned restaurants, or browse antique shops that line the streets. Feel the sand between your toes at West Dennis Beach, a haven for sunbathers and water sports enthusiasts. 

For nature lovers, Swan Pond River Trail offers serene walks amidst lush landscapes. With its inviting atmosphere and proximity to Cape Cod's attractions, South Dennis is an idyllic destination for a relaxing getaway filled with culture, cuisine, and coastal delights. Find a quiet hideaway close to it all in South Dennis.