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


House rentals

View 6 House rentals


View 1 Cottages

Popular amenities for South Dennis vacation rentals

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

Skylight Tonight - South Dennis, MA

$206 avg / night (excludes fees and taxes)
Ace's Cape Escape
3 Bedroom | 2 Bath | Sleeps 7

Ace's Cape Escape - South Dennis, MA

$312 avg / night (excludes fees and taxes)
Thayer Thicket
3 Bedroom | 1 Bath | Sleeps 7

Thayer Thicket - South Dennis, MA

$272 avg / night (excludes fees and taxes)
Cape Estate 6
4 Bedroom | 2 Bath | Sleeps 9

Cape Estate 6 - South Dennis, MA

$274 avg / night (excludes fees and taxes)
Villa Fairview
2 Bedroom | 1 Bath | Sleeps 6

Villa Fairview - South Dennis, MA

$222 avg / night (excludes fees and taxes)

View 2 more homes

Recent South Dennis guest reviews

Great! Comfortable. We loved how everything is so close by. Great restaurants, beaches are a few minutes away. Marshalls, gas station , grocery stores all close by! Neighbors are friendly. A treasured find for sure. You will choose every summer to book her. We already have our next dates picked. Lovely home!
Tanajah H. | May 2024
The house was lovely. It was clean and well stocked/furnished. We had a great time on the Cape and it was very nice to have a cozy home to come back to after a long day.
Haven W. | Oct 2023
We were able to walk to rent bikes to ride the Cape Cod rail trail. It was a lot of fun. It was reasonable distance from Mayflower beach which is wonderful. We easily drove to Chatham and all the way up to Provincetown. It was also reasonably close to the ferry to Nantucket. On our way home from Cape Cod we drove southwest along 28 to see what we missed out on that way. I feel like I wouldn't have wanted to stay much further west than Dennis if you want to be in a good location to experience all/most of Cape Cod.
Cara O. | Sep 2023
South Dennis vacation rental FAQ

Yes, 69 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. 265 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.