South Dennis Vacation Rentals

Compare 7 vacation rentals.
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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.

Top South Dennis property types

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House rentals

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Popular amenities for South Dennis vacation rentals

Popular
Dog-friendly Internet Pool
Skylight Tonight
3 Bedroom | 2 Bath | Sleeps 8

Skylight Tonight - South Dennis, MA

$140 avg / night
(excludes fees and taxes)
3.79 (39)
Miles Away
3 Bedroom | 2 Bath | Sleeps 6

Miles Away - South Dennis, MA

$343 avg / night
(excludes fees and taxes)
4.6 (5)
The White Pillars
7 Bedroom | 5.5 Bath | Sleeps 12

The White Pillars - South Dennis, MA

$603 avg / night
(excludes fees and taxes)
4.2 (5)
Ace's Cape Escape
3 Bedroom | 2 Bath | Sleeps 7

Ace's Cape Escape - South Dennis, MA

$237 avg / night
(excludes fees and taxes)
4.5 (4)
Cape Estate 6
4 Bedroom | 2 Bath | Sleeps 9

Cape Estate 6 - South Dennis, MA

$365 avg / night
(excludes fees and taxes)
4.79 (14)

View 2 more homes

Recent South Dennis guest reviews

This is my second time staying at this property and it was wonderful, once again. Plenty of room for 3 adults, cozy and comfortable. Fresh linens, kitchen fully stocked with dishes, appliances, and cookware, basic toiletries, games, wifi, ad more. We also utilized the backyard firepit which was just lovely. Great location, quiet neighborhood, easy check-in and check-out, good communication. Highly recommend and will be booking again!
Lindsey P. | Nov 2025
We had a great stay! The house was spacious and comfortably fit our entire group, with plenty of beds for everyone. The check-in and check-out process was smooth and hassle-free, which made everything even more enjoyable. Would definitely recommend for larger groups looking for a convenient and comfortable place to stay.
Michael S. | Oct 2025
What an AMAZING place to relax and unwind. The cottage has a comfortable, modern cottage vibe. It is nestled in a quiet neighborhood–away from the hustle but very close to stores, beaches, and the bike path. We thoroughly enjoyed the backyard oasis. We also really appreciated the amenities and supplies that this host provided. It allowed us the creature comforts without having to pack a lot of things. We’ve been to a lot of rentals and this is among the best. We will ABSOLUTELY be back.
Annemarie V. | Sep 2025
South Dennis vacation rental FAQ

Yes. 216 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for South Dennis, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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.