Dennis Port Vacation Rentals and Cottages

Compare 21 vacation rentals.
USA > Massachusetts > Dennis Port

Make Dennis Port your next getaway

Experience the quintessential New England charm of Dennis Port, Massachusetts with a stay in one of our cozy vacation rentals. This picturesque village is nestled on the southern coast of Cape Cod, offering visitors a perfect blend of sandy shores, historic charm, and delicious seafood.

Explore Dennis Port house rentals, condo rentals, duplexes, and more

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House rentals

View 14 House rentals
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Condo rentals

View 4 Condo rentals
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Duplexes

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Dennis Port vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Immaculate Beach Condo
1 Bed | 2 Bath | Sleeps 4

Immaculate Beach Condo - Dennis Port, MA

$318 avg / night
4.4 (45)
Summer Cape Escape
1 Bed | 1.5 Bath | Sleeps 4

Summer Cape Escape - Dennis Port, MA

$366 avg / night
4.36 (25)
Eric's Place
2 Bed | 1 Bath | Sleeps 4

Eric's Place - Dennis Port, MA

$300 avg / night
4.38 (39)
Uncle Rolfs Cozy Cottage
2 Bed | 1 Bath | Sleeps 4

Uncle Rolfs Cozy Cottage - Dennis Port, MA

$253 avg / night
4.42 (24)
Villa Balena - A Cape Cod Oasis
2 Bed | 2 Bath | Sleeps 6

Villa Balena - A Cape Cod Oasis - Dennis Port, MA

$518 avg / night
4.91 (43)

View 16 more homes

Recent Dennis Port vacation rental reviews

Everything about this place is great, the cleanliness, accommodations, location, and comfort. Being so close to the ocean was a dream fulfilled.
James S. | Oct 2024
This is a perfect mid cape location! The home has awesome views of the pond and is very nicely appointed. Would definitely stay here again.
Gary L. | Oct 2024
Loved everything about this place.
Pamela B. | Oct 2024
Dennis Port Frequently Asked Questions

Yes, 60 of our Dennis Port 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. 238 of our Dennis Port 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 Dennis Port 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 Dennis Port 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 Dennis Port, 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

Where is Dennis Port?

Located in the town of Dennis, Dennis Port is a beloved Cape Cod destination known for its beautiful beaches, charming cottages, and vibrant local culture. Just a short drive from the Cape Cod Museum of Natural History and the Cape Cod Rail Trail, Dennis Port provides easy access to explore the natural beauty and rich history of the Cape.

Things to do in Dennis Port

Dennis Port is a haven for beach lovers, with popular spots like Haigis Beach and Sea Street Beach offering sun, sand, and surf for visitors to enjoy. Take a leisurely stroll along Main Street to discover quaint shops, art galleries, and delicious seafood restaurants. Outdoor enthusiasts can explore the nearby Swan Pond River for kayaking and paddleboarding adventures, or tee off at one of the area’s many scenic golf courses.

Explore our Dennis Port rentals 

Immerse yourself in the coastal beauty and relaxed atmosphere of Dennis Port, Massachusetts during your next vacation getaway. Whether you’re looking to unwind on the beach, explore local attractions, or indulge in fresh seafood, Dennis Port has something for everyone to enjoy.