Dennis Port Vacation Rentals and Cottages

Compare 21 vacation rentals.
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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

View 2 Duplexes

Popular amenities for Dennis Port vacation rentals

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

Immaculate Beach Condo - Dennis Port, MA

$225 avg / night
4.38 (47)
Uncle Rolfs Cozy Cottage
2 Bedroom | 1 Bath | Sleeps 4

Uncle Rolfs Cozy Cottage - Dennis Port, MA

$172 avg / night
4.42 (24)
Villa Balena - A Cape Cod Oasis
2 Bedroom | 2 Bath | Sleeps 6

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

$365 avg / night
4.91 (44)
Summer Cape Escape
1 Bedroom | 1.5 Bath | Sleeps 4

Summer Cape Escape - Dennis Port, MA

$265 avg / night
4.45 (29)
Eric's Place
2 Bedroom | 1 Bath | Sleeps 4

Eric's Place - Dennis Port, MA

$208 avg / night
4.38 (39)

View 16 more homes

Recent Dennis Port guest reviews

Great location and great responsive service
Browning M. | Mar 2025
It was exactly what I needed after a crazy long week with tons of stress. The customer service and was patient with me while I tried to figure the keypad and walked me through it. They have no idea what a week I had and they were understanding and took what I was making hard, and made it simple. The condo was clean, organized and homey. The view was amazing, the pictures didn’t do it justice on the website. I will definitely stay again and thank you
Lucy F. | Feb 2025
The location and view can’t be beat.
Patty M. | Dec 2024
Dennis Port vacation rental FAQ

Yes, 57 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. 210 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Dennis Port, 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
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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.