Dennis Vacation Rentals

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Make Dennis your next getaway

With 16 beaches and stately colonial mansions lining the water's edge, it's no wonder Dennis, Massachusetts, is one of the most popular towns for booking a Cape Cod vacation rental. This all-American city mixes recreation with art, shopping, and dining establishments galore.

Explore Dennis house rentals, cottages, and more


House rentals

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Popular amenities for Dennis vacation rentals

Dog-friendly Hot tub Internet
Osprey View Villa
3 Bedroom | 2 Bath | Sleeps 8

Osprey View Villa - Dennis, MA

$319 avg / night
Lilly Pond Place
3 Bedroom | 2 Bath | Sleeps 6

Lilly Pond Place - Dennis, MA

$212 avg / night
Beach Days
1 Bedroom | 1 Bath | Sleeps 4

Beach Days - Dennis, MA

$211 avg / night
Flax Pond Retreat
3 Bedroom | 3 Bath | Sleeps 8

Flax Pond Retreat - Dennis, MA

$404 avg / night
Sandpiper's Saltbox
4 Bedroom | 2 Bath | Sleeps 8

Sandpiper's Saltbox - Dennis, MA

$324 avg / night

View 6 more homes

Recent Dennis guest reviews

We only had three guests, but there were plenty of beds. Great price for the season we stayed.
Jenifer H. | Apr 2024
A beautiful, spacious house with lots of comfort.
Maressa L. | Nov 2023
We had a very stay in Dennis! Very nice base for a Cape visit. Nice central location for getting around.
David and D. | Oct 2023
Dennis vacation rental FAQ

Yes, 72 of our 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).

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Yes. 269 of our Dennis vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our 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 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 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

The town incorporates five villages - Dennis, East Dennis, South Dennis, West Dennis and Dennis Port - and each offers a unique feel. Once a whaling outpost, like other towns in the region, fishing remains a lucrative occupation as well as a favorite pastime. Today, Dennis is a seaside resort that lures thousands of tourists each year. Our selection of Dennis vacation rentals allow one to explore this beautiful coastal town, and the entire Cape Cod region.

Beaches in Dennis, MA

Dennis is a popular summer resort, and that means visitors head to the many beaches in the area. Dennis has 16 public and residential beaches on the ocean, as well as two on a lake.

Northside saltwater beaches feature handicap facilities, boardwalks, and mobile snack bars. The best of the bunch are Mayflower Beach and Corporation Beach. The former features acres of soft duney sand, and midday low tides allow one to walk far into the ocean. The latter is kid- and dog-friendly (dogs are allowed off-leash after Labor Day), with grassy spots to grab sand crabs.

Southside beaches offer warmer water thanks to Nantucket Sound. Head to West Dennis Beach, one of the most popular in the summer, if you're a windsurfer. Sea Street Beach in Dennis Port boasts plenty of sand and gorgeous views, and is less touristy than other area beaches. Haigis Beach features a family-friendly vibe thanks to a playground and small waves.

Things to Do in Dennis, MA

There's more than sand and surf in Dennis. The town boasts many historical buildings; the 1736 Josiah Dennis Manse Museum was the home of the founder of Dennis, and features artifacts as well as a spinning and weaving exhibit. A one-room schoolhouse is also on the estate. The 1801 Jericho Historical Center was once home to sea captain Theophilus Baker, and his descendants until 1955. It now showcases antiques, costumes, cranberry sorters, and vintage carriages.

A number of successful artists make Dennis their home, and the Dennis Art Walk is a great way to explore their work. Running from early July to early September every year, guests can admire paintings and sculptures via participating galleries. Live music, hors d'oeuvres, and wine tasting are also on hand. The Cape Cod Museum of Art boasts revolving exhibitions of contemporary art in seven galleries, as well as workshops, classes, and events for the entire family. The lovely sculpture garden should not be missed.

Day Trips from Dennis, MA

Dennis is in the heart of the Cape and is close to many area attractions, from sleepy seaside towns to nightlife hubs. The charming and quaint towns of Eastham, Chatham, and Hyannis are a short drive away. Head to Hyannis for the ferry to Nantucket and Martha's Vineyard. You might even spy a celebrity on vacation. Trendy Provincetown is at the top of the Cape and is a LGBT mecca, as well as a lively spot for a night out on the town.

A wealth of beaches and art galleries make Dennis a great spot for a seaside summer escape, and our Dennis vacation rentals offer the best home base to enjoy it all!

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