Discover a selection of 1,000 vacation rentals in Dennis, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $95 per night, and houses and cottages are popular options for a stay in Dennis. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Dennis
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Destination guide

Two sides to Dennis' Cape Cod

Expect a real choice of style and budget when it comes to Dennis vacation rentals. You could say that the story of Dennis is a tale of 2 coasts and 5 villages. Tour the north-facing side of this Cape Cod town and you'll be spoilt by quaint restaurants, cobbled stone towers, storied restaurants, and historic playhouses. The south coast is home to some fabulous sandy beaches. This area is more about the fun than the theater, and more mini golf than exclusive club houses. But whichever way you face, the swell of the Atlantic is never far away.

Things to do

Cultural appeal in Dennis

Squeezing a little culture into your stay in a Dennis vacation rental shouldn't prove too tricky. With intriguing spots such as Scargo Tower and the 1801 Jericho Historical Center, the town's historic district is a great place to start. A trip to the Cape Cod Museum of Natural History and the John F. Kennedy Hyannis Museum rounds off a culture fix nicely, although those hungry for more can check out exhibitions at the Cape Cod Museum of Art. Catching a movie at the historic Cape Cinema, set right beside the museum, is a lovely way to round off the day.

Activities

Dennis—twice the coast, twice the fun

With so much coast spreading both north and south, the call of the Atlantic is hard to ignore. Some of Dennis' beaches are full-on, curling with breaking surf. Others are sheltered delights; perfect for paddling with the kids. Swimming is best done in high summer, but sport angling brings its silvery rewards throughout the year. Golf is big here, with silky sanded dunes adding an extra challenge to your play. Families might prefer to spend the afternoon with a game of mini golf, or to go full throttle at a go-karting venue.

Weather

Blissful summers in Dennis

The best time to bag a rental in Cape Cod depends on what vacation means to you. If swimming and sunbathing are on the agenda for much of your getaway, the summer months of July and August provide the best conditions for outdoor play. Be aware, though, that many travelers will think similarly, so it pays to secure your ideal Dennis vacation rental in advance. If a quieter stay is more your style, opt instead for a shoulder season stay in May, June, September or October. Rental rates in December through April are at their lowest but temperatures dip also.

Natural features

Fabulous day trips from Dennis

Within a quick jaunt of the village, you'll find a number of natural highlights that are must-adds to your Dennis travel agenda. The pristine sandy beaches, lighthouses and wild cranberry bogs along the 40-mile Cape Cod National Seashore are easily accessible from Dennis rentals, while those looking for an adventure further afield may well find themselves sailing the open seas toward Martha's Vineyard. Here you can explore quaint hamlets, take a ride on Coney Island's historic Flying Horses Carousel or set off on a bike tour to enjoy the views of Elizabeth Island from the Aquinnah Cliffs.

How to get there

Transportation to and around Dennis

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 6.7 mi (10.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 23.6 mi (38 km) away.

What are the top vacation rentals in or near Dennis?

The heart wants what the heart wants, and right now that's to get away. Now's the time to pack your suitcase and escape to one of these top vacation rentals in or near Dennis:

  • "Luxurious Estate Includes - Tennis Court" is a guest favorite. Around 11 miles from Dennis, it has 6 bedrooms and plenty of amenities to help you feel at home, including a separate dining area and an ice maker.
  • "Oceanfront Contemporary Home - Breathtaking Views" also promises a memorable getaway, offering 3 bedrooms, coffee and tea making facilities, a water park and more. It's around 14 miles from Dennis.

For even more great options, use the search bar at the top of the page to find the perfect Dennis vacation rental for you.

What are the best tiny house vacation rentals in or near Dennis?

Punching way above its weight when it comes to charm and innovation, a tiny house vacation rental in Dennis offers a front-row seat to big adventure. Shut off your devices and switch your focus to nature at one of these neat little stays:

  • Take a couple of days off to enjoy a simpler way of life at "Marion Village's Very Best Cottage - Tiny Home Living Close To The Town Beach". Located in Marion Center, a kitchen and a dryer are just two of the amenities you can expect here.
  • "Stay In A Tiny House 0. 4mi To Beach Village Restaurants Pet Friendly 2 Bikes" in Dennis Port is another good choice. A fridge and a living room will help make your time here extra comfortable.

Can I find log cabins to rent in or near Dennis?

You certainly can! From simple hideaways to luxurious escapes and everything in between, Vrbo has a broad range of log cabins to rent in or near Dennis. If you're into adventure, check out these options:

  • "Spacious Wellfleet Tree Top Log Cabin Great For Families And Reunions": This is the ideal base to enjoy some of the exciting outdoor activities this area has on offer, including basketball and golf.
  • "Rustic Cozy Log Cabin": Spend your time enjoying all the creature comforts at this unique property. When it's time to get outdoors, kayaking and hiking and biking are some fun things to do.

What are the top-rated vacation rentals for weekend getaways in or near Dennis?

Nothing's better than a quick escape to blow away the cobwebs. Pack your overnight bag and get comfy in one of these irresistible weekend getaways in and near Dennis:

  • Located 19 miles to the southwest of the center of Dennis, "Exceptional - Waterfront Home" is popular among adventurous types and nature lovers. Stay busy by exploring nearby outdoor attractions, including Earle Road Beach and Springhill Beach. If you're up for more, try mountain biking or water skiing.
  • Alternatively, take some time out at "Panoramic Views Of Snug Harbor In Beautiful West Falmouth". About 25 miles west of Dennis, fun activities around here include kayaking and snorkeling. Rather go sightseeing? Find time for Paine's Creek Beach and Corporation Beach.

Can I find studio apartments for rent in and around Dennis?

Studio apartments are a hard act to follow when it comes to location, character and convenience. Get comfy in one of these studio apartments for rent in or near Dennis and take in the vibrant local culture:

  • Make "Bright, Comfortable 1 - Bedroom" your home for a week or more. This great vacation rental features amenities including nearby whale-watching activities and a nearby marina.
  • Another appealing option is "Cape Cod/oceanfront On Nantucket Sound W". Take advantage of outdoor furniture, cable/satellite TV services and other convenient amenities during your stay.

When it's time to walk out of your studio apartment and sightsee, there's plenty to keep you amused around Dennis. Passionate about culture? Pencil in a visit to Outpost 186 and Framingham Community Theater.

Can I find short term rentals in or near Dennis?

Short-term rentals are in good supply in and around Dennis. Chill out for a few days in a cool condo, a budget studio apartment or a spacious house. Whatever sort of vacation rental you prefer, you'll find the right place with Vrbo. These are some of our favorite options:

  • If you'd like to be close to the action, "Located Steps Away To Main Street And. 7 Miles From Surf Drive Beach" will suit your style. It's within easy reach of the heart of Dennis and a great base to explore sights like Walden Pond and Louisa May Alcott's Orchard House.
  • Roll out of bed, whip up some breakfast and then begin planning what to see around "Water View - Walk Town/beach, Pets Considered". Old Manse and Concord Visitors Center should be on your radar if you choose to stay at this quality rental.

What are the best romantic weekend getaways in or near Dennis?

Nothing says "I love you" like a romantic weekend rendezvous. If you're longing to spend a couple of evenings away with your honey, we've got some romantic getaways in and around Dennis that will whisk you off your feet:

  • Located around 11 miles from Dennis, "Luxurious Estate Includes - Tennis Court" is the perfect place for starry-eyed lovebirds. Beauty services and a nearby bay are some of the amenities here.
  • Another option where you can spend a few magical days together is "Oceanfront Contemporary Home - Breathtaking Views". Located 14 miles from Dennis, a fireplace and winery tours add to the ambiance here.

Are there mansions for rent in or near Dennis?

You'll find some impressive mansions for rent in and around Dennis. If you want somewhere with ample room as well as a large serve of wow factor, these stunners will tick all your boxes:

  • Style, character and charm — "Mansion With Heated Pool Near Ocean" has it all. Around 20 miles northwest of Dennis and offering a swimming pool and a fireplace, this showstopper is tough to beat.
  • With golf, a beach view and lots of other high-end amenities, "East Wing Of Captain's Mansion" will dazzle you and your guests. This sumptuous retreat is around 30 miles to the southwest of Dennis.

What are the best large group vacation rentals in or near Dennis?

Sneak a peek at these large group vacation rentals in or near Dennis where you won't have to leave anyone off your guest list:

  • Providing space, comfort and privacy, you'll get everyone's seal of approval at "Luxurious Estate Includes - Tennis Court". Up to 14 people can be accommodated at this property which has 6 bedrooms, a swimming pool and a firepit. It's around 11 miles to the west of Dennis.
  • Nothing is more important than spending time with the people you love, and "Panoramic Views Of Snug Harbor In Beautiful West Falmouth" is the perfect place to do that. Located around 25 miles to the west of Dennis, as many as 12 people can stay in this vacation rental which has 6 bedrooms. A fireplace and an ocean view are among the various amenities at hand here.

What are the best houses for rent with a pool in or near Dennis?

Nothing screams fun and frivolity like a pool. Blow up your inflatable flamingo and check out these rental houses in or near Dennis that feature this added perk:

  • Round up your crew and enjoy an unforgettable stay at "New House, Steps To Beaches, Main St". There's plenty to love about this getaway besides its pool, such as nearby birdwatching activities and a kitchen.
  • "Hóll Adventure House - Perfect For Groups" is the kind of place you go to leave the everyday behind and appreciate your surroundings, starting with its inviting pool. Childrens activities and a meal delivery service are also on hand to make your visit as comfy as possible.

Dennis has a humid subtropical climate, with average summertime temperatures hovering between 65 ºF and 70 ºF. But you don't have to wait until summer to visit. Take a look at the search bar at the top of the page and adjust the filters to find the perfect Dennis vacation rental and plan your escape for whenever you like.