7 Best Vrbo Vacation Rentals In Dennis, Cape Cod, Massachusetts

vrbo cape cod dennis
Hannah
Hannah 
Updated
| 4 min read

Dennis is a town in Cape Cod, Massachusetts, which comprises five distinct villages. The town features several public beaches, historical landmarks like the Scargo Tower and several recreational parks. The town has a lot you can do depending on your mission in the town. It is also the best place to relax and unwind from the hustle and bustle of big cities. When touring Dennis, Massachusetts, you should stay in a room that matches your preferences in terms of location and amenities. Besides, you are on vacation so why not choose a place that makes the trip unforgettable? Dennis has a variety of choices for accommodation. Whether you want to stay in boutique hotels in Cape Cod, a colonial period home, or a modern studio, there’s definitely something for you here. Check out this list of the top Vrbo vacation rentals in Dennis, Cape Cod, Massachusetts!

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on November 11, 2023.

1. Homey cottage by the Swan Pond (from USD 250)

Wondering where to stay in Dennis Port? At this two-bedroom cottage, you’ll have stunning views of Swan Pond from the spacious front deck. Its paved and furnished patio is the perfect spot for al fresco dining. Nestled in a secluded location, you’ll get to immerse yourself in nature by embarking on outdoor pursuits. Bring your kayaks and paddleboards or simply relax on the beachfront using the provided beach chairs and umbrella. Within a short distance are biking and hiking trails which you can also explore during the day.

Don’t miss out on the fun and relaxation indoors as the rental features a living room with a flat-screen TV. Internet access and cable services are available to cater to your browsing and viewing needs. If your group is big on home-cooked meals, the fully equipped kitchen can facilitate your skillful cooking.

Stayed at this property?
South Dennis, Massachusetts, United States
cottage 5 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Amenities & Room:
very high speed wifi and excellent television/streaming options
cottage is right on the water nice outdoor patio very comfortable beds seamless check in process
the beds were especially comfortable
Cleanliness:
the cottage was very clean bright and cheerful
Location:
we loved this location for its beautiful view and the comfort of the house
a really amazing place if you are a birder especially
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2. Grey Pearl (from USD 185)

If you’re looking for the ultimate beach retreat in Cape Pod, this charming cottage suitable for small families might excite your interest. Located in the coastal town of Dennis Port, Grey Pearl puts you close to the private beach and cool ocean breeze. Several trailheads are also nearby if you’re into biking and hiking, as well as lakes and rivers for kayaking and paddle boating. The unit has an enclosed outdoor shower to help you rinse off after a successful day outdoors. For dinner, the town has many restaurants that highlight the local seafood but if you prefer to cook, the cottage comes readily equipped with a kitchen.

The living room that is appointed with a large smart TV has got you covered when staying in. WiFi is also available in this accommodation in Dennis Port.

Stayed at this property?
11 reviews  
House 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the pull out couch was very comfortable
Cleanliness:
cottage clean except for a few items left behind by previous renters
the cottage was clean fresh and up to date
it was clean and had everything that was needed to make our stay enjoyable
Location:
cute house great walk to beach location
this place worked well for our trip it’s small but cute
the beach was a very short walk and was excellent as well
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3. A rental by the beach (from USD 519)

This is another Vrbo rental in the town of Dennis located off of 6A. As you discover this part of the town, you’ll learn that there are lots of things to do in Cape Cod—playing golf at any of the eight golf courses nearby this listing, for instance. It is a three-level rental that is perfect for large group travellers. The first floor has two bedrooms, a full bathroom a formal living room with TV and DVD capabilities and laundry facilities, while the second floor is complete with two bedrooms and a full bathroom. The third floor comes with a newly redone family room and a full bathroom. This property is situated close to Princess Beach and other attractions like Dennis Village, Cape Cod Playhouse, cinema and museum, and antique shops.

Stayed at this property?
70 reviews  
House 10 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 10
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
We appreciated the little things like extra paper towels
There was plenty of room for family members to gather - inside and out
The home had plenty of space for 8 adults and more if we had more people
the open kitchen/dining was fabulous for spending quality time with our guests
We did not get to use the outdoor shower or firepit due to cool weather
Cleanliness:
Everything was so clean and spacious
Joe's response time and communications were top notch
Property was a well supplied and very clean house close to beaches and restaurants Plenty of room for the 6 adults and 3 children
Host:
The house was amazing and Joseph was very quick to respond to any questions/concerns
the owner was very responsive and even helped coordinate a high chair and baby crib for us
The owner was very responsive to questions within minutes even bringing us an ironing board immediately when needed
the owner was super responsive to questions and the house was clean and accurately represented in the pictures
We had bonfires most nights and loved
Location:
The house is located close to beautiful Town of Dennis bay beaches
We enjoyed the fabulous restaurants shops nearby beaches and the Cape Cod Museum of Art Just a bit down the road
is also the fantastic Cape Cod Museum of Natural History in Brewster
The property itself is on a hill in a stunning neighborhood
We made it a point to go on a walk every day to Scargo Tower to take in the incredible scenery
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4. Newly renovated home (from USD 475)

Experience luxurious living in this newly remodelled home that boasts a beachy look. It is a lovely home with tasteful decor and lots of space for fun and entertainment. Inside, you will find a stainless steel and quartz kitchen, available for guest use. Its outdoor area is a beautiful yard complete with a deck, a patio, a fire pit, an outdoor shower and a horseshoe pit. The space has four bedrooms, enough room for eight guests.

Stayed at this property?
37 reviews   Wifi Available
House 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
The house is absolutely beautiful and fully stocked with absolutely everything you could want or need
We loved to sit in the sunken living room
Upstairs full bath is shared by 3 bedrooms
The house was absolutely beautiful very open and spacious in the living areas
The kids loved the homemade ice cream from smugglers right down the road
Cleanliness:
The house was lovely and nicely decorated
Very clean and conveniently located
The house was perfect - clean and comfortable
It was centrally locates to everything
House was very clean and comfortable Well equiped kitchen for cooking
Host:
Luke at Del Mar vacations made our booking experience effortless Extremely accommodating and responsive
These people are great people to work with Also very quick with responses and the refund
Well stocked and the property team were very responsive
and he arrived first thing in the morning with sheets towels AND coffee and muffins for all of us
were great to work with and correspondence was always prompt
Location:
The home is beautiful inside and out Located minutes to the beautiful Dennis beaches and great restaurants
Great property if you are looking to have a quiet weekend on the Cape Princess Beach is right down the street and
Location of the home was also great easy to get around
We were a group of 4 traveling to Cape Cod for the first time and this house was perfect for us
Some nice restaurants nearby Did not explore beaches as it was too cold but great starting point for touring the island
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5. Newly furnished seashell home (from USD 192)

A family of six will love the comfort that comes with this listing. It is a single-floor home complete with three bedrooms, one bathroom and an outdoor shower. The furnishing is themed blue which makes the environment appear calm. Amenities include a large TV, a great outdoor screened yard space for games, a full-size washer and dryer and a fully equipped kitchen. Guests are free to use the charcoal grill located outside.

Stayed at this property?
15 reviews   Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
The house was large and room but a little outdated (bathrooms and kitchen)
The beds were very uncomfortable
We left a day early because we could not sleep in the beds
We would definitely use Delmar again but would probably search for another house in the area with more comfortable beds
this time It was centrally located to everything we wanted to see
Cleanliness:
House was clean beautifully decorated
The place was very clean
The home was clean and had everything we needed and beautifully decorated
The property was delightful Cozy clean and very comfortable for my family of 4 adults and 2 teenage boys
The house was clean & comfortable and close to nearby beaches
Host:
Delmar was very accommodating and the people very nice
Seashell Home is a very clean and comfortable home located right next to Dennis Highlands and Dennis Pines
I can't say enough about the excellent service DelMar Vacations provides They respond in minutes to any questions or problems you may have Having professionally cleaned linens and towels is a rea...
Location:
Pictures are accurate to this home great location local restaurants
Very comfortable Close to downtown and beaches
Great for avid golfers and families alike Also within minutes of good restaurants and the Dennis Village
House very clean and rooms good size Too far to walk into the village
Great place for our family and loved the convenience to the Lake the bay and to town Easy bike path across the street and dog walking
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6. Fully renovated ranch style home (from USD 253)

Stay in this fully renovated, ranch-style home located close to most beaches in Dennis. The front door opens to a stunning living room with a natural gas fireplace, a modern kitchen, a bathroom and wood floors. The backyard features a mahogany deck with plenty of seating places and an outdoor granite bar with a gas grill. There are two bedrooms with queen-size beds and a third with two twin bunk beds, making this space perfect for a group of eight guests to relax and unwind.

Stayed at this property?
7 reviews   Wifi Available
House 8 Guests 3 Bedrooms 1 Bathroom

Accommodates: 8
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
one normal-sized chair any comfortable place to sit of normal height (everything too low or high)
This was one of the cleanest rentals I have ever stayed in
Host:
: dishrack big glasses
Location:
The rental company was great to deal with from start to finish
The kids loved the backyard bunkbeds and walk to princess beach Very clean as well
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7. Modern beach house (from USD 403)

This is a four-bedroom, three-bathroom house located just eight minutes away from the north side beaches. It comes with a deeded right to the NPOA private beach. It is a charming two-level house that boasts spacious living areas, a lovely kitchen, large deck, kids lounge and space for entertainment. Ten minutes from the house are candy stores, restaurants, bars and bakeries. Ten guests will be comfortably accommodated at this place.

Stayed at this property?
24 reviews   Wifi Available
House 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
Home is spacious light and airy open floor plan
Has everything you could ask for and the beach is beautiful
We made use of everything there from the fully equipped kitchen to the grill and outdoor fire pit
Downstairs is great for kids and the large open floor plan on the main level
Every couple had their own bathroom and bedroom with a large bed which is hard to find
Cleanliness:
Bicycles are available for local use
Host:
had great communication prior and during the trip and made us feel at home
The property owner is very responsive and the neighborhood is so nice
We hope to return next year
Adam was an absolute pleasure to rent from and he was always available for any questions we had
This is a beautiful home
Location:
Cod Bay beaches several local great restaurants a local grocery store
only a few minutes walk away
Captain Frosty's Fish and Chips (located just a few minutes from rental)
There are so many different seating spaces throughout the house
the Cape Cod Playhouse and the Art Museum
Read more reviews
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Experience authentic living

Dennis has lots to offer family and friend vacations, whether you’re looking for some fun and excitement or specific places to stay in Dennis Port, for instance. Pick the rental you would like to stay in from the list of highly recommended options above and get set to have fun in this great area.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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In addition to her love for writing and adventurous spirit, Hannah is a dedicated learner, always striving to acquire new knowledge with each passing day.

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