8 Best Airbnb Vacation Rentals In Dennis, Massachusetts - Updated 2024

airbnb cape cod dennis
Daniel
Daniel 
Updated
| 5 min read

The town of Dennis, Massachusetts, is near the famous Cape Cod. Cape Cod is known to be a very serene place for people to kick back, relax, and take a break from the hustle and bustle of everyday life. Also, the island of Nantucket, which is known to be very peaceful, as described by the poet William Carlos Williams, is just a boat ride away. However, the town of Dennis is still a great place to stay, if one prefers to stay on the mainland, rather than sleep in Nantucket. Also, other than the serenity of Nantucket, there are other things, like kayaking, boating, and even swimming, that can be done by those who have a more adventurous mindset. Here are some of the best Airbnb vacation rentals in Dennis. Book a stay at one of these fine homes now, and experience the greatness of Cape Cod first hand!

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 April 08, 2024.

1. Pet-friendly beach cottage (from USD 127)

This simple, yet charming and comfy three-bedroom cottage can accommodate a group of six, and it has a complete bathroom, complete kitchen (with dining area), and a private entrance to ensure the security and comfort of guests. Also, there is free parking for guests’ convenience. This cottage is comfy and fun to stay in because it has a fireplace for warmth, wireless internet, and pets are welcome! This place also has amenities for the elderly, like the needed railings. The cottage is also near the beach and village, so all the fun things to do in Cape Cod are accessible! Bikes are provided for those who would want to ride to the village and enjoy themselves. As a result, this pet-friendly beach cottage has something for everyone, so, book now for a fun experience!

Stayed at this property?
Dennis Port, Massachusetts, United States
8.51 km (5.3 mi) from Whydah Pirate Museum
351 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 7 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
we really enjoyed the amenities such as tv cable kitchen
the cottage was beautiful and very cozy
air conditioning worked great and place was super clean
we were pleased with how complete the kitchen is so we had family dinners there
we were very comfortable hanging out in the cottage or exploring the beautiful area
Cleanliness:
clean homey and relaxed
everything was clean and aruna was easy to get in touch with
perfectly clean and cozy - we can’t wait to come back
home was very clean and inviting and communication was a breeze
the cottage was clean and comfortable
Host:
great care from the owner
aruna was a wonderful host and extremely helpful
the host aruna is especially helpful and quick to respond to any questions
aruna was a great host and very quick with replies
wonderful place aruna was a great host
Location:
the location was perfect; central to everything
the location is perfect
cute cottage in a great location
great stay and wonderful location
cute little bungalow on a quiet street with easy walking distance to the beach
Read more reviews

2. Nice townhouse for five (from USD 125)

This nice townhouse can comfortably accommodate a group of five, either a family or an entire group of friends, for it has two bedrooms, one with a queen-size bed, and the other, with two single beds and an airbed. Also, it has a complete kitchen with dining space, central heating, wireless internet, and all other amenities needed to make one’s stay in Dennis much more comfortable. The house is good for families, since it is completely baby-proofed, so guests don’t need to worry about their little ones. There is also an outdoor deck with a grill, for those who would love to have a barbecue with family and/or friends. This townhouse is also near the go-to places in Dennis. like a mini-golf course.convenience stores, restaurants and the like.

Stayed at this property?
Dennis, Massachusetts, United States
7.17 km (4.5 mi) from Whydah Pirate Museum
161 reviews   Superhost Wifi Available
Entire townhouse 4 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the wifi at the townhouse worked great
furniture is somewhat worn but comfortable
the wifi worked great and we enjoyed cooking in the kitchen
i would recommend to anyone looking for a relaxing and comfortable getaway and totally rent in the future
good tv with many selections
Cleanliness:
spacious and clean and comfortable
the unit was impeccably clean and welcoming
the townhouse was clean and very comfortable
michaela's place is clean and cozy
everything was clean and in good condition
Host:
she was very responsive to my questions
michaela was a great host
michaela was a great host
michaela was a great host and very responsive to our questions
michaela was a very gracious host
Location:
the location was great
central on the cape offering access to all points of interest within a few miles
fantastic location and in walking distance to the beach
it was the perfect place location wise and for pups
great location 10 minutes walking to the beach
Read more reviews

3. Stunning, pet-friendly waterfront home (from USD 161)

This stunning pet-friendly waterfront cottage is a great place to stay for large groups since it can accommodate a group of seven in its three bedrooms. Also, there are two full baths, a complete kitchen, Cable TV, free wireless internet, and all other amenities to make a group’s stay in Cape Cod more wonderful. It also has a lovely view of the famous Cape Cod waterfront, the same waterfront that inspired William Carlos Williams to write his poem, Nantucket. The serenity presented by Williams in his poem is also present in the surroundings of this lovely cottage, since it is situated in a quiet part of town, and the nearby pond reinforces this serenity. This cottage is also near the best nature trails in the area, which even pets would love. Yes! you read it right, pets are indeed welcome to stay as well. Thus, the best thing to do is for you and your family (and ever your pet) to book now!

Stayed at this property?
Dennis, Cape Cod, Massachusetts, United States
7.99 km (5.0 mi) from Whydah Pirate Museum
246 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
meg's cottage had everything we were looking for - beautiful views cozy fireplace and great kitchen amenities
we enjoyed morning coffee watching the sunrise and the cozy fireplace was such a joy
our favorite spot was the kitchen and the breakfast nook and the chairs looking out onto the pond
we enjoyed breakfast and coffee every morning from all three decks admiring the beauty and peacefulness of the lake
even the fan/hood for the stove is high end every detail about this house is fantastic
Cleanliness:
clean nicely decorated
it was perfectly clean spacious and comfortable
the most clean water i have ever seen
the place is quiet clean and very cozy
beautiful extremely clean well furnished & tastefully decorated house
Host:
meg is a perfect host
meg is an amazing host
meg is a great host and everything went off without a hitch
meg is a fantastic host and her recommendations were very helpful
meg was an excellent host and very responsive
Location:
a peaceful tranquil place centrally located to any activity we chose
meg's place is the ideal location for a family getaway
so relaxing and close to beaches and restaurants and shopping
this is a great house in an amazing location
convenient location quiet and great for indoors/outdoors entertaining
Read more reviews

4. Charming studio near the beach (from USD 105)

This beautiful studio has a comfortable double bed and two single beds that can sleep up to four guests. This fully-furnished vacation home has a bathroom and a well-equipped kitchen area as well. Children’s tableware will come in handy for those traveling with kids. Glendon Beach is just 300 yards (900 feet) away from this property. You also have access to a shared courtyard that has barbeque facilities, picnic tables, umbrellas, and chairs, excellent for a house party.

Stayed at this property?
Dennis, Massachusetts, United States
6.78 km (4.3 mi) from Whydah Pirate Museum
177 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
kitchen and bathroom had thoughtful amenities
everything was great comfortable and exceeded all my expectations
booked this room last minute (less than a week out) and totally lucked out
free parking picnic table and barbecue too boot highly recommend
my children thought it was the perfect room for a group of 3
Cleanliness:
everything was very clean
everything was clean and comfortable
the place was sparkling clean and smelled amazing
very clean and cozy
room was lovely and clean
Host:
great hosts as well
samantha and hubby were super responsive and helpful for last minute questions and requests
samantha was an amazing host and responded to our questions right away
hosts had stuff to borrow for the beach and were very welcoming
she was very responsive and helpful during our stay
Location:
super cute decor and quiet location
cute place that has a great location
nice condo in walking distance from beach
good location with quiet neighborhood
the location is excellent - close to a local beach and central to everything on the cape
Read more reviews

5. Cottage with spectcular sea view (from USD 250)

This two-bedroom cottage for four people near the beach is one of the best places to enjoy the most relaxing holidays in Dennis. The backyard and the deck in this vacation home are ideal to sit back and relax. Private entrance to the property ensures full safety during your stay. Restaurants and ice cream parlors are located within a short walk from here. Cape Cod Rail Trail is also a short drive away where you can enjoy biking. Since the beach is in its vicinity, you can head to the pristine beach and have some sun fun.

Stayed at this property?
Dennis, Massachusetts, United States
7.48 km (4.7 mi) from Whydah Pirate Museum
69 reviews   Superhost Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
it was cozy and had great view of the ocean
the kitchen had all the great facilities needed to cook up some meals and enjoy the spectacular view
Cleanliness:
we could not have asked for anything better the cottage was spotless and well appointed
the place is very quiet and clean and a perfect fit for a family with small children
fantastic views super clean and functional house beach is literally steps away
nice amenities very clean and responsive hosts
Host:
deena is a perfect host
deena is such a wonderful host
deena is amazing and very accommodating
wonderful setting good and modern facilities and a real good host
Location:
great little house in a great location
great location; enjoyed listening to the ocean in the evening
deena’s place was fantastic close and convenient to the beach perfect for 2
couldn’t have asked for a better location
perfect location with a amazing view
Read more reviews

6. Comfy Dennisport beach house

This comfy Dennisport Beachhouse is THE place to stay in Cape Cod because it is very near the famous sights of Cape Cod and the town of Dennis. It is close to the beach, the ice cream parlor, and restaurants. Also, this is very comfortable to stay in because it has two bedrooms, a complete bathroom, and an outside shower. There is also a complete kitchen, as well as everything else a family might need, except for a dryer. There is also a grill for those who would enjoy a little cookout. This beach house is the best place to stay for all those who want to enjoy the sights because it is very compact, so guests will be motivated to explore more. So, book now to be able to enjoy a fine stay in this beach house!

Stayed at this property?
Dennis, Massachusetts, United States
7.79 km (4.9 mi) from Whydah Pirate Museum
113 reviews   Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
we loved the outside shower> i highly recommend this little get away
it was comfortable convenient and charming
Cleanliness:
beds clean and bathroom had extra towels
clean small beach condo as described
but a nice clean place and would stay again
great cottage close to the beach and restaurants very clean as well
it's a great location and the space is clean and accommodating
Host:
nice place nice host
cassie was an amazing host
cassie was a great host and i would definitely stay there again
cassie is a great host - quick to respond and easy to communicate with
cassie was a great host and we made memories that will last forever enjoy
Location:
cute little place close to everything and very nice neighborhood
very cute cottage in a great location
cozy place in a great location
it’s location was perfect 5 minute walk to beach and a few bar/ restaurants in the area
nice walking distance to beaches and activities
Read more reviews

7. Quintessential Cape cottage for kayaking

This simple, yet comfy three-bedroom cottage is a great place to stay for kayaking enthusiasts since it not only has three full bedrooms and a very complete and clean bathroom, but the hosts have also provided sturdy kayaks for you to row around Cape Cod. Also, this cottage is family-friendly because it has children’s books and toys for the kids. There is also a complete kitchen for you to cook fresh fish and any other meals you may desire to eat. In case you want to take an extended retreat, this cottage is good for stays up to 28 days, so you can take your time, relax, and enjoy your stay in Dennis. Book today and experience a great Cape Cod experience!

Stayed at this property?
Dennis, Massachusetts, United States
7.66 km (4.8 mi) from Whydah Pirate Museum
72 reviews  
Entire cottage 4 Beds 3 Bedrooms 1 Bathroom

8. Charming summer cottage

This charming summer cottage can fit four people, either a family with two children, two couples or even a group of four friends who want to enjoy Cape Cod together, for it has one bedroom with a queen-size bed with couch and a complete bathroom. There is also a complete kitchen with space for eating together, free wifi, and all other amenities to make your stay in Dennis more comfortable. This summer cottage is also near the public libraries, the local 7/11, a Cape Cod pizza place, and the beach is only a short drive away. Also, the cottage has a grill, for those who love having a barbeque every once in a while. Thus, this is the best summer cottage one can stay in, so book today to enjoy it!

Stayed at this property?
Dennis Port, Massachusetts, United States
8.58 km (5.4 mi) from Whydah Pirate Museum
140 reviews  
Entire cottage 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
the cottage is well equipt and comfortable
the kitchen is well stocked the bed is comfortable and we liked sitting outside on the deck
it had everything we needed for a bbq on the deck and everything was clean and comfortable
a comfortable stay and we would certainly consider staying there again
very clean comfortable cottage in a quiet modest neighborhood a short drive to dennis shops and beach
Cleanliness:
clean and set up perfectly
great little place clean and comfy
the house was clean and quiet
we loved the cottage - very clean and cozy
it is rustic clean friendly and convenient
Host:
she was a great host and provided quick responses to any questions that i had
ksenia was a great host
the host was very prompt and helpful in answering my questions
ksenia was a wonderful host she was very responsive throughout our entire stay
the hosts were communicative and kind
Location:
location is nice and convenient
the location was also very convenient restaurants and an organic store walking distance away i would definitely return
the cabin is so close to a cute downtown area
great location makes exploring the entire cape easy
the location is perfect - quiet and private
Read more reviews

Best Airbnbs in Dennis: your key to Cape Cod

In the end, Cape Cod is much more than swimming, boating, and even the nearby food outlets, for it is also a place for one to kick back, relax, and take a break from the hustle and bustle of life. William Carlos Williams found this serenity pleasing, which was why he was able to write the amazing poem known as Nantucket. You too can have a part in this. and all you have to do is book yourself (along with your family and friends) a nice stay in one of these Airbnbs, which are the best the town of Dennis has to offer you!

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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A budding historian, author, and gamer. Doing freelance writing while finishing his graduate studies.

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