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Bed and breakfast holiday rentals in Dennis

Find and book unique bed & breakfast rentals on Airbnb

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Popular amenities for bed & breakfast rentals in Dennis

Family-friendly bed & breakfast rentals

Private room in Menemsha
4.89 out of 5 average rating, 27 reviews

Bright, Unique on Martha's Vineyard!

DanRating, 5 stars10 months ago
Marjory is the kindest, most thoughtful host. And the studio is perfect. Quiet, and surrounded by the most peaceful West Tisbury meadows. It’s the ideal launching place for up island explorations, days at Lamberts Cove, and just generally relaxing and getting into that deep calm of rural Vineyard vibes. I’ll be back!
Superhost
Hotel room in West Dennis
4.81 out of 5 average rating, 109 reviews

Room #6 Ocean Front Beach House Inn

GregRating, 5 stars2 weeks ago
Really a cool place. The other people there were all cool, too !
Guest favourite
Private room in Fairhaven
5 out of 5 average rating, 30 reviews

Franklin Delano Room at the Delano Homestead B&B

MichelleRating, 5 stars2 months ago
Paul’s place is like a museum! So much history and he takes great pride in it! Tracey met us and gave us all the important info we needed! We got settled in and felt right at home. The bed was so comfortable and the newly refinished bathroom was large with a shower that had great pressure. The breakfast the next morning, wow! It was perfection! Thank you Tracey and Paul! We will definitely be back!
Superhost
Hotel room in West Dennis
4.79 out of 5 average rating, 137 reviews

Room #3 Ocean Front Beach House Inn

NinaRating, 5 stars2 months ago
Bill was super helpful under challenging circumstances. He confirmed the reservation really quickly, which was needed. And when i needed extra assistance, it was provided without hesitation. It is a beautiful location, right on the beach. And the price was really reasonable for what we needed. Altogether a great experience!
Hotel room in Chatham
4.56 out of 5 average rating, 27 reviews

Historic Surfside Inn, Chatham

ChrisRating, 5 stars10 months ago
I have stayed here many times. it is a historic place that has not been totally upgraded. That is why it is affordable. I hope it never changes. I always love staying here.
Guest favourite
Private room in Monument Beach
4.93 out of 5 average rating, 225 reviews

Cape Cod/Bourne: Cape Escape Suite

CaitlinRating, 5 stars9 months ago
This place was exactly what I needed for my trip. Dianne was very responsive, met me at check in, and showed me around. The space is so much larger than it looks in the posting. It feels like a small apartment rather than a spare room. The area is quiet, and a short drive to stores and restaurants. I walked down to the beach, and it was also very peaceful. Please note that the walk to the beach is down a dirt road that cuts through some woods. I would recommend walking shoes and not flip flops. Overall, I loved my stay and highly recommend Dianne's place!
Guest favourite
Private room in Teaticket
4.9 out of 5 average rating, 198 reviews

Two bedroom suite in Falmouth MA! Muffins too!

ShelbyRating, 5 stars1 day ago
We had the best stay! It was so cozy and clean and clear instructions all around the air BnB for the amenities. It’s a beautiful home close to the beach it a quiet charming neighborhood. 11/10 recommend!
Private room in Chatham
4.73 out of 5 average rating, 165 reviews

#4 (1 King Bed with Private Bath in room)

ShuyaRating, 5 stars8 months ago
David was friendly, google maps navigated us to the wrong place at first, we ran into David through the back door of the house and he helped us find the right spot.Nice clean room with heater inside, we slept comfortably.There were bagels and coffee in the morning, I got up late and only had coffee.The house is nice and quiet around and has a few restaurants and bars within walking distance.

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Sagamore
4.99 out of 5 average rating, 77 reviews

Harlow Pope Inn, Sagamore Massachusetts

StephanyRating, 5 stars2 weeks ago
My sister and I had a lovely stay at Kathy’s Inn. It was charming and comfortable and Kathy was attentive to anything we needed. The breakfast was absolutely delicious, we loved it! Would definitely stay here again.
Guest favourite
Private room in Wellfleet
4.9 out of 5 average rating, 72 reviews

THE NELSON HOUSE

ZenoRating, 5 stars9 months ago
Irene and Roger were extremly responsive and considerate even if our arriving was past midnight. We were impressed by their attention to detail, and the morning breakfast they served. They also provided excellent tips on local restaurants and attactions.
Guest favourite
Private room in Vineyard Haven
4.88 out of 5 average rating, 51 reviews

The Look Inn/Parrish Room

DilyaraRating, 5 stars10 months ago
Freddy is a treasure and to stay in his Airbnb has been an honor. It's really well located and his extensive knowledge of all the happenings during the weekend positioned us right in the heart of the action.
Private room in South Yarmouth
5 out of 5 average rating, 4 reviews

3. Bray's Retreat - The Captain Farris House

JiayiRating, 5 stars39 months ago
The Captain Farris House is the most beautiful and romantic retreat/getaway place to be! Carol and Jeff were the most caring, thoughtful, and resourceful hosts. We had the weekend here anyone could ever hope for!
Private room in Oak Bluffs
5 out of 5 average rating, 20 reviews

The Millie Suite - in Oak Bluffs MV

JamarRating, 5 stars10 months ago
This is my 20th summer traveling to the Vineyard. And I must admit, my stay at Kathleen's place has been the BEST!!!!!!!! Her place is clean, comfortable, and convenient to all the hot spots in Oak Bluffs. To top it off, I looked forward to the homemade scrumptious breakfast that Kathleen prepared each morning. Moreover, the accommodation comes with premium housekeeping services. Thus, Kathleen is the consummate host- staying at her place will make your Vineyard experience even more memorable.
Superhost
Private room in Hyannis Port
4.81 out of 5 average rating, 16 reviews

Room #2 King Room with private bath in B&B

SydneyRating, 5 stars9 months ago
“Lovely” is what comes to mind when I think of my stay at Martin’s Inn. The decorations and beautiful back porch views made for a quaint getaway accommodation! Our trip was only improved by Martin’s kindness to our group. He made sure we knew the best places in town and even gave us rides, when we wanted! Will absolutely be looking to come back. Can’t recommend enough!
Private room in Barnstable
5 out of 5 average rating, 12 reviews

Yarmouth Port B&B Suite - Bay Views

RebeccaRating, 5 stars24 months ago
We absolutely loved staying at Lavender Bay and wished we could have stayed longer! Bill and Tami were wonderful hosts, very responsive and helpful! The breakfast each morning on the little balcony was delicious. But what really stood out to us was the beauty of the place. It was so peaceful and quiet, and Bill’s and Tami‘s garden is gorgeous. We would absolutely stay here again and can recommend this place to anyone wanting to explore Cape Cod.
Hotel room in Dennis Port
5 out of 5 average rating, 4 reviews

Ocean Front Private Room in B&B - Room 307

WilliamRating, 5 stars46 months ago
Friendly and helpful staff. Nice location.

Bed and breakfast rentals with a patio

Top guest favourite
Private room in Dartmouth
5 out of 5 average rating, 21 reviews

Room in South Dartmouth

RachelRating, 5 stars2 days ago
We loved our time at Sara’s. Perfect for a little break away. Close enough to different restaurants and shops and nice water views. Everything was clean and Sara was a wonderful host. Her complimentary breakfast was a wonderful treat as well!
Private room in Falmouth

Edith Wharton - Palmer House Inn

DawnRating, 5 stars7 months ago
Our host was incredibly friendly. The communication for our late check in (after dark) was clear and easy to follow. The room was very clean. Enjoyed our stay and will consider this location again.
Private room in Falmouth

Walt Whitman - Palmer House Inn

JakeRating, 5 stars9 months ago
N/A
Top guest favourite
Private room in Sagamore Beach
5 out of 5 average rating, 36 reviews

Ocean Front B&B - Sandcastle Room Ocean View

LyndaRating, 5 stars4 weeks ago
This is now my THIRD time coming to this AirBnB! And everything is just as amazing as I remembered it. I brought another friend of mine and she absolutely loved it. It is so peaceful and it’s the perfect place to have some downtime. As usual, Greg and Jackie make an amazing breakfast in the morning of either pancakes or French toast, scrambled eggs, bacon, sausage, fruit salad, yogurt, etc. And I always enjoy my conversations with them. I’m definitely returning this summer!
Top guest favourite
Private room in South Chatham
5 out of 5 average rating, 14 reviews

Private home bed and breakfast

ChristopherRating, 5 stars9 months ago
The best of Airbnb, the room was spotlessly clean and quiet, in a beautiful idyllic home on Cape Cod. Nelly was pleasant, available, responsive, and made all elements of the stay very easy and comfortable. She expressed genuine interest in helping me enjoy my time on Cape Cod, and we had a lovely conversation over a delicious breakfast. Exactly the experience I seek on Airbnb, highly recommended.
Top guest favourite
Private room in Sagamore Beach
5 out of 5 average rating, 45 reviews

Ocean Front B&B- Sandbar Room Ocean Views

NatashaRating, 5 stars5 days ago
I stayed at Jackie & Greg’s beautiful home for a few nights for a work conference. Such a lovely place!!! I stayed at the Sandbar room — Everything was clean, beautifully decorated, and with amazing views right on the ocean. Greg made an amazing breakfast (best pancakes I’ve ever had!). I loved having my own balcony to watch the sunrises. I can’t wait to come back with the rest of my family! Thank you so much for making a work trip feel like vacation! They also shared great recommendations on places to eat - I highly recommend Tomatoes Italian restaurant in Sandwich and a lobster roll from the Seafood Shanty!
Top guest favourite
Private room in Sagamore Beach
4.96 out of 5 average rating, 24 reviews

Ocean Front B&B -Sandtower Room Private Deck

AmyRating, 5 stars9 months ago
This was our 4th or 5th year coming here. My Summer wouldn’t be complete without staying here. The views are incredible!! I just love sitting out on the balcony all day long listening to the waves. It’s so peaceful & relaxing. One of my favorite places! The breakfast is always soo good to. Always sad to leave but looking forward to coming back next year.
Private room in Plymouth

3 Waves B&B: Elevation Suite

Quick stats about bed and breakfast rentals in Dennis

  • Total rentals

    20 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    550 reviews

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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