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Bed and breakfast holiday rentals in Dennis

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Popular amenities for Dennis bed and breakfasts

Family-Friendly Bed and Breakfasts

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
Hotel room in West Dennis
4.83 out of 5 average rating, 121 reviews

Room #5 Ocean Front Beach House Inn

GinnyRating, 5 stars2 weeks ago
If you love the ocean like i do this place is the perfect place to hear the waves crash from your room. I needed an escape and this was just the place to take away from the chaos. I will be looking out for openings in the reservations for future stays!
Guest favourite
Private room in Fairhaven
5 out of 5 average rating, 29 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 Teaticket
4.9 out of 5 average rating, 197 reviews

Two bedroom suite in Falmouth MA! Muffins too!

EricaRating, 5 stars1 week ago
Wonderfully cozy and welcoming! Ruthe and family went above and beyond to make sure we felt welcomed during our stay.
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 stars1 week 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.
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.
Private room in South Yarmouth
5 out of 5 average rating, 4 reviews

1. Reuben's Room - The Captain Farris House

JaneRating, 5 stars47 months ago
A friend and I spent one night at Carol and Jeff’s inn. We had a lovely room with access to a porch, where we spent quite a bit of time. Carol and Jeff are very welcoming hosts and have have thought of everything for furnishing their rooms for guest comfort and convenience. The included breakfast was truly excellent, everything freshly and skillfully prepared. Now that I know they are there, I will stay with them on my trips to the area.
Guest favourite
Private room in Hyannis Port
4.87 out of 5 average rating, 163 reviews

#7 Queen private bath, no daily maid service

AmyRating, 5 stars9 months ago
My husband and I just returned home from our weekend stay with Ginny and Craig. Craig and the dogs greeted us when we arrived on Friday afternoon. Very friendly and very helpful. Local recommendations for restaurants and things to do were great. This was our first visit to the area, and it was very quiet and close to downtown. Also, very close to the local beaches which were beautiful and not crowded at all. The room #7 where we stayed had a cute patio and looked out over the backyard. Great spot for coffee in the morning or to wind down in the afternoon. We can’t wait to go back.
Superhost
Private room in Woods Hole
5 out of 5 average rating, 14 reviews

Charming King Room - Woods Hole Inn

AndreaRating, 5 stars1 month ago
Charming, clean, comfortable. Great location one block from the ferry to Martha’s Vineyard and lots of shops and restaurants in town. The hosts went out of their way to help me arrange a shuttle from airport and even offered to buy a sandwich and leave it in my room since I would be arriving after all the restaurants were closed. Wonderful, very ample breakfast with lots of variety- quiche, granola, fruit, toast etc. served in the morning. The other guest were very friendly and enjoyed sharing notes on their travels. Highly recommended!

Bed and breakfast rentals with a patio

Top Guest favourite
Private room in Dartmouth
5 out of 5 average rating, 20 reviews

Room in South Dartmouth

KellyRating, 5 stars1 week ago
Sara was awesome! We will definitely stay here again if we were in the area. The place was clean and comfortable, and Sara was welcoming, communicative, and conversational while looking out for the comfort of us as guests. Just make sure you are respectful of the space as you are staying in a room in her home. Thanks so much Sara, it was so nice to meet you!
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 stars3 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 stars3 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 stars8 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 Falmouth

Richard Henry Dana-Palmer House

Quick stats about bed and breakfast rentals in Dennis

  • Total rentals

    20 properties

  • Nightly prices starting at

    $100 NZD 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

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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