A beach house with a sandy path leading to it, surrounded by grass and overlooking the ocean.

Search B&B in Dennis Port

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug
In one month
28 Aug - 30 Aug
In two months
25 Sep - 27 Sep

Our top choices for Dennis Port bed & breakfast

Porch

1. Surfside Inn Chatham

Surfside Inn Chatham
2.5 star property
Chatham
8.2 out of 10, Very Good, (168 reviews)
"Very nice clean property"
United States
Jenee
The price is SAR 1,070
SAR 1,225 total
includes taxes & fees
5 Aug - 6 Aug
Surfside Inn Chatham
Hiking

2. Old Harbor Inn

Old Harbor Inn
3.5 star property
Chatham
9.6 out of 10, Exceptional, (166 reviews)
"We loved staying here. Everything is pristine and clean. The breakfast was delicious - the blueberry pancakes likely the best I’ve had in my life. Very walkable to everything on Main Street. Easy to drive to other beaches further up north. The staff are professional and attentive - what a pleasure."
United States
Kazuho
The price is SAR 2,094
SAR 2,396 total
includes taxes & fees
12 Aug - 13 Aug
Old Harbor Inn
Aerial view

3. Ship's Knees Inn

Ship's Knees Inn
3.0 star property
East Orleans
9.6 out of 10, Exceptional, (29 reviews)
"Great spot if you want a quieter vibe, quick access to the beach but close to everything!"
United States
Elizabeth
The price is SAR 1,351
SAR 1,546 total
includes taxes & fees
26 Aug - 27 Aug
Ship's Knees Inn
Exterior

4. Whalewalk Inn and Spa

Whalewalk Inn and Spa
3.5 star property
Eastham
10.0 out of 10, Exceptional, (95 reviews)
"Beautiful property, and amazingly friendly staff who are more than happy to provide local recommendations and make the stay more comfortable."
United States
Purav
The price is SAR 989
SAR 1,132 total
includes taxes & fees
12 Aug - 13 Aug
Whalewalk Inn and Spa
Deluxe Room, 1 King Bed, Balcony, Beach View | Pillowtop beds, blackout drapes, iron/ironing board (on request)

5. Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (65 reviews)
"The whole stay including breakfast was fabulous"
United States
William
Winstead Beach Resort
Front of property

6. Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (70 reviews)
"The room I stayed in was gorgeous. "
United States
Jennifer
The price is SAR 1,614
SAR 1,848 total
includes taxes & fees
23 Aug - 24 Aug
Captain Freeman Inn
Exterior detail

7. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (142 reviews)
"Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!"
United States
Christopher
The price is SAR 1,494
SAR 1,710 total
includes taxes & fees
3 Aug - 4 Aug
Candleberry Inn on Cape Cod
View from property

8. The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (253 reviews)
"I highly recommend Old Manse Inn. It is charming, welcoming and every detail is accounted for. The innkeepers are very friendly and kind - and make a delicious breakfast!"
United States
Shannon
The price is SAR 1,329
SAR 1,521 total
includes taxes & fees
24 Aug - 25 Aug
The Old Manse Inn
Property grounds

9. The Villa Callo Inn

The Villa Callo Inn
3.0 star property
West Harwich
9.0 out of 10, Wonderful, (2 reviews)
"The staff were super friendly and the homemade breakfast was so good."
United States
Matt
The price is SAR 1,278
SAR 1,678 total
includes taxes & fees
7 Aug - 8 Aug
The Villa Callo Inn
Terrace/patio

10. Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (174 reviews)
"Breakfast was amazing everyday and the owner is so kind. And the property is really lovely and peaceful. "
United States
Grace
The price is SAR 1,629
SAR 1,865 total
includes taxes & fees
28 Aug - 29 Aug
Brewster by the Sea Inn
Exterior

11. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (265 reviews)
"Had a wonderful stay and Carol and the staff were so delightful. It was a great experience. Highly recommend!"
United States
Laura
The price is SAR 1,078
SAR 1,250 total
includes taxes & fees
25 Aug - 26 Aug
The Captain Farris House B&B
Front of property

12. Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.6 out of 10, Exceptional, (128 reviews)
"Staff, stay, location...experience was very very nice!"
United States
Matthew
The price is SAR 1,182
SAR 1,352 total
includes taxes & fees
2 Aug - 3 Aug
Isaiah Hall Bed & Breakfast Inn
Garden

13. The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (126 reviews)
"Beautiful inn! Highly recommend to anyone looking for a exquisite bed and breakfast experience in the Cape."
United States
Dean
The price is SAR 1,196
SAR 1,369 total
includes taxes & fees
19 Aug - 20 Aug
The Inn at Yarmouth Port
Front of property - evening/night

14. The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (94 reviews)
"Amazing inn and the owners are great!"
United States
Harini
The price is SAR 1,873
SAR 2,144 total
includes taxes & fees
4 Aug - 5 Aug
The Inn At Cape Cod
Normandy Room | Iron/ironing board, WiFi (free), individually furnished, bed sheets

15. Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (129 reviews)
"Hosts were very hospitable and had great recommendations for dinner and to explore the area. The property was super clean and very well maintained. We really enjoyed our vacation and are looking forward to the next time we get to go back."
United States
Kendra
The price is SAR 1,502
SAR 1,719 total
includes taxes & fees
17 Aug - 18 Aug
Liberty Hill Inn
Luxury King Room | Egyptian cotton sheets, premium bedding, blackout drapes

16. Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (46 reviews)
"We had a wonderful stay at Sea Street Inn. The proprietors Adrian and Xenia go above and beyond to make your stay the best that they can. The Inn is decorated with museum quality art and the room was clean and comfortable. They serve a delicious, gourmet breakfast prepared by Adrian, a professional chef, with fresh wholesome ingredients and coffee, tea, and water are available 24 hours a day. Adrian spent lots of time giving us food recommendations, places to visit and helpful tips on getting...
United States
Natalia
Sea Street Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dennis Port Hotel Reviews

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"The hotel was updated recently and was very clean. The pool was an added bonus and the price was right!"
Julie 1-night trip
Posted less than an hour ago
Holiday Hill Inn & Suites

Frequently asked questions

Searching for B&Bs in Dennis Port?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveler looking to chat with locals, B&Bs can be a great choice for many types of vacationers. During your time in Dennis Port, you might want to spend some time strolling along the water at Cape Cod Beaches and Sea Street Beach.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to interact with the owner, and of course a full breakfast, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in Dennis Port?
Below are some well-liked B&Bs in the area: An English Garden Bed & Breakfast: 11 rooms. 0.4 mi (0.6 km) from the heart of Dennis Port. Enjoy the free full breakfast and patio area. Surfside Inn Chatham: 23 rooms. 9.4 mi (15.1 km) from the downtown core. Enjoy the fireplace in the lobby and patio area. Captain's House Inn: 16 rooms. Situated 9.2 mi (14.8 km) from the heart of Dennis Port. Enjoy the free full breakfast and designer toiletries. Old Harbor Inn: 12 rooms. 8.8 mi (14.2 km) from the heart of downtown. Enjoy the free buffet breakfast and fitness center. Sea Meadow Inn: 7 rooms. Located 6.6 mi (10.6 km) from the core of Dennis Port. Enjoy the free full breakfast and unique décor.
How many Bed & Breakfasts should I expect to find in Dennis Port?
Expedia has 26 bed and breakfasts in Dennis Port so you'll have lots of options to maximize comfort and relaxation.
What's the best time of year to book my B&B in Dennis Port?
When you're planning your getaway to Dennis Port, be sure to take into account the year-round temperatures. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Dennis Port is 48 inches.
What is there to do in Dennis Port?
Travelers enjoy Dennis Port for its beautiful beaches and array of dining options. Spend some time exploring Cape Cod Beaches and Sea Street Beach if you're hoping to see some of the area's natural features. You might put Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Swan Pond River on your list if you want to see more of the area.
How can I get to and around Dennis Port?
You can map out your trip in and around Dennis Port ahead of time with these transportation options. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 8.2 mi (13.1 km) away from the city center. Otherwise, look for flights into Nantucket, MA (ACK-Nantucket Memorial), which is 27.9 mi (45 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.