A house by a lake with boats.

Bed and Breakfast in Osterville

  • 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
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug
In one month
21 Aug - 23 Aug
In two months
18 Sept - 20 Sept

Our top choices for Osterville bed & breakfast

Terrace/patio

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 NZ$861
includes taxes & fees
10 Aug - 11 Aug
Brewster by the Sea Inn
3 bars/lounges

Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (202 reviews)
"The rooms were very clean. It is a very unique place to stay and each room is s little different. The stained glass is beautiful and the muffins on the breakfast buffet were delicious. The staff was very nice and we really enjoyed our stay."
United States
Kathleen
The price is NZ$576
includes taxes & fees
23 Aug - 24 Aug
Belfry Inn & Bistro
Luxury King Room

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
The price is NZ$827
includes taxes & fees
27 July - 28 July
Sea Street Inn
Normandy Room

Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (128 reviews)
"5* beautiful inn with fabulous hosts! Breakfast beyond what you’d expect, hot cookies in the afternoon, spotless inside, great attention to every detail!"
United States
Linda
The price is NZ$788
includes taxes & fees
17 Aug - 18 Aug
Liberty Hill Inn
Garden

The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (125 reviews)
"Beautiful inn! Highly recommend to anyone looking for a exquisite bed and breakfast experience in the Cape."
United States
Dean
The price is NZ$632
includes taxes & fees
19 Aug - 20 Aug
The Inn at Yarmouth Port
Exterior

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 NZ$568
includes taxes & fees
27 July - 28 July
The Captain Farris House B&B
Front of property

Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.8 out of 10, Exceptional, (127 reviews)
"Staff, stay, location...experience was very very nice!"
United States
Matthew
The price is NZ$624
includes taxes & fees
26 July - 27 July
Isaiah Hall Bed & Breakfast Inn
Exterior

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (317 reviews)
"Very nice host and beautiful property"
United States
Hernan
The price is NZ$692
includes taxes & fees
27 July - 28 July
Frederick William House
Property grounds

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 NZ$859
includes taxes & fees
22 Aug - 23 Aug
The Villa Callo Inn
Exterior

Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (22 reviews)
"We've been traveling to the Cape for almost 40 years, and this is by far the best B&B we've visited. The rooms and property are lovely, the food is excellent, and the owers are welcoming."
United States
Joanne
Sea Meadow Inn
Front of property – evening/night

The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (92 reviews)
"Amazing inn and the owners are great!"
United States
Harini
The price is NZ$983
includes taxes & fees
27 July - 28 July
The Inn At Cape Cod
Exterior

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
Cape Cod
The price is NZ$659
includes taxes & fees
9 Aug - 10 Aug
Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
View from property

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 NZ$650
includes taxes & fees
29 July - 30 July
The Old Manse Inn
Exterior detail

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 NZ$733
includes taxes & fees
30 July - 31 July
Candleberry Inn on Cape Cod
Lobby sitting area

Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (223 reviews)
"Perfect location for the 4th on the cape! The room was beautiful and breakfast was great, Would highly recommend."
United States
Kyla
The price is NZ$1,061
includes taxes & fees
17 Aug - 18 Aug
Inn on the Sound
Front of property

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 NZ$803
includes taxes & fees
4 Aug - 5 Aug
Captain Freeman Inn
Exterior

The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175 reviews)
"Nice place to stay"
United States
Brian
The price is NZ$926
includes taxes & fees
23 Aug - 24 Aug
The Palmer House Inn
Front of property – evening/night

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (261 reviews)
"Good breakfast. Great location. Darling place to stay."
United States
Timothy
The price is NZ$1,165
includes taxes & fees
26 July - 27 July
The Christopher, The Edgartown Collection
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 Osterville Hotel Reviews

Find out more about Osterville

Osterville B&B information

Number of reviews
Accommodation
 B&B
Lowest Price
Highest Price

Frequently asked questions

Searching for B&Bs in Osterville?
If you're interested in something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. If you'd like to spend some time by the water during your time in Osterville, Cape Cod Beaches and Dowses Beach are worth a stop.
Why choose a B&B over a traditional hotel room?
With attentive service, opportunities to mingle with other guests and top-rated breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Osterville?
Here are some well-liked B&Bs in the area: The Christopher, The Edgartown Collection: 15 rooms. 17.8 mi (28.7 km) from the heart of Osterville. Enjoy the unique decor and patio area. An English Garden Bed & Breakfast: 11 rooms. 13.9 mi (22.3 km) from the city centre. Enjoy the free full breakfast and patio area. Belfry Inn & Bistro: 16 rooms. Situated 10.6 mi (17 km) from the heart of Osterville. Enjoy the on-site dining and bars. Inn on the Sound: 10 rooms. 12.4 mi (20 km) from the city centre. Enjoy the free full breakfast and library. Frederick William House: 5 rooms. Located 12.6 mi (20.3 km) from the core of Osterville. Enjoy the snack bar/deli and unique decor.
When should I book my B&B in Osterville?
When you're dreaming of a trip to Osterville, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.
What is there to do in Osterville?
Spend some time exploring Cape Cod Beaches and Dowses Beach if you're hoping to see some of the area's natural features. You should put Stand Up & Paddle Cape Cod and Public Beach on your list if you want to see more of the area.
How can I get to and around Osterville?
Planning your excursions in and around Osterville is easier with these transportation options. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 5.8 mi (9.4 km) away from the heart of the city. You can also search for flights into Vineyard Haven, MA (MVY-Martha's Vineyard), which is 20.2 mi (32.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia