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Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 72 B&B in Osterville with updated reviews, rates, and availability.

The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (210)
"Jeff and Carol are wonderful hosts, made us feel at home. Breakfast was excellent, room was immaculate and romantic, a great get away!"
The Captain Farris House B&B
Inn on the Sound
Beach

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (190)
"The Inn was very nice. Right across the street from the beach. They gave us a free upgrade to a room view ocean view. "
The price is SAR 807
SAR 923 total
includes taxes & fees
31 Jan - 1 Feb
Inn on the Sound
Frederick William House
Front of property

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (249)
"We had a great get away and the Frederick William Inn was so charming. Extremely clean and comfortable. Can't wait to go back! Thank you!"
The price is SAR 535
SAR 612 total
includes taxes & fees
18 Feb - 19 Feb
Frederick William House
Brewster by the Sea Inn
Exterior

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (165)
"Amy is amazing. She makes ever effort to make everything PERFECT!"
The price is SAR 1,140
SAR 1,305 total
includes taxes & fees
26 Jan - 27 Jan
Brewster by the Sea Inn
The Palmer House Inn
Exterior

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (171)
"My first stay at the Palmer House. It was conveniently located. The staff were friendly and helpful with recommendations for eating -- all walkable even in the winter cold. I will recommend Palmer House to friends and colleagues. Thank you for making my stay so pleasant."
The price is SAR 671
SAR 768 total
includes taxes & fees
4 Feb - 5 Feb
The Palmer House Inn
The Village Inn Cape Cod
Front of property

The Village Inn Cape Cod

3.5 star property
10.0 out of 10, Exceptional, (214)
" Beautiful homely inn with delicious breakfast and friendly, knowledgable proprietor. "
The price is SAR 634
SAR 726 total
includes taxes & fees
22 Feb - 23 Feb
The Village Inn Cape Cod
The Old Manse Inn
Room

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (242)
"Lovely little B&B. Owners are delightful. 10 ish mins walk to the beach"
The Old Manse Inn
The Tern Inn Bed & Breakfast and Cottages
Front of property

The Tern Inn Bed & Breakfast and Cottages

3.5 star property
9.2 out of 10, Wonderful, (224)
"John and Lisa were wonderful hosts. Our room was lovely and had everything to make our stay very comfortable. "
The Tern Inn Bed & Breakfast and Cottages
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.8 out of 10, Exceptional, (114)
"Wonderful bed and breakfast. Friendly hosts. Homemade cranberry bread for breakfast!"
Isaiah Hall Bed & Breakfast Inn
Belfry Inn & Bistro
Room

Belfry Inn & Bistro

3.5 star property
9.0 out of 10, Wonderful, (176)
"The property has two unique buildings, a former church and a Victorian house. Properties and grounds are neatly kept and were decorated nicely for Christmas during my visit. Innkeeper was warm and accommodating."
Belfry Inn & Bistro
Isaiah Jones Homestead Bed & Breakfast
Front of property

Isaiah Jones Homestead Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (271)
"Bob and Analisa were wonderful inn keepers. We felt as close to family as one could get in a few days. Adorable village"
Isaiah Jones Homestead Bed & Breakfast
The Inn at Yarmouth Port
Property entrance

The Inn at Yarmouth Port

4.0 star property
9.6 out of 10, Exceptional, (109)
"Very lovely inn and innkeepers, Debra and Rene were very welcoming. Breakfast everyday on the patio was a delight. Clean room, downstairs sitting area very comfortable and inviting. "
The Inn at Yarmouth Port
Pepper House Inn
Front of property

Pepper House Inn

3.0 star property
6.8 out of 10, (68)
"Debby was very kind. We appreciated her daily breakfasts! Definitely would recommend. "
Pepper House Inn
Captain Freeman Inn
Porch

Captain Freeman Inn

4.0 star property
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
Captain Freeman Inn
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (196)
"Lovely hotel in Edgartown. Beautifully appointed rooms and common areas. Good breakfast. Walkable to nice restaurants."
The Christopher, The Edgartown Collection
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (39)
"Great property very near the beach. Staff very friendly and helpful"
An English Garden Bed & Breakfast
Inn on Main
Front of property

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (66)
"The Inn was clean, comfortably and welcoming. Owners were friendly and knowledgeable, pointing out activities close to the Inn and an online guidebook sent by SMS so we could plan our stay. Really appreciated the small touches throughout that made this place comfortable. Sarah and Chris are great hosts. "
The price is SAR 785
SAR 899 total
includes taxes & fees
23 Feb - 24 Feb
Inn on Main
Candleberry Inn on Cape Cod
Exterior detail

Candleberry Inn on Cape Cod

4.5 star property
10.0 out of 10, Exceptional, (126)
"Marco and Angelo very welcoming hosts!"
Candleberry Inn on Cape Cod
Winstead Beach Resort
Beach/ocean view

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (51)
"Chose the property for a weekend getaway. Lovely place and very nice and friendly staff."
Winstead Beach Resort
Mulberry Bed & Breakfast
Front of property

Mulberry Bed & Breakfast

2.5 star property
9.2 out of 10, Wonderful, (60)
"MS.Fran was very nice and a pleasant to talk with."
Mulberry Bed & Breakfast
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.
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Other property types in Osterville

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

9.4 out of 10, Exceptional, (38)
"We enjoyed the time spending there. That is mostly fit us well due to the circumstance for which we were there. My wife liked every minute of it and so did I; but I simply wish there were some coffee there, along with the coffee maker. So, I wouldn’t have to go out just for that, the first night we got there. "
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (310)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is SAR 601
SAR 688 total
includes taxes & fees
28 Jan - 29 Jan
The Club at New Seabury
The Cove At Yarmouth
Front of property

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (220)
"This is my wife and my favorite spot to just come and relax in the off season and get some great hot chocolates from our favorite bakery in town. "
The price is SAR 484
SAR 554 total
includes taxes & fees
26 Jan - 27 Jan
The Cove At Yarmouth
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.

Frequently asked questions

Searching for B&Bs in Osterville?
If you’re looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway. If you’re hoping to spend some time walking along the water in Osterville, Cape Cod Beaches is worth a visit.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to meet guests from other places, and of course a scrumptious breakfast, B&Bs offer a unique setting.
What are the best B&Bs in Osterville?
Here are some well-liked B&Bs in the area: Inn on the Sound: 10 rooms. 12.4 mi (20 km) from the heart of Osterville. Enjoy the free full breakfast and library. The Captain Farris House B&B: 10 rooms. 10.7 mi (17.2 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Frederick William House: 6 rooms. Situated 12.6 mi (20.3 km) from the heart of Osterville. Enjoy the soaking bathtubs and deli. The Palmer House Inn: 17 rooms. 13.1 mi (21 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. The Christopher, The Edgartown Collection: 15 rooms. Located 17.8 mi (28.7 km) from the core of Osterville. Enjoy the unique décor and patio area.
What's the best time of year to book my B&B in Osterville?
When you’re dreaming of a stay in Osterville, year-round temperatures and rainfall may be important factors to consider. 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 37°F. Average annual precipitation for Osterville is 52 inches.
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 might 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?
You can plan your excursions in and around Osterville ahead of time with these transportation options. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 5.8 mi (9.4 km) away from the city center. 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.