Search B&B in Osterville

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Osterville B&B

Front of property
The Christopher, The Edgartown Collection
3.0 star property
9.8 out of 10, Exceptional, (154)
" Very cozy and friendly stay. Loved the location. Everything you could want. "
The price is Rp5.247.672
per night
27 May - 28 May
The Christopher, The Edgartown Collection
Black Room, Deluxe King Suite, Garden View, Private Bath, Bikes Included | Dining
Frederick William House
3.5 star property
9.6 out of 10, Exceptional, (214)
"Jeanette is a wonderful host. Friendly and welcoming. Delicious continental breakfast. Beautiful rooms. The room had a gas fireplace as well as a skylight in the bathroom. Close to downtown and the ferry. Looking forward to returning there again. "
The price is Rp2.863.105
per night
30 May - 31 May
Frederick William House
Exterior
Inn on the Sound
3.5 star property
9.8 out of 10, Exceptional, (168)
"Great staff"
The price is Rp5.903.631
per night
27 May - 28 May
Inn on the Sound
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beach nearby
The Palmer House Inn
3.5 star property
9.6 out of 10, Exceptional, (152)
"Beautiful property, great weekend stay. "
The price is Rp3.955.883
per night
27 May - 28 May
The Palmer House Inn
Terrace/patio
An English Garden Bed & Breakfast
2.0 star property
8.4 out of 10, Very good, (18)
"The cottage is located about 1 block from the beach. Check-in was very easy as key was provided in a basket at the front door for late arrivals. Cooked to order breakfast was very nice and satisfying. Host was very cordial. Listing is an accurate discription."
An English Garden Bed & Breakfast
Outdoor dining
Inn on Main
3.5 star property
10.0 out of 10, Exceptional, (47)
"Fabulous hosts, room, location, and a giant delicious breakfast! Beautifully appointed and comfortable room. We highly recommend a stay here. "
The price is Rp4.736.119
per night
23 Jun - 24 Jun
Inn on Main
View from property
The Old Manse Inn
4.5 star property
9.8 out of 10, Exceptional, (230)
"Charlie and Brian are delightful, warm and welcoming. The breakfast was wonderful. Thank you both. We definitely will be coming back "
The price is Rp4.093.184
per night
10 Jun - 11 Jun
The Old Manse Inn
Exterior
The Captain Farris House B&B
3.5 star property
9.8 out of 10, Exceptional, (192)
"Everything about it was great. Very friendly and knowledgeable hosts about places to eat and do in the area. Great location, especially not being directly on the main road. "
The Captain Farris House B&B
Front of property
Isaiah Hall Bed & Breakfast Inn
3.0 star property
9.6 out of 10, Exceptional, (99)
"Had a wonderful one night stay while visiting family close by. Clean, beautifully decorated and quiet, this Inn was a perfect place to stay."
The price is Rp3.862.793
per night
26 May - 27 May
Isaiah Hall Bed & Breakfast Inn
Exterior
The Tern Inn Bed & Breakfast and Cottages
3.5 star property
9.2 out of 10, Wonderful, (209)
"Lisa and John were delightful hosts and made certain we were comfortable and well taken care of. Breakfast was delicious with a lot of variety. We plan to return! "
The Tern Inn Bed & Breakfast and Cottages
Beach
Mulberry Bed & Breakfast
2.5 star property
8.8 out of 10, Excellent, (37)
"The setting is in a circa 1847 home with lovely period features and furnishings. If you are looking for a sterile and boring motel setting, look elsewhere. Mulberry House is aesthetically pleasing and Fran, the hostess, really makes her guests feel special, comfortable, and at home. A most enjoyable stay!!"
Mulberry Bed & Breakfast
Front of property
Isaiah Jones Homestead Bed & Breakfast
3.0 star property
9.2 out of 10, Wonderful, (268)
"The innkeeper and his staff were warm and helpful. They went above and beyond if we needed anything. Our room was spectacular. "
Isaiah Jones Homestead Bed & Breakfast
Terrace/patio
Brewster by the Sea Inn
4.0 star property
9.8 out of 10, Exceptional, (160)
"It was a lovely establishment with wonderful service"
The price is Rp5.039.685
per night
19 Jun - 20 Jun
Brewster by the Sea Inn
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lamb and Lion Inn
3.0 star property
9.4 out of 10, Exceptional, (22)
"The Inn dated from the mid 1700's and fit seamlessly into the Barnstable neighborhood. "
Lamb and Lion Inn
Beach/ocean view
Winstead Beach Resort
4.0 star property
8.8 out of 10, Excellent, (40)
"Lovely little B&B with stunning views of the beach "
The price is Rp3.050.566
per night
3 Jun - 4 Jun
Winstead Beach Resort
3 bars/lounges
Belfry Inn & Bistro
3.5 star property
9.0 out of 10, Wonderful, (168)
"An excellent and attractive inn in the heart of Sandwich, Massachusetts. We stayed in the building that was converted from a Catholic Church to an inn and restaurant. The food and service in the upscale restaurant were out standing. The room was well furnished and comfortable."
Belfry Inn & Bistro
Front of property – evening/night
The Inn At Cape Cod
4.0 star property
9.6 out of 10, Exceptional, (80)
"The Inn itself is a National Treasure and the couple that run the Inn are an even greater treasure. Incredible experience. Thank you for the uncompromising effort. "
The Inn At Cape Cod
Deluxe Room, 1 Queen Bed | Individually decorated, individually furnished, desk, free WiFi
Pepper House Inn
3.0 star property
6.6 out of 10, (67)
"Room was very clean and comfortable, breakfast was good. The shrubbery out side was over grown. "
Pepper House Inn
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio
Candleberry Inn on Cape Cod
4.5 star property
10.0 out of 10, Exceptional, (122)
"Clean, beautifully furnished rooms. Owners and staff when above and beyond to make our stay an experience we won't soon forget. We will definitely stay at Candleberry Inn the next time we are on the Cape!"
The price is Rp5.582.255
per night
27 May - 28 May
Candleberry Inn on Cape Cod
Garden
The Village Inn Cape Cod
3.5 star property
10.0 out of 10, Exceptional, (200)
"Such a wonderful experience! Claire and her team made me feel right at home. The amenities and breakfast were perfect and overall it is just a lovely and peaceful place in a great location. Highly recommend!"
The Village Inn Cape Cod
Don't see what you're looking for?
See all available properties in Osterville
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.

Other property types in Osterville

BBQ/picnic Area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Great place to stay."
Holly Tree Resort by VRI Americas
Children’s play area – outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (389)
"Very nice front desk folks and quick check in process. The room was very clean, felt very cozy and had everything we needed. Pool and hot tub were really nice as well."
The price is Rp2.093.745
per night
28 May - 29 May
Cape Winds Resort by VRI Americas
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (281)
"Good "
The price is Rp3.726.167
per night
27 May - 28 May
The Club at New Seabury
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.

Osterville B&B information

Number of reviews
2,364
Accommodation
39 B&B
Lowest Price
Rp2.863.105
Highest Price
Rp6.223.611

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’re hoping to spend some time walking along the water in Osterville, Cape Cod Beaches is worth a visit.
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: Frederick William House: 6 rooms. 12.6 mi (20.3 km) from the heart of Osterville. Enjoy the deep-soaking baths and snack bar/deli. The Christopher, The Edgartown Collection: 15 rooms. 17.8 mi (28.7 km) from the city centre. Enjoy the unique decor and patio area. Inn on the Sound: 10 rooms. Situated 12.4 mi (20 km) from the heart of Osterville. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. 13.1 mi (21 km) from the city centre. Enjoy the free full breakfast and unique decor. An English Garden Bed & Breakfast: 11 rooms. Located 13.9 mi (22.3 km) from the core of Osterville. Enjoy the free full breakfast and patio area.
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.

Osterville Hotel Reviews
Expedia verified reviews

Hyannis Travel Inn

Hyannis Travel Inn

5/5 Excellent
"Just what I was looking for easy access to where I wanted to go Great Italian restaurant directly across the street all great!"
A verified traveller stayed at Hyannis Travel Inn
Posted 1 day ago
Hyannis Travel Inn