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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

B&B in Osterville

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (272)
"Amazing place "
The price is AED 813
AED 931 total
includes taxes & fees
4 Aug - 5 Aug
Frederick William House
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (217)
"Lovely little place. Great location!"
The price is AED 2,930
AED 3,273 total
includes taxes & fees
28 Jul - 29 Jul
The Christopher, The Edgartown Collection
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (203)
"Beautiful location, comfort, quiet, restful, super food, extremely clean, yet very accessible to the coastal beauty and attractions."
The price is AED 1,723
AED 1,972 total
includes taxes & fees
21 Jul - 22 Jul
Inn on the Sound
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (43)
"Great location, quaint b&b, nice owners."
The price is AED 985
AED 1,232 total
includes taxes & fees
30 Jul - 31 Jul
An English Garden Bed & Breakfast
The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (224)
"Adorable inn with a friendly, helpful staff. "
The Captain Farris House B&B
The Inn at Yarmouth Port
View from room

The Inn at Yarmouth Port

4.0 star property
9.6 out of 10, Exceptional, (113)
"The property is so picturesque and idyllic. The staff greeted us so warmly every time we saw them. The food was really good and the chef really put her heart into it for it to taste so good. The staff is accommodating for dietary restrictions. My wife is gluten free so for breakfast, as well as the cookies they left for us in the room, it was all gluten free and so delicious. A great stay in Yarmouth. Will definitely come back and stay here if given the chance! "
The Inn at Yarmouth Port
Belfry Inn & Bistro
3 bars/lounges

Belfry Inn & Bistro

3.5 star property
9.0 out of 10, Wonderful, (185)
"Such a great little Inn for a quick weekend getaway. Three restaurants to chose from and great food at all. Chris and family were super friendly and accommodating . Loved it!"
Belfry Inn & Bistro
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.8 out of 10, Exceptional, (118)
"We loved staying at the Isaiah Hall Bed & Breakfast! The host is amazing and the location is great! Highly recommend it!"
The price is AED 1,156
AED 1,323 total
includes taxes & fees
23 Jul - 24 Jul
Isaiah Hall Bed & Breakfast Inn
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (52)
"Chose the property for a weekend getaway. Lovely place and very nice and friendly staff."
The price is AED 2,054
AED 2,492 total
includes taxes & fees
16 Jul - 17 Jul
Winstead Beach Resort
Inn on Main
Outdoor dining

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (68)
"Terrific B&B on Cape Cod - super dog friendly and very hospitable! Excellent breakfasts, charming space, and wonderful hosts. It’s a very convenient mid-Cape location, you will not regret booking with them."
The price is AED 1,241
AED 1,421 total
includes taxes & fees
21 Jul - 22 Jul
Inn on Main
The Tern Inn Bed & Breakfast and Cottages
Free daily full breakfast

The Tern Inn Bed & Breakfast and Cottages

3.5 star property
9.2 out of 10, Wonderful, (226)
"Amazing stay. Very respectful hosts. "
The Tern Inn Bed & Breakfast and Cottages
Isaiah Jones Homestead Bed & Breakfast
Front of property

Isaiah Jones Homestead Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (271)
"Great Bed and Breakfast, friendly staff, great breakfasts!"
Isaiah Jones Homestead Bed & Breakfast
The Inn At Cape Cod
Front of property - evening/night

The Inn At Cape Cod

4.0 star property
9.6 out of 10, Exceptional, (84)
"Beautiful property- spacious, well appointed room and wonderful breakfasts. The hosts were friendly and accessible. We had a wonderful stay and would definitely stay again "
The price is AED 1,539
AED 1,761 total
includes taxes & fees
6 Aug - 7 Aug
The Inn At Cape Cod
The Old Manse Inn
View from property

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (245)
"The Old Manse Inn is amazing and everything they advertise! "
The price is AED 1,231
AED 1,409 total
includes taxes & fees
23 Jul - 24 Jul
The Old Manse Inn
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (175)
"Superb staff and bkfsts Wonderful porch"
The price is AED 1,640
AED 1,877 total
includes taxes & fees
16 Jul - 17 Jul
The Palmer House Inn
Liberty Hill Inn
Normandy Room | Individually furnished, iron/ironing board, free WiFi, bed sheets

Liberty Hill Inn

3.5 star property
10.0 out of 10, Exceptional, (124)
"A superb property, a lovely room, delicious breakfasts, delightful hosts. Couldn’t be better."
The price is AED 1,201
AED 1,375 total
includes taxes & fees
30 Jul - 31 Jul
Liberty Hill Inn
The Village Inn Cape Cod
Garden

The Village Inn Cape Cod

3.5 star property
10.0 out of 10, Exceptional, (219)
"Wonderful B&B. Robin and Claire were fantastic hosts, very knowledgeable about Cape Cod with great recommendations. Breakfast was amazing - one of the best quiches we’ve ever had!"
The Village Inn Cape Cod
Captain David Kelley House Bed & Breakfast
Garden

Captain David Kelley House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (41)
"Are stay was amazing we had such a great time."
Captain David Kelley House Bed & Breakfast
Lamb and Lion 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, (26)
"Very nice and comfortable. It was pleasure to talk with the innkeeper Loren. She was so helpful, kind. Great location to the beach, restaurants and hiking. We really enjoyed. "
Lamb and Lion Inn
Candleberry Inn on Cape Cod
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, (130)
"quaint inn"
The price is AED 1,612
AED 1,845 total
includes taxes & fees
16 Jul - 17 Jul
Candleberry Inn on Cape Cod
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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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'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 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. Frederick William House: 5 rooms. 12.6 mi (20.3 km) from the downtown core. Enjoy the soaking bathtubs and deli. The Christopher, The Edgartown Collection: 15 rooms. Situated 17.8 mi (28.7 km) from the heart of Osterville. Enjoy the unique décor and patio area. The Captain Farris House B&B: 10 rooms. 10.7 mi (17.2 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. 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.
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.