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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 83 B&B in Osterville with updated reviews, rates, and availability.

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (257)
"A cozy place for a few nights."
The price is AED 443
AED 507 total
includes taxes & fees
20 May - 21 May
Frederick William House
The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (211)
"Jeff and Carol are wonderful hosts, made us feel at home. Breakfast was excellent, room was immaculate and romantic, a great get away!"
The price is AED 823
AED 942 total
includes taxes & fees
7 May - 8 May
The Captain Farris House B&B
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (197)
"Fantastic stay!"
The price is AED 1,087
AED 1,214 total
includes taxes & fees
8 May - 9 May
The Christopher, The Edgartown Collection
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (201)
"Beautiful location, comfort, quiet, restful, super food, extremely clean, yet very accessible to the coastal beauty and attractions."
The price is AED 1,062
AED 1,215 total
includes taxes & fees
7 May - 8 May
Inn on the Sound
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, (126)
"Cozy B&B with amazing service, friendly staff and delicious breakfast!"
The price is AED 988
AED 1,131 total
includes taxes & fees
8 May - 9 May
Candleberry Inn on Cape Cod
Belfry Inn & Bistro
3 bars/lounges

Belfry Inn & Bistro

3.5 star property
9.0 out of 10, Wonderful, (179)
"It's always a great stay at the Belfry! The innkeeper is very friendly and helpful. I like walking down to the boardwalk and there's a few very nice shops nearby. "
Belfry Inn & Bistro
Inn on Main
Outdoor dining

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (66)
"Great hosts and local shopping."
The price is AED 1,289
AED 1,476 total
includes taxes & fees
4 Jun - 5 Jun
Inn on Main
Brewster by the Sea Inn
Terrace/patio

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (165)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
The price is AED 1,142
AED 1,307 total
includes taxes & fees
13 May - 14 May
Brewster by the Sea Inn
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (174)
"Nice place to stay"
The price is AED 965
AED 1,105 total
includes taxes & fees
7 May - 8 May
The Palmer House Inn
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (39)
"Great B&B would definitely stay again!"
An English Garden Bed & Breakfast
The Village Inn Cape Cod
Garden

The Village Inn Cape Cod

3.5 star property
10.0 out of 10, Exceptional, (215)
"This is a delightful inn with large rooms, excellent amenities, and charming staff."
The price is AED 621
AED 710 total
includes taxes & fees
7 May - 8 May
The Village Inn Cape Cod
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (51)
"Fabulous location right on the beach."
The price is AED 964
AED 1,169 total
includes taxes & fees
15 May - 16 May
Winstead Beach Resort
The Old Manse Inn
View from property

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (242)
"Friendly staff, Great breakfast, Treated us wonderful!!"
The price is AED 965
AED 1,105 total
includes taxes & fees
14 May - 15 May
The Old Manse Inn
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.8 out of 10, Exceptional, (114)
"Lovely room in historic ship builder’s home, kind staff, good location amid the gardens and beach! "
The price is AED 984
AED 1,126 total
includes taxes & fees
7 May - 8 May
Isaiah Hall Bed & Breakfast Inn
Sea Street Inn
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated

Sea Street Inn

4.0 star property
10.0 out of 10, Exceptional, (40)
"Very nicely renovated small property with a fantastic breakfast."
The price is AED 993
AED 1,136 total
includes taxes & fees
7 May - 8 May
Sea Street Inn
Long Dell Inn
Exterior

Long Dell Inn

3.5 star property
9.4 out of 10, Exceptional, (178)
"Great location and awesome breakfast’s "
The price is AED 804
AED 921 total
includes taxes & fees
7 May - 8 May
Long Dell Inn
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
Captain Freeman Inn
Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, sun loungers

Captain Freeman Inn

4.0 star property
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
The price is AED 1,414
AED 1,618 total
includes taxes & fees
2 Jun - 3 Jun
Captain Freeman Inn
Mulberry Bed & Breakfast
Beach

Mulberry Bed & Breakfast

2.5 star property
9.2 out of 10, Wonderful, (60)
"Restful stay, close to the beach & restaurants. Lovely breakfasts & kind host."
The price is AED 367
AED 367 total
includes taxes & fees
7 May - 8 May
Mulberry 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
9.6 out of 10, Exceptional, (24)
"Historic, rustic, Cape Cod at its best. "
Lamb and Lion 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.
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Other property types in Osterville

Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (269)
"I love staying here "
The price is AED 670
AED 767 total
includes taxes & fees
8 May - 9 May
Edgewater Beach Resort, a VRI resort
The Cove At Yarmouth
Beach nearby

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (236)
"It is a very nice place to stay"
The price is AED 521
AED 596 total
includes taxes & fees
7 May - 8 May
The Cove At Yarmouth
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Perfect little cottage!"
The price is AED 694
AED 795 total
includes taxes & fees
8 May - 9 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.

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: Frederick William House: 5 rooms. 12.6 mi (20.3 km) from the heart of Osterville. Enjoy the soaking bathtubs and deli. Inn on the Sound: 10 rooms. 12.4 mi (20 km) from the downtown core. Enjoy the free full breakfast and library. An English Garden Bed & Breakfast: 11 rooms. Situated 13.9 mi (22.3 km) from the heart of Osterville. Enjoy the free full breakfast and patio area. The Christopher, The Edgartown Collection: 15 rooms. 17.8 mi (28.7 km) from the heart of downtown. Enjoy the unique décor and patio area. The Captain Farris House B&B: 10 rooms. Located 10.7 mi (17.2 km) from the core of Osterville. Enjoy the free full breakfast and designer toiletries.
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.