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Check prices for these dates

Next weekend
8 May - 10 May
In two weeks
15 May - 17 May
In one month
29 May - 31 May
In two months
26 Jun - 28 Jun

Our top choices for Osterville bed & breakfast

Exterior

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (307 reviews)
"Very cute inn! Would happily stay here again on our next visit to the Cape."
United States
Julie-Ann
The price is SAR 535
SAR 612 total
includes taxes & fees
10 May - 11 May
Frederick William House
Exterior

Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful stay! Great breakfast options with kitchen made fresh savory/sweet breakfast."
United States
Yunfan
The price is SAR 1,092
SAR 1,249 total
includes taxes & fees
4 May - 5 May
Sea Meadow Inn
3 bars/lounges

Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (194 reviews)
"Our first time in the sandwich area for our anniversary. Room was adorable and a beautiful area for walking around to the views, food and shopping"
United States
Richard
The price is SAR 935
SAR 1,070 total
includes taxes & fees
4 May - 5 May
Belfry Inn & Bistro
View from property

The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (252 reviews)
"Lovely place to stay. Breakfast was delicious!"
United States
Roberta
The price is SAR 1,193
SAR 1,365 total
includes taxes & fees
17 May - 18 May
The Old Manse Inn
Garden

The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (120 reviews)
"Beautiful inn! Highly recommend to anyone looking for a exquisite bed and breakfast experience in the Cape."
United States
Dean
The price is SAR 790
SAR 904 total
includes taxes & fees
12 May - 13 May
The Inn at Yarmouth Port
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated

Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (46 reviews)
"Very nicely renovated small property with a fantastic breakfast."
United States
Paul
The price is SAR 1,078
SAR 1,234 total
includes taxes & fees
3 May - 4 May
Sea Street Inn
Terrace/patio

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (173 reviews)
"Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! "
United States
Michelle
The price is SAR 1,253
SAR 1,434 total
includes taxes & fees
3 May - 4 May
Brewster by the Sea Inn
Normandy Room | Individually furnished, iron/ironing board, free WiFi, bed sheets

Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (127 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 SAR 1,200
SAR 1,374 total
includes taxes & fees
4 May - 5 May
Liberty Hill Inn
Deluxe Room, 1 King Bed, Balcony, Beach View | Pillowtop beds, individually decorated, individually furnished

Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (61 reviews)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
United States
Robert
The price is SAR 640
SAR 732 total
includes taxes & fees
3 May - 4 May
Winstead Beach Resort
Front of property

An English Garden Bed & Breakfast

An English Garden Bed & Breakfast
3.0 star property
Dennis Port
9.0 out of 10, Wonderful, (61 reviews)
"A charming hotel a block away from a nice sandy beach, loved a stay there."
United States
Hwamee
The price is SAR 617
SAR 814 total
includes taxes & fees
4 May - 5 May
An English Garden Bed & Breakfast
Exterior detail

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (139 reviews)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is SAR 1,421
SAR 1,627 total
includes taxes & fees
3 May - 4 May
Candleberry Inn on Cape Cod
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, (256 reviews)
"Wonderful, lovely cozy B&B. Incredible hosts, would definitely return."
United States
Nancy
The price is SAR 840
SAR 962 total
includes taxes & fees
18 May - 19 May
The Captain Farris House B&B
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, (245 reviews)
"Staff was super friendly, breakfast was delicious!"
United States
Alexander
The price is SAR 1,139
SAR 1,273 total
includes taxes & fees
15 May - 16 May
The Christopher, The Edgartown Collection
Front of property

The Village Inn Cape Cod

The Village Inn Cape Cod
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (225 reviews)
"It was so charming, would definitely stay there again! "
United States
Kyle
The price is SAR 919
SAR 1,052 total
includes taxes & fees
6 May - 7 May
The Village Inn Cape Cod
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 SAR 1,166
SAR 1,334 total
includes taxes & fees
3 May - 4 May
The Palmer House 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, (90 reviews)
"Amazing inn and the owners are great!"
United States
Harini
The Inn At 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, (214 reviews)
"Quiet, charming, nice breakfast, right across from beach"
United States
Bruce
The price is SAR 1,271
SAR 1,455 total
includes taxes & fees
3 May - 4 May
Inn on the Sound
Front of property

Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.6 out of 10, Exceptional, (123 reviews)
"Wonderful stay "
Canada
Jake
The price is SAR 961
SAR 1,100 total
includes taxes & fees
3 May - 4 May
Isaiah Hall Bed & Breakfast 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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Top Osterville Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Good "
David 1-night trip
Posted 1 hour ago
Bayside Resort Hotel

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. 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. 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 Inn At Cape Cod: 9 rooms. 8.9 mi (14.4 km) from the heart of downtown. Enjoy the free cooked breakfast and designer toiletries. The Inn at Yarmouth Port: 7 rooms. Located 9 mi (14.5 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.

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