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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

B&B in Osterville

Dining
Frederick William House

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (294)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is AED 616
AED 705 total
includes taxes & fees
10 Dec - 11 Dec
Frederick William House
Garden
The Village Inn Cape Cod

The Village Inn Cape Cod

3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (222)
"It was so charming, would definitely stay there again! "
United States
Kyle
The price is AED 621
AED 710 total
includes taxes & fees
10 Dec - 11 Dec
The Village Inn Cape Cod
Exterior
Inn on the Sound

Inn on the Sound

3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (212)
"Quiet, charming, nice breakfast, right across from beach"
United States
Bruce
The price is AED 951
AED 1,089 total
includes taxes & fees
10 Dec - 11 Dec
Inn on the Sound
Beach nearby
The Palmer House Inn

The Palmer House Inn

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175)
"Nice place to stay"
United States
Brian
The price is AED 789
AED 903 total
includes taxes & fees
10 Dec - 11 Dec
The Palmer House Inn
Terrace/patio
An English Garden Bed & Breakfast

An English Garden Bed & Breakfast

3.0 star property
Dennis Port
9.0 out of 10, Wonderful, (60)
"A charming hotel a block away from a nice sandy beach, loved a stay there."
United States
Hwamee
The price is AED 707
AED 914 total
includes taxes & fees
1 Jan - 2 January 2026
An English Garden Bed & Breakfast
Terrace/patio
Brewster by the Sea Inn

Brewster by the Sea Inn

4.0 star property
West Brewster
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is AED 1,168
AED 1,337 total
includes taxes & fees
1 Jan - 2 January 2026
Brewster by the Sea Inn
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

4.5 star property
Brewster
10.0 out of 10, Exceptional, (139)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is AED 1,135
AED 1,299 total
includes taxes & fees
10 Dec - 11 Dec
Candleberry Inn on Cape Cod
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, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is AED 866
AED 991 total
includes taxes & fees
2 Jan - 3 January 2026
Sea Street Inn
Outdoor dining
Inn on Main

Inn on Main

3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (73)
"We love staying here! Best dog B&B in America!"
United States
Barbara
The price is AED 1,002
AED 1,147 total
includes taxes & fees
10 Dec - 11 Dec
Inn on Main
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before."
June 1-night trip
Posted 2 days ago
Hyannis Travel Inn

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. Sea Meadow Inn: 7 rooms. 16.9 mi (27.1 km) from the downtown core. Enjoy the free full breakfast and unique décor. The Inn At Cape Cod: 9 rooms. Situated 8.9 mi (14.4 km) from the heart of Osterville. Enjoy the free cooked breakfast and designer toiletries. Inn on the Sound: 10 rooms. 12.4 mi (20 km) from the heart of downtown. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. Located 13.1 mi (21 km) from the core of Osterville. Enjoy the free full breakfast and unique décor.
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.