Search B&B in Osterville

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B&B in Osterville

Frederick William House

3.5 star property
Falmouth
9.6 out of 10, Exceptional, (292)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is SAR 489
SAR 560 total
includes taxes & fees
2 Dec - 3 Dec
Frederick William House

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 SAR 634
SAR 726 total
includes taxes & fees
2 Dec - 3 Dec
The Village Inn Cape Cod

Inn on Main

3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (72)
"I thoroughly enjoyed my stay at The Inn on Main! It was a nice little break from a busy week! "
United States
Jennifer
The price is SAR 796
SAR 911 total
includes taxes & fees
2 Dec - 3 Dec
Inn on Main

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 SAR 897
SAR 1,026 total
includes taxes & fees
4 Dec - 5 Dec
Inn on the Sound

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 SAR 716
SAR 819 total
includes taxes & fees
31 Dec - 1 January 2026
The Palmer House Inn

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 SAR 1,159
SAR 1,327 total
includes taxes & fees
2 Dec - 3 Dec
Candleberry Inn on Cape Cod

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 SAR 1,193
SAR 1,365 total
includes taxes & fees
1 Jan - 2 January 2026
Brewster by the Sea Inn

Sea Street Inn

4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Very nicely renovated small property with a fantastic breakfast."
United States
Paul
The price is SAR 928
SAR 1,062 total
includes taxes & fees
2 Dec - 3 Dec
Sea Street 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

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.