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Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

B&B in Osterville

Sea Meadow Inn
Exterior

Sea Meadow Inn

3.5 star property
10.0 out of 10, Exceptional, (1)
"We loved our stay. Adriana was wonderful. Our room was clean and really comfortable. Breakfast was delicious. We will be back and I hope it’s soon. "
The price is AED 855
AED 979 total
includes taxes & fees
10 Sep - 11 Sep
Sea Meadow Inn
Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (286)
"Great host. Very nice and helpful would stay again!"
The price is AED 988
AED 1,131 total
includes taxes & fees
1 Sep - 2 Sep
Frederick William House
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (51)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is AED 604
AED 797 total
includes taxes & fees
28 Sep - 29 Sep
An English Garden Bed & Breakfast
The Old Manse Inn
View from property

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (249)
"The Old Manse Inn is amazing and everything they advertise! "
The price is AED 992
AED 1,135 total
includes taxes & fees
21 Sep - 22 Sep
The Old Manse Inn
The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (238)
"We loved this B&B it was so quaint and beautiful. Loved our room and the breakfast. The staff was amazing! "
The Captain Farris House B&B
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 1,286
AED 1,471 total
includes taxes & fees
14 Sep - 15 Sep
Captain Freeman Inn
Inn on Main
Outdoor dining

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (71)
"What a great place! Central location made it super easy to get around. Hosts were fantastic- very nice, welcoming and very helpful with great restaurant, beach or visit recommendations. I highly recommend The Inn on Main."
The price is AED 1,098
AED 1,256 total
includes taxes & fees
29 Sep - 30 Sep
Inn on Main
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.6 out of 10, Exceptional, (121)
"Cute little getaway. We were only there a night but loved it!! Hosts super nice and room was great. Great location and nice backyard area. Walking to the beach was easy (although there was no sidewalks) Would 1000% go back!"
The price is AED 1,040
AED 1,191 total
includes taxes & fees
31 Aug - 1 Sep
Isaiah Hall Bed & Breakfast Inn
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (57)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
The price is AED 1,056
AED 1,281 total
includes taxes & fees
2 Sep - 3 Sep
Winstead Beach Resort
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, (43)
"Very nicely renovated small property with a fantastic breakfast."
The price is AED 1,415
AED 1,619 total
includes taxes & fees
10 Sep - 11 Sep
Sea Street 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, (139)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
The price is AED 1,352
AED 1,547 total
includes taxes & fees
4 Sep - 5 Sep
Candleberry Inn on Cape Cod
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 1,318
AED 1,508 total
includes taxes & fees
1 Sep - 2 Sep
The Palmer House Inn
Long Dell Inn
Exterior

Long Dell Inn

3.5 star property
9.4 out of 10, Exceptional, (181)
"Excellent stay, would recommend."
The price is AED 1,025
AED 1,173 total
includes taxes & fees
17 Sep - 18 Sep
Long Dell 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, (125)
"5* beautiful inn with fabulous hosts! Breakfast beyond what you’d expect, hot cookies in the afternoon, spotless inside, great attention to every detail!"
The price is AED 1,201
AED 1,375 total
includes taxes & fees
10 Sep - 11 Sep
Liberty Hill Inn
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (227)
"Great location, fantastic room, friendly staff and local dining options"
The price is AED 1,937
AED 2,164 total
includes taxes & fees
29 Sep - 30 Sep
The Christopher, The Edgartown Collection
Brewster by the Sea Inn
Terrace/patio

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (167)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
The price is AED 1,495
AED 1,711 total
includes taxes & fees
1 Sep - 2 Sep
Brewster by the Sea Inn
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, (88)
"We absolutely loved our stay at the Inn at Cape Cod. The owners were very friendly & make you feel right at home. Our room was comfortable and breakfast was great! I would definitely recommend to any visitors. "
The price is AED 1,392
AED 1,593 total
includes taxes & fees
4 Sep - 5 Sep
The Inn At Cape Cod
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (207)
"Quiet, charming, nice breakfast, right across from beach"
The price is AED 1,612
AED 1,845 total
includes taxes & fees
1 Sep - 2 Sep
Inn on the Sound
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: The Christopher, The Edgartown Collection: 15 rooms. 17.8 mi (28.7 km) from the heart of Osterville. Enjoy the unique décor and patio area. The Palmer House Inn: 17 rooms. 13.1 mi (21 km) from the downtown core. Enjoy the free full breakfast and unique décor. Inn on the Sound: 10 rooms. Situated 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 heart of downtown. Enjoy the soaking bathtubs and deli. 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.