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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 71 B&B in Osterville with updated reviews, rates, and availability.

The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (210)
"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 661
AED 757 total
includes taxes & fees
3 Mar - 4 Mar
The Captain Farris House B&B
Inn on the Sound
Beach

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (196)
"Second time visiting Inn on the Sound. Very pleasant experience. Staff is great. Extremely quiet and peaceful. Great location in Falmouth. Close drive to main street. Beach right next door. Will be back again in future. Thank you. "
The price is AED 790
AED 904 total
includes taxes & fees
25 Feb - 26 Feb
Inn on the Sound
Frederick William House
Front of property

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (250)
"House was very nice, clean, and the host was very attentive. Would have rated it higher but the king bed was uncomfortable (the mattress had a high spot in the middle and sags on both sides) and the shower was too small (it was in a small tub with a curtain on all sides that stuck to me while I was showering)"
The price is AED 524
AED 599 total
includes taxes & fees
11 Mar - 12 Mar
Frederick William House
Brewster by the Sea Inn
Exterior

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (165)
"Amy is amazing. She makes ever effort to make everything PERFECT!"
The price is AED 1,117
AED 1,278 total
includes taxes & fees
2 Mar - 3 Mar
Brewster by the Sea Inn
The Palmer House Inn
Exterior

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (172)
"Enjoy a flashback to one of many old Victorian houses I used to live in. Love the books by authors the rooms are named after. Nice twist. I loved that the family works there. "
The price is AED 657
AED 752 total
includes taxes & fees
9 Mar - 10 Mar
The Palmer House Inn
The Village Inn Cape Cod
Front of property

The Village Inn Cape Cod

3.5 star property
10.0 out of 10, Exceptional, (214)
" Beautiful homely inn with delicious breakfast and friendly, knowledgable proprietor. "
The price is AED 621
AED 710 total
includes taxes & fees
25 Feb - 26 Feb
The Village Inn Cape Cod
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.8 out of 10, Exceptional, (114)
"Wonderful bed and breakfast. Friendly hosts. Homemade cranberry bread for breakfast!"
Isaiah Hall Bed & Breakfast Inn
The Old Manse Inn
Room

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (242)
"Lovely little B&B. Owners are delightful. 10 ish mins walk to the beach"
The Old Manse Inn
Belfry Inn & Bistro
Room

Belfry Inn & Bistro

3.5 star property
9.0 out of 10, Wonderful, (176)
"The property has two unique buildings, a former church and a Victorian house. Properties and grounds are neatly kept and were decorated nicely for Christmas during my visit. Innkeeper was warm and accommodating."
Belfry Inn & Bistro
The Tern Inn Bed & Breakfast and Cottages
Front of property

The Tern Inn Bed & Breakfast and Cottages

3.5 star property
9.2 out of 10, Wonderful, (224)
"John and Lisa were wonderful hosts. Our room was lovely and had everything to make our stay very comfortable. "
The Tern Inn Bed & Breakfast and Cottages
Isaiah Jones Homestead Bed & Breakfast
Front of property

Isaiah Jones Homestead Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (271)
"Bob and Analisa were wonderful inn keepers. We felt as close to family as one could get in a few days. Adorable village"
Isaiah Jones Homestead Bed & Breakfast
The Inn at Yarmouth Port
Property entrance

The Inn at Yarmouth Port

4.0 star property
9.6 out of 10, Exceptional, (109)
"Very lovely inn and innkeepers, Debra and Rene were very welcoming. Breakfast everyday on the patio was a delight. Clean room, downstairs sitting area very comfortable and inviting. "
The Inn at Yarmouth Port
Captain Freeman Inn
Porch

Captain Freeman Inn

4.0 star property
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
Captain Freeman Inn
Pepper House Inn
Front of property

Pepper House Inn

3.0 star property
6.8 out of 10, (68)
"Debby was very kind. We appreciated her daily breakfasts! Definitely would recommend. "
Pepper House Inn
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (197)
"Lovely hotel in Edgartown. Beautifully appointed rooms and common areas. Good breakfast. Walkable to nice restaurants."
The Christopher, The Edgartown Collection
Inn on Main
Front of property

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (66)
"The Inn was clean, comfortably and welcoming. Owners were friendly and knowledgeable, pointing out activities close to the Inn and an online guidebook sent by SMS so we could plan our stay. Really appreciated the small touches throughout that made this place comfortable. Sarah and Chris are great hosts. "
The price is AED 720
AED 824 total
includes taxes & fees
27 Feb - 28 Feb
Inn on Main
The Inn At Cape Cod
Room

The Inn At Cape Cod

4.0 star property
9.6 out of 10, Exceptional, (83)
"The Inn itself is a National Treasure and the couple that run the Inn are an even greater treasure. Incredible experience. Thank you for the uncompromising effort. "
The Inn At Cape Cod
Lamb and Lion Inn
Outdoor pool

Lamb and Lion Inn

3.0 star property
9.6 out of 10, Exceptional, (24)
"Beautiful location. We loved time at the pool and hot tub. everyone was super friendly. "
Lamb and Lion 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 property very near the beach. Staff very friendly and helpful"
An English Garden Bed & Breakfast
Mulberry Bed & Breakfast
Front of property

Mulberry Bed & Breakfast

2.5 star property
9.2 out of 10, Wonderful, (60)
"MS.Fran was very nice and a pleasant to talk with."
Mulberry Bed & Breakfast
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
Courtyard

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (257)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
The price is AED 731
AED 837 total
includes taxes & fees
26 Feb - 27 Feb
Edgewater Beach Resort, a VRI resort
The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (311)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is AED 555
AED 636 total
includes taxes & fees
27 Feb - 28 Feb
The Club at New Seabury
89-2 Salt Marsh Rd -Oceanfront Cottage w/ 180° Cape Cod Bay Views & Balcony!
Beach

89-2 Salt Marsh Rd -Oceanfront Cottage w/ 180° Cape Cod Bay Views & Balcony!

10.0 out of 10, Exceptional, (18)
"It was great, clean, with beautiful views from both decks. The upstairs/downstairs layout was challenging for us old ladies but the upper deck was our favorite place to sit!"
89-2 Salt Marsh Rd -Oceanfront Cottage w/ 180° Cape Cod Bay Views & Balcony!
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. The Captain Farris House B&B: 10 rooms. Situated 10.7 mi (17.2 km) from the heart of Osterville. Enjoy the free full breakfast and designer toiletries. 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 Village Inn Cape Cod: 10 rooms. Located 8.6 mi (13.8 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.