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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 83 B&B in Osterville with updated reviews, rates, and availability.

Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (254)
"Lovely room and very comfortable. Conveniently located near the ferry to Martha’s Vineyard. North Falmouth is a quaint town with plenty of restaurants and shops. "
The price is SAR 436
SAR 498 total
includes taxes & fees
30 Apr - 1 May
Frederick William House
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 SAR 728
SAR 833 total
includes taxes & fees
31 Mar - 1 Apr
The Captain Farris House B&B
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 the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (200)
"We had a great experience. The bed was comfy, amazing view for sunrise, water pressure in the shower was great and stayed nice and hot. The staff was super nice. The whole set up was super cute, warm and welcoming. The cookies, oh the cookies 😍so so good! Breakfast was also delicious! "
The price is SAR 897
SAR 1,026 total
includes taxes & fees
31 Mar - 1 Apr
Inn on the Sound
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, (126)
"Marco and Angelo very welcoming hosts!"
The price is SAR 1,009
SAR 1,155 total
includes taxes & fees
1 Apr - 2 Apr
Candleberry Inn on Cape Cod
Belfry Inn & Bistro
3 bars/lounges

Belfry Inn & Bistro

3.5 star property
9.0 out of 10, Wonderful, (177)
"Such a great little Inn for a quick weekend getaway. Three restaurants to chose from and great food at all. Chris and family were super friendly and accommodating . Loved it!"
Belfry Inn & Bistro
Inn on Main
Outdoor dining

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 SAR 1,038
SAR 1,188 total
includes taxes & fees
29 Apr - 30 Apr
Inn on Main
Brewster by the Sea Inn
Terrace/patio

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 SAR 1,140
SAR 1,305 total
includes taxes & fees
31 Mar - 1 Apr
Brewster by the Sea Inn
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (174)
"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 SAR 761
SAR 871 total
includes taxes & fees
31 Mar - 1 Apr
The Palmer House 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
The Village Inn Cape Cod
Garden

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 SAR 634
SAR 726 total
includes taxes & fees
31 Mar - 1 Apr
The Village Inn Cape Cod
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (51)
"Chose the property for a weekend getaway. Lovely place and very nice and friendly staff."
The price is SAR 1,008
SAR 1,223 total
includes taxes & fees
18 Apr - 19 Apr
Winstead Beach Resort
The Old Manse Inn
View from property

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
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
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, (39)
"Very homey feeling, beds were so cozy and clean , breakfast was spectacular and staff made you feel special."
The price is SAR 971
SAR 1,111 total
includes taxes & fees
31 Mar - 1 Apr
Sea Street Inn
Long Dell Inn
Exterior

Long Dell Inn

3.5 star property
9.4 out of 10, Exceptional, (178)
"Mark and Donna were very accommodating hosts. Helpful with suggestions and directions. Breakfast was both delicious and sustaining. I tend to ask a lot of questions about folks lives. All of them were answered with patience, humor and kindness. Great stay."
The price is SAR 821
SAR 940 total
includes taxes & fees
27 Apr - 28 Apr
Long Dell Inn
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
Captain Freeman Inn
Seasonal outdoor pool, 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. "
Captain Freeman Inn
Mulberry Bed & Breakfast
Beach

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."
The price is SAR 356
SAR 356 total
includes taxes & fees
28 Apr - 29 Apr
Mulberry Bed & Breakfast
Lamb and Lion Inn
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas

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
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
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (261)
"It's a nice property with great views. There are no indoor passageways to your rooms or to the pool. You have to go outdoors to get to them. It's kind of crazy that we got a kitchen area but they didn't have any solder pepper. It was well stocked with everything else to be able to cook but no seasonings. Everything else was wonderful. The beds were comfortable. Housekeeping kept us in towels."
Edgewater Beach Resort, a VRI resort
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"Girl at front desk was awesome!!!"
The price is SAR 441
SAR 504 total
includes taxes & fees
31 Mar - 1 Apr
InnSeason Resorts Captain's Quarters
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (314)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities. "
The price is SAR 630
SAR 721 total
includes taxes & fees
31 Mar - 1 Apr
The Club at New Seabury
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. 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 Christopher, The Edgartown Collection: 15 rooms. 17.8 mi (28.7 km) from the heart of downtown. Enjoy the unique décor and patio area. An English Garden Bed & Breakfast: 11 rooms. Located 13.9 mi (22.3 km) from the core of Osterville. Enjoy the free full breakfast and patio area.
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.