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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 80 B&B in Osterville with updated reviews, rates, and availability.

Frederick William House
Front of property

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (257)
"The place was amazingly beautiful, very clean, they were very organized, we arrived late and they left a note in the front desk with information, that was good. The only thing we would it want to know in anticipation is about the “free breakfast” because it was only “Fruits, some pastry, juice, water and coffee”, it you wanted to have eggs or anything else you had to pay $20 the plate, so technically it wasn’t fully free. Other than that the place is amazing and I highly recommend it. "
The price is SAR 554
SAR 634 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 822
SAR 941 total
includes taxes & fees
18 Apr - 19 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 price is SAR 2,001
SAR 2,235 total
includes taxes & fees
1 May - 2 May
The Christopher, The Edgartown Collection
Inn on the Sound
Lobby sitting area

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 1,010
SAR 1,155 total
includes taxes & fees
24 Apr - 25 Apr
Inn on the Sound
Candleberry Inn on Cape Cod
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | 1 bedroom, Frette Italian sheets, premium bedding, pillowtop beds

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 1,010
SAR 1,156 total
includes taxes & fees
16 Apr - 17 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!"
The price is SAR 734
SAR 840 total
includes taxes & fees
16 May - 17 May
Belfry Inn & Bistro
Inn on Main
Property grounds

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 1,073
SAR 1,228 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 1,216
SAR 1,392 total
includes taxes & fees
16 Apr - 17 Apr
Brewster by the Sea Inn
The Palmer House Inn
Porch

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 896
SAR 1,026 total
includes taxes & fees
22 Apr - 23 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, (215)
"This is a delightful inn with large rooms, excellent amenities, and charming staff."
The price is SAR 634
SAR 726 total
includes taxes & fees
18 Apr - 19 Apr
The Village Inn Cape Cod
Winstead Beach Resort
Exterior detail

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 1,009
SAR 1,224 total
includes taxes & fees
20 Apr - 21 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 price is SAR 986
SAR 1,129 total
includes taxes & fees
14 May - 15 May
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!"
The price is SAR 1,006
SAR 1,151 total
includes taxes & fees
1 May - 2 May
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
17 Apr - 18 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 822
SAR 941 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
Deluxe Room, 1 King Bed | Premium bedding, blackout drapes, iron/ironing board, free WiFi

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 357
SAR 357 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
Indoor spa tub

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (265)
"Check-in was great!"
Edgewater Beach Resort, a VRI resort
The Club at New Seabury
Private beach nearby, beach bar

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities. "
The price is SAR 709
SAR 812 total
includes taxes & fees
24 Apr - 25 Apr
The Club at New Seabury
InnSeason Resorts Captain's Quarters
Seasonal outdoor pool

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (165)
"Beautiful property. Lots of amenities. Excellent appliances. Great location. View of the ocean & pool. Peaceful."
The price is SAR 559
SAR 640 total
includes taxes & fees
16 Apr - 17 Apr
InnSeason Resorts Captain's Quarters
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 Christopher, The Edgartown Collection: 15 rooms. 17.8 mi (28.7 km) from the downtown core. Enjoy the unique décor and patio area. 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. An English Garden Bed & Breakfast: 11 rooms. 13.9 mi (22.3 km) from the heart of downtown. Enjoy the free full breakfast and patio area. Inn on the Sound: 10 rooms. Located 12.4 mi (20 km) from the core of Osterville. Enjoy the free full breakfast and library.
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.