A house by a lake with boats.

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  • Upfront pricing

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

Our top choices for Osterville bed & breakfast

Terrace/patio

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (174 reviews)
"Breakfast was amazing everyday and the owner is so kind. And the property is really lovely and peaceful. "
United States
Grace
$434 nightly
The price is $497
Aug 10 - Aug 11
Total with taxes and fees
Brewster by the Sea Inn
3 bars/lounges

Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (202 reviews)
"Beautifully renovated church. Stunning stained glass throughout. Restaurant is top notch! Highly recommend staying"
United States
Maura
$275 nightly
The price is $315
Jul 27 - Jul 28
Total with taxes and fees
Belfry Inn & Bistro
Luxury King Room | Egyptian cotton sheets, premium bedding, blackout drapes

Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (46 reviews)
"We had a wonderful stay at Sea Street Inn. The proprietors Adrian and Xenia go above and beyond to make your stay the best that they can. The Inn is decorated with museum quality art and the room was clean and comfortable. They serve a delicious, gourmet breakfast prepared by Adrian, a professional chef, with fresh wholesome ingredients and coffee, tea, and water are available 24 hours a day. Adrian spent lots of time giving us food recommendations, places to visit and helpful tips on getting...
United States
Natalia
$420 nightly
The price is $480
Jul 27 - Jul 28
Total with taxes and fees
Sea Street Inn
Normandy Room | Iron/ironing board, WiFi (free), individually furnished, bed sheets

Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (128 reviews)
"5* beautiful inn with fabulous hosts! Breakfast beyond what you’d expect, hot cookies in the afternoon, spotless inside, great attention to every detail!"
United States
Linda
$320 nightly
The price is $366
Aug 2 - Aug 3
Total with taxes and fees
Liberty Hill Inn
Garden

The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (125 reviews)
"Beautiful inn! Highly recommend to anyone looking for a exquisite bed and breakfast experience in the Cape."
United States
Dean
$319 nightly
The price is $365
Aug 19 - Aug 20
Total with taxes and fees
The Inn at Yarmouth Port
Exterior

The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (265 reviews)
"Had a wonderful stay and Carol and the staff were so delightful. It was a great experience. Highly recommend!"
United States
Laura
$301 nightly
The price is $343
Aug 13 - Aug 14
Total with taxes and fees
The Captain Farris House B&B
Front of property

Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.8 out of 10, Exceptional, (127 reviews)
"Staff, stay, location...experience was very very nice!"
United States
Matthew
$315 nightly
The price is $360
Jul 26 - Jul 27
Total with taxes and fees
Isaiah Hall Bed & Breakfast Inn
Exterior

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (317 reviews)
"Very nice host and beautiful property"
United States
Hernan
$349 nightly
The price is $400
Jul 27 - Jul 28
Total with taxes and fees
Frederick William House
Property grounds

The Villa Callo Inn

The Villa Callo Inn
3.0 star property
West Harwich
9.0 out of 10, Wonderful, (2 reviews)
"The staff were super friendly and the homemade breakfast was so good."
United States
Matt
$367 nightly
The price is $420
Jul 31 - Aug 1
Total with taxes and fees
The Villa Callo Inn
Exterior

Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (22 reviews)
"We've been traveling to the Cape for almost 40 years, and this is by far the best B&B we've visited. The rooms and property are lovely, the food is excellent, and the owers are welcoming."
United States
Joanne
Sea Meadow Inn
Front of property - evening/night

The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (92 reviews)
"Amazing inn and the owners are great!"
United States
Harini
$499 nightly
The price is $571
Jul 27 - Jul 28
Total with taxes and fees
The Inn At Cape Cod
Exterior

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
Cape Cod
$343 nightly
The price is $384
Jul 28 - Jul 29
Total with taxes and fees
Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
View from property

The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (253 reviews)
"I highly recommend Old Manse Inn. It is charming, welcoming and every detail is accounted for. The innkeepers are very friendly and kind - and make a delicious breakfast!"
United States
Shannon
$328 nightly
The price is $375
Jul 29 - Jul 30
Total with taxes and fees
The Old Manse Inn
Exterior detail

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (142 reviews)
"Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!"
United States
Christopher
$389 nightly
The price is $445
Jul 29 - Jul 30
Total with taxes and fees
Candleberry Inn on Cape Cod
Lobby sitting area

Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (223 reviews)
"Perfect location for the 4th on the cape! The room was beautiful and breakfast was great, Would highly recommend."
United States
Kyla
$539 nightly
The price is $617
Jul 29 - Jul 30
Total with taxes and fees
Inn on the Sound
Front of property

Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (70 reviews)
"The room I stayed in was gorgeous. "
United States
Jennifer
$405 nightly
The price is $464
Aug 4 - Aug 5
Total with taxes and fees
Captain Freeman Inn
Exterior

The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175 reviews)
"Nice place to stay"
United States
Brian
$467 nightly
The price is $534
Aug 23 - Aug 24
Total with taxes and fees
The Palmer House Inn
Front of property - evening/night

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (262 reviews)
"Good breakfast. Great location. Darling place to stay."
United States
Timothy
$499 nightly
The price is $557
Jul 26 - Jul 27
Total with taxes and fees
The Christopher, The Edgartown Collection
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

8/10 Good
"Overall very good place to stay. Yes, the pool water is cold but it is also very clean and both indoor and outdoor pools are highlights of the property. Still never get why 1-ply toilet paper exists when it's clearly a boutique hotel. But if that's the only complaint, the plus side is you have some of the most well decorated rooms I've seen in a very long time. The character of the property is beautiful. The power outage was not the motel's fault but there was no communication with staff for a few hours. Quicker updates would have been nice. Although we went to bed without full power, we were checked in on and offered a relocate. Super staff from Expedia were also super helpful too. Overall a strong recommend!"
BRANDON 4-night trip
Posted 3 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Osterville

Osterville B&B information

Number of reviews
2,408
Accommodation
45 B&B
Lowest Price
$315
Highest Price
$617

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Osterville?
Prices for B&Bs in Osterville often vary, but you can find a great deal from $315 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Osterville B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Osterville?
The best time to book a B&B in Osterville is during the summer months, particularly in July. This peak season attracts visitors seeking sunny days and vibrant coastal activities, with plenty of opportunities to enjoy the charming beaches and quaint local shops. Travelers will appreciate the lively atmosphere, as families and friends gather for outdoor picnics, boating, and leisurely strolls along the picturesque waterfront.

With average temperatures ranging from the mid-60s to the low 80s Fahrenheit, July offers a comfortable climate for outdoor adventures. Whether you're exploring the scenic Cape Cod National Seashore or indulging in fresh seafood at local eateries, the weather is great for making the most of your visit.

For those looking for a more budget-friendly option, consider planning your trip in October. This month features stunning fall foliage, providing a beautiful backdrop for walks along the coast or visits to nearby cranberry bogs. The serene ambiance and fewer crowds allow for a more relaxed experience while still enjoying the area's natural beauty.
What is the difference between a Osterville B&B and a hotel?
Every Osterville B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Osterville B&Bs.

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