A house by a lake with boats.

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Osterville bed & breakfast

Luxury King Room

1. 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
$332 nightly
The price is $380
Sep 7 - Sep 8
Total with taxes and fees
Sea Street Inn
Bar (on property)

2. Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (212 reviews)
"We loved this place! The owner and staff were incredible and friendly. We stayed in the Barbi Suite and it was gorgeous. They had a nice breakfast as well. Will definitely go back again."
United States
Jennifer
$207 nightly
The price is $236
Oct 1 - Oct 2
Total with taxes and fees
Belfry Inn & Bistro
Front of property

3. The Village Inn Cape Cod

The Village Inn Cape Cod
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (231 reviews)
"Accommodation was beautiful. Amazing friendly and attentive staff, lovely room decor, and a proper homely feel. Well located for visiting the cape. Would stay again!"
United Kingdom
Daniel
$214 nightly
The price is $245
Sep 20 - Sep 21
Total with taxes and fees
The Village Inn Cape Cod
Exterior

4. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (321 reviews)
"Nice B & B"
United States
Sean
$193 nightly
The price is $221
Sep 30 - Oct 1
Total with taxes and fees
Frederick William House
Normandy Room

5. Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (129 reviews)
"Hosts were very hospitable and had great recommendations for dinner and to explore the area. The property was super clean and very well maintained. We really enjoyed our vacation and are looking forward to the next time we get to go back."
United States
Kendra
$272 nightly
The price is $311
Sep 9 - Sep 10
Total with taxes and fees
Liberty Hill Inn
Garden

6. The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.8 out of 10, Exceptional, (131 reviews)
"Absolutely idyllic, with wonderful hosts!"
United Kingdom
Christopher
$236 nightly
The price is $270
Oct 1 - Oct 2
Total with taxes and fees
The Inn at Yarmouth Port
Exterior

7. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (270 reviews)
"Wonderful stay with superb and gracious hosts."
United States
Timothy
$212 nightly
The price is $243
Sep 20 - Sep 21
Total with taxes and fees
The Captain Farris House B&B
Breakfast area

8. The Tern Inn Bed & Breakfast and Cottages

The Tern Inn Bed & Breakfast and Cottages
3.5 star property
West Harwich
9.2 out of 10, Wonderful, (233 reviews)
"Wonderful hosts!"
United States
Donald
$177 nightly
The price is $202
Sep 22 - Sep 23
Total with taxes and fees
The Tern Inn Bed & Breakfast and Cottages
Front of property - evening/night

9. The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (96 reviews)
"Amazing inn and the owners are great!"
United States
Harini
$379 nightly
The price is $434
Sep 3 - Sep 4
Total with taxes and fees
The Inn At Cape Cod
Property grounds

10. The Villa Callo Inn

The Villa Callo Inn
3.0 star property
West Harwich
9.6 out of 10, Exceptional, (7 reviews)
"Really enjoyed our stay. Staff went above and beyond, breakfast was top notch and the Location was great."
United States
Shawn
$331 nightly
The price is $379
Sep 28 - Sep 29
Total with taxes and fees
The Villa Callo Inn
Exterior

11. Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (24 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
$254 nightly
The price is $290
Oct 1 - Oct 2
Total with taxes and fees
Sea Meadow Inn
Front of property

12. Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.6 out of 10, Exceptional, (130 reviews)
"Staff, stay, location...experience was very very nice!"
United States
Matthew
$315 nightly
The price is $360
Sep 3 - Sep 4
Total with taxes and fees
Isaiah Hall Bed & Breakfast Inn
Deluxe Room, 1 King Bed, Balcony, Beach View

13. Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (66 reviews)
"The whole stay including breakfast was fabulous"
United States
William
$233 nightly
The price is $267
Sep 8 - Sep 9
Total with taxes and fees
Winstead Beach Resort
Exterior

14. The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.8 out of 10, Exceptional, (177 reviews)
"Nice place to stay"
United States
Brian
$305 nightly
The price is $349
Sep 13 - Sep 14
Total with taxes and fees
The Palmer House Inn
Exterior

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

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
Cape Cod
2.0 out of 10, (1 review)
"Not at all what the pictures and . The bed took up the entire bedroom, and there was no place to move there. The bathroom is apparently a shared bathroom, which was not mentioned. There was a bunch of debris in the room as well."
United States
Mark
$191 nightly
The price is $206
Sep 3 - Sep 4
Total with taxes and fees
Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
Lobby sitting area

16. Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (227 reviews)
"fantastic place to stay!"
United States
Deb
$439 nightly
The price is $502
Sep 3 - Sep 4
Total with taxes and fees
Inn on the Sound
Terrace/patio

17. 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
$343 nightly
The price is $393
Sep 30 - Oct 1
Total with taxes and fees
Brewster by the Sea Inn
Exterior detail

18. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (147 reviews)
"Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!"
United States
Christopher
$314 nightly
The price is $359
Sep 7 - Sep 8
Total with taxes and fees
Candleberry Inn on Cape Cod
View from property

19. The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (255 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
$312 nightly
The price is $357
Sep 7 - Sep 8
Total with taxes and fees
The Old Manse Inn
Front of property - evening/night

20. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (274 reviews)
"Good breakfast. Great location. Darling place to stay."
United States
Timothy
$354 nightly
The price is $395
Sep 22 - Sep 23
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"The only thing the outdoor pool was closed the whole time I was there"
Katia 4-night trip
Posted 3 hours ago
Margaritaville Resort Cape Cod

Find out more about Osterville

Osterville B&B information

Number of reviews
2,312
Accommodation
45 B&B
Lowest Price
$202
Highest Price
$502

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 $202 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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