A house by a lake with boats.

Find a Bed and Breakfast in Osterville from CA $254

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Osterville bed & breakfast

A neatly arranged bedroom with a large bed, a bedside table, a chair, a TV mounted on the wall, and a window with blinds.

1. Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (47 reviews)
"Wonderful stay. Great communication. Outstanding breakfast."
United States
John
The price is CA $370
CA $424 total
includes taxes & fees
Nov 1 - Nov 2
Sea Street Inn
A window with a view of a house and trees, a vase with white roses, a stack of books, and a white mug on a small table.

2. The Village Inn Cape Cod

The Village Inn Cape Cod
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (233 reviews)
"Fantastic place!"
United States
Patti
The price is CA $343
CA $393 total
includes taxes & fees
Nov 9 - Nov 10
The Village Inn Cape Cod
A two-story house with a stone facade, a balcony, and a well-maintained garden.

3. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (331 reviews)
"Loved the property and our room!"
United States
Kathy
The price is CA $222
CA $254 total
includes taxes & fees
Nov 1 - Nov 2
Frederick William House
A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.

4. Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (232 reviews)
"It was a great place to stay!"
United States
Dustin
The price is CA $475
CA $543 total
includes taxes & fees
Oct 26 - Oct 27
Inn on the Sound
A balcony with a view of a beach, a table with a vase of flowers, and a chair.

5. Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (67 reviews)
"The whole stay including breakfast was fabulous"
United States
William
Winstead Beach Resort
A two-story house with a white picket fence, a blue door, and a porch with white railings.

6. An English Garden Bed & Breakfast

An English Garden Bed & Breakfast
3.0 star property
Dennis Port
9.0 out of 10, Wonderful, (102 reviews)
"Wonderful stay!"
United States
Donna M.
The price is CA $270
CA $349 total
includes taxes & fees
Nov 6 - Nov 7
An English Garden Bed & Breakfast
A large, two-story house with a grand entrance, large columns, and a balcony.

7. The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (97 reviews)
"Amazing inn and the owners are great!"
United States
Harini
The Inn At Cape Cod
A bar area with shelves of liquor bottles, a wine cooler, and hanging wine glasses.

8. Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.2 out of 10, Wonderful, (217 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
The price is CA $386
CA $441 total
includes taxes & fees
Oct 26 - Oct 27
Belfry Inn & Bistro
A two-story house with a porch, surrounded by well-maintained gardens and trees.

9. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (283 reviews)
"We loved our stay at captain farris. Delicious breakfast, lovely staff that was so helpful and kind, and the comfiest bed we’ve ever slept in! 10/10."
United States
Ruth Ann
The price is CA $349
CA $404 total
includes taxes & fees
Oct 26 - Oct 27
The Captain Farris House B&B
An outdoor patio with a fire table, seating, and a table set for a meal.

10. The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.8 out of 10, Exceptional, (178 reviews)
"Quiet and charming B&B. The rooms are great, staff is nice and owners and their dog are great! Walking distance to the Main Street with coffee, restaurants and shops. We stayed a few days with a quick day trip to Martha’s (which we walked to the ferry)"
United States
Jordi
The price is CA $351
CA $402 total
includes taxes & fees
Nov 1 - Nov 2
The Palmer House Inn
A two-story house with a porch, a star decoration, and outdoor seating.

11. Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (27 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
The price is CA $328
CA $381 total
includes taxes & fees
Oct 28 - Oct 29
Sea Meadow Inn
A waterfront property with multiple buildings, including a large central structure with a covered porch, smaller adjacent buildings, and a beach area.

12. The Park View ROOM INSIDE "The Flamingo Social House"

The Park View ROOM INSIDE "The Flamingo Social House"
Cape Cod
2.0 out of 10, (2 reviews)
"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
The price is CA $112
CA $308 total
includes taxes & fees
Oct 26 - Oct 27
The Park View ROOM INSIDE "The Flamingo Social House"
A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

13. The Villa Callo Inn

The Villa Callo Inn
3.0 star property
West Harwich
9.6 out of 10, Exceptional, (8 reviews)
"Really enjoyed our stay. Staff went above and beyond, breakfast was top notch and the Location was great."
United States
Shawn
The price is CA $500
CA $652 total
includes taxes & fees
Oct 28 - Oct 29
The Villa Callo Inn
A table set with plates, glasses, a mug, and a blue hydrangea.

14. Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (176 reviews)
"Angela was amazing and professional. I would highly recommend to anyone staying at Chatham Bars, Wequassett, or Ocean Edge to give this a visit…"
United States
louis
The price is CA $426
CA $487 total
includes taxes & fees
Nov 4 - Nov 5
Brewster by the Sea Inn
A two-story house with a symmetrical facade, a central entrance, and a flag.

15. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (152 reviews)
"The hotel is amazing. Terrific breakfast, beautiful rooms and top notch service."
United States
Dvir
The price is CA $424
CA $486 total
includes taxes & fees
Oct 26 - Oct 27
Candleberry Inn on Cape Cod
A historic building with a sign reading "Isaiah Hall Inn" and the year "1857" on the front.

16. 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
Isaiah Hall Bed & Breakfast Inn
A beach with a sunset, calm water, and rocks.

17. 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
The price is CA $365
CA $417 total
includes taxes & fees
Nov 1 - Nov 2
The Old Manse Inn
Front of property - evening/night

18. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (288 reviews)
"Friendly and helpful staff - super great location."
United States
Clayton
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osterville Hotel Reviews

Summercamp

Summercamp

8/10 Good
"Beautiful place, nice clean room and just beside de gingerbread houses. Nice staff, love it!"
Mario 1-night trip
Posted 6 hours ago
Summercamp

Find out more about Osterville

Osterville B&B information

Number of reviews
2,340
Accommodation
45 B&B
Lowest Price
CA $254
Highest Price
CA $652

Frequently asked questions

What is the nightly rate for a B&B in Osterville?
Prices for B&Bs in Osterville often vary, but you can find a great deal from CA $254 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.
What is the difference between a Osterville Bed and Breakfast 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.

Explore a world of travel with Expedia