A house by a lake with boats.

Book Osterville Bed & Breakfast

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  • Upfront pricing

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

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
$265 nightly
The price is $303
Nov 1 - Nov 2
Total with taxes and fees
Sea Street Inn
A white building with a sign reading "The Village Inn" indicating it is a fine lodging and breakfast establishment.

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
$245 nightly
The price is $280
Nov 9 - Nov 10
Total with taxes and fees
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
$158 nightly
The price is $181
Nov 1 - Nov 2
Total with taxes and fees
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
$339 nightly
The price is $388
Oct 26 - Oct 27
Total with taxes and fees
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.
$218 nightly
The price is $249
Nov 13 - Nov 14
Total with taxes and fees
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
$275 nightly
The price is $315
Oct 26 - Oct 27
Total with taxes and fees
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
$253 nightly
The price is $289
Oct 26 - Oct 27
Total with taxes and fees
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
$251 nightly
The price is $287
Nov 1 - Nov 2
Total with taxes and fees
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
$226 nightly
The price is $259
Oct 30 - Oct 31
Total with taxes and fees
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
$206 nightly
The price is $223
Oct 26 - Oct 27
Total with taxes and fees
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
$441 nightly
The price is $504
Oct 30 - Oct 31
Total with taxes and fees
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
$304 nightly
The price is $348
Nov 4 - Nov 5
Total with taxes and fees
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
$303 nightly
The price is $347
Oct 26 - Oct 27
Total with taxes and fees
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
$260 nightly
The price is $298
Nov 1 - Nov 2
Total with taxes and fees
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.
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Top Osterville Hotel Reviews

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

8/10 Good
"Good sized clean room. Good location for exploring. Nice restaurants nearby. Even had a pickleball court with equipment provided. Staff were very helpful. Amazing whale watching with Dolphin Fleet, 37 whales some with calves!!"
Barbara 2-night trip
Posted 4 hours ago
Sunbird Cape Cod Resort

Find out more about Osterville

Osterville B&B information

Number of reviews
2,340
Accommodation
45 B&B
Lowest Price
$181
Highest Price
$504

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 $181 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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