A house by a lake with boats.

Book Osterville Bed & Breakfast

Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Our top choices for Osterville bed & breakfast

A bar area with shelves of liquor bottles, a wine cooler, and hanging wine glasses.

1. Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (210 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
$306 nightly
The price is $350
Sep 2 - Sep 3
Total with taxes and fees
Belfry Inn & Bistro
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, (231 reviews)
"My experience here was flawless."
United States
Zhenyu(Josh)
$257 nightly
The price is $294
Sep 13 - Sep 14
Total with taxes and fees
The Village Inn Cape Cod
A neatly arranged bedroom with a large bed, a bedside table, a chair, a TV mounted on the wall, and a window with blinds.

3. 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
$466 nightly
The price is $533
Aug 29 - Aug 30
Total with taxes and fees
Sea Street Inn
An outdoor patio area with wicker furniture, a round table with a fire pit, and a white chair.

4. 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
$296 nightly
The price is $339
Sep 13 - Sep 14
Total with taxes and fees
The Inn at Yarmouth Port
A two-story house with a porch, surrounded by well-maintained gardens and trees.

5. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (269 reviews)
"Wonderful stay with superb and gracious hosts."
United States
Timothy
$246 nightly
The price is $281
Sep 13 - Sep 14
Total with taxes and fees
The Captain Farris House B&B
A bedroom with a large bed, floral wallpaper, a door with a nameplate, and a view through the window.

6. 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
$320 nightly
The price is $366
Sep 9 - Sep 10
Total with taxes and fees
Liberty Hill Inn
A two-story house with a stone facade, a balcony, and a well-maintained garden.

7. 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
$230 nightly
The price is $263
Sep 24 - Sep 25
Total with taxes and fees
Frederick William House
A large, two-story house with a grand entrance, large columns, and a balcony.

8. 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 13 - Sep 14
Total with taxes and fees
The Inn At Cape Cod
A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

9. The Villa Callo Inn

The Villa Callo Inn
3.0 star property
West Harwich
9.8 out of 10, Exceptional, (6 reviews)
"Really enjoyed our stay. Staff went above and beyond, breakfast was top notch and the Location was great."
United States
Shawn
$387 nightly
The price is $442
Sep 3 - Sep 4
Total with taxes and fees
The Villa Callo Inn
A dining area with a long table set for a meal, surrounded by chairs.

10. 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
$235 nightly
The price is $270
Sep 17 - Sep 18
Total with taxes and fees
The Tern Inn Bed & Breakfast and Cottages
A historic building with a sign reading "Isaiah Hall Inn" and the year "1857" on the front.

11. 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
Aug 26 - Aug 27
Total with taxes and fees
Isaiah Hall Bed & Breakfast Inn
A two-story house with a porch, a star decoration, and outdoor seating.

12. Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (23 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
$349 nightly
The price is $400
Sep 9 - Sep 10
Total with taxes and fees
Sea Meadow Inn
A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.

13. Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (226 reviews)
"fantastic place to stay!"
United States
Deb
$439 nightly
The price is $502
Sep 1 - Sep 2
Total with taxes and fees
Inn on the Sound
An outdoor patio with a fire table, seating, and a table set for a meal.

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
$359 nightly
The price is $411
Sep 6 - Sep 7
Total with taxes and fees
The Palmer House Inn
A table set with plates, glasses, a mug, and a blue hydrangea.

15. 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
Brewster by the Sea Inn
A beach with a sunset, calm water, and rocks.

16. 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
Aug 31 - Sep 1
Total with taxes and fees
The Old Manse Inn
A two-story house with a symmetrical facade, a central entrance, and a flag.

17. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (144 reviews)
"Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!"
United States
Christopher
$398 nightly
The price is $456
Sep 10 - Sep 11
Total with taxes and fees
Candleberry Inn on Cape Cod
A balcony with a view of a beach, a white chair, and a vase with flowers.

18. 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
$305 nightly
The price is $349
Aug 26 - Aug 27
Total with taxes and fees
Winstead Beach Resort

19. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (272 reviews)
"Good breakfast. Great location. Darling place to stay."
United States
Timothy
$395 nightly
The price is $441
Sep 8 - Sep 9
Total with taxes and fees
The Christopher, The Edgartown Collection
A two-story house with a porch, a front door, and a small garden area.

20. Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (71 reviews)
"The room I stayed in was gorgeous. "
United States
Jennifer
$485 nightly
The price is $555
Aug 27 - Aug 28
Total with taxes and fees
Captain Freeman 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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Top Osterville Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Clean basic hotel. Nice that breakfast was included and nice fire pit and outdoor spaces. Finishes are all mid grade but overall it was a good experience, especially for a family."
Caitlin 1-night trip
Posted 9 hours ago
Bayside Resort Hotel

Find out more about Osterville

Osterville B&B information

Number of reviews
2,399
Accommodation
45 B&B
Lowest Price
$263
Highest Price
$555

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 $263 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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