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
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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)
"Very nicely renovated small property with a fantastic breakfast."
United States
Paul
$276 nightly
The price is $316
Oct 25 - Oct 26
Total with taxes and fees
Sea Street Inn
A bar area with shelves of liquor bottles, a wine cooler, and hanging wine glasses.

2. Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (214 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
$218 nightly
The price is $250
Oct 28 - Oct 29
Total with taxes and fees
Belfry Inn & Bistro
A two-story house with a porch, surrounded by well-maintained gardens and trees.

3. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (277 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
$167 nightly
The price is $190
Oct 20 - Oct 21
Total with taxes and fees
The Captain Farris House B&B
A white building with a sign reading "The Village Inn" indicating it is a fine lodging and breakfast establishment.

4. The Village Inn Cape Cod

The Village Inn Cape Cod
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (232 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
$257 nightly
The price is $294
Oct 2 - Oct 3
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.

5. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (326 reviews)
"Beautiful property and great host"
United States
David
$227 nightly
The price is $260
Oct 6 - Oct 7
Total with taxes and fees
Frederick William House
A large, two-story house with a grand entrance, large columns, and a balcony.

6. 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 30 - Oct 1
Total with taxes and fees
The Inn At Cape Cod
A historic building with a sign reading "Isaiah Hall Inn" and the year "1857" on the front.

7. 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 30 - Oct 1
Total with taxes and fees
Isaiah Hall Bed & Breakfast Inn
A waterfront property with multiple buildings, including a large central structure with a covered porch, smaller adjacent buildings, and a beach area.

8. 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, (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
$168 nightly
The price is $179
Sep 30 - Oct 1
Total with taxes and fees
Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
A balcony with a view of a beach, a table with a vase of flowers, and a chair.

9. 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
$227 nightly
The price is $259
Sep 30 - Oct 1
Total with taxes and fees
Winstead Beach Resort
A two-story house with a porch, a star decoration, and outdoor seating.

10. Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (25 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
$240 nightly
The price is $275
Oct 1 - Oct 2
Total with taxes and fees
Sea Meadow Inn
An outdoor patio with a fire table, seating, and a table set for a meal.

11. 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
$299 nightly
The price is $342
Oct 30 - Oct 31
Total with taxes and fees
The Palmer House Inn
A two-story house with a symmetrical facade, a central entrance, and a flag.

12. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (149 reviews)
"Candleberry Inn and innkeepers Charlene & Eric were delightful. Our room was bright & cherry and breakfast every morning mouthwatering and delicious! From yummy snacks every afternoon, complimentary sodas & ice cream treats we felt so at home and comfortable. My husband & I highly recommend this Cape Cod Inn for a delightful stay!"
United States
Susan
$271 nightly
The price is $310
Sep 30 - Oct 1
Total with taxes and fees
Candleberry Inn on Cape Cod
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
$387 nightly
The price is $442
Oct 18 - Oct 19
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, (175 reviews)
"Breakfast was amazing everyday and the owner is so kind. And the property is really lovely and peaceful. "
United States
Grace
$334 nightly
The price is $382
Oct 7 - Oct 8
Total with taxes and fees
Brewster by the Sea Inn
A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.

15. Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (231 reviews)
"It was a great place to stay!"
United States
Dustin
$439 nightly
The price is $502
Sep 30 - Oct 1
Total with taxes and fees
Inn on the Sound
Front of property - evening/night

16. The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (282 reviews)
"Friendly and helpful staff - super great location."
United States
Clayton
$305 nightly
The price is $341
Oct 5 - Oct 6
Total with taxes and fees
The Christopher, The Edgartown Collection
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
$356 nightly
The price is $408
Oct 1 - Oct 2
Total with taxes and fees
The Old Manse Inn
An outdoor patio area with wicker furniture, a round table with a fire pit, and a white chair.

18. The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.8 out of 10, Exceptional, (135 reviews)
"Absolutely idyllic, with wonderful hosts!"
United Kingdom
Christopher
The Inn at Yarmouth Port
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"The syrup bottles were covered with ants."
Madeline 1-night trip
Posted 4 hours ago
Iris Hotel Cape Cod

Find out more about Osterville

Osterville B&B information

Number of reviews
2,053
Accommodation
45 B&B
Lowest Price
$179
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 $179 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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