A house by a lake with boats.

Book Osterville Bed & Breakfast

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Osterville bed & breakfast

A two-story house with a covered porch, a chimney, and a sign indicating it is the Sea Street Inn.

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 16 - Nov 17
Total with taxes and fees
Sea Street Inn
A two-story house with a stone facade, a balcony, and a well-maintained garden.

2. Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (332 reviews)
"Loved the property and our room!"
United States
Kathy
$181 nightly
The price is $207
Dec 4 - Dec 5
Total with taxes and fees
Frederick William House
A garden with a frog statue surrounded by lush greenery and flowering plants.

3. 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
$225 nightly
The price is $258
Nov 15 - Nov 16
Total with taxes and fees
The Village Inn Cape Cod
A two-story house with a balcony, a chimney, and a garden with a white archway.

4. An English Garden Bed & Breakfast

An English Garden Bed & Breakfast
3.0 star property
Dennis Port
9.2 out of 10, Wonderful, (104 reviews)
"Wonderful stay!"
United States
Donna M.
$208 nightly
The price is $238
Nov 28 - Nov 29
Total with taxes and fees
An English Garden Bed & Breakfast
A wooden deck with a white umbrella, two blue lounge chairs, and a view of the ocean.

5. Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (235 reviews)
"Very nice B&B we had a great stay and totally enjoyed our stay i am looking forward to staying again in future trips."
United States
Darrell
$287 nightly
The price is $329
Nov 28 - Nov 29
Total with taxes and fees
Inn on the Sound
A porch with white chairs and a planter with flowers.

6. The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (285 reviews)
"Wonderful stay with superb and gracious hosts."
United States
Timothy
$212 nightly
The price is $242
Nov 15 - Nov 16
Total with taxes and fees
The Captain Farris House B&B
A two-story white house with dark shutters, an American flag, and a sign indicating 'The Inn at Varnum Hill'.

7. The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.8 out of 10, Exceptional, (136 reviews)
"Absolutely idyllic, with wonderful hosts!"
United Kingdom
Christopher
$294 nightly
The price is $336
Nov 19 - Nov 20
Total with taxes and fees
The Inn at Yarmouth Port
A multi-level dining area with round tables, wooden beams, and wall-mounted artwork.

8. Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.2 out of 10, Wonderful, (219 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
Nov 15 - Nov 16
Total with taxes and fees
Belfry Inn & Bistro
A rocky beach with people relaxing and fishing.

9. 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
$263 nightly
The price is $301
Dec 7 - Dec 8
Total with taxes and fees
The Palmer House Inn
A two-story house with a symmetrical facade, a central entrance, and a flag.

10. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (153 reviews)
"The hotel is amazing. Terrific breakfast, beautiful rooms and top notch service."
United States
Dvir
$303 nightly
The price is $347
Nov 15 - Nov 16
Total with taxes and fees
Candleberry Inn on Cape Cod
A two-story house with a front porch, a well-maintained lawn, and a large tree.

11. 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
$420 nightly
The price is $480
Dec 15 - Dec 16
Total with taxes and fees
The Villa Callo Inn
A pool area with a wooden deck, metal chairs, and lush greenery.

12. Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
10.0 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 15 - Nov 16
Total with taxes and fees
Brewster by the Sea 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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Property is great. But Expedia needs to highlight better that the restaurant, bar and pastry Cafe are all closed for the season. I stayed there twice in the last month, so I guess I like it."
John 1-night trip
Posted 13 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Osterville

Osterville B&B information

Number of reviews
1,435
Accommodation
45 B&B
Lowest Price
$207
Highest Price
$480

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 $207 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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