Bed and Breakfast in Osterville

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Our top choices for Osterville bed & breakfast

Sea Meadow Inn

Sea Meadow Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (16 reviews)
"Wonderful stay! Great breakfast options with kitchen made fresh savory/sweet breakfast."
United States
Yunfan
The price is NZ$401
includes taxes & fees
8 June - 9 June
Sea Meadow Inn

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (312 reviews)
"Very nice host and beautiful property"
United States
Hernan
The price is NZ$415
includes taxes & fees
11 June - 12 June
Frederick William House

Belfry Inn & Bistro

Belfry Inn & Bistro
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (195 reviews)
"Beautiful property, great design and furniture, excellent food, great room, excellent service - overall a fabulous experience!"
United States
Sarah
The price is NZ$457
includes taxes & fees
28 June - 29 June
Belfry Inn & Bistro

The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (253 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 NZ$521
includes taxes & fees
9 June - 10 June
The Old Manse Inn

An English Garden Bed & Breakfast

An English Garden Bed & Breakfast
3.0 star property
Dennis Port
9.0 out of 10, Wonderful, (63 reviews)
"Awesome location, great staff, and extremely clean amenities.....we'll be back!"
United States
Raymond
The price is NZ$435
includes taxes & fees
4 June - 5 June
An English Garden Bed & Breakfast

Liberty Hill Inn

Liberty Hill Inn
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (128 reviews)
"5* beautiful inn with fabulous hosts! Breakfast beyond what you’d expect, hot cookies in the afternoon, spotless inside, great attention to every detail!"
United States
Linda
The price is NZ$617
includes taxes & fees
4 June - 5 June
Liberty Hill Inn

The Inn at Yarmouth Port

The Inn at Yarmouth Port
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (122 reviews)
"The staff met us on arrival with a very friendly welcome. Took us on a tour of the AB&B and what to expect the Breakfast and code for the front door. They posted the breakfast menu and asked if we need anything special. Coffee, Tea and Snacks were avalable 24/7. The rooms were clean and the staff made up the room and fresh towels everyday. They had information about tours, restaurants and beaches to go to. They were available for any of our needs! I would highly recommend The Inn at Yarmouth...
United States
douglas
The price is NZ$545
includes taxes & fees
25 June - 26 June
The Inn at Yarmouth Port

The Village Inn Cape Cod

The Village Inn Cape Cod
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (226 reviews)
"It was so charming, would definitely stay there again! "
United States
Kyle
The price is NZ$473
includes taxes & fees
5 June - 6 June
The Village Inn Cape Cod

The Captain Farris House B&B

The Captain Farris House B&B
3.5 star property
Bass River
9.8 out of 10, Exceptional, (259 reviews)
"Wonderful, lovely cozy B&B. Incredible hosts, would definitely return."
United States
Nancy
The price is NZ$502
includes taxes & fees
4 June - 5 June
The Captain Farris House B&B

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
The price is NZ$644
includes taxes & fees
11 June - 12 June
Brewster by the Sea Inn

Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (62 reviews)
"The whole stay including breakfast was fabulous"
United States
William
The price is NZ$673
includes taxes & fees
4 June - 5 June
Winstead Beach Resort

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection
3.0 star property
Edgartown
9.8 out of 10, Exceptional, (249 reviews)
"Friendly helpful staff, wonderful location. Beautiful well maintained property. Good breakfast. And best of all, warm chocolate chip cookies served everyday at 3pm"
United States
Barbara
The price is NZ$712
includes taxes & fees
4 June - 5 June
The Christopher, The Edgartown Collection

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (140 reviews)
"Fantastic property, so clean and nice, Charlene was wonderful as well! I cannot wait to come back!"
United States
Christopher
The price is NZ$731
includes taxes & fees
4 June - 5 June
Candleberry Inn on Cape Cod

The Inn At Cape Cod

The Inn At Cape Cod
4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (91 reviews)
"Amazing inn and the owners are great!"
United States
Harini
The price is NZ$867
includes taxes & fees
4 July - 5 July
The Inn At Cape Cod

Isaiah Hall Bed & Breakfast Inn

Isaiah Hall Bed & Breakfast Inn
3.0 star property
Dennis
9.6 out of 10, Exceptional, (123 reviews)
"Great place to stay in Dennis!"
United States
Lisa
The price is NZ$607
includes taxes & fees
4 June - 5 June
Isaiah Hall Bed & Breakfast Inn

Captain Freeman Inn

Captain Freeman Inn
4.0 star property
Brewster
10.0 out of 10, Exceptional, (70 reviews)
"The room I stayed in was gorgeous. "
United States
Jennifer
The price is NZ$743
includes taxes & fees
7 June - 8 June
Captain Freeman Inn

Inn on the Sound

Inn on the Sound
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (217 reviews)
"Wonderful stay from beginning to end… Owner and staff lovely and go out of their way to make it a great experience. Will definitely be back!!!"
United States
Alissa
The price is NZ$654
includes taxes & fees
4 June - 5 June
Inn on the Sound

The Palmer House Inn

The Palmer House Inn
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (175 reviews)
"Nice place to stay"
United States
Brian
The price is NZ$877
includes taxes & fees
4 June - 5 June
The Palmer House Inn

Inn on Main

Inn on Main
3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (74 reviews)
"We love staying here! Best dog B&B in America!"
United States
Barbara
The price is NZ$753
includes taxes & fees
18 June - 19 June
Inn on Main
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

Find out more about Osterville

Osterville B&B information

Number of reviews
2,949
Accommodation
45 B&B
Lowest Price
NZ$401
Highest Price
NZ$877

Frequently asked questions

Searching for B&Bs in Osterville?
If you're interested in something a little quirkier than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. If you'd like to spend some time by the water during your time in Osterville, Cape Cod Beaches and Dowses Beach are worth a stop.
Why choose a B&B over a traditional hotel room?
With attentive service, opportunities to mingle with other guests and top-rated breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Osterville?
Here are some well-liked B&Bs in the area: Inn on the Sound: 10 rooms. 12.4 mi (20 km) from the heart of Osterville. Enjoy the free full breakfast and library. An English Garden Bed & Breakfast: 11 rooms. 13.9 mi (22.3 km) from the city centre. Enjoy the free full breakfast and patio area. The Christopher, The Edgartown Collection: 15 rooms. Situated 17.8 mi (28.7 km) from the heart of Osterville. Enjoy the unique decor and patio area. Frederick William House: 5 rooms. 12.6 mi (20.3 km) from the city centre. Enjoy the deep-soaking baths and snack bar/deli. Belfry Inn & Bistro: 16 rooms. Located 10.6 mi (17 km) from the core of Osterville. Enjoy the on-site dining and bars.
When should I book my B&B in Osterville?
When you're dreaming of a trip to Osterville, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.
What is there to do in Osterville?
Spend some time exploring Cape Cod Beaches and Dowses Beach if you're hoping to see some of the area's natural features. You should put Stand Up & Paddle Cape Cod and Public Beach on your list if you want to see more of the area.
How can I get to and around Osterville?
Planning your excursions in and around Osterville is easier with these transportation options. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 5.8 mi (9.4 km) away from the heart of the city. You can also search for flights into Vineyard Haven, MA (MVY-Martha's Vineyard), which is 20.2 mi (32.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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