Bed and Breakfast in Osterville

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Featured B&B in Osterville

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (279)
"Wonderful stay! Close to access Main Street and other things we wanted to do. "
The price is NZ$425
includes taxes & fees
18 Aug - 19 Aug
Frederick William House

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (220)
"Lovely little place. Great location!"
The price is NZ$884
includes taxes & fees
1 Sept - 2 Sept
The Christopher, The Edgartown Collection

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (47)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is NZ$364
includes taxes & fees
1 Sept - 2 Sept
An English Garden Bed & Breakfast

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (205)
"Quiet, charming, nice breakfast, right across from beach"
The price is NZ$709
includes taxes & fees
8 Sept - 9 Sept
Inn on the Sound

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (54)
"Wonderful location! Excellent service from the time of arrival including departure 5 days later. All staff provided a relaxing stay. Amenities were top notch including a wonderful variety of food for breakfast. Will definitely return next July."
The price is NZ$834
includes taxes & fees
11 Aug - 12 Aug
Winstead Beach Resort

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (233)
"We loved this B&B it was so quaint and beautiful. Loved our room and the breakfast. The staff was amazing! "
The Captain Farris House B&B

The Inn at Yarmouth Port

4.0 star property
9.6 out of 10, Exceptional, (114)
"We liked everything, the hosts were amazing and helpful, breakfasts top-notch, great climate control in the room, modern comfort in historic setting"
The Inn at Yarmouth Port

Belfry Inn & Bistro

3.5 star property
9.0 out of 10, Wonderful, (185)
"A pleasant place to stay. nice setting."
Belfry Inn & Bistro

Mulberry Bed & Breakfast

2.5 star property
9.2 out of 10, Wonderful, (63)
"Restful stay, close to the beach & restaurants. Lovely breakfasts & kind host."
Mulberry Bed & Breakfast

The Inn At Cape Cod

4.0 star property
9.6 out of 10, Exceptional, (86)
"We absolutely loved our stay at the Inn at Cape Cod. The owners were very friendly & make you feel right at home. Our room was comfortable and breakfast was great! I would definitely recommend to any visitors. "
The price is NZ$728
includes taxes & fees
4 Sept - 5 Sept
The Inn At Cape Cod

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (175)
"Superb staff and bkfsts Wonderful porch"
The price is NZ$689
includes taxes & fees
1 Sept - 2 Sept
The Palmer House Inn

Candleberry Inn on Cape Cod

4.5 star property
10.0 out of 10, Exceptional, (134)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
The price is NZ$655
includes taxes & fees
4 Sept - 5 Sept
Candleberry Inn on Cape Cod

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.6 out of 10, Exceptional, (120)
"We loved staying at the Isaiah Hall Bed & Breakfast! The host is amazing and the location is great! Highly recommend it!"
The price is NZ$544
includes taxes & fees
12 Aug - 13 Aug
Isaiah Hall Bed & Breakfast Inn

The Tern Inn Bed & Breakfast and Cottages

3.5 star property
9.2 out of 10, Wonderful, (228)
"Amazing stay. Very respectful hosts. "
The Tern Inn Bed & Breakfast and Cottages

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (69)
"What a great place! Central location made it super easy to get around. Hosts were fantastic- very nice, welcoming and very helpful with great restaurant, beach or visit recommendations. I highly recommend The Inn on Main."
The price is NZ$574
includes taxes & fees
12 Aug - 13 Aug
Inn on Main

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (167)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
The price is NZ$782
includes taxes & fees
2 Sept - 3 Sept
Brewster by the Sea Inn

Liberty Hill Inn

3.5 star property
10.0 out of 10, Exceptional, (125)
"5* beautiful inn with fabulous hosts! Breakfast beyond what you’d expect, hot cookies in the afternoon, spotless inside, great attention to every detail!"
The price is NZ$628
includes taxes & fees
17 Aug - 18 Aug
Liberty Hill Inn

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (247)
"The Old Manse Inn is amazing and everything they advertise! "
The price is NZ$626
includes taxes & fees
26 Aug - 27 Aug
The Old Manse Inn

Sea Street Inn

4.0 star property
10.0 out of 10, Exceptional, (41)
"Very nicely renovated small property with a fantastic breakfast."
The price is NZ$829
includes taxes & fees
11 Aug - 12 Aug
Sea Street Inn

Captain David Kelley House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (42)
"Outstanding room and breakfast. "
Captain David Kelley House Bed & Breakfast
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

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: The Christopher, The Edgartown Collection: 15 rooms. 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. Inn on the Sound: 10 rooms. Situated 12.4 mi (20 km) from the heart of Osterville. Enjoy the free full breakfast and library. The Palmer House Inn: 17 rooms. 13.1 mi (21 km) from the city centre. Enjoy the free full breakfast and unique decor. An English Garden Bed & Breakfast: 11 rooms. Located 13.9 mi (22.3 km) from the core of Osterville. Enjoy the free full breakfast and patio area.
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.