Find a Bed and Breakfast in Osterville from CA $228

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Osterville B&B

Our top choices for Osterville bed & breakfast

Sea Meadow Inn
Exterior

Sea Meadow Inn

3.5 star property
10.0 out of 10, Exceptional, (1)
"We loved our stay. Adriana was wonderful. Our room was clean and really comfortable. Breakfast was delicious. We will be back and I hope it’s soon. "
The price is CA $323
CA $370 total
includes taxes & fees
Aug 25 - Aug 26
Sea Meadow Inn
Frederick William House
Dining

Frederick William House

3.5 star property
9.6 out of 10, Exceptional, (282)
"Great host. Very nice and helpful would stay again!"
The price is CA $373
CA $427 total
includes taxes & fees
Aug 26 - Aug 27
Frederick William House
An English Garden Bed & Breakfast
Terrace/patio

An English Garden Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (49)
"Loved this B&B very comfortable and the staff was so nice and helpful! "
The price is CA $228
CA $301 total
includes taxes & fees
Sep 4 - Sep 5
An English Garden Bed & Breakfast
The Inn at Yarmouth Port
View from room

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 price is CA $473
CA $542 total
includes taxes & fees
Aug 27 - Aug 28
The Inn at Yarmouth Port
The Old Manse Inn
View from property

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (248)
"The Old Manse Inn is amazing and everything they advertise! "
The price is CA $375
CA $429 total
includes taxes & fees
Sep 21 - Sep 22
The Old Manse Inn
Isaiah Hall Bed & Breakfast Inn
Front of property

Isaiah Hall Bed & Breakfast Inn

3.0 star property
9.6 out of 10, Exceptional, (121)
"Cute little getaway. We were only there a night but loved it!! Hosts super nice and room was great. Great location and nice backyard area. Walking to the beach was easy (although there was no sidewalks) Would 1000% go back!"
The price is CA $393
CA $450 total
includes taxes & fees
Aug 24 - Aug 25
Isaiah Hall Bed & Breakfast Inn
Inn on Main
Outdoor dining

Inn on Main

3.5 star property
10.0 out of 10, Exceptional, (70)
"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 CA $415
CA $474 total
includes taxes & fees
Sep 15 - Sep 16
Inn on Main
The Captain Farris House B&B
Exterior

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (237)
"We loved this B&B it was so quaint and beautiful. Loved our room and the breakfast. The staff was amazing! "
The price is CA $311
CA $356 total
includes taxes & fees
Sep 3 - Sep 4
The Captain Farris House B&B
Candleberry Inn on Cape Cod
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio

Candleberry Inn on Cape Cod

4.5 star property
10.0 out of 10, Exceptional, (136)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
The price is CA $511
CA $584 total
includes taxes & fees
Sep 4 - Sep 5
Candleberry Inn on Cape Cod
Captain Freeman Inn
Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, sun loungers

Captain Freeman Inn

4.0 star property
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
The price is CA $548
CA $627 total
includes taxes & fees
Sep 8 - Sep 9
Captain Freeman Inn
The Palmer House Inn
Beach nearby

The Palmer House Inn

3.5 star property
9.6 out of 10, Exceptional, (175)
"Superb staff and bkfsts Wonderful porch"
The price is CA $498
CA $570 total
includes taxes & fees
Sep 1 - Sep 2
The Palmer House Inn
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (56)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
The price is CA $491
CA $595 total
includes taxes & fees
Sep 2 - Sep 3
Winstead Beach Resort
Long Dell Inn
Exterior

Long Dell Inn

3.5 star property
9.4 out of 10, Exceptional, (181)
"Excellent stay, would recommend."
The price is CA $387
CA $443 total
includes taxes & fees
Sep 17 - Sep 18
Long Dell Inn
Sea Street Inn
Luxury King Room

Sea Street Inn

4.0 star property
10.0 out of 10, Exceptional, (43)
"Very nicely renovated small property with a fantastic breakfast."
The price is CA $598
CA $685 total
includes taxes & fees
Aug 24 - Aug 25
Sea Street Inn
Liberty Hill Inn
Normandy Room

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 CA $523
CA $599 total
includes taxes & fees
Sep 10 - Sep 11
Liberty Hill Inn
Inn on the Sound
Exterior

Inn on the Sound

3.5 star property
9.8 out of 10, Exceptional, (207)
"Quiet, charming, nice breakfast, right across from beach"
The price is CA $609
CA $697 total
includes taxes & fees
Aug 25 - Aug 26
Inn on the Sound
Brewster by the Sea Inn
Terrace/patio

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 CA $466
CA $533 total
includes taxes & fees
Aug 28 - Aug 29
Brewster by the Sea Inn
The Christopher, The Edgartown Collection
Front of property

The Christopher, The Edgartown Collection

3.0 star property
9.8 out of 10, Exceptional, (225)
"Great location, fantastic room, friendly staff and local dining options"
The price is CA $665
CA $743 total
includes taxes & fees
Sep 8 - Sep 9
The Christopher, The Edgartown Collection
The Inn At Cape Cod
Front of property - evening/night

The Inn At Cape Cod

4.0 star property
9.6 out of 10, Exceptional, (87)
"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 CA $526
CA $602 total
includes taxes & fees
Sep 4 - Sep 5
The Inn At Cape Cod
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

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Beautiful place to stay "
Stephanie 2-night trip
Posted 23 hours ago
Sea Crest Beach Resort

Frequently asked questions

What is the nightly rate for a B&B in Osterville?
Prices for B&Bs in Osterville often vary, but you can find a great deal from CA $228 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.
What is the difference between a Osterville Bed and Breakfast 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.