A house by a lake with boats.

Search Guest Houses in Osterville from CA $194

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Osterville guest houses

A house with a brick exterior and a covered patio area.

1. Sea Breeze Inn

Sea Breeze Inn
2.5 star property
Hyannis
7.8 out of 10, Good, (220 reviews)
"The Sea Breeze is perfect place to stay. The staff is very nice people, they did the best to make make sure we had everything what we needed. Thank you very much. See you next time. Rita"
United States
Rita
The price is CA $169
CA $194 total
includes taxes & fees
Oct 23 - Oct 24
Sea Breeze Inn
A large, two-story house with a central entrance, large windows, and a well-maintained lawn.

2. Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (187 reviews)
"We got a room at the Chapter House last minute and it was absolutely perfect for a place to stay after the beach and dinner. The staff was super welcoming and thorough with check in well they gave us a tour. Would definitely stay again!"
United States
JULIE
The price is CA $388
CA $444 total
includes taxes & fees
Oct 25 - Oct 26
Chapter House
A room with a wooden floor, a white dresser, a bean bag, and a bench.

3. The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0 star property
East Wareham
10.0 out of 10, Exceptional, (11 reviews)
"It was an amazing relaxing place. Very family friendly"
United States
Karen
The price is CA $236
CA $892 total
includes taxes & fees
Oct 4 - Oct 5
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

4. Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (156 reviews)
"Peaceful and beautiful property. Staff was wonderful."
United States
Karen
The price is CA $370
CA $424 total
includes taxes & fees
Sep 28 - Sep 29
Winstead Inn
A bedroom with a large bed, two bedside lamps, a round mirror, and a window with a view of greenery.

5. The Lightkeepers Inn

The Lightkeepers Inn
3.0 star property
Edgartown
9.4 out of 10, Exceptional, (218 reviews)
"We were I. Town for a regatta and this was the perfect place to stay! Less than 5 min walk to the yacht club and the Chappy ferry. Our room was adorable with machete and seating area, very clean and a comfy bed! We will definitely stay here again."
United States
Suzanne
The price is CA $313
CA $350 total
includes taxes & fees
Oct 13 - Oct 14
The Lightkeepers 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
"Staff were very nice and professional ,"
Richard 3-night trip
Posted less than an hour ago
Uncommoner Hotel by Reverie Boutique Collection

Find out more about Osterville

Osterville Guest Houses information

Number of reviews
636
Accommodation
15 Guest Houses
Lowest Price
CA $194
Highest Price
CA $892

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