A house by a lake with boats.

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Check prices for these dates

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

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 NZ$242
includes taxes & fees
23 Oct - 24 Oct
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 NZ$597
includes taxes & fees
5 Oct - 6 Oct
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 NZ$1,108
includes taxes & fees
11 Oct - 12 Oct
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 NZ$529
includes taxes & fees
28 Sept - 29 Sept
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 NZ$438
includes taxes & fees
13 Oct - 14 Oct
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

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Great place for our family. We'll be back for sure"
Robin 4-night trip
Posted 2 hours ago
Holiday Hill Inn & Suites

Find out more about Osterville

Osterville Guest Houses information

Number of reviews
636
Accommodation
14 Guest Houses
Lowest Price
NZ$242
Highest Price
NZ$1,108

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