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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
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24 Oct - 26 Oct
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21 Nov - 23 Nov

Featured Guest Houses in Osterville

Sea Breeze Inn
Exterior

Sea Breeze Inn

2.5 star property
7.8 out of 10, Good, (188)
"Property was very conveniently located. Management was very easy to contact and very responsive. We needed a place to stay for a wedding and this was the right price, A/C worked great and quiet."
The price is NZ$157
includes taxes & fees
28 Sept - 29 Sept
Sea Breeze Inn
Winstead Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (124)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
The price is NZ$416
includes taxes & fees
28 Sept - 29 Sept
Winstead Inn
By the Sea Guests Bed & Breakfast & Suites
Outdoor wedding area

By the Sea Guests Bed & Breakfast & Suites

3.5 star property
9.2 out of 10, Wonderful, (183)
"Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!"
The price is NZ$373
includes taxes & fees
8 Oct - 9 Oct
By the Sea Guests Bed & Breakfast & Suites
The Lightkeepers Inn
Exterior

The Lightkeepers Inn

3.0 star property
9.4 out of 10, Exceptional, (199)
"Location and neighborhood were quiet residential area outside of main tourist street. "
The Lightkeepers Inn
Woods Hole Passage Inn
Property grounds

Woods Hole Passage Inn

3.0 star property
9.6 out of 10, Exceptional, (62)
"Incredibly friendly hosts and excellent breakfast! "
Woods Hole Passage Inn
Madison Inn
Exterior

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (77)
"Our visit was very short on Martha's Vineyard, only two days and one night for a family of 4. We were very pleased with our stay at Madison Inn. It had a feeling of a bed and breakfast place. It was a cozy, clean, and centrally located inn with an amazing staff. The staff were attentive, helpful, and made us feel welcome. Everything was within a walking distance and easy to explore from where we stayed. Highly recommend this place."
Madison Inn
Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
Smart TV, books, video library

Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails

10.0 out of 10, Exceptional, (59)
"The perfect place to stay for a quiet getaway. The location was a quick walk to town and a short drive to the best spots on MV. Settling inside for a quiet rainy day was relaxing and cozy. Great communication with the owner and a pristine property definately want to come back! "
Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
Fleetwing Guest House
House, 3 Bedrooms, Non Smoking | Terrace/patio

Fleetwing Guest House

2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a wonderful stay at the fleetwing guest house. Beautiful restoration of an 1800' s stable house, still has original flooring. Very clean, nice beds, big upstairs room for families. Easy bike ride to beach or downtown shops and restaurants, and had a nice night sitting by the fire pit in a private back yard. Property owner was very prompt and helpful with any questions, will definitely be back!"
Fleetwing Guest House
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Exterior

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

3.0 star property
10.0 out of 10, Exceptional, (8)
"thanks u for very nice place and clean i really loved i will cominng back soon"
The price is NZ$905
includes taxes & fees
28 Sept - 29 Sept
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Spacious Guest House in Falmouth Village
1 bedroom, desk, iron/ironing board, travel cot

Spacious Guest House in Falmouth Village

8.6 out of 10, Excellent, (8)
"Great location Nice and clean Great people to work with"
Spacious Guest House in Falmouth Village
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
Outdoor dining

Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air

2.0 star property
9.6 out of 10, Exceptional, (11)
"Great location and plenty of room to fit everyone."
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit
Beach

Beach family gateway, modern 5BR, walk to the beach, big yard, firepit

10.0 out of 10, Exceptional, (13)
"Thoroughly enjoyed our stay. The house is spacious, yet warm and cozy. Very clean and convenient to the beach and town. Tanya is terrific, would definitely stay here again!"
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit
Bright & Cozy with Patio, Grill and near the Beach & Golf
Exterior

Bright & Cozy with Patio, Grill and near the Beach & Golf

2.0 star property
10.0 out of 10, Exceptional, (9)
"We needed a place to stay for a few days while visiting with family nearby. This "in-law apartment" was absolutely perfect for us in every way. Communications were great, info provided was 100% accurate, and we loved having our little private getaway. Will definitely stay again!!"
Bright & Cozy with Patio, Grill and near the Beach & Golf
The Oak Bluffs Inn
Deluxe Room, 2 Bedrooms

The Oak Bluffs Inn

3.0 star property
9.6 out of 10, Exceptional, (11)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
The Oak Bluffs 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

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

10/10 Excellent
"I have stayed here before and looks like they have done some renovations to the property. nice and clean and very comfortable"
stephen 2-night trip
Posted 6 hours ago
Aiden by Best Western Cape Cod - West Yarmouth

Find out more about Osterville

Find out more about Osterville

Osterville Guest Houses information

Number of reviews
917
Accommodation
15 Guest Houses
Lowest Price
NZ$157
Highest Price
NZ$905

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