Search Osterville Cottages

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Browse Select Osterville Cottages

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (219)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (126)
"Nice home, great views and very relaxing stay."
Steps to the beach with an ocean view,

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (177)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

Charming 2-bedroom cottage with AC, WiFi in serene Barnstable

10.0 out of 10, Exceptional, (2)
"This was the perfect home base for our Cape weekend! The host was responsive, the space was clean, and everything was easily accessible. "
Charming 2-bedroom cottage with AC, WiFi in serene Barnstable

Peaceful Cozy Water Front Cottage. Step back in time and ENJOY

9.6 out of 10, Exceptional, (50)
"The cottage has a beautiful view everything we needed, and it was very relaxing"
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY

Seaview cottage near Ocean Beaches & The Skipper!

Seaview cottage near Ocean Beaches & The Skipper!

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (29)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove

Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

10.0 out of 10, Exceptional, (29)
"We had a great trip and look forward to staying there again. Location is the best part!"
The price is £476
includes taxes & fees
17 Sept - 18 Sept
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

Charming British Cottage w/ Walk to Private Beach, Outdoor Shower, WiFi!

10.0 out of 10, Exceptional, (4)
"If I could give it more stars I would. Owners were helpful and kind. House was immaculate and the location was 10/10. It had AC, an outdoor shower and a brand new screened in porch that we basically lived in. It was perfect. We can’t thank you enough. "
Charming British Cottage w/ Walk to Private Beach, Outdoor Shower, WiFi!

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (102)
"Great property and location!"
Mermaid Cottage! beautiful propety!

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.4 out of 10, Exceptional, (26)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (69)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Tranquil waterfront cottage. Recently remodeled, with relaxation in mind.

10.0 out of 10, Exceptional, (48)
"Cool cottage. Great location. Awesome host. Stay here."
Tranquil waterfront cottage. Recently remodeled, with relaxation in mind.

Pond Front Beach Pet Friendly AC WiFi

9.2 out of 10, Wonderful, (28)
"Very quiet and comfortable stay!"
Pond Front Beach Pet Friendly AC WiFi

Steps from the beach, charming cottage Plymouth Ma

10.0 out of 10, Exceptional, (8)
"This was our second stay here and it was everything we dreamed of. Incredible location for a quiet, relaxing vacation. "
Steps from the beach, charming cottage Plymouth Ma

Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC

9.8 out of 10, Exceptional, (25)
"We loved this place!"
Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC

Gorgeous Cottage steps from the beach

8.2 out of 10, Very good, (19)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (28)
"Jim is fantastic to work with."
The price is £295
includes taxes & fees
21 Sept - 22 Sept
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Cottage is on a PRIVATE BEACH shared between two houses.

9.6 out of 10, Exceptional, (29)
"We absolutely loved the beach community and family things to do around Sandwich and surrounding area. The cottage is small but can’t beat the location! Great communication from the hosts! Thank you!!"
Cottage is on a PRIVATE BEACH shared between two houses.

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

10.0 out of 10, Exceptional, (53)
"This home serves as a lovely base while vacationing on Martha’s Vineyard. It’s an easy walk to some great places to eat, a grocery store, boutiques, and more. Plus, it’s just down the street from the Vineyard Haven ferry terminal.The host is both incredibly proactive and responsive. Stocked with all the right stuff, immaculate, and decorated with cute coastal flair, this home makes for a super comfortable stay."
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osterville Hotel Reviews