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Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Cottages in Osterville

Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

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,
On the beach, sun loungers, beach towels

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
Smart TV, DVD player

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
Property grounds

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
Smart TV

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

9.6 out of 10, Exceptional, (50)
"My boyfriend and I had the pleasure of staying in this wonderful place surrounded by nature! The view is amazing at all times! Everywhere you look! The sound of nature and the animals together with the view was perfect! Thank you so much Matt and Karen! "
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
Seaview cottage near Ocean Beaches & The Skipper!
Outdoor dining

Seaview cottage near Ocean Beaches & The Skipper!

Seaview cottage near Ocean Beaches & The Skipper!
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

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.
On the beach, sun loungers, beach towels

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 ￥29,398
￥93,330 total
includes taxes & fees
Sep 17 - Sep 18
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.
Charming British Cottage w/ Walk to Private Beach, Outdoor Shower, WiFi!
Exterior detail

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!
Beach nearby, sun loungers, beach towels

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
Beach nearby, sun loungers

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

9.4 out of 10, Exceptional, (27)
"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
Dining

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.
Smart TV, table tennis, books

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
Outdoor dining

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
Beach

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
On the beach

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

9.8 out of 10, Exceptional, (26)
"We loved this place!"
Oceanfront Cape Cod Home on Private Beach Just Steps to the Ocean w/AC
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

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
Beach nearby, sun loungers, beach towels

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 ￥30,965
￥58,898 total
includes taxes & fees
Sep 24 - Sep 25
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Cottage is on a PRIVATE BEACH shared between two houses.
On the beach, sun loungers, beach towels

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!
Terrace/patio

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.
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Top Osterville Hotel Reviews

Falmouth Inn

Falmouth Inn

10/10 Excellent
"The property was quiet. The beds were extremely comfortable and we slept very well both nights. The morning breakfast was great with lots of variety. "
Lisa 2-night trip
Posted 2 days ago
Falmouth Inn

Find out more about Osterville

Find out more about Osterville

Osterville Cottages information

Number of reviews
1,025
Accommodation
644 Cottages
Lowest Price
￥29,398
Highest Price
￥30,965

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between ￥29,398 and ￥30,965 per night. These properties offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osterville?
Take your pick of multiple cottages in Osterville with a total average guest review rating of 9.6. Sun Retreats Peters Pond is a terrific place to relax and put your feet up between adventures. This 2.5-star cottage also offers a barbecue grill and a swimming pool. 11 Mashpee - 2 Bedroom Cottage is another popular pick with travelers to the area. It has a 3-star rating and amenities including a barbecue grill and a golf course.
How many cottages are there in Osterville?
There are 644 cottages in Osterville. No matter if you're traveling with the little ones or organizing a weekend retreat with your pals, Expedia will help you find the right place to immerse yourself in nature.