A house by a lake with boats.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Osterville cottages

A house surrounded by dense forest, overlooking a body of water.

1. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
$337 nightly
The price is $386
Nov 14 - Nov 15
Total with taxes and fees
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A house with a deck, a flag, and a garage.

2. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
$446 nightly
The price is $510
Nov 7 - Nov 8
Total with taxes and fees
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A single-story house with a front door, a small porch, and a fenced yard.

3. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
$359 nightly
The price is $410
Nov 1 - Nov 2
Total with taxes and fees
Charming Family-friendly Getaway in Sandwich!
A house with a front porch, a small garden, and a mailbox.

4. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
United States
Sarah B.
$372 nightly
The price is $426
Nov 1 - Nov 2
Total with taxes and fees
Cozy, vacation home in a charming duplex cottage
A single-story house with a front porch, a garage, and a small front yard.

5. Peaceful Coastal Cottage Near Plymouth & Cape Cod

Peaceful Coastal Cottage Near Plymouth & Cape Cod
Wareham
9.8 out of 10, Exceptional, (17 reviews)
"My 4th year at this beautiful cottage. I’ve been renting for 56 years at swifts and this is by far my favorite place to stay! You will feel right at home and everything you will need is provided . Helina is such a wonderful host. "
United States
Karen R.
$360 nightly
The price is $402
Nov 3 - Nov 4
Total with taxes and fees
Peaceful Coastal Cottage Near Plymouth & Cape Cod
A house with a white picket fence, a well-maintained lawn, and a clear blue sky.

6. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
Dennis
9.6 out of 10, Exceptional, (92 reviews)
"We had a great stay! We loved how close it was to the beach and that we could bring our dog. We also really appreciated the outdoor shower and extra room with tv for space."
United States
Holleigh B.
$513 nightly
The price is $587
Nov 19 - Nov 20
Total with taxes and fees
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
A single-story house with a gabled roof, a front porch, and a small front yard.

7. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
$508 nightly
The price is $581
Oct 29 - Oct 30
Total with taxes and fees
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

8. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
Wareham
9.8 out of 10, Exceptional, (6 reviews)
"The cottage was clean comfortable and quiet. We loved sitting out on the back deck. The beach was a short walk and very beautiful. We enjoyed our stay."
United States
Marylyn P.
$417 nightly
The price is $466
Nov 3 - Nov 4
Total with taxes and fees
Walk to Swift's Beach! Classic Cottage w/ Deck
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

9. Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
$407 nightly
The price is $455
Nov 3 - Nov 4
Total with taxes and fees
Walk to Swift's Beach! Classic Cottage w/ Deck
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

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

8/10 Good
"Room was OK. It was clean and comfortable. Missed breakfast one day due to a power outage, but that wasn’t their fault."
James 2-night trip
Posted 3 hours ago
Sunbird Cape Cod Resort

Find out more about Osterville

Osterville Cottages information

Number of reviews
145
Accommodation
604 Cottages
Lowest Price
$386
Highest Price
$587

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between $386 and $587 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 9.7. 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 604 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.
Are there any family-friendly cottages in Osterville?
Many visitors searching for a family-friendly cottage in Osterville go for Sun Retreats Peters Pond. With a 2.5-star rating and amenities like a playground and WiFi, you'll get a good night's rest here. Another noteworthy pick for families who crave time out close to nature is 11 Mashpee - 2 Bedroom Cottage. A playground and an oven help make this 3-star cottage a great base for your Osterville trip. Once you've checked in and unpacked your bags, there are loads of family-friendly attractions to discover in and around Osterville. Cape Cod Inflatable Park and Cape Codder Water Park guarantee a good time for young and old.
Why book your cottage in Osterville with Expedia?
Booking a cottage in Osterville is as easy as deciding on your travel dates and picking your ideal place for outdoor relaxation and recreation. From ritzy retreats to low-cost properties and cottages that have perks like free WiFi, Expedia has something for all traveler styles. As for the best deals around? We've got you covered!
How can I find cheap cottages in Osterville?
A great way to get cheap cottages in Osterville is with Expedia's useful filter tool. Narrow down your search by budget, star rating and amenities to secure unbeatable prices in just a few keystrokes.
What is there to do in Osterville near my cottage?
The ideal travel accessory is a well-planned schedule. Dowses Beach is a wonderful place to kick-start your sightseeing in Osterville.

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