A house by a lake with boats.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Osterville cottages

A single-story house with a front door, a small porch, and a gravel driveway.

1. 1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is CA $241
CA $513 total
includes taxes & fees
Oct 2 - Oct 3
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
A house surrounded by dense forest, overlooking a body of water.

2. 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.
The price is CA $276
CA $639 total
includes taxes & fees
Oct 21 - Oct 22
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A house with a deck, a flag, and a garage.

3. 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)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $280
CA $628 total
includes taxes & fees
Sep 30 - Oct 1
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A beach with a wooden fence and people walking along the shore.

4. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
A wooden deck with a table and chairs, overlooking a forested area.

5. Mashpee Heaven Lake front

Mashpee Heaven Lake front
Mashpee
8.0 out of 10, Very good, (1 review)
"Location was very nice. The kayaks were a plus. The interior was like retro 1960's, but very comfortable. The exterior was a bit unkempt."
United States
Richard B.
The price is CA $327
CA $1,256 total
includes taxes & fees
Sep 29 - Sep 30
Mashpee Heaven Lake front
A deck with wicker furniture, a grill, and a large umbrella.

6. 2 Beds Walk to Baxter Beach

2 Beds Walk to Baxter Beach
West Yarmouth
8.0 out of 10, Very good, (1 review)
"Cute small home good for two parents/two kids. Very clean and neat. Basic amenities and utensils. Very much near a good deal of sights and sounds. "
United States
Michael C.
The price is CA $262
CA $1,067 total
includes taxes & fees
Oct 1 - Oct 2
2 Beds Walk to Baxter Beach
A house with a front porch, a small garden, and a mailbox.

7. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (9 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is CA $309
CA $644 total
includes taxes & fees
Sep 28 - Sep 29
Cozy, vacation home in a charming duplex cottage

8. Serenity - Cozy Beachfront Charm Awaits

Serenity - Cozy Beachfront Charm Awaits
Bass River
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely wonderful place to stay. 10/10 would recommend."
United States
Christopher O.
The price is CA $391
CA $585 total
includes taxes & fees
Oct 8 - Oct 9
Serenity - Cozy Beachfront Charm Awaits
A single-story house with a gabled roof, a front porch, and a small front yard.

9. 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.
The price is CA $333
CA $712 total
includes taxes & fees
Oct 20 - Oct 21
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

10. Popie's Place – Where Waves Whisper Rest

Popie's Place – Where Waves Whisper Rest
Bass River
8.0 out of 10, Very good, (2 reviews)
"Its a very organized group clean and essy check in and out."
United States
Jane C.
The price is CA $403
CA $603 total
includes taxes & fees
Oct 13 - Oct 14
Popie's Place – Where Waves Whisper Rest
A house surrounded by trees with a clear path leading to the front door.

11. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is CA $557
CA $718 total
includes taxes & fees
Sep 30 - Oct 1
Harwich Hideaway with King Beds Pet Friendly!
A coastal residential area with houses, a beach, and a flag.

12. The Little House - Serenity by the Shore

The Little House - Serenity by the Shore
Bass River
The price is CA $384
CA $574 total
includes taxes & fees
Oct 8 - Oct 9
The Little House - Serenity by the Shore
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

13. 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.
The price is CA $386
CA $962 total
includes taxes & fees
Sep 28 - Sep 29
Walk to Swift's Beach! Classic Cottage w/ Deck

14. Stay by the Sea at Sharon's Cottage

Stay by the Sea at Sharon's Cottage
Bass River
The price is CA $443
CA $679 total
includes taxes & fees
Oct 19 - Oct 20
Stay by the Sea at Sharon's Cottage
A covered outdoor patio with a table and chairs, a pergola, and a view of neighboring houses.

15. 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
The price is CA $471
CA $940 total
includes taxes & fees
Sep 28 - Sep 29
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Good bkfast- no eggs though Coffee excellent - variety of items Efficient rooms- clean & practical- not luxurious but typical NE sensibility"
Abhinav 3-night trip
Posted 2 hours ago
Hyannis Travel Inn

Find out more about Osterville

Osterville Cottages information

Number of reviews
160
Accommodation
604 Cottages
Lowest Price
CA $513
Highest Price
CA $1,256

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between CA $513 and CA $1,256 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 9.1. 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 travellers 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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