A house by a lake with boats.

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Our top choices for Osterville cottages

1. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is CA $346
CA $884 total
includes taxes & fees
Aug 26 - Aug 27
Bike to Beach: Centerville Home w/ Deck!

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

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Barnstable
8.8 out of 10, Excellent, (29 reviews)
"It was very comfortable with upgraded kitchen and bathroom. It had all we needed. The owner was very responsive . Easy check in process. The location was perfect, just across from a beautiful ocean beach and very near Hyannis and many attractions. "
United States
Helene M.
The price is CA $370
CA $749 total
includes taxes & fees
Aug 19 - Aug 20
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

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

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.8 out of 10, Exceptional, (6 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is CA $384
CA $792 total
includes taxes & fees
Sep 8 - Sep 9
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

4. Modern, Charming 1-bedroom cottage with ductless AC in Dennisport

Modern, Charming 1-bedroom cottage with ductless AC in Dennisport
Dennisport
The price is CA $339
CA $444 total
includes taxes & fees
Aug 23 - Aug 24
Modern, Charming 1-bedroom cottage with ductless AC in Dennisport

5. 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.
2 Beds Walk to Baxter Beach

6. 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 $229
CA $750 total
includes taxes & fees
Aug 16 - Aug 17
Walk to Swift's Beach! Classic Cottage w/ Deck

7. Walk to Sagamore Beach! Curated + Spacious Cottage

Walk to Sagamore Beach! Curated + Spacious Cottage
Sagamore Beach
10.0 out of 10, Exceptional, (3 reviews)
"Stay was great, close to the beach, nice green grass yard, and very responsive host"
United States
Mike G.
The price is CA $351
CA $1,465 total
includes taxes & fees
Aug 27 - Aug 28
Walk to Sagamore Beach! Curated + Spacious Cottage

8. 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, (119 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

9. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (153 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
The price is CA $348
CA $708 total
includes taxes & fees
Sep 2 - Sep 3
Make Lasting Memories In This Adorable Vineyard Cottage!

10. Charming 18th century cottage with its own beachfront on Scargo Lake near bay

Charming 18th century cottage with its own beachfront on Scargo Lake near bay
Dennis
9.8 out of 10, Exceptional, (18 reviews)
"We enjoyed our visit to Dennis and our stay here. It was within walking distance to the beach and places to grab a bite to eat. "
United States
Bruno M.
The price is CA $502
CA $1,112 total
includes taxes & fees
Aug 20 - Aug 21
Charming 18th century cottage with its own beachfront on Scargo Lake near bay

11. Irish Mist - Where Calm Meets Tide

Irish Mist - Where Calm Meets Tide
Bass River
10.0 out of 10, Exceptional, (2 reviews)
"We had a lovely stay at seaside cottages, and this cottage was great for our little family. We lucked out that the weather was mild, if it had been hot and humid, I think the cottage would have gotten very hot. We’d love to come back again. "
United States
Jemma W.
The price is CA $606
CA $902 total
includes taxes & fees
Aug 11 - Aug 12
Irish Mist - Where Calm Meets Tide

12. Mermaid Cottage! beautiful propety!

Mermaid Cottage! beautiful propety!
Dennis
10.0 out of 10, Exceptional, (119 reviews)
"Nice, quiet location. Short drive to coast. Good local restaurants. House was clean and nice."
United States
Randy B.
The price is CA $521
CA $682 total
includes taxes & fees
Aug 30 - Aug 31
Mermaid Cottage! beautiful propety!

13. Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Bass River
The price is CA $521
CA $1,036 total
includes taxes & fees
Aug 23 - Aug 24
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!

14. Coastal Cottage in Pocasset - 0.5 mile to beach

Coastal Cottage in Pocasset - 0.5 mile to beach
Bourne
10.0 out of 10, Exceptional, (3 reviews)
"Great location for us visiting family who live in Pocasset. Clean home and very comfortable for us."
United States
Kim Z.
Coastal Cottage in Pocasset - 0.5 mile to beach

15. Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Wareham
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is CA $227
CA $666 total
includes taxes & fees
Sep 1 - Sep 2
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety

16. Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Falmouth
9.4 out of 10, Exceptional, (3 reviews)
"Good location, close to ferry and restaurants. Quiet neighborhood."
United States
Kerry B.
The price is CA $558
CA $1,075 total
includes taxes & fees
Aug 17 - Aug 18
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

17. 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)
"Great accommodation for what we needed."
United States
Judith F.
The price is CA $474
CA $881 total
includes taxes & fees
Sep 8 - Sep 9
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

18. Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Harwich
9.6 out of 10, Exceptional, (4 reviews)
"We had an amazing stay! The house was exactly what we were looking for when booking. The host was amazing and accommodating for our dates. Communication was easy and responsive. We look forward to booking again in the future. "
United States
Laura J.
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

19. 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 $293
CA $736 total
includes taxes & fees
Aug 16 - Aug 17
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

Find out more about Osterville

Osterville Cottages information

Number of reviews
2
Accommodation
639 Cottages
Lowest Price
CA $507
Highest Price
CA $884

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between CA $507 and CA $884 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 9.0. 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 639 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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