A house by a lake with boats.

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Osterville cottages

Exterior

1. 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
8.6 out of 10, Excellent, (30 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.
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Outdoor dining

2. 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 AED 854
AED 3,498 total
includes taxes & fees
9 Sep - 10 Sep
Mashpee Heaven Lake front
Exterior

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, (8 reviews)
"Area was quiet and place was clean! Solid location"
United States
Nicholas
The price is AED 826
AED 1,875 total
includes taxes & fees
31 Aug - 1 Sep
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Outdoor dining

4. 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 AED 872
AED 3,042 total
includes taxes & fees
8 Sep - 9 Sep
2 Beds Walk to Baxter Beach
Beach

5. 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)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AED 421
AED 1,113 total
includes taxes & fees
24 Sep - 25 Sep
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Terrace/patio

6. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (137 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
The price is AED 744
AED 973 total
includes taxes & fees
14 Sep - 15 Sep
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Exterior

7. 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 AED 992
AED 2,236 total
includes taxes & fees
3 Sep - 4 Sep
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Exterior

8. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Bass River
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was cozy and renovated in an excellent location with lots to do nearby. Nina made things easy and convenient for an all around outstanding stay. "
United States
Nathan S.
The price is AED 1,075
AED 2,336 total
includes taxes & fees
27 Sep - 28 Sep
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Cottage (2 Bedrooms) | Interior

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
The price is AED 727
AED 1,891 total
includes taxes & fees
30 Aug - 31 Aug
Walk to Swift's Beach! Classic Cottage w/ Deck
Exterior

10. The Whale Watch - Sand, Sun & Sea Breeze Bliss

The Whale Watch - Sand, Sun & Sea Breeze Bliss
Bass River
10.0 out of 10, Exceptional, (1 review)
"Nice view and great little cottage for two people!"
United States
Donna S.
The price is AED 1,212
AED 1,824 total
includes taxes & fees
20 Sep - 21 Sep
The Whale Watch - Sand, Sun & Sea Breeze Bliss
Exterior

11. 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 AED 580
AED 1,748 total
includes taxes & fees
28 Sep - 29 Sep
Beach & Waterpark Cottage near Cape Cod! Pet-Free Smoke-Free for Allergy Safety
Beach nearby, sun loungers, beach towels

12. Mermaid Cottage! beautiful propety!

Mermaid Cottage! beautiful propety!
Dennis
10.0 out of 10, Exceptional, (120 reviews)
"The host was most welcoming and the house was perfect!"
United States
Maryellen R.
The price is AED 1,372
AED 1,797 total
includes taxes & fees
30 Aug - 31 Aug
Mermaid Cottage! beautiful propety!
Property grounds

13. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
9.8 out of 10, Exceptional, (155 reviews)
"Cute, compact, and had everything we needed for ourstay. I'd definitely stay there again."
United States
Karen C.
The price is AED 918
AED 1,875 total
includes taxes & fees
2 Sep - 3 Sep
Make Lasting Memories In This Adorable Vineyard Cottage!
Exterior

14. 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 spot!"
United States
Mia A.
The price is AED 1,036
AED 2,077 total
includes taxes & fees
22 Sep - 23 Sep
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Property grounds

15. 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 AED 562
AED 1,941 total
includes taxes & fees
30 Aug - 31 Aug
Walk to Swift's Beach! Classic Cottage w/ Deck
Terrace/patio

16. 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, (5 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.
The price is AED 1,219
AED 2,892 total
includes taxes & fees
2 Sep - 3 Sep
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Exterior

17. The Little House - Serenity by the Shore

The Little House - Serenity by the Shore
Bass River
The price is AED 1,241
AED 1,875 total
includes taxes & fees
17 Sep - 18 Sep
The Little House - Serenity by the Shore
Exterior

18. Cape Dreams Begin at Ocean View

Cape Dreams Begin at Ocean View
Bass River
8.0 out of 10, Very Good, (2 reviews)
"Nice cozy cottage just steps from the ocean. "
United States
Leah G.
The price is AED 1,260
AED 1,894 total
includes taxes & fees
14 Sep - 15 Sep
Cape Dreams Begin at Ocean View
Exterior

19. 5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly

5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Dennis
The price is AED 2,142
AED 5,365 total
includes taxes & fees
8 Sep - 9 Sep
5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Exterior

20. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is AED 1,634
AED 2,236 total
includes taxes & fees
2 Sep - 3 Sep
Harwich Hideaway with King Beds Pet Friendly!
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

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"The property looks either new or newly renovated. We travelled with a dog. All the dog-friendly rooms are on the first floor with parking right in front, so that was convenient. There is a designed pet area around the parking lot, but the front desk told us there was a dog park near the property. Unfortunately the roads on either side of the hotel do not have sidewalks, so we had to walk along the shoulder to the next light, and then the sidewalks took us to the dog park. I did not feel unsafe doing so because the street behind the hotel has relatively less traffic, but still I wish there was a sidewalk. This is beyond the control of the hotel though. The breakfast was nice, 3-4 hot items. The breakfast room itself is quite small, but seating area is decent. Overall I would stay here again, but I wish it was not so expensive."
Amit 2-night trip
Posted less than an hour ago
Holiday Inn Express Hyannis Cape Cod by IHG

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between AED 973 and AED 5,365 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 9.3. 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 631 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.
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.