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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
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16 Jan - 18 Jan

Cottages in Osterville

Our top choices for Osterville cottages

Steps to the Ocean! Perfect Location!!!
Outdoor dining

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (223)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Steps to the beach with an ocean view,
Exterior

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (129)
"The house is a perfect place to stay. Close to the beach and the town of Hyannis. An ideal location for discovering the Cape Cod area. We felt relaxed and comfortable when we were there."
Steps to the beach with an ocean view,
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, (5)
"This property was perfect for what we were looking for. It was a cute, well kept little house where we were able to put our heads down in between our fishing all day. "
Charming 2-bedroom cottage with AC, WiFi in serene Barnstable
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach
Exterior

Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach

9.6 out of 10, Exceptional, (172)
"Loved the location of this home centrally located on the Cape. There are some shops nearby that are within easy walking distance. Our dog loved the side yard would stay here again."
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach
Walking distance to Private Beach! Charming Cottage North of Cape Cod.
Exterior

Walking distance to Private Beach! Charming Cottage North of Cape Cod.

9.6 out of 10, Exceptional, (9)
"Clean, comfortable stay. Has everything needed for us. Owner very responsive when we experienced an issue with the TV. "
Walking distance to Private Beach! Charming Cottage North of Cape Cod.
Mermaid Cottage! beautiful propety!
Beach nearby, sun loungers, beach towels

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (104)
"Great property and location!"
Mermaid Cottage! beautiful propety!
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.
Exterior

Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.

10.0 out of 10, Exceptional, (30)
"Cute and efficient lodging stocked with everything you would ever need. We enjoyed our brief stay as home base to exploring the Cape."
Maushop Village-Exceptional, 2 bedrooms, Sleeps 4, 1.5 baths, with great views.
Beautiful Carriage House on the Chop
Exterior

Beautiful Carriage House on the Chop

10.0 out of 10, Exceptional, (24)
"Great location, well outfitted, great kitchen, comfortable beds. Would stay again."
Beautiful Carriage House on the Chop
Cottage on Beautiful Long Pond with Fantastic Sandy Lakefront Beach
Exterior

Cottage on Beautiful Long Pond with Fantastic Sandy Lakefront Beach

9.6 out of 10, Exceptional, (39)
"Beach was fantastic. They have everything you need. "
Cottage on Beautiful Long Pond with Fantastic Sandy Lakefront Beach
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!
Exterior

THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!

9.4 out of 10, Exceptional, (117)
"Exceptional location on Swan Lake. We enjoyed kayaking and biking every day. Our dog had a blast as well. Very gracious owner, gave us lots of good info."
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!
Pond Front Beach Pet Friendly AC WiFi
Outdoor dining

Pond Front Beach Pet Friendly AC WiFi

9.2 out of 10, Wonderful, (28)
"The place was amazing! Very relaxing and calm, recommended and we will be back!"
Pond Front Beach Pet Friendly AC WiFi
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Terrace/patio

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

10.0 out of 10, Exceptional, (126)
"We loved the propery and the layout. We had greatvwinevan dinners. The location wascperfect and we had an amazing time"
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
Exterior

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

9.4 out of 10, Exceptional, (54)
"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
beachfront cottage at Chases Ocean Grove
Exterior

beachfront cottage at Chases Ocean Grove

9.6 out of 10, Exceptional, (33)
"Beautiful cottage within feet of the beach and can walk to almost anything you may need. Great communication with the owner. "
beachfront cottage at Chases Ocean Grove
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very Good, (22)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
Gorgeous Cottage steps from the beach
Cozy Beach Cottage
Exterior

Cozy Beach Cottage

10.0 out of 10, Exceptional, (53)
"This was the perfect property for our visit to Martha’s Vineyard. The owners were so responsive and gave us a seamless experience. I would definitely stay at the Cozy Cottage again! "
Cozy Beach Cottage
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Exterior

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 SAR 675
SAR 1,339 total
includes taxes & fees
28 Sep - 29 Sep
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Oceanfront Cottage on East Sandwich Beach with WIFI and AC
Outdoor dining

Oceanfront Cottage on East Sandwich Beach with WIFI and AC

7.6 out of 10, Good, (4)
"This cottage is right on the beach, which is great. It is a crusty old place with some charm, but as I wrote, crusty. The town has f Sandwich is awfully sleepy"
Oceanfront Cottage on East Sandwich Beach with WIFI and AC
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Terrace/patio

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

9.0 out of 10, Wonderful, (2)
"Great house with enjoyable blend of spaciousness and cozy appeal. Kitchen was well appointed and great overall aesthetic, layout - roomy for 5. Upstairs suite very open and lots of windows in house. 5 min drive to BREATHTAKING reservation on beach ($20 to park for non members and well worth it), peaceful Japanese gardens nearby too. There's a super cute 500ft ferry ride ($35 round trip) to get to and from this location so plan for food accordingly!"
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Property grounds

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
8.8 out of 10, Excellent, (14)
"Charming village, cute cottage and walking distance to beach and shops."
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
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

Summercamp

Summercamp

10/10 Excellent
"It was very nice. The room was a little smaller than expected. But we enjoyed our short stay. "
Kay 1-night trip
Posted 4 days ago
Summercamp

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between SAR 1,339 and SAR 1,339 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 646 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.