Search Cottages in Osterville

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 599 Cottages in Osterville with updated reviews, rates, and availability.

Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (210)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Property grounds

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

6.2 out of 10, (17)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Beach nearby, sun loungers

THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (108)
"Such a peaceful getaway! The king size bed was so comfortable and the views of the water was stunning!"
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.6 out of 10, Excellent, (13)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1 bedroom, desk, free WiFi, bed sheets

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

10.0 out of 10, Exceptional, (32)
"Wonderful place. Property manager is awesome!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Cozy Beach Cottage
Beach nearby, sun loungers, beach towels

Cozy Beach Cottage

10.0 out of 10, Exceptional, (42)
"Really adorable place that is very well appointed for everything you need"
Cozy Beach Cottage
Charming Antique Boathouse Located Directly On Long Pond.
Exterior detail

Charming Antique Boathouse Located Directly On Long Pond.

9.8 out of 10, Exceptional, (98)
"Absolutely loved our stay. The pictures are spot on except the water is even prettier!! The owners Lynn and Jack were super friendly, accomodating and made us feel at home! Perfect getaway to celebrate our 27th anniversary. "
Charming Antique Boathouse Located Directly On Long Pond.
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Outdoor dining

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Outdoor dining

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (102)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Beach nearby, sun loungers, beach towels

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (64)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
On the beach, sun loungers

ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

10.0 out of 10, Exceptional, (2)
"This TOTALLY renovated beach cottage was great. Very close to the beach and easy access to many restaurants."
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
On the beach, sun loungers

Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach

10.0 out of 10, Exceptional, (90)
"Ready access to private beach Property immaculate with great views from deck and rooms Hosts are very friendly and acvomodatingaccomdating"
Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach nearby

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (49)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
The price is AED 918
AED 2,005 total
includes taxes & fees
19 Jun - 20 Jun
Lovely Cape Cottage 2 bedroom with private beach and central air.
Lovely oceanfront cottage with deck, grill, & panoramic views
Terrace/patio

Lovely oceanfront cottage with deck, grill, & panoramic views

9.0 out of 10, Wonderful, (85)
"Amazing views within 10 miles of Plymouth and a short distance from Boston - excellent jumping off point for day trips"
Lovely oceanfront cottage with deck, grill, & panoramic views
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Terrace/patio

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

10.0 out of 10, Exceptional, (18)
"This was the perfect place for a weekend on the island. Great location and my son loved the upstairs rooms to play in. "
The price is AED 1,649
AED 2,105 total
includes taxes & fees
17 Jun - 18 Jun
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Fridge, microwave, oven, stovetop

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

8.8 out of 10, Excellent, (17)
"The house has everything we needed and is close to lots of restaurants, ice cream shops, and other things to do"
The price is AED 261
AED 1,423 total
includes taxes & fees
1 Jun - 2 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.
Terrace/patio

Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.

9.8 out of 10, Exceptional, (9)
"Exactly as advertised, clean, comfortable, and cozy. "
Charming Cape Cottage - Central heat. Walk to Swan Pond for kayaking.
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Terrace/patio

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

10.0 out of 10, Exceptional, (46)
"Perfect little property for our weekend getaway. Recently renovated, very clean and comfortable. Great location for a home base for our island explorations. We would definitely return."
The price is AED 1,759
AED 2,248 total
includes taxes & fees
10 Jun - 11 Jun
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Beach 0.7 Mi walk to Craigville & Covell beach, 3-night min thru - June, 3 Bikes
Property grounds

Beach 0.7 Mi walk to Craigville & Covell beach, 3-night min thru - June, 3 Bikes

10.0 out of 10, Exceptional, (52)
"Used to go to Craigville beach with our family as kids. This was a perfect location, close to the beach and our relatives. Nice neighborhood, close to Hyannis with all the shops and restaurants "
Beach 0.7 Mi walk to Craigville & Covell beach, 3-night min thru - June, 3 Bikes
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove
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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Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between AED 261 and AED 1,649 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?
A guest favorite is Sun Retreats Peters Pond. Kick back at this 2.5-star stay which features a swimming pool and a barbecue grill. 11 Mashpee - 2 Bedroom Cottage is another recommended option to consider. Spend your break at this 3-star cottage and make the most of conveniences such as a barbecue grill and a golf course. You can pick from multiple cottages in Osterville with a total average guest review rating of 9.6.
How many cottages are there in Osterville?
There are 599 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.