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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Cottages in Osterville

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
Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (120)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,
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
Charming Cottage near Beach and Ferry
Terrace/patio

Charming Cottage near Beach and Ferry

10.0 out of 10, Exceptional, (5)
"The perfect location for a fall getaway. Easy access to surrounding areas, check in and out was seamless. The house is well kept and clean! Greta place to relax and enjoy whomever you are traveling with! "
Charming Cottage near Beach and Ferry
Walk to Shops & Dining: Cozy Osterville Cottage
Exterior

Walk to Shops & Dining: Cozy Osterville Cottage

Walk to Shops & Dining: Cozy Osterville Cottage
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, (18)
"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
Lovely studio steps to the beach in Dennis port
On the beach, sun loungers

Lovely studio steps to the beach in Dennis port

Lovely studio steps to the beach in Dennis port
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, (20)
"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 SAR 1,872
SAR 2,389 total
includes taxes & fees
6 Jul - 7 Jul
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Sun loungers, beach towels

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

10.0 out of 10, Exceptional, (121)
"This was the perfect cozy spot for a winter getaway. The fireplace lights with a switch and instantly warms the whole area. This owner has everything you ever needed, and the decor is so pretty. Two thumbs up for the Swagulls Neat! "
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
2 bedrooms, iron/ironing board, free WiFi

Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks

10.0 out of 10, Exceptional, (90)
"Just what I needed for my winter break. Time to relax with a friend. Shared a home cooked meal and relaxing evening to catch up on life."
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Smart TV, DVD player

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (171)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
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, (110)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ RELAXING & PRIVATE WATERFRONT HOLIDAY ~ SHORT & LONG TERM
Steps to private Beach, Golf Course, AC
Golf

Steps to private Beach, Golf Course, AC

9.4 out of 10, Exceptional, (20)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC
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, (33)
"Wonderful place. Property manager is awesome!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
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, (103)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Walk to the Beach! Two bedroom cottage in Swifts Beach community.
Property grounds

Walk to the Beach! Two bedroom cottage in Swifts Beach community.

9.8 out of 10, Exceptional, (18)
"A great place to stay!! Our 2nd year and will be back again! We love the area! Made some great memories!!!"
Walk to the Beach! Two bedroom cottage in Swifts Beach community.
Cozy New TimberFrame Vineyard Haven!
Exterior

Cozy New TimberFrame Vineyard Haven!

10.0 out of 10, Exceptional, (20)
"We very much enjoyed our few days in MV here. The place was perfect, clean and cozy. "
Cozy New TimberFrame Vineyard Haven!
Cottage near bay beach- 1 Bd/1Ba
Outdoor dining

Cottage near bay beach- 1 Bd/1Ba

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place for my solo trip to the Cape! The condo was cozy, had everything I needed, and clean. The little bunny living on property gave an extra star for sure. Host was very responsive to messages. Close enough to lots of major beaches and just a walk away from a really beautiful sunset ocean spot. I would absolutely stay here again!"
Cottage near bay beach- 1 Bd/1Ba
Beach 0.7 Mi walk to Craigville & Covell. A/C, bikes 3 Day min Labor day onward
Property grounds

Beach 0.7 Mi walk to Craigville & Covell. A/C, bikes 3 Day min Labor day onward

10.0 out of 10, Exceptional, (53)
"Property is close enough to beach for a short drive or walk. Beautiful area to hang with the family."
Beach 0.7 Mi walk to Craigville & Covell. A/C, bikes 3 Day min Labor day onward
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.6 out of 10, Excellent, (14)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
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 SAR 1,872 and SAR 1,872 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 9.4.
How many cottages are there in Osterville?
There are 628 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.