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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 593 Cottages in Osterville with updated reviews, rates, and availability.

Colonial Acres Resort
Indoor spa tub

Colonial Acres Resort

3.0 star property
9.2 out of 10, Wonderful, (72)
"Ocean view as advertised and only a short walk from the beach and nice restaurant "
Colonial Acres Resort
Margaritaville Resort Cape Cod
Outdoor pool, pool umbrellas, sun loungers

Margaritaville Resort Cape Cod

4.0 star property
8.4 out of 10, Very Good, (109)
"We loved "
The price is AED 584
AED 795 total
includes taxes & fees
23 Mar - 24 Mar
Margaritaville Resort Cape Cod
Bayside Resort Hotel
Front of property

Bayside Resort Hotel

3.0 star property
8.8 out of 10, Excellent, (1293)
"Great stay! Family favorite "
The price is AED 343
AED 435 total
includes taxes & fees
23 Mar - 24 Mar
Bayside Resort Hotel
Sea Crest Beach Resort
Indoor pool, seasonal outdoor pool

Sea Crest Beach Resort

3.5 star property
8.6 out of 10, Excellent, (50)
"Beautiful sweeping views! "
The price is AED 434
AED 707 total
includes taxes & fees
30 Mar - 31 Mar
Sea Crest Beach Resort
Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (749)
"Beautiful. Amazing staff. Amazing amenities. "
The price is AED 1,249
AED 1,501 total
includes taxes & fees
30 Mar - 31 Mar
Chatham Bars Inn
Nantucket Inn
Lobby

Nantucket Inn

3.5 star property
8.8 out of 10, Excellent, (427)
"Loved everything about Nantucket Inn … it’s the best … no complaints !!! 5 Star Excellent"
The price is AED 621
AED 694 total
includes taxes & fees
23 Mar - 24 Mar
Nantucket Inn
Red Jacket Beach Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Red Jacket Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (122)
" "
Red Jacket Beach Resort
John Carver Inn & Spa
Indoor pool

John Carver Inn & Spa

3.0 star property
8.0 out of 10, Very Good, (1004)
"The rooms and beds are very comfortable. Everyone was friendly and the kids had a blast! The only down fall was the pool was cold and the air in there was cold as well. "
The price is AED 324
AED 401 total
includes taxes & fees
2 Apr - 3 Apr
John Carver Inn & Spa
Hampton Inn & Suites Cape Cod-West Yarmouth
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable, close to towns, excellent breakfast options."
The price is AED 369
AED 422 total
includes taxes & fees
2 Apr - 3 Apr
Hampton Inn & Suites Cape Cod-West Yarmouth
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Lobby

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 star property
8.8 out of 10, Excellent, (548)
"Good and quiet stay. Felt safe."
The price is AED 389
AED 446 total
includes taxes & fees
6 Apr - 7 Apr
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Falmouth Tides
Exterior

Falmouth Tides

2.5 star property
9.2 out of 10, Wonderful, (533)
"Beautiful clean inviting room. Quiet, cozy and quaint. I would stay here again! Staff was great! Convenient location to town. "
The price is AED 559
AED 746 total
includes taxes & fees
23 Mar - 24 Mar
Falmouth Tides
Mansion House Inn And Spa
View from property

Mansion House Inn And Spa

3.5 star property
9.4 out of 10, Exceptional, (1001)
"It is the best option for an off season trip to Martha’s Vineyard. Convenient to the ferry , shops and the few restaurants open this time of year"
The price is AED 684
AED 818 total
includes taxes & fees
23 Mar - 24 Mar
Mansion House Inn And Spa
Jared Coffin House
Anna Gardener Suite | Hypo-allergenic bedding, desk, iron/ironing board, free WiFi

Jared Coffin House

4.0 star property
9.2 out of 10, Wonderful, (725)
"Beautiful place awesome service. "
The price is AED 578
AED 646 total
includes taxes & fees
16 Apr - 17 Apr
Jared Coffin House
Riviera Beach Resort
Exterior

Riviera Beach Resort

3.0 star property
8.2 out of 10, Very Good, (1002)
"Amazing"
Riviera Beach Resort
Chatham Tides
Oceanfront Studio, 1 King | Premium bedding, down comforters, iron/ironing board, free WiFi

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (556)
"Enjoyed my stay. I would definitely go back. My only concern was there was no deadbolt lock on the door. Right on the water. The staff was great! Very friendly. It helps that it was dog friendly too. "
The price is AED 621
AED 710 total
includes taxes & fees
24 Mar - 25 Mar
Chatham Tides
Hotel 1620 Plymouth Harbor
Suite, Balcony, Pool View | Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board

Hotel 1620 Plymouth Harbor

3.0 star property
8.2 out of 10, Very Good, (1001)
"Nice place to stay!"
The price is AED 438
AED 600 total
includes taxes & fees
23 Mar - 24 Mar
Hotel 1620 Plymouth Harbor
Cape Sands Inn
Room, 2 Queen Beds, Bay View | Internet, bed sheets, alarm clocks

Cape Sands Inn

2.5 star property
8.4 out of 10, Very Good, (1002)
"Out for a funderal. Liked the motel. "
The price is AED 259
AED 297 total
includes taxes & fees
23 Mar - 24 Mar
Cape Sands Inn
Pilgrim House
Terrace/patio

Pilgrim House

3.5 star property
9.2 out of 10, Wonderful, (440)
"Had a great time. We were off season so not much was available for the menus for dining. Staff was scarce as well. But as I said it was mid February. Would definitely book here again. "
The price is AED 266
AED 305 total
includes taxes & fees
23 Mar - 24 Mar
Pilgrim House
Harbor Hotel Provincetown
Blackout drapes, iron/ironing board, cribs/infant beds, rollaway beds

Harbor Hotel Provincetown

3.0 star property
7.8 out of 10, Good, (1004)
"Great location "
The price is AED 503
AED 702 total
includes taxes & fees
4 Apr - 5 Apr
Harbor Hotel Provincetown
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Property entrance

Edgar Hotel Martha's Vineyard, Ascend Hotel Collection

3.0 star property
8.4 out of 10, Very Good, (549)
"Nice and comfortable bed"
The price is AED 590
AED 665 total
includes taxes & fees
3 Apr - 4 Apr
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
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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Other property types in Osterville

Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (260)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
Edgewater Beach Resort, a VRI resort
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (314)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is AED 617
AED 706 total
includes taxes & fees
23 Mar - 24 Mar
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"Girl at front desk was awesome!!!"
The price is AED 388
AED 444 total
includes taxes & fees
27 Mar - 28 Mar
InnSeason Resorts Captain's Quarters
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.

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between AED 1,282 and AED 1,282 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?
Osterville offers multiple cottages with a total average guest review rating of 9.6. Sun Retreats Peters Pond is a top option if you’re a fan of nature and an unhurried pace. Guests staying at this 2.5-star stay can access a swimming pool and a barbecue grill. 11 Mashpee - 2 Bedroom Cottage is another recommended choice. This 3-star cottage comes with a barbecue grill and a golf course.
How many cottages are there in Osterville?
There are 593 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.