A house by a lake with boats.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Osterville cottages

Property grounds

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 €488
includes taxes & fees
29 Jun - 30 Jun
Walk to Swift's Beach! Classic Cottage w/ Deck
Cottage (2 Bedrooms) | Interior

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is €348
includes taxes & fees
28 Jun - 29 Jun
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Exterior

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (42 reviews)
"Great location - privacy, comfy, and close to the beach!"
United States
Samantha K.
The price is €472
includes taxes & fees
21 Jul - 22 Jul
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (92 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is €548
includes taxes & fees
12 Jul - 13 Jul
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Beach

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
9.6 out of 10, Exceptional, (115 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is €378
includes taxes & fees
19 Jul - 20 Jul
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
The price is €412
includes taxes & fees
28 Jun - 29 Jun
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Exterior

Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.
Tisbury
10.0 out of 10, Exceptional, (15 reviews)
"Nice, quaint cottage. Perfect for a couple's getaway! Location was convenient for walking to shops and restaurants."
United States
Randy T.
Small One Bedroom Private Cottage on Large Quiet Property.
Exterior

Posh Pad with King Beds Central A/C August Weeks still Available.

Posh Pad with King Beds Central A/C August Weeks still Available.
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
The price is €858
includes taxes & fees
28 Jun - 29 Jun
Posh Pad with King Beds Central A/C August Weeks still Available.
Exterior

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 accommodation for what we needed."
United States
Judith F.
The price is €703
includes taxes & fees
30 Jun - 1 Jul
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

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

Walking distance to Private Beach! Charming Cottage North of Cape Cod.
Wareham
9.6 out of 10, Exceptional, (14 reviews)
"Enjoyed the stay, would definitely come back!"
United States
Daniel W.
The price is €504
includes taxes & fees
29 Jun - 30 Jun
Walking distance to Private Beach! Charming Cottage North of Cape Cod.
Exterior

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
8.8 out of 10, Excellent, (19 reviews)
The price is €326
includes taxes & fees
28 Jun - 29 Jun
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
House (3 Bedrooms) | Interior

5 Mi to Beach: Cape Cod Getaway w/ Grill

5 Mi to Beach: Cape Cod Getaway w/ Grill
3.0 star property
Sandwich
The price is €554
includes taxes & fees
28 Jun - 29 Jun
5 Mi to Beach: Cape Cod Getaway w/ Grill
Exterior

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 €647
includes taxes & fees
14 Jul - 15 Jul
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
Exterior

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Falmouth
9.0 out of 10, Wonderful, (2 reviews)
"Good location, close to ferry and restaurants. Quiet neighborhood."
United States
Kerry B.
The price is €683
includes taxes & fees
5 Jul - 6 Jul
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Exterior

Stay at The Salt Box - Steps from the Sea

Stay at The Salt Box - Steps from the Sea
Bass River
10.0 out of 10, Exceptional, (1 review)
"Great location, friendly staff"
United States
Christine S.
The price is €573
includes taxes & fees
5 Jul - 6 Jul
Stay at The Salt Box - Steps from the Sea
Exterior

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 €1,516
includes taxes & fees
8 Jul - 9 Jul
5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
Exterior

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

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Tisbury
10.0 out of 10, Exceptional, (34 reviews)
"Great location and lovely cottage! Host was very helpful!"
United States
Meghan M.
The price is €942
includes taxes & fees
14 Jul - 15 Jul
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Exterior

The Book Nook - Drift Into Coastal Calm

The Book Nook - Drift Into Coastal Calm
Bass River
The price is €573
includes taxes & fees
5 Jul - 6 Jul
The Book Nook - Drift Into Coastal Calm
Exterior

The Duck House: Quack Open Your Cape Escape

The Duck House: Quack Open Your Cape Escape
Bass River
The price is €896
includes taxes & fees
22 Jul - 23 Jul
The Duck House: Quack Open Your Cape Escape
Exterior

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

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (58 reviews)
"We loved the location and place was great!"
United States
Eileen M.
The price is €997
includes taxes & fees
18 Jul - 19 Jul
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
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

Cape Sands Inn

Cape Sands Inn

8/10 Good
"The room was clean and comfortable with a beautiful view."
laura 3-night trip
Posted less than an hour ago
Cape Sands Inn

Find out more about Osterville

Osterville Cottages information

Number of reviews
394
Accommodation
628 Cottages
Lowest Price
€326
Highest Price
€1,516

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between €326 and €1,516 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 9.5. 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 travellers 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 628 cottages in Osterville. No matter if you're travelling with the little ones or organising a weekend retreat with your pals, Expedia will help you find the right place to immerse yourself in nature.
Are there any family-friendly cottages in Osterville?
Many visitors searching for a family-friendly cottage in Osterville go for Sun Retreats Peters Pond. With a 2.5-star rating and amenities like a playground and WiFi, you'll get a good night's rest here. Another noteworthy pick for families who crave time out close to nature is 11 Mashpee - 2 Bedroom Cottage. A playground and an oven help make this 3-star cottage a great base for your Osterville trip. Once you've checked in and unpacked your bags, there are loads of family-friendly attractions to discover in and around Osterville. Cape Cod Inflatable Park and Cape Codder Water Park guarantee a good time for young and old.
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 traveller 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.
What is there to do in Osterville near my cottage?
The ideal travel accessory is a well-planned schedule. Dowses Beach is a wonderful place to kick-start your sightseeing in Osterville.