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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Osterville cottages

Exterior

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is £314
includes taxes & fees
27 May - 28 May
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
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 £269
includes taxes & fees
27 May - 28 May
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
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, (113 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is £255
includes taxes & fees
21 Jun - 22 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior detail

Charming Antique Boathouse Located Directly On Long Pond.

Charming Antique Boathouse Located Directly On Long Pond.
Plymouth
9.8 out of 10, Exceptional, (112 reviews)
"The hosts were very accommodating. Our arrival was late, and it was easy to get into the boathouse."
United States
Mark P.
The price is £269
includes taxes & fees
3 Jun - 4 Jun
Charming Antique Boathouse Located Directly On Long Pond.
Terrace/patio

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

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is £172
includes taxes & fees
11 Jun - 12 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
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 £408
includes taxes & fees
31 May - 1 Jun
Walk to Swift's Beach! Classic Cottage w/ Deck
Exterior

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth

Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
Yarmouth
The price is £325
includes taxes & fees
27 May - 28 May
Sweet Memories- Cozy 2 bedroom cottage in West Yarmouth
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, (91 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 £460
includes taxes & fees
27 May - 28 May
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Exterior

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Great accommodation for what we needed."
United States
Judith F.
The price is £382
includes taxes & fees
27 May - 28 May
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Exterior

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Bass River
10.0 out of 10, Exceptional, (8 reviews)
"The cottage was cozy and renovated in an excellent location with lots to do nearby. Nina made things easy and convenient for an all around outstanding stay. "
United States
Nathan S.
The price is £417
includes taxes & fees
31 May - 1 Jun
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Exterior

Walk to Beach & Harbor / Fire Pit & Outdoor Shower

Walk to Beach & Harbor / Fire Pit & Outdoor Shower
Barnstable
The price is £493
includes taxes & fees
15 Jun - 16 Jun
Walk to Beach & Harbor / Fire Pit & Outdoor Shower
House (3 Bedrooms) | Interior

Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is £469
includes taxes & fees
7 Jun - 8 Jun
Bike to Beach: Centerville Home w/ Deck!
Exterior

Edgartown Designer Cottage between Town & Beach.

Edgartown Designer Cottage between Town & Beach.
Katama
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful week in MV! The cottage had everything we needed and was a great location to bike into town or to the beach. Would love to come back and stay again!"
United States
Lauren B.
The price is £581
includes taxes & fees
2 Jun - 3 Jun
Edgartown Designer Cottage between Town & Beach.
Exterior

The Whale Watch - Sand, Sun & Sea Breeze Bliss

The Whale Watch - Sand, Sun & Sea Breeze Bliss
Bass River
10.0 out of 10, Exceptional, (1 review)
"Nice view and great little cottage for two people!"
United States
Donna S.
The price is £313
includes taxes & fees
3 Jun - 4 Jun
The Whale Watch - Sand, Sun & Sea Breeze Bliss
Property grounds

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 £411
includes taxes & fees
14 Jun - 15 Jun
Stylish Cape Cod Cottage 1 mile from Beach, Close to Restaurants!
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 £945
includes taxes & fees
31 May - 1 Jun
5-Min Walk to Beach, 2 Cottages, Fire Pit, Pet Friendly
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)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
The price is £272
includes taxes & fees
27 May - 28 May
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Outdoor dining

Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (17 reviews)
"What a gorgeous location, my family and I had a wonderful time on Chappy, will definitely be back!"
United States
Clinton G.
The price is £1,084
includes taxes & fees
21 Jun - 22 Jun
Chappy cottage with private beach
Exterior

The Book Nook - Drift Into Coastal Calm

The Book Nook - Drift Into Coastal Calm
Bass River
The price is £302
includes taxes & fees
31 May - 1 Jun
The Book Nook - Drift Into Coastal Calm
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 £376
includes taxes & fees
31 May - 1 Jun
Walking distance to Private Beach! Charming Cottage North of Cape Cod.
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

Bayside Resort Hotel

Bayside Resort Hotel

6/10 Okay
"We arrived at 8:50 pm. No one came to the fro t desk for about a half hour. Had to ask bar tender for help. Every phone in all rooms was non stop ringing all night due to power outage the day before. 1st room was a double- extremely dusty and very old furniture. Worn out looking. Moved into another room. Over powering smell to possible mask something but much cleaner and shower was very nice. Bed was the worst. Very hard and I hardly slept due to this and ringing phones. (They all had to b e unplugged) Pros- Gave us two free drink tokens for Bae due to wait. Pool/hot tub looked clean, shower water was very hot, grounds were nicely maintained Cons- dated rooms with carpeting a foot up the wall on perimeter, beds were hard, thin walls, breakfast was mediocore, had to pay a 'resort' free but amenities were limited, tvs old (cant stream)"
Tanya 1-night trip
Posted 4 hours ago
Bayside Resort Hotel

Find out more about Osterville

Osterville Cottages information

Number of reviews
416
Accommodation
610 Cottages
Lowest Price
£172
Highest Price
£1,084

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between £172 and £1,084 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 9.8. Sun Retreats Peters Pond is a great place to relax and recharge between adventures. This 2.5-star cottage also offers a barbecue grill and a swimming pool. 11 Mashpee - 2 Bedroom Cottage is another leading option with visitors to the area. It has a 3-star rating and amenities including a barbecue grill and a playground.
How many cottages are there in Osterville?
There are 610 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?
Settle in at Sun Retreats Peters Pond, a 2.5-star cottage not far from downtown. Conveniences here include a playground and a picnic area. Another family-friendly option where you can swap the urban jungle for wide open spaces is 11 Mashpee - 2 Bedroom Cottage. A playground and WiFi help make this 3-star cottage a traveller favourite. Osterville boasts an array of family-friendly attractions to explore when you need to keep the kids busy. Cahoon Museum of American Art and Edward Gorey House guarantee fun for travellers of all ages.
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.