A house by a lake with boats.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Osterville cottages

A single-story house with a front door, a small porch, and a gravel driveway.

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

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
The price is €320
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
A house surrounded by dense forest, overlooking a body of water.

2. 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 €401
includes taxes & fees
7 Oct - 8 Oct
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A single-story house with a front door, a small porch, and a gravel driveway.

3. 1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Hyannis
9.0 out of 10, Wonderful, (22 reviews)
"Perfect weekend getaway- super location. Cozy spot! Loved the area "
United States
Jill S.
The price is €329
includes taxes & fees
2 Oct - 3 Oct
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
A deck with wicker furniture, a grill, and a large umbrella.

4. 2 Beds Walk to Baxter Beach

2 Beds Walk to Baxter Beach
West Yarmouth
8.0 out of 10, Very good, (1 review)
"Cute small home good for two parents/two kids. Very clean and neat. Basic amenities and utensils. Very much near a good deal of sights and sounds. "
United States
Michael C.
The price is €678
includes taxes & fees
1 Oct - 2 Oct
2 Beds Walk to Baxter Beach
A house with a deck, a flag, and a garage.

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

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
The price is €536
includes taxes & fees
3 Oct - 4 Oct
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
A house with a front porch, a small garden, and a mailbox.

6. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (9 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
The price is €442
includes taxes & fees
30 Oct - 31 Oct
Cozy, vacation home in a charming duplex cottage
View of cottages on right side of property ("B").

7. Cozy Cape Getaway for Two at The Sea Rose

Cozy Cape Getaway for Two at The Sea Rose
Bass River
10.0 out of 10, Exceptional, (1 review)
"Cottage is oceanfront which was amazing! Woke up and went to bed to the sound of waves. Kitchenette is tiny as is the bathroom. Bed was very comfortable."
United States
Christine K.
Cozy Cape Getaway for Two at The Sea Rose
View of cottages on right side of property ("B").

8. Seaside Escape at The Beach Cottage

Seaside Escape at The Beach Cottage
Bass River
9.6 out of 10, Exceptional, (4 reviews)
"Great property and location. So close to the beach."
United States
Joseph L.
Seaside Escape at The Beach Cottage
Exterior

9. The Duck House: Quack Open Your Cape Escape

The Duck House: Quack Open Your Cape Escape
Bass River
The Duck House: Quack Open Your Cape Escape
A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

10. 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, (141 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A two-story house with a front porch, a small front yard, and a driveway.

11. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is €357
includes taxes & fees
1 Oct - 2 Oct
Charming Family-friendly Getaway in Sandwich!
View of cottages on right side of property ("B").

12. The Whale Watch - Sand, Sun & Sea Breeze Bliss

The Whale Watch - Sand, Sun & Sea Breeze Bliss
Bass River
9.0 out of 10, Wonderful, (2 reviews)
"Nice view and great little cottage for two people!"
United States
Donna S.
The Whale Watch - Sand, Sun & Sea Breeze Bliss
View of cottages on right side of property ("B").

13. Serenity - Cozy Beachfront Charm Awaits

Serenity - Cozy Beachfront Charm Awaits
Bass River
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely wonderful place to stay. 10/10 would recommend."
United States
Christopher O.
The price is €362
includes taxes & fees
8 Oct - 9 Oct
Serenity - Cozy Beachfront Charm Awaits
Exterior

14. Lost at Seaside Too – Salt, Sand, Serenity

Lost at Seaside Too – Salt, Sand, Serenity
Bass River
The price is €369
includes taxes & fees
13 Oct - 14 Oct
Lost at Seaside Too – Salt, Sand, Serenity
Exterior

15. Oceans Edge: Drift, Dream, Repeat

Oceans Edge: Drift, Dream, Repeat
Bass River
The price is €369
includes taxes & fees
13 Oct - 14 Oct
Oceans Edge: Drift, Dream, Repeat
A coastal residential area with houses, a beach, and a flag.

16. The Little House - Serenity by the Shore

The Little House - Serenity by the Shore
Bass River
The price is €363
includes taxes & fees
8 Oct - 9 Oct
The Little House - Serenity by the Shore
Exterior

17. The View – Where Beach Dreams Begin

The View – Where Beach Dreams Begin
Bass River
8.8 out of 10, Excellent, (3 reviews)
"Perfect location for us. I wanted a place on the beach and I was not disappointed. We will be back and invite others."
United States
Lynn R.
The price is €365
includes taxes & fees
8 Oct - 9 Oct
The View – Where Beach Dreams Begin
Exterior

18. Cape Dreams Begin at Ocean View

Cape Dreams Begin at Ocean View
Bass River
8.0 out of 10, Very good, (2 reviews)
"Nice cozy cottage just steps from the ocean. "
United States
Leah G.
The price is €350
includes taxes & fees
14 Oct - 15 Oct
Cape Dreams Begin at Ocean View
Exterior

19. Lost at Seaside – Your Cozy Coastal Hideaway

Lost at Seaside – Your Cozy Coastal Hideaway
Bass River
8.8 out of 10, Excellent, (5 reviews)
"Wonderful property with incredible ocean view. Host provided everything needed, lots of lovely themed decor. We honestly can't wait to stay here again!"
United States
Sharon P.
The price is €412
includes taxes & fees
17 Oct - 18 Oct
Lost at Seaside – Your Cozy Coastal Hideaway
View of cottages on right side of property ("B").

20. Beach Plum & Sea Rose – Cape Dreams Await

Beach Plum & Sea Rose – Cape Dreams Await
Bass River
Beach Plum & Sea Rose – Cape Dreams Await
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

Inn on the Square

Inn on the Square

8/10 Good
"Property is a bit tired, but comfortable. Certainly a welcome stay when the ferries aren’t running!"
Beth 1-night trip
Posted less than an hour ago
Inn on the Square

Find out more about Osterville

Osterville Cottages information

Number of reviews
198
Accommodation
607 Cottages
Lowest Price
€320
Highest Price
€678

Frequently asked questions

How much do cottages in Osterville cost?
Cottages in Osterville range between €320 and €678 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 9.1. 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 607 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.