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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Osterville cottages

A house surrounded by dense forest, overlooking a body of water.

1. 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, (6 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 AU$590
includes taxes & fees
22 Nov - 23 Nov
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 fenced yard.

2. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is AU$563
includes taxes & fees
18 Nov - 19 Nov
Charming Family-friendly Getaway in Sandwich!
A house with a front porch, a small garden, and a mailbox.

3. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
United States
Sarah B.
The price is AU$499
includes taxes & fees
9 Dec - 10 Dec
Cozy, vacation home in a charming duplex cottage
A house with a white picket fence, a well-maintained lawn, and a clear blue sky.

4. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
Dennis
9.6 out of 10, Exceptional, (92 reviews)
"We had a great stay! We loved how close it was to the beach and that we could bring our dog. We also really appreciated the outdoor shower and extra room with tv for space."
United States
Holleigh B.
The price is AU$754
includes taxes & fees
19 Nov - 20 Nov
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
A single-story house with a gabled roof, a front porch, and a small front yard.

5. 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)
"would stay here again"
United States
david r.
The price is AU$799
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
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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Learn more about Osterville

Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.

See all hotels in Osterville
Storefronts with signs for Coastal Style, Sara Campbell, and Oyster Island Emporium.

Top reviews in Osterville

A multi-story hotel with balconies, a flat roof, and a clear sky.
Hyannis Travel Inn

Hyannis Travel Inn

Hyannis Travel Inn
Hyannis

10/10 Excellent

Our stay was very comfortably. Everything went great, the manager gave us excellent recommendations of places to see on our stay and wish now we stayed longer. Highly recommend staying here
Australia
Barry
Reviewed September 23, 2025
Hyannis Travel Inn

Frequently Asked Questions

How much do cottages in Osterville cost?

Rates for cottages in Osterville range between AU$499 and AU$798 per night. No matter your budget, you're sure to find the perfect place to get in touch with nature. This price was 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.

How many cottages are there in Osterville?

Make use of your holiday days and pick from cottages in Osterville. Longing for a place where you can get in touch with nature? Expedia will help you find your ideal escape in a few simple clicks.

What is there to do in Osterville near my cottage?

Osterville has enough sights and experiences to keep you occupied for weeks (or months!), starting with Cape Codder Water Park. Craigville Beach, Cape Cod Inflatable Park and Seagull Beach are other impressive attractions. If you're staying a while longer, John F. Kennedy Hyannis Museum and Sandy Neck Beach are great additions to your itinerary.