A house by a lake with boats.

Search Vacation Homes in Osterville

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Osterville vacation homes

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

Beach pass included • Modern 3BR Osterville retreat, walkable to village center
Osterville
10.0 out of 10, Exceptional, (22 reviews)
"Very comfortable, close to town, all around great stay."
United States
Elizabeth C.
The price is ¥66,411
¥143,072 total
includes taxes & fees
Oct 1 - Oct 2
Beach pass included • Modern 3BR Osterville retreat, walkable to village center

2. Wilton Home - Sunny Retreat, Bike to Beach, Central AC

Wilton Home - Sunny Retreat, Bike to Beach, Central AC
Barnstable
The price is ¥25,002
¥92,641 total
includes taxes & fees
Sep 7 - Sep 8
Wilton Home - Sunny Retreat, Bike to Beach, Central AC

3. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.8 out of 10, Excellent, (9 reviews)
"Nice location, quiet neighborhood, comfortable, and clean with a feeling of newness. Nice time of year to enjoy the porch and there was plenty of room for our group of seven. Three couches in the basement! Easy to get to town or beaches, etc. Host was helpful and communicative."
United States
Jen M.
The price is ¥24,845
¥82,703 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

4. Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (7 reviews)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

5. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (42 reviews)
"Great stay!"
United States
Kian S.
The price is ¥27,346
¥64,562 total
includes taxes & fees
Sep 17 - Sep 18
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

6. Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
8.8 out of 10, Excellent, (3 reviews)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
Entire Hyannis Home - Near Downtown & Beaches

7. Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Centerville
9.6 out of 10, Exceptional, (54 reviews)
"Excellent location for our needs and good functionality of the house itself also for our needs. Nice landscaping and secure backyard that was very pretty."
United States
Nancy J.
The price is ¥98,288
¥173,296 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

8. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is ¥85,943
¥117,114 total
includes taxes & fees
Sep 7 - Sep 8
Sal's Place

9. Spacious Lake House for Large Groups w Private Acre+ short path to Lake

Spacious Lake House for Large Groups w Private Acre+ short path to Lake
Barnstable
8.4 out of 10, Very Good, (10 reviews)
"Easy check in, lots of room for people. Needs a little updating and it will be perfect."
United States
Austin S.
The price is ¥73,833
¥173,208 total
includes taxes & fees
Sep 30 - Oct 1
Spacious Lake House for Large Groups w Private Acre+ short path to Lake

10. New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (41 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is ¥125,008
¥214,609 total
includes taxes & fees
Sep 7 - Sep 8
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

11. Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Barnstable
8.6 out of 10, Excellent, (4 reviews)
"We loved staying Conduit. The location is incredible. The lake is gorgeous. We canoed and swam. There are hiking trails across the street. It was 20 minutes to gorgeous beaches. We had 14 of us very comfortably in the house. Stephanie was a great host. We would definitely come back."
United States
Molly R.
The price is ¥74,817
¥174,512 total
includes taxes & fees
Sep 29 - Sep 30
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

12. Beach Pass Included!

Beach Pass Included!
Barnstable
8.0 out of 10, Very Good, (1 review)
"The features of the property we enjoyed most were the bocce court, outdoor shower, hot tub, and pool. Samantha was super responsive as a host."
United States
Michelle T.
The price is ¥85,943
¥111,418 total
includes taxes & fees
Sep 7 - Sep 8
Beach Pass Included!

13. Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
9.6 out of 10, Exceptional, (10 reviews)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
United States
Hunter W.
The price is ¥67,973
¥123,580 total
includes taxes & fees
Sep 28 - Sep 29
Hyannis Hideaway in Cape Cod

14. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (50 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is ¥36,721
¥114,457 total
includes taxes & fees
Oct 6 - Oct 7
Beach Lovers Escape

15. Haven in Hatchville - newly renovated home

Haven in Hatchville - newly renovated home
East Falmouth
The price is ¥41,271
¥155,380 total
includes taxes & fees
Sep 20 - Sep 21
Haven in Hatchville - newly renovated home

16. Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi

Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi
East Falmouth
The price is ¥59,669
¥156,896 total
includes taxes & fees
Sep 13 - Sep 14
Welcome to your Cape Cod getaway! ONLY 1.5 miles to Menauhant Beach, this charmi

17. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (8 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is ¥29,921
¥118,475 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Cottage walk to Menauhant Beach

18. Beautiful 3BR/2BA South Yarmouth getaway

Beautiful 3BR/2BA South Yarmouth getaway
South Yarmouth
10.0 out of 10, Exceptional, (1 review)
"Excellent place!"
United States
Marjorie S.
The price is ¥38,515
¥138,639 total
includes taxes & fees
Sep 16 - Sep 17
Beautiful 3BR/2BA South Yarmouth getaway

19. Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
Yarmouth
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay! Home was exactly as listed, beautiful, and clean. Conveniently located. We would stay again. "
United States
Allison V.
The price is ¥33,596
¥112,685 total
includes taxes & fees
Sep 27 - Sep 28
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

20. SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!

SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
Yarmouth
10.0 out of 10, Exceptional, (64 reviews)
"Great location, would stay here again!"
United States
Kinde O.
The price is ¥48,753
¥94,428 total
includes taxes & fees
Sep 28 - Sep 29
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osterville Hotel Reviews

Find out more about Osterville

Osterville Vacation Homes information

Number of reviews
266
Accommodation
2979 Vacation Homes
Lowest Price
¥82,703
Highest Price
¥214,609