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 holiday homes

A beach with a clear sky and a lifeguard tower in the distance.

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, (23 reviews)
"Very comfortable, close to town, all around great stay."
United States
Elizabeth C.
The price is £684
includes taxes & fees
1 Oct - 2 Oct
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
A bedroom with a bed, a nightstand, a lamp, a wardrobe, a mirror, and a window.

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

Wilton Home - Sunny Retreat, Bike to Beach, Central AC
Barnstable
The price is £462
includes taxes & fees
7 Oct - 8 Oct
Wilton Home - Sunny Retreat, Bike to Beach, Central AC
A wooden deck with a table and chairs, surrounded by a wooden fence and large windows.

3. Classic Cape Escape in Charming Cotuit

Classic Cape Escape in Charming Cotuit
Contuit
9.0 out of 10, Wonderful, (6 reviews)
"Loved the location and walking path across the way. Very comfortable and spacious home. Would definitely revisit again. "
United States
Michelle
The price is £731
includes taxes & fees
7 Oct - 8 Oct
Classic Cape Escape in Charming Cotuit
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

4. 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
9.0 out of 10, Wonderful, (11 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 £393
includes taxes & fees
5 Oct - 6 Oct
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

5. 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.
The price is £375
includes taxes & fees
25 Oct - 26 Oct
Entire Hyannis Home - Near Downtown & Beaches
A beach with clear blue water and a sandy shore.

6. 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.
The price is £508
includes taxes & fees
29 Sept - 30 Sept
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
A boat docked at a concrete pier with a sandy shore in the background.

7. 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, (44 reviews)
"Great stay!"
United States
Kian S.
The price is £354
includes taxes & fees
1 Oct - 2 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A sandy beach with a calm lake and a forested hill in the background.

8. Charming 3-bedroom house in lovely Barnstable

Charming 3-bedroom house in lovely Barnstable
Barnstable
9.6 out of 10, Exceptional, (5 reviews)
"Excellent stay! Loved the home! "
United States
Cailee B.
The price is £500
includes taxes & fees
12 Oct - 13 Oct
Charming 3-bedroom house in lovely Barnstable
A wooden deck with a table and chairs, overlooking a body of water and trees.

9. 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
7.6 out of 10, Good, (5 reviews)
"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...
United States
Madilynn B.
The price is £831
includes taxes & fees
18 Oct - 19 Oct
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
A modern kitchen with a large island, stainless steel appliances, and grey cabinetry.

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)
"Beautiful home"
United States
steven c.
The price is £723
includes taxes & fees
19 Oct - 20 Oct
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A beach with sand, flowers, and a clear sky.

11. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is £583
includes taxes & fees
29 Sept - 30 Sept
Sal's Place
A kitchen with a central island, white cabinets, a gas stove, and a sink.

12. 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 £809
includes taxes & fees
19 Oct - 20 Oct
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
A wooden deck with a wooden bench, a railing, and a window.

13. Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
9.8 out of 10, Exceptional, (11 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 £595
includes taxes & fees
29 Sept - 30 Sept
Hyannis Hideaway in Cape Cod
A hot tub under a wooden pergola with string lights, surrounded by a garden and a pool.

14. Beach Pass Included!

Beach Pass Included!
Barnstable
9.4 out of 10, Exceptional, (3 reviews)
"The property is gorgeous and inviting from the second you pull in the driveway to the inside of the house. The spacious, fenced in yard was a great feature when traveling with kids and pets. The pool and hot tub kept us entertained the whole vacation; we barely felt the need to leave the house!"
United States
Sara D.
The price is £568
includes taxes & fees
29 Sept - 30 Sept
Beach Pass Included!
A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

15. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (52 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
The price is £526
includes taxes & fees
1 Oct - 2 Oct
Beach Lovers Escape
A modern kitchen with white cabinetry, stainless steel appliances, a large island, and a view of greenery outside.

16. 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 £520
includes taxes & fees
18 Oct - 19 Oct
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
A modern kitchen with white cabinetry, stainless steel appliances, a large island, and a view of greenery outside.

17. WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
Yarmouth
10.0 out of 10, Exceptional, (3 reviews)
"The property is just beautiful. It is in such a nice area and we really enjoyed our stay! Thank you so much"
United States
Hailey B.
The price is £417
includes taxes & fees
18 Oct - 19 Oct
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

18. Haven in Hatchville - newly renovated home

Haven in Hatchville - newly renovated home
East Falmouth
The price is £734
includes taxes & fees
30 Sept - 1 Oct
Haven in Hatchville - newly renovated home
A beach with a wooden structure, clear sky, and calm sea.

19. 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, (67 reviews)
"Great location, would stay here again!"
United States
Kinde O.
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
A beach with a clear sky and a crescent moon.

20. Adorable beach house! 3 min walk to beach!

Adorable beach house! 3 min walk to beach!
Popponesset
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay! The place was clean, well decorated, and close to the beach! The property managers were also very nice and easy to reach out to!"
United States
Allison W.
The price is £825
includes taxes & fees
29 Sept - 30 Sept
Adorable beach house! 3 min walk to beach!
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

Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Beautiful location"
mike 2-night trip
Posted 1 hour ago
Riviera Beach Resort

Find out more about Osterville

Osterville Holiday Homes information

Number of reviews
280
Accommodation
2963 Holiday Homes
Lowest Price
£354
Highest Price
£831