A house by a lake with boats.

Holiday Homes in Osterville

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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, (22 reviews)
"Very comfortable, close to town, all around great stay."
United States
Elizabeth C.
The price is NZ$1,529
includes taxes & fees
3 Oct - 4 Oct
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
A bedroom with a bed, nightstands, a ceiling fan, and large windows.

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

Wilton Home - Sunny Retreat, Bike to Beach, Central AC
Barnstable
The price is NZ$1,173
includes taxes & fees
29 Sept - 30 Sept
Wilton Home - Sunny Retreat, Bike to Beach, Central AC
A beach with sand, flowers, and a clear sky.

3. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is NZ$1,274
includes taxes & fees
7 Sept - 8 Sept
Sal's Place
A covered outdoor seating area with a fire pit, stone steps, and a view of the surrounding landscape.

4. NEW! Prime Location, Craigville Beach Steps Away

NEW! Prime Location, Craigville Beach Steps Away
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. You can’t beat the location. The cottage felt very roomy for 6 of us in there. Very good communication with owner."
United States
Timothy M.
NEW! Prime Location, Craigville Beach Steps Away
A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

5. 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 NZ$873
includes taxes & fees
6 Oct - 7 Oct
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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.
The price is NZ$872
includes taxes & fees
1 Oct - 2 Oct
Entire Hyannis Home - Near Downtown & Beaches
A living room with a white sofa, a coffee table with a glass vase, and a view of the outdoors through a large window.

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 NZ$1,888
includes taxes & fees
7 Sept - 8 Sept
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
A kitchen with a central island, white cabinets, a gas stove, and a sink.

8. 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 NZ$1,844
includes taxes & fees
30 Sept - 1 Oct
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
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
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 NZ$2,185
includes taxes & fees
2 Oct - 3 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)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is NZ$2,230
includes taxes & fees
15 Sept - 16 Sept
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A wooden deck with a wooden bench, a railing, and a window.

11. 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 NZ$1,321
includes taxes & fees
28 Sept - 29 Sept
Hyannis Hideaway in Cape Cod
A deck with a fire pit, outdoor seating, and a blue umbrella.

12. 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 NZ$1,266
includes taxes & fees
8 Sept - 9 Sept
Cozy Cottage walk to Menauhant Beach
A modern kitchen with white cabinetry, a central island, skylights, and a view of the outdoors.

13. Recently renovated 3 bedroom

Recently renovated 3 bedroom
Falmouth
10.0 out of 10, Exceptional, (3 reviews)
"Stay was awesome! Perfect house for family gatherings "
United States
Diana P.
The price is NZ$2,034
includes taxes & fees
15 Sept - 16 Sept
Recently renovated 3 bedroom
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

14. Haven in Hatchville - newly renovated home

Haven in Hatchville - newly renovated home
East Falmouth
The price is NZ$1,699
includes taxes & fees
8 Sept - 9 Sept
Haven in Hatchville - newly renovated home
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, (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 NZ$1,206
includes taxes & fees
6 Oct - 7 Oct
Beach Lovers Escape
A beach with a wooden structure, clear sky, and calm sea.

16. 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)
"Loved the house. Had everything we needed and more!"
United States
Erica H.
The price is NZ$983
includes taxes & fees
28 Sept - 29 Sept
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
A room with a yellow wall, a large mirror, a dresser with floral patterns, a gray sofa, and a red curtain.

17. 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 NZ$1,199
includes taxes & fees
7 Sept - 8 Sept
Beach Pass Included!
A covered porch with wicker furniture, a potted plant, and a view of a street.

18. Cape Cod Hyannis Rendezvous'

Cape Cod Hyannis Rendezvous'
Barnstable
10.0 out of 10, Exceptional, (15 reviews)
"Nice stay close to town"
United States
Daniel m.
The price is NZ$1,574
includes taxes & fees
17 Sept - 18 Sept
Cape Cod Hyannis Rendezvous'
A bedroom with a bed, bedside table, lamp, and a view through the window.

19. Dream beach home on Lewis Bay with ocean views & amazing outdoor areas

Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
West Yarmouth
9.2 out of 10, Wonderful, (33 reviews)
"Great stay"
United States
Christian Z.
The price is NZ$1,604
includes taxes & fees
6 Oct - 7 Oct
Dream beach home on Lewis Bay with ocean views & amazing outdoor areas
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

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

10/10 Excellent
"The service was exceptional. It was not good weather during our stay, but the indoor pool and all the activities around the property kept us busy. Breakfast buffet was great!"
kassandra 2-night trip
Posted 7 hours ago
Sunbird Cape Cod Resort

Find out more about Osterville

Osterville Holiday Homes information

Number of reviews
296
Accommodation
2962 Holiday Homes
Lowest Price
NZ$872
Highest Price
NZ$2,230