A house by a lake with boats.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Osterville holiday homes

A modern kitchen with white cabinets, stainless steel appliances, a marble countertop, and a wooden dining table.

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, (24 reviews)
"Very comfortable, close to town, all around great stay."
United States
Elizabeth C.
The price is HK$3,804
HK$7,764 total
includes taxes & fees
27 Oct - 28 Oct
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
A modern living room with a fireplace, a dining area, and a staircase.

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

Wilton Home - Sunny Retreat, Bike to Beach, Central AC
Barnstable
The price is HK$816
HK$3,994 total
includes taxes & fees
28 Oct - 29 Oct
Wilton Home - Sunny Retreat, Bike to Beach, Central AC
A backyard with a patio, outdoor seating, a barbecue grill, and a wooden fence.

3. 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 HK$1,412
HK$4,739 total
includes taxes & fees
15 Nov - 16 Nov
Charming 3-bedroom house in lovely Barnstable
Private kitchen

4. Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
8.6 out of 10, Excellent, (4 reviews)
"We had a lovely stay! The location was great, with plenty of bars and restaurants nearby. The place was clean, spacious and had everything we needed. Rebecca made the whole process really easy from start to finish. Thank you for a lovely stay!"
United Kingdom
Ellie M.
The price is HK$1,294
HK$3,698 total
includes taxes & fees
1 Nov - 2 Nov
Entire Hyannis Home - Near Downtown & Beaches
A spacious living room with two beige sofas, a coffee table, and a patterned rug.

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
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 HK$1,137
HK$4,021 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
A kitchen with a central island, white cabinets, a gas stove, and a sink.

6. 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 HK$3,688
HK$8,673 total
includes taxes & fees
27 Oct - 28 Oct
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel sink, and a ceiling fan.

7. 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
A modern kitchen with a large island, stainless steel appliances, and grey cabinetry.

8. 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 HK$3,921
HK$7,656 total
includes taxes & fees
27 Oct - 28 Oct
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A dining area with a round table set for four, surrounded by wooden chairs. There is a chandelier above the table, and a wooden cabinet with decorative items on the wall.

9. Historic 5BR Mid Cape w/ Private Lake Access

Historic 5BR Mid Cape w/ Private Lake Access
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved it!!!"
United States
Camila P.
The price is HK$3,411
HK$7,164 total
includes taxes & fees
11 Nov - 12 Nov
Historic 5BR Mid Cape w/ Private Lake Access
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

10. 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, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is HK$1,235
HK$3,397 total
includes taxes & fees
27 Oct - 28 Oct
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A wooden deck with a table and chairs, overlooking a body of water and trees.

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
7.6 out of 10, Good, (5 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 HK$3,872
HK$8,911 total
includes taxes & fees
27 Oct - 28 Oct
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

12. 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 HK$3,764
HK$4,892 total
includes taxes & fees
27 Oct - 28 Oct
Beach Pass Included!
A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

13. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is HK$1,961
HK$3,185 total
includes taxes & fees
9 Nov - 10 Nov
Sal's Place
A deck with wicker furniture and a potted plant.

14. 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 HK$3,725
HK$6,597 total
includes taxes & fees
27 Oct - 28 Oct
Hyannis Hideaway in Cape Cod
A modern kitchen with white cabinetry, a central island with chairs, a wooden dining table, and a stainless steel refrigerator.

15. Hyannis with Waterview [3bd]

Hyannis with Waterview [3bd]
Barnstable
8.0 out of 10, Very good, (3 reviews)
"A very beautiful, modern house. Clean and stocked with all necessary for a comfortable stay. A few minutes walk to pretty beach. 10 minutes walk to ferry harbor and down town . Plenty of restaurants and shops near . We really enjoyed our stay. Pet friendly. Thank you Lloyd"
United States
Eugene C.
Hyannis with Waterview [3bd]
An aerial view of a large house with a swimming pool, a tennis court, and a well-maintained lawn.

16. Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
West Barnstable
10.0 out of 10, Exceptional, (149 reviews)
"Great fit for our family!"
United States
William H.
The price is HK$7,764
HK$13,742 total
includes taxes & fees
23 Nov - 24 Nov
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
A spacious kitchen with a large island, wooden flooring, and a dining area with chairs and a table.

17. Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops

Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
Falmouth
10.0 out of 10, Exceptional, (19 reviews)
"Jessica was absolutely amazing and so was the house! We stayed here for our family vacation and it was perfect. 5 stars all around!"
United States
Kelsey B.
The price is HK$2,974
HK$7,245 total
includes taxes & fees
1 Nov - 2 Nov
Spacious 4BR Cape Escape! Modern Tranquil house close to town, beaches, shops
A living room with a sectional sofa, a coffee table, a TV, and a fireplace.

18. Nice home near Mashpee Commons and all Falmouth has to offer

Nice home near Mashpee Commons and all Falmouth has to offer
Falmouth
6.0 out of 10, (3 reviews)
"Quiet location"
United States
andrea m.
The price is HK$1,918
HK$7,533 total
includes taxes & fees
27 Oct - 28 Oct
Nice home near Mashpee Commons and all Falmouth has to offer
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

19. Charming Family-Friendly Getaway in Sandwich!

Charming Family-Friendly Getaway in Sandwich!
Sandwich
The price is HK$651
HK$3,258 total
includes taxes & fees
28 Oct - 29 Oct
Charming Family-Friendly Getaway in Sandwich!
A covered porch with a pergola, outdoor seating, and a view of a lake.

20. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.8 out of 10, Exceptional, (54 reviews)
"We had the best week at 67 Tide Run! The property is gorgeous. We enjoyed kayaking and fishing from the dock. It was plenty big enough for our family of 10. We are going to miss the views. It’s perfect! You cannot go wrong booking Jamie’s home."
United States
cindy w.
The price is HK$4,313
HK$9,191 total
includes taxes & fees
30 Oct - 31 Oct
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
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

Cape Sands Inn

Cape Sands Inn

8/10 Good
"This was a good option for my family for a brief stay. The only thing is there was no arcade room which I saw listed in the amenities. When we asked the front desk about it, they looked at us like we were strange, but I double checked the Expedia listing and it did list it."
Jake 1-night trip
Posted 1 hour ago
Cape Sands Inn

Find out more about Osterville

Osterville Vacation Homes information

Number of reviews
308
Accommodation
2914 Vacation Homes
Lowest Price
HK$3,185
Highest Price
HK$13,742

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