A house by a lake with boats.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Osterville vacation 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, (24 reviews)
"Very comfortable, close to town, all around great stay."
United States
Elizabeth C.
The price is CA $606
CA $1,284 total
includes taxes & fees
Oct 4 - Oct 5
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 CA $192
CA $776 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $461
CA $1,521 total
includes taxes & fees
Oct 7 - Oct 8
Classic Cape Escape in Charming Cotuit
A sandy beach with a calm lake and a forested hill in the background.

4. 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 CA $359
CA $936 total
includes taxes & fees
Oct 12 - Oct 13
Charming 3-bedroom house in lovely Barnstable
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
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 CA $179
CA $701 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Private kitchen

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 CA $242
CA $687 total
includes taxes & fees
Oct 4 - Oct 5
Entire Hyannis Home - Near Downtown & Beaches
A beach with clear blue water and a sandy shore.

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.
The price is CA $376
CA $957 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $713
CA $1,398 total
includes taxes & fees
Oct 19 - Oct 20
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
A kitchen with a central island, white cabinets, a gas stove, and a sink.

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 CA $670
CA $1,548 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Lake House for Large Groups w Private Acre+ short path to Lake
A hot tub under a wooden pergola with string lights, surrounded by a garden and a pool.

10. 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 CA $527
CA $687 total
includes taxes & fees
Oct 4 - Oct 5
Beach Pass Included!
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)
"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 CA $704
CA $1,592 total
includes taxes & fees
Oct 4 - Oct 5
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
A beach with sand, flowers, and a clear sky.

12. Sal's Place

Sal's Place
2.0 star property
Hyannis
The price is CA $526
CA $773 total
includes taxes & fees
Oct 4 - Oct 5
Sal's Place
A boat docked at a concrete pier with a sandy shore in the background.

13. 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 CA $249
CA $651 total
includes taxes & fees
Oct 6 - Oct 7
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A wooden deck with a wooden bench, a railing, and a window.

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 CA $676
CA $1,209 total
includes taxes & fees
Oct 4 - Oct 5
Hyannis Hideaway in Cape Cod
A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

15. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
4.0 out of 10, (1 review)
"Excellent vacation in a great spot but the property needs some care."
United States
Art E.
The price is CA $121
CA $657 total
includes taxes & fees
Oct 4 - Oct 5
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
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, (67 reviews)
"Great location, would stay here again!"
United States
Kinde O.
The price is CA $355
CA $737 total
includes taxes & fees
Oct 12 - Oct 13
SANDTRAP! BEACH short walk! Marinas, Golf, Shopping & Restaurants short drive!
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 CA $249
CA $731 total
includes taxes & fees
Oct 18 - Oct 19
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
A modern kitchen with white cabinetry, stainless steel appliances, a large island, and a view of greenery outside.

18. 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 CA $249
CA $955 total
includes taxes & fees
Oct 18 - Oct 19
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
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.

19. 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 CA $301
CA $1,001 total
includes taxes & fees
Oct 5 - Oct 6
Beach Lovers Escape
A beach with clear water and a sandy shore.

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, (53 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
The price is CA $636
CA $1,460 total
includes taxes & fees
Oct 30 - Oct 31
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Tracy 3-night trip
Posted 1 hour ago
Hyannis Travel Inn

Find out more about Osterville

Osterville Vacation Homes information

Number of reviews
303
Accommodation
2904 Vacation Homes
Lowest Price
CA $651
Highest Price
CA $1,619

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