Osterville Vacation Homes

Osterville Vacation Homes
Massachusetts
United States of America
Vacation Homes
Expedia.com.hk

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Our top choices for Osterville holiday homes

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

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

A modern living room with a sofa, coffee table, and a TV on a stand.

A covered outdoor deck with wicker furniture, a blue sofa, and a wooden 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)

10/10

Exceptional

(24 reviews)

"Denise was an amazing host and very welcoming! We can’t wait to go back next year!"

Carrie B.

The price is HK$3,805

HK$3,805

HK$7,767 total

includes taxes & fees

12 Nov - 13 Nov

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

A modern living room with a fireplace, a dining area, and a staircase.

A spacious room with a dining table, two sofas, a rocking chair, and large windows with blinds.

A modern kitchen with white cabinetry, a dining table with chairs, and a large window providing natural light.

A kitchen with wooden cabinets, a white countertop, a sink, and a dining area with white chairs.

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

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

Barnstable

The price is HK$855

HK$855

HK$3,978 total

includes taxes & fees

10 Nov - 11 Nov

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

A backyard with a patio, outdoor seating, a barbecue grill, and a wooden fence.

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

A wooden outdoor shower with a white wall and a sloped roof.

A sandy beach with a calm lake and a forested hill in the background.

3. Charming 3-bedroom house in lovely Barnstable

Charming 3-bedroom house in lovely Barnstable

Barnstable

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Excellent stay! Loved the home! "

Cailee B.

The price is HK$1,412

HK$1,412

HK$4,741 total

includes taxes & fees

15 Nov - 16 Nov

Charming 3-bedroom house in lovely Barnstable

A living room with a sectional sofa, a wooden coffee table, a blue and white rug, and a window with a 'BEACH' sign.

A kitchen with a white door, beige cabinets, a window, a coffee maker, and a starfish-patterned rug.

A single-story house with a picket fence, a front door, and a small porch area.

A living room with a fireplace, a sofa, a television, and a window with blinds.

4. Great Home Close to Craigville Beach

Great Home Close to Craigville Beach

Barnstable

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"Easy booking very clean and convenient for our families wedding event"

James B.

The price is HK$2,118

HK$2,118

HK$4,822 total

includes taxes & fees

5 Nov - 6 Nov

Great Home Close to Craigville Beach

A kitchen with a dining area, a ceiling fan, and a view to an outdoor patio.

A living room with a fireplace, a dining area, and a kitchen.

A bedroom with a bed, nightstands, a ceiling fan, and two windows.

A living room with a sectional sofa, a glass coffee table, a side chair, a fireplace, and a large window with curtains.

5. Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach

Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach

Sandwich

The price is HK$1,569

HK$1,569

HK$3,080 total

includes taxes & fees

31 Oct - 1 Nov

Cozy 3BR 2 Ba Home, Mins to Sandwich Center, Mashpee, Ocean & Fresh Water Beach

A spacious living room with two beige sofas, a coffee table, and a patterned rug.

A restaurant interior with wooden tables and chairs, a brick wall, and a brick oven.

A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

An aerial view of a coastal town with a marina, boats, and residential areas.

6. 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)

9.0/10

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."

Jen M.

The price is HK$1,138

HK$1,138

HK$4,022 total

includes taxes & fees

2 Nov - 3 Nov

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

A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel sink, and a ceiling fan.

A wooden pergola with a sign reading "Beach House" and a backyard with a paved patio, a wooden fence, and a small shed.

A modern living room with a wooden dining table, wicker chairs, a large TV, and artwork on the walls.

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)

10/10

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. "

Jim C.

The price is HK$2,071

HK$2,071

HK$5,253 total

includes taxes & fees

31 Oct - 1 Nov

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

A hot tub with a wooden deck and lounge chairs, a patio area with a fence, and a CINZANO sign.

A room with a fireplace, a television, and a view of greenery outside.

A dining area with a checkered floor, a bench, and a table with chairs.

A red and white lighthouse, a fountain, and a well-maintained garden with green grass and flowering plants.

8. Beach Pass Included!

Beach Pass Included!

Barnstable

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

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!"

Sara D.

The price is HK$1,961

HK$1,961

HK$2,568 total

includes taxes & fees

5 Nov - 6 Nov

Beach Pass Included!

A beach with sand, flowers, and a clear sky.

A stone monument with 'Hyannis Harbor - Gateway to the Sea' inscribed, an American flag, and a clear sky.

9. Sal's Place

Sal's Place

2.0 star property

Hyannis

The price is HK$1,961

HK$1,961

HK$3,186 total

includes taxes & fees

1 Nov - 2 Nov

Sal's Place

10. Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches

Barnstable

8.6 out of 10, Excellent, (4 reviews)

8.6/10

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!"

Ellie M.

The price is HK$1,357

HK$1,357

HK$3,807 total

includes taxes & fees

4 Nov - 5 Nov

Entire Hyannis Home - Near Downtown & Beaches

A kitchen with a central island, white cabinets, a gas stove, and a sink.

A living room with a blue sofa, striped sofa, and patterned armchair, a glass coffee table, and a fireplace.

A wooden deck with a white railing, surrounded by trees with autumn foliage.

A two-story house with a front porch, a garage, and a landscaped driveway.

11. 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)

8.4/10

Very good

(10 reviews)

"Easy check in, lots of room for people. Needs a little updating and it will be perfect."

Austin S.

The price is HK$3,689

HK$3,689

HK$8,631 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A kitchen with wooden cabinets, a white countertop, a sink, and a window with curtains.

A bedroom with a canopy bed, two nightstands, a lamp, and a wall-mounted telephone.

A red house with a blue door, a white picket fence, and a flag.

12. 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)

10/10

Exceptional

(2 reviews)

"We absolutely loved it!!!"

Camila P.

The price is HK$2,934

HK$2,934

HK$6,547 total

includes taxes & fees

18 Nov - 19 Nov

Historic 5BR Mid Cape w/ Private Lake Access

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

A house with a patio area featuring outdoor furniture and a fire pit.

A staircase with wooden steps and a handrail, leading to an upper floor.

A spacious kitchen with a large island, dark wooden chairs, and pendant lighting.

13. 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)

10/10

Exceptional

(41 reviews)

"Beautiful home"

steven c.

The price is HK$3,923

HK$3,923

HK$7,659 total

includes taxes & fees

1 Nov - 2 Nov

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

A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

A residential driveway with two parked cars, a gravel path, and a wooden deck with potted plants.

A boat docked at a concrete pier with a sandy shore in the background.

A living room with a TV, couch, and wooden panel wall.

14. 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)

10/10

Exceptional

(45 reviews)

"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."

Michele M.

The price is HK$1,236

HK$1,236

HK$3,425 total

includes taxes & fees

1 Nov - 2 Nov

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.

A staircase with a wooden handrail and white balusters, leading to a landing with a sign reading "CAPE COD MASSACHUSETTS".

A two-story house with a front entrance, a garage, and a driveway.

A lakeside setting with chairs and canoes.

15. 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)

7.6/10

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."

Molly R.

The price is HK$3,874

HK$3,874

HK$8,878 total

includes taxes & fees

31 Oct - 1 Nov

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

A deck with wicker furniture and a potted plant.

A kitchen with grey cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

A bedroom with a bed, a wooden wardrobe, a television, and a bathroom visible through an open door.

16. Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod

Barnstable

9.8 out of 10, Exceptional, (11 reviews)

9.8/10

Exceptional

(11 reviews)

"Extremely clean house. A great location. We were happy with the house. Great communication with the host."

Nathalie M.

The price is HK$3,726

HK$3,726

HK$6,644 total

includes taxes & fees

12 Nov - 13 Nov

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.

A modern living room with a grey sofa, white chairs, a wooden coffee table, and a ceiling fan.

A two-story house with a gabled roof, a front porch, and a well-maintained lawn.

A marina with boats docked, a wooden walkway, and a clear blue sky.

17. Hyannis with Waterview [3bd]

Hyannis with Waterview [3bd]

Barnstable

8.0 out of 10, Very good, (3 reviews)

8.0/10

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"

Eugene C.

The price is HK$1,683

HK$1,683

HK$7,187 total

includes taxes & fees

2 Nov - 3 Nov

Hyannis with Waterview [3bd]

An aerial view of a large house with a swimming pool, a tennis court, and a well-maintained lawn.

A hot tub with a pool in the background, surrounded by greenery and outdoor furniture.

A spacious interior with a wooden staircase, a dining area with chairs, a large rug, and a painting on the wall.

A spacious kitchen with a wooden dining table, black chairs, and white cabinetry.

18. 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)

10/10

Exceptional

(149 reviews)

"Great fit for our family!"

William H.

The price is HK$7,767

HK$7,767

HK$13,746 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.

A modern kitchen with a central island, stainless steel appliances, and a large window providing a view of the outdoors.

A modern kitchen with a large island, blue cabinets, and a wooden barn-style door.

A modern living room with white leather sofas, a wooden coffee table, and a large window with a view of the outdoors.

19. 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)

10/10

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!"

Kelsey B.

The price is HK$2,975

HK$2,975

HK$7,247 total

includes taxes & fees

1 Nov - 2 Nov

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

A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

A wooden-paneled bedroom with a bed, towels, a lamp, and a window.

A single-story house with a front door, a small porch, and a fenced yard.

A cozy living room with a sofa, a chair, a television, and a fireplace.

20. Charming Family-Friendly Getaway in Sandwich!

Charming Family-Friendly Getaway in Sandwich!

Sandwich

The price is HK$518

HK$518

HK$3,089 total

includes taxes & fees

8 Nov - 9 Nov

Charming Family-Friendly Getaway in Sandwich!

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

Inn on the Square

8/10 Good

"Property a little tired. Room had a v noisy refrigerator . Staff wonderful."

Bethan 1-night trip

Posted 4 hours ago

Inn on the Square

Hyannis Travel Inn

10/10 Excellent

"N/a"

Mary 2-night trip

Posted 6 hours ago

Hyannis Travel Inn

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Very clean very updated"

anthony 1-night trip

Posted 1 day ago

Uncommoner Hotel by Reverie Boutique Collection

Sunbird Cape Cod Resort

8/10 Good

"Room was OK. It was clean and comfortable. Missed breakfast one day due to a power outage, but that wasn’t their fault."

James 2-night trip

Posted 1 day ago

Sunbird Cape Cod Resort

Bayside Resort Hotel

8/10 Good

"Both bars were never open at the same time. However the rooms were clean, a little outdated but clean, breakfast was great and we really enjoyed the smokes by the fire pit."

Roxanne 2-night trip

Posted 1 day ago

Bayside Resort Hotel

Sea Crest Beach Resort

10/10 Excellent

"The hotel is amazing, very nice beach view and the staff is so friendly"

Alessandra 2-night trip

Posted 3 days ago

Sea Crest Beach Resort

Vineyard Harbor Motel - Private Beach

10/10 Excellent

"We always have a wonderful time here,"

Joseph 2-night trip

Posted 4 days ago

Vineyard Harbor Motel - Private Beach

Find out more about Osterville