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Compare 2344 Vacation Homes in Osterville with updated reviews, rates, and availability.

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Living area

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (5)
"We thoroughly enjoyed our one-month stay in Brewster. The house is beautifully decorated, with a fully equipped kitchen and Weber gas grill. The host provides timely responses to inquiries and is very accommodating. We especially loved the proximity to the 25-mile Cape Cod Rail Trail for running, walking & biking, and the wild turkeys who wandered through the yard. We would highly recommend this property for your next vacation!"
The price is SAR 563
SAR 2,703 total
includes taxes & fees
6 Jan - 7 Jan
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.
Tv/media-room.

Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.

10.0 out of 10, Exceptional, (24)
"Nice upper suite. Clean rooms. It was nice that linens were provided. It had a small mini fridge and small microwave stacked on a table. A table to sit at would have been nice. 2 small mugs and 2 plastic wine glasses were supplied as well. I stayed for 6 nights so I just kept rinsing out my mug. 2 separate AC units provided comfortable temperature. Nice quiet area. The deck was nice. It was wet from condensation in the morning and then hot in afternoon with full sun so I didn’t use it. ...
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Grand living room; capeoceanvista

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (107)
"Really amazing, breathtaking views, private! A great retreat for family time. "
The price is SAR 2,249
SAR 4,298 total
includes taxes & fees
6 Jan - 7 Jan
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches
Cathedral Cape located in the highly desirable Katama area of Edgartown

Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches

10.0 out of 10, Exceptional, (89)
"My friends and I stayed at this wonderful property for my birthday celebration. We had a wonderful time. This is the best supplied Vrbo house I have ever stayed in and I have stayed in many. Korrie is a perfect host and her house is amazing. Great for a family with kids in that there are 2 separate fun areas for kids and grownups! We played ping pong and put puzzles together. The first floor bedroom is perfect for those who don't love stairs. I rate this house as 5/5 stars! Thank you...
Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches
Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

10.0 out of 10, Exceptional, (52)
"Immaculate home with Cape Cod charm! Fabulous location. Excellent communication with Michael. Quick response to questions. Would absolutely stay again."
Darling Cape Cottage - Steps from Downtown Harwich Port
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Exterior

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (28)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Cape Cod cottage
Exterior

Cape Cod cottage

9.6 out of 10, Exceptional, (95)
"House was very clean. Nicely decorated. Peaceful. Has everything you may need. Check in and check out was smooth. I even walked in to a nice little surprise. Highly recommend."
Cape Cod cottage
Large New Seabury Home with Heated Pool and Hot Tub
The perfect backyard for summer fun. A brand new hot tub and pool await.

Large New Seabury Home with Heated Pool and Hot Tub

10.0 out of 10, Exceptional, (38)
"A bit thank you to Tory for her beautiful, clean, and well appointed house on Cape Cod. Having master bedrooms on each floor was a real plus. The house was fully stocked for our Thanksgiving cooking needs and we loved the large great room on the first floor. The smaller rooms, and the office, were both appreciated. And having an enclosed back yard was a bonus. (Too bad the pool and hot tub were not on the late November list of things to do.)"
Large New Seabury Home with Heated Pool and Hot Tub
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

9.4 out of 10, Exceptional, (3)
"Location was great for us. Beds were very clean and comfortable and many bedrooms. Kitchen view was amazing and appliances worked well. Overall, very nice, quiet vacation home. "
Waterfront, Incredible Views and Private Dock!
Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location
Living area

Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location

Charming 3-bedroom house with WiFi and AC in enchanting West Yarmouth location
STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME
Property grounds

STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME

2.0 star property
10.0 out of 10, Exceptional, (4)
"What a fun time for my whole family! This charming beach cottage is beach themed decorated and so classy. The host was very friendly and got back to us immediately when we had questions. It was so easy and relaxing to have everything in one place (beach is literally steps away). My teenagers had just as much fun as my little kids. Had wine on the balcony of the master bedroom with my wife --with an amazing view of the ocean--this place is a homerun. Cant wait to return!"
STEP DIRECTLY ONTO YOUR PRIVATE MAUSHOP VILLAGE BEACH AT THIS SEASIDE TOWNHOME
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Access to pond with dock and paddle boat!

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (22)
"Thank you Thomas and Julie, had a great week, so convenient and Welcoming. "
The price is SAR 563
SAR 3,675 total
includes taxes & fees
8 Jan - 9 Jan
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay

Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay

8.8 out of 10, Excellent, (64)
"We truly enjoyed our time at the Cape. The house was clean, nicely decorated and well equipped with new kitchen appliances. In a nice neighborhood. Only a few issues. Clothes dryer did not work. Upstairs toilet flushing mechanism was tricky. And downstairs dehumidifier had no instructions and would have overflowed had we not discovered that it drained into a closet. We tried reached out to manager and owner but heard nothing. But those things didn’t affect our trip much. Just caused some...
Relaxing Retreat with Firepit & Outdoor Shower - Near Atlantic & Cape Cod Bay
Quiet Winter Vacay on the Cape
Quintessential Cape Cod Home

Quiet Winter Vacay on the Cape

10.0 out of 10, Exceptional, (82)
"As an extended family- TX, ME, PA and MA we have been summering in Cotuit for over 20 yrs. First time in this property although saw it often on walks during previous stays. Everything we hoped! Gorgeous screen porch, great spot for long family meals, easy access to beaches ! Great stay . thank you"
Quiet Winter Vacay on the Cape
Cozy 2 bdrm sleeps 5. Walk to Electric Av Beach, Main St, Canal, Mass Maritime.
Front of 32 Buzzards Bay Ave.

Cozy 2 bdrm sleeps 5. Walk to Electric Av Beach, Main St, Canal, Mass Maritime.

10.0 out of 10, Exceptional, (12)
"This property has everything you need and more. It is very well organized, and directions are there for every question you might have. Would definably stay again. Our son goes to MMA and it's within walking distance, on a nice day. "
Cozy 2 bdrm sleeps 5. Walk to Electric Av Beach, Main St, Canal, Mass Maritime.
Your Oasis Awaits
Exterior

Your Oasis Awaits

9.8 out of 10, Exceptional, (38)
"This is a lovely property near Mashpee. It is very close to the beach and part of a larger resort community. Very convenient to other areas (most of the Cape is within an hour's drive--Ptown slightly longer). Extremely quiet and comfortable. Lovely outdoor seating area. Very cozy. "
Your Oasis Awaits
Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

Petite beach home overlooking Follins Pond w/ central A/C and private gas grill

8.6 out of 10, Excellent, (11)
"We liked the privacy of this small house near the pond (it may not be the best for swimming, but perfect for kayaking and for the views). Outdoor shower, the kayak, clean comfortable bedding, and Vacasa's responsiveness to our questions were high positives. The interior is rather very outdated, but if you expect a cabin - not a luxurious mansion, you won't be disappointed "
Petite beach home overlooking Follins Pond w/ central A/C and private gas grill
Heated Pool AC 1/2 Mile to Beach!

Heated Pool AC 1/2 Mile to Beach!

10.0 out of 10, Exceptional, (13)
"This property was perfect for sharing beautiful memories with the family."
Heated Pool AC 1/2 Mile to Beach!
Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub
View from Deck overlooking the pond

Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub

10.0 out of 10, Exceptional, (94)
"Great location, even with the weather being awful we were able to utilize some of the amenities. "
Beach front, fenced yard, pet friendly, central air, fire pit, kayaks, hot tub
Sleeps 12, amazing view, tennis court, basketball court, beaches
Living area

Sleeps 12, amazing view, tennis court, basketball court, beaches

9.6 out of 10, Exceptional, (37)
"It was a great place to hangout with family members. I lot of places to plop down with a book, a lot of things to do to keep people busy - just a great time."
Sleeps 12, amazing view, tennis court, basketball court, beaches
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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Other property types in Osterville

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

9.4 out of 10, Exceptional, (38)
"We enjoyed the time spending there. That is mostly fit us well due to the circumstance for which we were there. My wife liked every minute of it and so did I; but I simply wish there were some coffee there, along with the coffee maker. So, I wouldn’t have to go out just for that, the first night we got there. "
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (307)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is SAR 603
SAR 690 total
includes taxes & fees
6 Jan - 7 Jan
The Club at New Seabury
Oceanside 2 - SD335
Exterior

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335
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.