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Osterville Vacation Home Rentals(63)

63 Results
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 13
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 11
(3)
$2,900 - $3,900
per week
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
(4)
3 - 14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
1 Review
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
1 Review
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 8
2 Reviews
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
$229 - $250
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$1,400 - $1,800
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
  • 6 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
  • 11 BR,
  • 7 BA,
  • Sleeps 12
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(5)
7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 Review
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
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Recent Osterville Reviews

Beautiful and spacious Osterville/Cape home

5 of 5
A great home for a wonderful vacation. Located in the town of Osterville, the home is a short walk to the downtown area of shops, restaurants and stores. Fancy's market has a nice little selection of groceries, wine and beer. Better yet, order some sandwiches and deli salads to take home or on a picnic. You also have access to the nearby resident beach that is a long walk or short ride from the home. Hyannis is a very scenic 10 minute drive . Plenty of shops and restaurants there to explore, The home is very comfortable for a larger group, There is a nice and spacious family/living room at the front of the house and a separate television room off the large dining room. The five bedrooms were perfect for a varied crowd. My parents stayed in the separate second master. Our daughter attends college in Boston so she had two friends come down and stay with us on separate days. We cooked in two nights, which was a breeze since the kitchen is well stocked with just about any pot, pan or utensil you need. The outdoor grill was great and is hooked up to city gas. It was clean and the grill utensils were new. Great fire pit outside and the s'mores couldn't have been better. Everyone of our group loved the experience; from 12 to 74. As for the owners, Kristen and Rich, they could not have been more helpful and accommodating. Everything was as promised. I mentioned to Kristen that we were there to celebrate our daughter's 21st birthday. The first thing we see as we all enter the Kitchen is a bouquet of flowers with a happy birthday note for our daughter. First class all the way. I recommend a stay here if you have a chance. If I get a chance to go back to the Cape, that's where I'll be.
  • Submitted: Aug 7, 2014
  • Stayed: Jul 2014

Delightful decor and charmingly comfortalbe

5 of 5
This is a gem of a rental for a family that prizes exceptional comfort in a style that suggests a New England version of "Southern Living." Having spent many years in Osterville, my husband and I were delighted to see the pictures of this lovely home with its tasteful décor and sunlit rooms. The owner attended to our every need; he offered useful suggestions and local lore gained from his many years in the area. We were amazed at the spaciousness of every room. The master bedroom, with its walk-in closet, and the guest bedrooms are not only lovely, but also each has its own full bathroom. Although the weather in early June was rainy, with so many rooms, we found our family and ourselves entirely comfortable. Strolling the charming main street, as we often had many years ago, we found the new library a delightful and useful attraction. However, the best of the town hadn’t changed -nestled between salt-water bays, Osterville offers not only charm but a beach and a lovely golf course. For anyone who is hoping to rent an enchanting, spacious home in one of the Cape’s most charming towns, this is a wonderful choice.
  • Submitted: Oct 1, 2013
  • Stayed: Jun 2013

Great family house by the water

4 of 5
This house was perfect for two families - with 5 kids from 6 -12. The house is clean and comfortable - not fancy or new - but everything worked fine. Plenty of space in the house and on the deck, with a big long lawn in front stretching down to the water. There is a small beach which is swimmable and great for kayaks. Osterville is an easy walk with good grocery stores/cafes etc. Nearest accessible beach (without need for permits) was Craigsville.
  • Submitted: Jul 23, 2012
  • Stayed: Jul 2012