House in Osterville, MA
20 guests · 8 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
About this house rental
Our family home "Anchor to Windward" features 8 bedrooms and 7.5 baths on a 2-acre lot consisting of a main house with 5 bedrooms and 5.5 baths and a boathouse with 3 bedrooms and 2 baths overlooking a private beach on West Bay in Osterville, MA. The majority of bedrooms all have water views! The property features a deep water dock perfect for fishing and an outdoor 7-person seasonally operated hot tub/spa on an elevated deck with sunset views. The boat house has its own kitchen/family room and a garage/room that can be used for small gatherings. There is also an outdoor shower & changing rooms by the beach that guests are welcome to use. The main house features an updated high-end kitchen with wet bar, ice machine and wine cooler, and a full sized billiard table in the family room off the kitchen -- perfect for entertaining and family gatherings. Start your day swimming, paddle boarding, or kayaking in the bay and finish it off with a cocktail in the sunroom with wall-to-wall windows overlooking spectacular sunset views. Our home has A/C throughout and is located a short bike ride (1 mile) into Osterville for boutique shopping, groceries, and local coffee shops. Catching the island ferry for a day trip to Nantucket or Martha's Vineyard is just a quick 15 minute drive to Hyannis. Nothing is missing from this gorgeous and perfectly located summer home!
Note: During winter rental months, the boathouse is closed for the season.
Note: During winter rental months, the boathouse is closed for the season.
Amenities at 8 Bedroom Home on Private Beach with Sunset Views Overlooking West Bay
Non-smoking
Pets allowed
Map of Osterville, MA
Ratings and reviews
10 / 10Outstanding·Nov 2021
Great
10 / 10Outstanding·Oct 2016
Our party consisted of 6 couples in town for a wedding at a nearby club. The property exceeded our expectations with plenty of room, activities and character. This property is in a perfect and private setting with beautiful sunsets and plenty of space to spend outdoors. Our group gravitated to the main house for meals and wandered down to the boat house for a cocktail for the evenings. The guests stayed busy by playing tennis, beach volleyball, billiards, using the hot tub and of course going down the slide! This is a precious home that has been well cared for and is a classic cape experience.
10 / 10Outstanding·Mar 2016
This house is huge and beautiful. We arrived with 16 members over three generations of our family. The house and property were immaculate. The 16 of us were accommodated comfortably between the house and boathouse. The house is beautifully furnished. There are 2 large eating areas, the formal dining room, and a nice sized breakfast room off a large modern, fully equipped kitchen. A large laundry room also houses an extra refrigerator. Off the comfortable living room is a less formal sunroom, ideal for morning coffee and evening cocktails, overlooking the outdoor terrace and the sailboats in the bay. The whole house is suffused with light and the gentle breeze off the water giving the place a cool comfort on the warmest of days. Upstairs, all bedrooms look out on the water. A casual and inviting boathouse is perfect for sunset cocktails while the kids play on the dock and beach. And most memorable are those sunsets over the bay.
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Top rated by guests
10Outstanding
(4 Ratings)
"Great"
Conor L.Don't miss out! Price and availability may change
