Rare Nature Lovers Waterfront compound on an unspoiled fresh spring fed pond. Located in the exclusive Wianno section, less than a mile drive to our pristine public beach on Nantucket sound (permit provided), clamming, shell hunting and boating. Walk, bike, or take the car to downtown Osterville offering upscale shopping and fine dining. Or BBQ (gas grill provided), swim, kayak (bring your own) or fish in the back yard. In the winter ice skate, make smores in the fire pit or ice fish on the pond. Property abuts the 18th hole golf course on one side, the lake in front, across the road from the 1st hole/checkin.. Please note during the summer high season there is a 7 night minimum and change over day is Saturday. For the month of June I would consider a three day weekend rental.

"Ivy Woods"- turning back time at this Osterville nature retreat. This waterfront property is a hidden gem sited on Neck Pond with 200+ ft. of waterfront frontage on 1.25 acres of land. The pond views are peaceful while the wooded lot makes you feel like you are at a camp retreat. Bird watchers will enjoy morning coffee with wood peckers, ducks, squirrels, bluejays and more. Two owls will greet you in the evening. "Buster" the huge bull frog can be heard during the summer nights. The Main House was built in 1914 & retains the charm of its original architecture with pine wood floors, 2 wood-burning fireplaces, wood paneled walls upstairs, 5 bedrooms, 4 baths, sunroom & enclosed porch overlooking the pond. There are in window air conditions which usually are not needed until August. The boat house & picnic area make a great play room & entertaining space on the sandy shore of the pond. Outdoor fire pit and BBQ (gas) provided (next to the volley ball and tether ball sanded area. The driveway is large and can park 5+ cars. This is the ultimate vacation destination in itself. There is no need to ever leave. 1st floor master en suite bathroom (tub/shower) to bedroom with King Bed. 2nd bedroom- 1st floor en suite bathroom (tub/shower newly renovated 2021) to bedroom with Trundle that pulls out to another twin Bed. 3rd bedroom-2nd fl has King Bed with water view. 4th bedroom-2nd fl has two twin beds. 5th bedroom-2nd fl is smaller but has full/double bed with water view. Newly painted living room in 2022. Coastal furnishings. 2/2021 renovated bathroom with rain shower in 1st upstairs bathroom. Shower with jets 2nd upstairs bathroom renovated 5/2021. Outdoor picnic tables near BBQ and a fire pit for the evenings overlooking the water. This vacation home can sleep 8 maximum. The living room with fireplace and waterview has HDMI Ipad compatible TV with DVD player. At the end of the living room is a formal dining area which seats 6 easily. Ivy Woods is ideal for family reunions, holidays, and special occasions. This family compound provides you with modern conveniences and comfortable accommodations in a relaxed setting – an excellent base for exploring Cape Cod. Park your car and walk to great shops, restaurants, ice cream parlors, art galleries, beaches, and concerts. The fully equipped kitchen has updated refrigerator also offering a newer full size newer washer and dryer in a lower level laundry area for your convenience. There is WIFI and booster available to stay connected as well as air conditioning units to keep you cool when needed. The kitchen has an AlexaPure drip water filtration system. The enclosed screened in porch offering comfy seating with a water view as a special spot to sit back with a book or just people watch as your family enjoys the pond activities. Ivy Woods House Features Comfortably sleeps 8 people in beds with tastefully decorated bedrooms . Please strip beds at end of stay by 9 am and throw downstairs so we may start the laundry. Spacious living and family rooms, enclosed porch, sun room all with water views. Large off kitchen dining area/table which seats 8. Outdoor gas BBQ grill. Private backyard with picnic tables and game/beach shed. Movies, board games, lacrosse sticks, darts, water noodles and inflatables, and other fun entertainment in the game shed/boat house. There is a seven night minimum which starts Saturdays during the summer.

There is a basement gardeners/house manager apartment with side separate outdoor entrance that is used in the summer. It does not have access to the house. We support composting for our organic vegetable garden. the potted flowers will be watered/attended to as needed usually in the morning. Fridays in the summer the historical museum down our street hosts an organic farmers market you can walk to. Crosby's boat yard, with the chart house restaurant on the harbor/water is about a mile away. Crisp pizza is a must do restaurant with some outdoor seating, fire pit, ping pong, outdoor bar area.

I will be staying most summer weeks in town if you need additional assistance or have questions. I will also come to tend to the vegetable garden when needed!

Bike, walk, or car to town and attractions. The Hyannis airport is just 15-20 mins away. Logan Airport in Boston is 1 hr 15 mins away depending upon the traffic. There is a bus out of Hyannis that goes to Logan airport and most use it instead of driving.

Osterville's business district includes a public library, gift stores, women's fashions, restaurants, a small market, banks with ATMs, a pizza place, package store (spirits), a U.S. Post Office, a hardware store, art galleries, barber and beauty shops, and real estate brokers. During July and August, Osterville's population swells due to seasonal residents. Many summer residents maintain a second house in Osterville while residing most of the year in the Greater Boston area. The village is known for its oceanfront estates in the Wianno section of town. The cemetery for the village of Osterville is the Hillside Cemetery on Old Mill Road. The Osterville Historical Museum, established in 1931, preserves the history of Osterville for all of those who love her, past, present, and future. The museum includes the largest collection of wooden boats in Massachusetts and is home to the Crosby Boats. The Crosbys are America's oldest, currently active, wooden boat building family. The Cammett House, the oldest house in Osterville, and the Captain Jonathan Parker House, owned by a 1820s coastal schooner captain, are also located on the museum campus. A series of boat shops includes the 1850 original Herbert F. Crosby boat shop. Every Friday mid-June to mid-September, the museum hosts the Osterville Farmers' Market.[1] Armstrong-Kelley Park, the oldest and largest privately owned park on Cape Cod, is located in Osterville. Crosby Boat Yard is port to the Crosby catboat, and the Wianno senior, the latter a favorite of nearby Hyannisport resident President John F. Kennedy. A steel drawbridge connects the village to Little Island and Grand Island (also known as Oyster Harbors), a gated community featuring many luxury houses and a private country club. The neighborhood of Wianno abuts the East Bay section of Osterville. There are two private country clubs in Osterville: The Wianno Club and the Oyster Harbors Club. Each club has a private 18 hole golf course, private tennis facilities, and a private beach. The Wianno Yacht Club, a private club on West Bay, offers children's sailing lessons. Dowses Beach in Osterville is a town of Barnstable beach, there are toilet facilities with showers and a beach house for changing in privacy. Lifeguards are present during the summer months only.

House Rules:
Not suitable for infants and children unless constantly supervised due to water risk.

No pets sorry. $1,000 violation fee
No smoking on ENTIRE property $1,000 ionization fee if policy violated
No parties or events absolutely NO. $2,500 fee if violated
- Rentals are Saturday to Saturday during the summer season
- Cleaning fee for the inside and out 495.


Check-in: 3PM if there were guests the week before. Will try to acomodate you early.
Check-out: 9:30 AM