Vacation rentals with a patio in Rhinebeck

Cozy cottage with pool, walking distance to lake

Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

3 Bedroom 2 Bath w/front porch

This Family friendly getaway is great for couples or groups up to 10. A clean, comfortable, private house in the FRIENDLIEST town of Pine Bush is all yours. Front covered PORCH, 3 bedrooms, 2 full baths, a well equipped kitchen & dining room, Free WIFI, dedicated workspace, Washer/Dryer, free onsite parking, FIRE PIT and back patio. Minutes from the supermarket, coffee shop, pharmacy, gas station, bank, restaurants, ice cream, wineries, local shops, farmers markets, Hiking, Biking and more.

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Lovely 2 bed, 2 full bath. & private yard getaway

Bring the whole family to this super clean place with lots of room for fun. Private Yard ! kitchen/ dining room, living room, main bedroom w/king size bed & private bathroom, kid’s bedroom w/queen size bed & full bathroom across the room. This beautiful Airbnb has prime location. Across the street you will find the beautiful Madam Brett park w/waterfall and walking trail. Close to main street, train station, MT. Beacon also 8 min drive to Bannerman Castle and Dia Beacon Museum.

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.

Al’s Cabin

AVAILABLE MAY 1st THROUGH OCTOBER 31st. Take a break and unwind at this peaceful oasis that is the perfect escape from the daily grind. And with the windows open at night, you can fall asleep to the sounds of the peepers by the pond. Surrounded by five acres of woods, this cabin is my lifelong dream come true and I will be happy to share it with you. Please note that this cabin has not been childproofed. It is not recommended for young children.

Serene Country home 24 mi Mohawk ski area

THIS IS A PRIVATE HOME🏡 THE BOTTOM FLR 2 car garage and a double bedroom with a full bathroom attached. THE MIDDLE FLR KITCHEN, LIVING, DINING 1/2 bath, wrap-around decks w/ a fire pit THE TOP FLR 1 K rm w/ a fireplace & a private deck 1 Q rm 1 ba w/ jet tub & standing shower 6 acres Foothills of the Berkshires May-Sept We provide day passes for access to tennis, pickle ball, pool, yoga, swim, water aerobics

Summer & Leaf Season Rental!

Charming, cozy cottage, walking distance to Lake Mansfield and Main Street attractions, 20 minutes to Tanglewood, 15 minutes to area summer camps or the Zipline at Catamount Ski Area. Freshly renovated throughout, fully-equipped kitchen, large yard with screened dining porch. Comfortable and stylish home in a centrally-located spot. Attention to all the little details.

Cozy cottage with hot tub and game room

Stay at our sweet cottage that's perfect for couples and families. In a quiet neighborhood, you're not far from all the activities that make the Hudson Valley great; hiking trails, coffee shops, breweries, wineries, cute towns and more. Very close to all Bethel facilities and West Point