Beach house vacation rentals in Tanglewood

5 BR Lakefront House w/ Hot Tub - Catskills

Please enjoy the tranquility and relaxation that lake-life has to offer at our lakeside property on Sleepy Hollow Lake. Our hilltop house, nestled in the trees, alongside a quiet cove, allows for one of the more private areas on the lake. Enjoy a retreat at the lake or explore all that the area has to offer. We are located 2 hours north of New York City and about 20-40 minutes from Catskill, Hudson, Saugerties, Woodstock, and Albany, and Hunter and Windham Mountains. The main floor has an open plan convenient for family style entertaining and cooking. There is a full kitchen, a good-sized kitchen island with seating, a dining table that seats 8 people, and a living room for gathering. Bring the meal outside with our dining and barbecue set on the deck while enjoying the lake-side views. This main floor has the master suite with a king bed and a jack-and-jill bathroom, a bedroom with a queen-sized bed, and a room with two twin beds. The bottom floor has the TV and game lounge with two bedrooms; one queen-sized bed and one full bed. There is also a laundry space on this floor and a bathroom. Right outside, we have a 6 persons hot tube. From this floor you can walk out and descend to our private lake dock for kayaking and canoeing. You may also enjoy fishing or just sunbathing on the dock with a glass of wine. The house is located on a quiet cove with a dock and a broad private lake front, from which we cannot hear motor boats. We have 5 kayaks, a 3-person canoe, paddles and lifejackets that guests can use after reading lake navigation rules available in the house; Guests use the kayaks, the canoe, the life jackets, and paddles at their own risk, and agree to taking full responsibility for using the kayaks and canoe, at their own risk. Guests need to bring life jackets that fit their children to use the kayaks and canoe. Fishing is allowed on the lake. Guests also have access to the lake community shared amenities, including swimming pools (~mid-May to ~mid-September), a marina, a sand beach, tennis courts, bocce ball courts, basketball courts, volleyball courts, a baseball/softball field, a golf driving range, playgrounds, a dog park, and a doggy beach. The house has multiple desks to work comfortably, and the highest speed internet available.

Location · Family · View

Lake front retreat - Stylish Berkshire home

Experience total privacy at this beautiful mid-century home with 4 bedrooms on Long Bow Lake. Featuring stylish wood floors & modern design, the cozy dining room boasts a gas fireplace. This family-friendly getaway offers exclusive lake frontage, complete with a dock & 4 kayaks for endless adventures! Enjoy serene moments on the screened porch, fire up the Weber grill, or challenge each other to ping pong. Just 15 minutes from Downtown Lee, close to outlets, hiking trails, and Otis Ridge skiing!

Family · Value · Bathroom

Group Getaway: Hudson/Catskill Lake House

Lake house with breathtaking views and direct lake access for swimming on private waterfront. Located in Sleepy Hollow Lake community with tennis/pickleball courts and pools. Modern 4 bedroom, 3 baths comfortably sleeps 8. Open floorplan with massive kitchen + dining area flowing directly into living room with 18 ft ceilings and fireplace Grill and chill outside on newly built deck or enjoy outdoor fire pit in backyard 20 mins to downtown Hudson, 30 mins to hiking/skiing in Catskill mountains

Family · Location · View

Up to 10 ppl w/ central air, parking, pond &kayaks

Secluded Berkshire house surrounded by 10,000 acres forest is with marked trails & pond that sleeps up to 10 people comfortably. Central air & heat, fireplace, propane BBQ & charcoal BBQ & smoker BBQ, Fibre high-speed WiFi gigabit internet (new in January 2020), Roku streaming device with Netflix & Amazon Prime & hundreds more channels, gazebo, private pond, comfy mattresses/beds, 2 bathrooms, new laundry dryer, 16 foot C shaped couches, indoor garage parking, vegetable gardens, kayaks & more.

Family · Value · Nearby

Waterfalls and Trails at 'The Mills At Green Hole'

Travel back in time to a secluded and beautiful place known as 'The Mills at Green Hole,' a historic 6-bedroom, 3-bathroom house complete with a water-powered mill, swimming holes, hiking trails, and more. Outdoorsy families seeking a unique experience near the Berkshires will enjoy everything this vacation rental has to offer including a fully equipped kitchen, sunroom, an extensive library, farmhouse, a large yard, and 2 floors of country living space. Quality R&R awaits you and your family!

Location · Family · Grill

Majestic lake front house

Experience the ultimate retreat at our 2,100 sq ft 2 bedroom, 2.5 bathroom, modern lake front property. Enjoy swimming, fishing, free kayaking and paddle boarding on our Private Lake. Relax and unwind at our Outdoor Fire Pit or simply enjoy the picturesque view out of our floor to ceiling picture windows. Your Dream Family Reunion at our Secluded 26-acre Property awaits. We are also open to host a small, QUIET Wedding or similar event. There is no review yet, it is newly up for str.

Location · Family · Condition

Artsy lake house on an island

This brand new impeccably renovated Hudson Valley 3-bed offers everything for an amazing lake getaway Outdoors: Deck+grill, adirondack chairs + view of lake + winter wonderland; kayaks, stand-up paddle boards + tubes Indoors: Fireplace; 3 bedrooms with queen-sized beds; pull-out couch in second living room; kids room 10 minutes to Catamount; 15 to Millerton + Hillsdale; 25 to Hudson + Great Barrington; 40 minutes to Tanglewood + Lenox; 45 to Rhinebeck Ski, hike, restaurants, golf, lake

Family · Location · Beach

HEAVEN ON EARTH - Hudson Riverfront Home

Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

Family · Value · Hiking

Dreamy Hudson Valley Lakehouse with Hot Tub

Hello, hygge! Our renovated lakehouse on idyllic 100-acre non-motorboat Robinson Pond was designed as our dream getaway. Soak in the water views from every room, walk onto the deck or patio (and hot tub!) from sliding doors that let the outside in, kayak or paddle board from our private dock, project movies on the big screen, make pizzas in the outdoor oven, play foosball or air hockey, sit around the wood burning stoves or fire pits, walk to sandy beaches and marvel at all the wildlife.

Family · Value · Layout

Lakefront home in the heart of the Berkshires

Lakefront, close to skiing, hiking, restaurants, Tanglewood and everything the Berkshire county has to offer. 4 bed/4 bath and additional sleeping area in lower level. Large open layout with two living areas overlooking the lake. Master bedroom with a wall of windows and amazing views, balcony. Three decks to enjoy the views and a patio with built in firepit for colder nights. Jiminy peak skiing 20 min, Tanglewood 20 min, Berkshire Museum 10 min, and lake, dock, and kayaks right outside.

Family · Location · Check-in

Twin Island Lake House • Hot Tub

Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with private bathroom. Open concept kitchen/living room. A perfect getaway to relax and recharge in our year round 6 person hot tub. Amazing views and sunsets over the lake and mountains. Great area for hiking, fishing, kayaking, canoeing and bird watching. 16 miles to the center of Rhinebeck. Explore the local farms, restaurants, distilleries and wineries.

Location · Family · Quiet

Lakefront Retreat w/ Dock, Sunset Views + Beach

Welcome to our lakefront cottage on Burden Lake—your perfect spring and summer escape. Wake up to coffee on the private deck, spend your days swimming, kayaking, or relaxing on the seasonal dock, and wind down with sunset views by the fire pit. Bright, comfortable spaces with two decks, outdoor shower, and a small beach perfect for kids. Sleeps 5 (queen, twin bunks, twin). Just 20 min to Albany, 25 to Jiminy Peak, 40 to Saratoga. Easy, breezy lake days await.

Family · Location · Amenities