Lake house vacation rentals in Lake Waramaug

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Family · Location · Checkout

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Location · Family · Getting around

Modern country home - views and lake access & Ski

Have fun with the family at this modern country home with views of Lake Waramaug and private boat house and dock. Ski Mohawk. 2 hours from nyc escape to a 4 bedroom 3.5 bath renovated home with all the features of a great family escape! From fire pit and fun summer games to views of the lake, access to the best town beach on lake Waramaug 10 minute drive to Washington depot, new preston, Litchfield. 5 minute drive to town beach and 5 minute drive to our private dock for boating and swimming.

Location · Family · Nearby

Halo Hollow Haus - Litchfield Lake & Ski Haven

Rest, relax, and recharge in this serene and stylish space. Halo Hollow Haus is a lake house and ski lodge offering boutique vacation vibes and year-round country beauty. Nestled in the beautiful Woodridge Lake community, you'll enjoy lake life at its finest while just minutes away from all that Litchfield County has to offer. Enjoy classic New England towns, swimming, skiing, hiking, fishing, parks, golf, mountains, foliage, antiquing, vineyards, excellent restaurants, and cultural attractions.

Family · Location · Comfort

Lakefront Retreat w/ Private Beach, Dock & Hot Tub

Escape to this peaceful lakefront cottage! Set directly on the water, this cozy getaway combines modern charm with all the outdoor space you need to relax, recharge, and have fun. Wake up to stunning lake views and spend your days on your own private beach. The cottage offers a comfortable, inviting interior, while the real highlight is outside—where the lake and yard become your playground. Private sandy beach, private dock, fishing, kayaking, hot tub, lake front patio, deck, basketball hoop.

Value · Location · Kitchen

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!

Value · Family · Hospitality

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Location · Family · Layout

Hilltop Retreat- Lakefront with Dock

Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

Family · Value · Condition

Nature Retreat with Pond Views and Fire Pit

Nestled among the trees, this bright and serene home is off a quiet road just minutes outside the village of Rhinebeck. The house features lots of light, direct pond view, indoor fireplace, and renovated kitchen. We offer a great value while providing high-end amenities like luxury linens and towels, hybrid memory foam beds, and down pillows and comforters. This home sleeps eight (and up to ten with the two rollaway beds) and is the perfect getaway for a group trip or family stay.

Location · Value · Indoor spaces

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you! Note: Prices include 15.5% Airbnb service fee.

Family · Location · Nearby

Lago di Waramaugo! Lake Front Living

Private lakefront terrace directly on Lake Waramaug. 4 bedrooms. Entertaining is easy on the large, private stone terrace directly on the lake. Pull your boat up to the new dock, lounge by the fire pit, swim, sauna, or grill up a feast, you and your guests will enjoy the best of the Lake Waramaug lakefront lifestyle. 2-story boathouse with a full kitchen, outdoor shower, living room with sofa bed, and dining room. The renovated main house has 4 bedrooms, and beautiful lake views.

Location · Family · Condition

Litchfield County Getaway

Welcome to Litchfield County! With only a 10 minute drive to Kent, and 20 to 25 minutes to the beautiful towns of Washington, Litchfield, Sharon, Roxbury, Cornwall, and Goshen, you will quickly realize the breathtaking beauty of Northwest CT. Surrounded by beautiful hikes, lakes, wineries, shops, galleries, and eateries, you wouldn't want to miss either spring or summer in this stunning corner of Connecticut.

Family · Location · Amenities