Bungalow holiday rentals in Hudson Valley

Lakefront Bungalow Bliss | Serene 2BR Retreat

Unwind by a crackling fire on the lake at dusk. Bungalow Bliss offers expansive lakefront views from its many unique outdoor spaces. Situated in a tranquil private Lake community, this home is ideal for swimming, fishing, kayaking, bird watching and skating in wintertime. Enjoy your next getaway, relaxing couples weekend, or just working remotely in a peaceful, centered home. This well-equipped home is located near wineries, golf courses and hiking in the Litchfield hills. We are Pet-Friendly

Location · Value · Layout

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

Location · Family · View

Lake House - Saratoga Springs

Waterfront home on saratoga lake less then 10 minutes to track door .Amazing views with dock and hot tub is year round. Private back yard patio with large driveway in the back for parking and a grill and fire pit. Plenty of room to enjoy outside activities. Bathroom is beautiful and also a washer and dryer. There is a front deck with views of the lake. Kitchen has a gas range. Fully equiped kitchen. High ceilings. Bring your kayak, paddle board or jet ski. There is also rental nearby.

Location · Family · Accuracy

Woodstock Charmer

Quirky 3 bedroom cottage built in 1927 and lovingly updated over the last 25 years. Only a few minutes from town, but hidden away in the woods with fabulous views of Overlook Mountain from our large deck. Perfect for 2 couples or a family with kids. We can accommodate 6 adults, but we only have one bathroom! Our home has a well stocked kitchen, lots of kids toys, games, books, TV and a record collection. There is AC in the master bedroom, fans in other rooms and a working fireplace.

Value · Family · Amenities

3-bedroom Berkshire bungalow on 2.5 peaceful acres

Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.

Family · Location · Long stay

Modern Riverfront, Swim & Fish, 20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Family · Location · Laundry

Home in the Catskills with Hot Tub

Welcome to our 1920's Craftsman Cottage, nestled in the friendly hamlet of Palenville. This fully furnished house is currently located close to the historic Kaaterskill Falls, Hunter Mtn skiing and hiking. The local swimming hole is within walking distance. Hop in your car for the short drive to Catskill, Hudson, Woodstock, or Saugerties. This area will keep you coming back time and time again. Located less than 2 hours from NYC and just 15 min Exit 20 of the NYS Thruway.

Location · Value · Check-in

The Woodland Lakehouse under an hour from NYC !

This 600 Sq ft modern and cozy bungalow with semi-private dock access is perfect for families or couples looking to get away and relax on beautiful Greenwood Lake, right in the heart of the Hudson Valley. The house is just steps away from the lake. (About a 45 second walk, 4th house back on the street.) The decor is elegant yet comfortable and casual with plenty of spaces indoor and outdoor to make yourself right at home. Town of Warwick short term permit #p25-0572

Family · Location · River

Cheerful bungalow with fireplace in town

Come enjoy our newly renovated bungalow! Located centrally in the hamlet of Phoenicia, in a sweet little neighborhood and surrounded by the beautiful Catskill Mountains, we're a few walkable blocks from Main Street and its shops, restaurants, the sweetest little farmer's market on Sundays, a hidden gem of a thrift shop, the Tanbark Trail trailhead, a cute lil' playground, and more. The creek is down the street for swimming, stone skipping and splashing!

Location · Family · Condition

Lakeview bungalow w/ hot tub, fire pit, & deck

Relax and recharge at this charming 2BR lakeview bungalow in Copake Lake, NY. Just steps from the water, it features a private deck, firepit, cozy fire stove, two paddle boards, and a new hot tub. Enjoy hiking, boating, skiing at nearby Catamount Mountain, winter walks around the lake, or simply unplugging. Close to Hudson and Great Barrington with easy access to trails, dining, and more — a stylish year-round retreat for couples, families, or friends.

Family · Value · Accuracy

1920s Phoenicia Bungalow w/Fireplace, Sauna & Yard

Travel back in time to our 1920s Catskills bungalow, where vintage charm meets modern comfort. Soak in the antique clawfoot tub, unwind in the private indoor sauna, or curl up by the wood-burning fireplace. The fully fenced backyard is perfect for dogs. Thoughtfully designed with eclectic, vintage, lived-in style, it’s the perfect retreat for rest, romance, or recharge—just steps from a creek and trail, but made to be enjoyed all on its own.

Value · Family · Hospitality

Brookie • Creekside • Fires • BBQ • Fishing

This stream side cabin is located in the heart of the Catskill Mountains. It is the perfect get-a-way for people looking to be outside by nature while having a beautiful living and working space. Located steps away from the Esopus Creek, peaceful sounds of rushing water can be heard in and out of the cabin. The cabin has a deck that overlooks the river, outdoor fire-pit w/ Adirondack chairs, a grill, picnic table & an indoor gas fireplace.

Family · Value · Biking