
Holiday Homes in Greene County
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Top-rated Holiday Homes in Greene County
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Stunning Hudson Valley estate with river front
Stunning estate built in the 1800 and gut restored and renovated in 2020. Design, furniture and art is exquisite, a combination of antique vintage and modern design. Estate features 5 structures: a house, a garage, a shed, 2 barns and an outhouse. The main house includes 4 bedrooms, 5.5 bathrooms, a basement, 2 porches & 7 acres of property. Beautiful water frontage and access to the Hudson river for swimming and kayaking. Minutes from saugerties town, 20mn from Woodstock and 20mn from Kingston.

La Maison Hudson: Charming 1BR In Prime Location
Welcome to La Maison in Hudson! This charming three-story townhouse, just two blocks from vibrant Warren Street, is perfect for families, friends, or a romantic getaway. Apartment 2 offers 1 bedroom, 1 bath, and accommodates 2 guests. Enjoy cozy thrifted decor, a private balcony, convenient parking, and a fully equipped kitchen with a dining table for six. Warren St: 3-min walk Train station: 15-min walk Olana: 8-min drive Art OMI: 15-min drive Your ideal mix of convenience & culture awaits!

Lakefront Retreat | Kayaks, Paddle Board & Hot tub
Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard. You will enjoy: • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom

Windham castle with a view & minutes to skiing
Great retreat for enjoying time with families and friends. The whole group will be comfortable in this spacious and unique house. Large open floor plan. 2 large king size bedrooms and one open Loft sleeping area with 1 bunk bed, 2 twin beds, and one full size bed - makes unique family vacation. 4 minute drive, 2 miles from Windham Mountain and 18 minutes, 11 miles from Hunter Mountain. The castle is short drive to the center of town where you will find a big selection of shops and restaurants.

*Farmhouse Chic with Mountain and Lake Views*
Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a wetland lake, this home is the perfect spot to reconnect with nature and enjoy quality time with loved ones. Just mins from Windham and Hunter mountains. Enjoy skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Our home is a sustainable retreat, powered by solar energy and equipped with a backup battery system. This means you'll enjoy a comfortable and uninterrupted stay.

Unique BellEayre River retreat
#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

NEW. Stylish & clean 2bed duplex 5 min to slopes.
Welcome to Twin Rock Pond. We worked hard to create a beautiful space that will be your perfect home away from home. Nature did the rest. Enjoy a stylish experience at this centrally-located updated duplex. 5 minutes away from Windham mountain skiing hiking and biking and the two local golf courses, 2 minutes away from the best coffee shops and restaurants in town. 15 minutes from Hunter and Belleayre mountains and the Catskills premier vineyards.

Mountain escape in Hunter/Tannersville
Nestled between Hunter and Tannersville, our cozy house is 5 minutes from Hunter Mountain and hiking trails. Enjoy skiing, snowboarding, hiking, lakes, zip-lining, and more. Nearby are great restaurants, boutique stores, theaters, a supermarket, and more. Our home has four spacious bedrooms, two bathrooms, a full kitchen, and a living area for entertaining. Enjoy ping-pong, the outdoor hot tub, or gather around the fire pit for a mountain bonfire!

Luxurious 4 BR Condo at Windham Mountain Resort
Beautifully decorated, new four bedroom, four bathroom condo on the slopes at Windham Mountain. The condo is located in Whisper Creek, the newest luxury building at Windham, with a heated outdoor swimming pool, two hot tubs, gym, a patio with a fire pit and gas grills available for your use, and a ski locker room that opens right out onto the mountain. The perfect all-season getaway!

Peaceful Hudson Riverfront in downtown Coxsackie
Warm and welcoming - with views that rival a Thomas Cole painting. Heron's View is one of the best spots on the Hudson River. Just a 5 minute walk to the new Wire Event Center, along with shops, restaurants, park, playground and pavilion in the Historic District of Downtown Coxsackie. Superb hiking, golf, and breweries nearby.

Peaceful 3-Bed/3-Bath in Private Lake Community
Relax with the whole family at this peaceful house in Sleepy Hollow Lake. Our vacation home is located within a 2+ hour drive from NYC, and is close to Athens, Hudson, Saugerties, Woodstock, and Hunter & Windham ski resorts. Explore nearby Hudson Valley farms, hiking trails, restaurants, vineyards, and breweries.

Beautiful 2 bedroom home with panoramic view
Relax and Recharge at This Cozy Family Getaway Bring the whole family and unwind in this charming, cozy vacation home. Whether you're roasting marshmallows around the fire pit under the stars or enjoying a peaceful morning coffee on the screened-in porch, this home is the perfect place to relax and reconnect.
Popular amenities for Greene County holiday homes
Family-Friendly holiday homes

Mountain escape in Hunter/Tannersville

La Maison Hudson: Charming 1BR In Prime Location

2 blocks from Warren with an office and Patio db

Great top fl near cnter with sunroom and a view cc

Unique BellEayre River retreat

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Perfect Windham getaway for year round fun!

2 blocks to Warren ST with an office and a yard cb
Holiday home rentals with a patio

Mountain escape in Hunter/Tannersville

Stunning Hudson Valley estate with river front

La Maison Hudson: Charming 1BR In Prime Location

Hunter Mountain Ski House Rental

Unique BellEayre River retreat

Peaceful 3-Bed/3-Bath in Private Lake Community

Luxurious 4 BR Condo at Windham Mountain Resort

3BR ski house 2.2 mi Windham Mtn. 8 mi to Hunter
Holiday home rentals with a washing machine and dryer

Mountain escape in Hunter/Tannersville

Beautiful 2 bedroom home with panoramic view

Windham castle with a view & minutes to skiing

Unique BellEayre River retreat

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Perfect Windham getaway for year round fun!

Peaceful 3-Bed/3-Bath in Private Lake Community

Luxurious 4 BR Condo at Windham Mountain Resort
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Zoom Flume
- Norman Rockwell Museum
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Plattekill Mountain
- Taconic State Park
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Opus 40
- Albany Center Gallery
- Peebles Island State Park
- Berkshire Botanical Garden
- Pineridge Cross Country Ski Area
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
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