Holiday home rentals in Greene County

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Top-rated holiday home rentals in Greene County

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Guest favourite

Holiday home in Hudson

4.95 out of 5 average rating, 22 reviews

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!

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Holiday home in Athens

4.91 out of 5 average rating, 91 reviews

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

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Holiday home in Windham

4.86 out of 5 average rating, 14 reviews

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.

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Holiday home in Fleischmanns

4.81 out of 5 average rating, 54 reviews

Brand New Modern HOT TUB House 3mins to Belleayre

Welcome to our lovely vacation Catskill home only 3 mins to Belleayre Ski Center & 20mins to Woodstock! This newly renovated 5-bed 3-bath mountainside home is right next to a babbling brook! Take in the mountains from the raised deck or the cleared trail going up the mountain behind the house. Short drive to the charming villages of Margaretville and Phoenicia, and close to restaurants and attractions of hiking, swimming, golfing, fishing, and of course skiing at Belleayre just minutes away!

Guest favourite

Holiday home in Windham

4.92 out of 5 average rating, 78 reviews

*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, you'll be in proximity to the best of the Catskills: skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Amenities includes business Wifi, gourmet kitchen, washer/dryer, deck w/ bbq grill, outdoor fire pit, badminton, and more.

Guest favourite

Holiday home in Prattsville

5 out of 5 average rating, 31 reviews

The Serene Gem! 10 min- Windham! 20 min- Hunter!

Welcome to your harmony retreat! Nestled in a serene wooded setting, this charming retreat is minutes from Windham and Hunter. Enjoy stunning views and easy access to golf, wine tasting, biking, hiking, dining, and shopping. The home features two inviting living areas: the first-floor lounge with a pool table, TV, and sliding doors to the front lawn, and an upstairs space with a smart TV, fireplace, and deck. Experience relaxation and adventure in perfect harmony—your ideal getaway awaits!

Guest favourite

Holiday home in Pine Hill

4.98 out of 5 average rating, 133 reviews

The Perfect Catskills Escape for Families and Groups

Pine Hill House is a renovated 1870s boarding house with loads of old charm mixed in with new luxuries. Take a left from the house to find miles of hiking trails. Take a right and walk to town with its vibrant restaurant scene and a lively community center. Belleayre Beach and Belleayre ski area are both a 5-minute drive away, as are some of the Catskills' hottest restaurants, spas, and cider houses. Don't want to leave? Relax around the woodburning stove and soak in the clawfoot tub.

Guest favourite

Holiday home in Shandaken

4.97 out of 5 average rating, 150 reviews

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. Take it easy at this tranquil getaway while you see and hear only the water flow with wrap around 4 season river right off porch. 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 cats.

Guest favourite

Holiday home in Prattsville

4.93 out of 5 average rating, 29 reviews

Winter paradise*15min Windham * Christmas Tree *

Take a break and unwind at this peaceful home with the breathtaking view of Catskill Green County . It’s truly a place to get lost and find again , place where you will never tire of finding new adventures… Forget your worries in this specious and serene freshly renovated well maintained and clean vacation home. Perfect for a Family getaway or a weekend reunion with friends this mountain escape in prime location will guarantee you the truly unforgettable memories…..

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Holiday home in West Kill

4.82 out of 5 average rating, 28 reviews

MVH Apartment w/ Heated Saltwater pool & Hot Tub

This unique and tranquil property is surrounded by mountains, ponds and streams. It's a magical place to enjoy the beautify of nature, unwind, and relax from the daily grind of life. The two bedrooms and one bath cabin style apartment in the Mountain View House (MVH) is truly a gem! You’ll be surrounded by nature on 4-acres of private resort like property. Best views in the Catskills! Heated Saltwater Pool and hot tub are opened from May to September.

Guest favourite

Holiday home in Tannersville

4.95 out of 5 average rating, 19 reviews

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!

Guest favourite

Holiday home in Coxsackie

4.97 out of 5 average rating, 207 reviews

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.