Holiday rentals in New Woodstock

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Top-rated holiday rentals in New Woodstock

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Farm stay in LaFayette
4.91 out of 5 average rating, 588 reviews

Country Lodge: Hot Tub, Waterfalls, Pond, & Views

Stay at our beautiful lodge-themed private guest-house on our 23 acre farm and relax in the indoor jetted tub or the outdoor shared nine-person hot tub. Enjoy the sounds of nature and experience the truly-amazing, gorgeous, and breathtaking views with a rustic country charm that includes waterfalls, walking/hiking trails, goats, chickens and fish that you can feed, a pond with boats, a honeybee apiary, streams, gardens, fields, woods, and much more nature. We look forward to you staying with us.

Top guest favourite
Home in Hamilton
5 out of 5 average rating, 10 reviews

Lake Cottage · Welcome Wine · 5 min Colgate

Lake Moraine 2026: Lake is drawn down 10 ft for the NYS Madison Reservoir Dam rehab. Swimming, kayaking, paddleboarding, fishing all continue. No construction noise. Lake activities for our guests run from the Colgate Boathouse — short walk down Frank Road or quick drive to its dedicated parking lot. Self-serve kayaks, paddleboards, and life vests. Two-bedroom cottage sleeping 6, smart TVs in every room, full kitchen, lake-facing deck, fire pit. Welcome wine on arrival. Five minutes to Colgate.

Superhost
An outdoor deck features a large shaded area with a canopy providing relief from the sun. Comfortable seating is arranged around a low table, creating a welcoming space for relaxation. Lush greenery and a white fence outline the yard, enhancing the tranquil atmosphere.
Home in DeRuyter
4.85 out of 5 average rating, 48 reviews

Spacious & Serene Summer Retreat by DeRuyter Lake

As you walk into the property, you'll be greeted by a spacious living room with comfortable seating and a large flat-screen TV, perfect for cozying up after a long day of outdoor activities. The property has a private deck complete with a fire pit where you can gather around in the evenings while enjoying the starry night sky. Relax in our private indoor hot tub, available for use year-round. The south end of the lake has an adorable general store that offers a variety of goods and activities.

Top guest favourite
A welcoming entrance features a white door adorned with a flower basket, complemented by a small potted plant. A neatly placed welcome mat adds warmth, and a flag billows gently in the breeze, signifying a peaceful country setting.
Flat in New Woodstock
5 out of 5 average rating, 74 reviews

Little Hidden Ravine Retreat

Kick back and relax in a private spacious 1 bedroom, 1 bathroom retreat! The entire space is yours to relax and enjoy a quiet peaceful country setting. Watch sunrises from your window or end your day watching the sunset sitting on a bench by the pond. Great location in Upstate NY!! Only 7 miles from Cazenovia with wonderful restaurants and shops. Short drives to many beautiful State and County parks. Bouckville Antiques area 17 miles, Colgate University 20 miles. Syracuse/SU 30 miles.

Top guest favourite
The house is positioned on a peninsula surrounded by water, with greenery and trees accentuating the landscape. A well-kept lawn is visible, along with a view of neighboring houses across the water. Flags are seen gently waving in the breeze, adding to the peaceful scene.
Home in DeRuyter
5 out of 5 average rating, 20 reviews

DeRuyter Lakefront House on Peninsula 4br & Dock

Enjoy this peaceful spot surrounded by water on 3 sides of DeRuyter Lake in upstate NY. Set on a peninsula, this home has a lot of fun features, including a full lawn, screened in wrap around porch facing the water, outdoor BBQ area, fire pit, and seasonal private dock and boat slip. The Boathouse Restaurant is just a walk away. The friendly DeRuyter Lake General Store you can see from the porch windows on the south end. Please provide your own sheets, blankets, and towels. Thanks!

Top guest favourite
A sunny ranch scene features Registered Texas Longhorns and other cattle grazing in a lush green field. A red farmhouse and silos are visible in the background, surrounded by trees and open space, creating a serene countryside atmosphere.
Flat in Cazenovia
5 out of 5 average rating, 32 reviews

Albanese Longhorns Cattle Ranch Studio Apt.

Take it easy at this unique and tranquil getaway. Experience the ranch life featuring our Registered Texas Longhorn cattle up close on our spacious ranch. Go fishing on the beautiful Chittenango creek. Explore a variety of nature trails and bird watching. Take a short walk to beautiful Cazenovia lake (Gypsy Bay). Also within walking distance you can enjoy a wide variety of fine restaurants and breweries, historic landmarks, parks on the lake and unique shops.

Guest favourite
The cottage is situated by the water's edge, featuring a red deck with seating and an umbrella. A dock extends into the lake, and a gazebo is visible nearby. Surrounding trees provide a natural landscape, enhancing the serene lakeside setting.
Home in DeRuyter
4.92 out of 5 average rating, 61 reviews

DeRuyter Lakefront Camp w/ Boat Dock, 3br

Enjoy this peaceful spot with your whole family on the water's edge of DeRuyter Lake in upstate New York. Lots of added fun with the fire pit, BBQ grill, deck overlooking the water, dock to jump off, a kayak and canoe. Please bring your own bedding and bath towels. There are two queen beds, one in each main bedroom, and a bunk bed with two twins in the third bedroom. You provide your own sheets, blankets, and comforters thanks. We have pillows on the beds.

Top guest favourite
A wooden cable bridge leads to a treehouse, perched among trees in a forested area. The structure features a welcoming exterior with large windows and a spacious balcony. Surrounding the treehouse, natural elements create a serene atmosphere, enhancing the experience of being high in the trees.
Treehouse in LaFayette
4.99 out of 5 average rating, 156 reviews

Welcome to the magical Chez Tree Rest Treehouse!

Your hosts, Tom and Lisa Wallace, are happy to welcome you to The Chez' Tree Rest Treehouse, our 2 story treehouse perfectly perched under a heavily canopied scenic hillside 35' above the forest floor on 2 towering Maple trees. As you walk to the treehouse across the 60' cable bridge you will feel the stress and cares of everyday life melt away. The treehouse is 150 square feet of pure magic and the perfect spot for a romantic getaway high up in the trees.

Guest favourite
Home in Tully
4.92 out of 5 average rating, 52 reviews

Modern Luxury Escape on Private Acreage

Welcome to your serene retreat just outside of Syracuse, nestled in the picturesque town of Tully, NY. Whether you're seeking peace and quiet or adventure in nature, this new, modern home offers the perfect blend of luxury, comfort, and convenience for your stay. Unique Features: Speakeasy Retreat Outdoor Oasis Modern Comforts We are currently building more homes on this 10 acre property to help accommodate all of your friends and family!

Top guest favourite
An open living area features a butcherblock peninsula with a stove and a spacious dining table with green chairs. Large windows provide views of the lake, while a cozy seating area with a stone fireplace offers warmth and comfort. Natural light fills the space.
Cottage in DeRuyter
4.99 out of 5 average rating, 83 reviews

All season, 2-bedroom cozy lakefront cottage

Cozy and classical central New York cottage on 70 feet of water front with fabulous view of the lake and plenty of outdoor space and seating for dining and relaxing. This newly renovated cottage is perfect for a long weekend getaway or weekly vacation for a family of up to 5. Relax, barbeque, swim, paddle board, hike (3 waterfalls within 20 mins), fish, boat, ski, kayak, fireside chat, etc. while staying in this beautiful location.

Guest favourite
Cabin in Skaneateles
4.92 out of 5 average rating, 24 reviews

Private Cabin in the Woods: Hot Tub, Pool, Sauna

Escape to Split Rock Retreat, the newest For the Love of Upstate property, a cozy retreat on 10 private acres just minutes from Skaneateles Lake. Enjoy summer days by the pool and evenings by the fire under the stars. This cozy cabin offers warm wood tones, and peaceful forest views, blending rustic charm with modern comfort—perfect for families, couples, or friends looking to unwind and explore the best of the Finger Lakes.

Guest favourite
Cabin in Edmeston
4.95 out of 5 average rating, 38 reviews

Pondside Chalet · Loft Soaking Tub · Sauna+Hot Tub

Welcome to the Oasis Skylight nestled on 10 acres of land in natural surroundings. A stylish retreat that blends luxury and nature with vaulted ceilings, sleek black-and- natural wood design, and panoramic windows. Enjoy a fully stocked chef’s kitchen, cozy custom nooks, and a lofted soaking tub. Outside, unwind in the hot tub sauna and spa or by the beautiful pond, all surrounded by serene mountain views.

Popular amenities for New Woodstock holiday rentals

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  4. Madison County
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