Vacation rentals in New Woodstock

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Top-rated vacation rentals in New Woodstock

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

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Top guest favorite
A spacious kitchen is featured with rich wooden cabinetry and dark countertops. Stainless steel appliances, including a refrigerator and stove, are visible. A central island with bar stools provides additional seating. Decorative tiles enhance the backsplash, while a cozy rug adds warmth to the tiled floor.
Apartment in Cazenovia
4.94 out of 5 average rating, 161 reviews

Home Away From Home

Home Away From Home is 850 square feet, 2 bedrooms w/ full kitchen, bath, laundry, newly done. We are close to beautiful views, and nice restaurants.Cazenovia Lake has parks, boating and swimming. Close to down hill and cross country skiing, The links walking trails, winery, brewery , distiller. Colleges include Cazenovia, Morrisville, and Colgate, and only 25 miles to Syracuse University. Couples, solo adventurers, business travelers, and even small families will find solace here. Welcome!

Top guest favorite
Farm stay in LaFayette
4.91 out of 5 average rating, 593 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 favorite
A two-story waterfront home features a spacious deck with two red Adirondack chairs. The property is surrounded by lush greenery and has a dock along the shoreline. Large windows allow for natural light, while a gentle slope leads down to the water.
Home in DeRuyter
4.94 out of 5 average rating, 31 reviews

Tween Waters

Relax with the Completely renovated waterfront home on DeRuyter Lake. The home is situated on the north peninsula of Crone Island between 50' of pristine waterfront & panoramic views on both sides of the property. This relaxing getaway will create lasting memories you will remember for a lifetime. The property features 2 docks (May 1st - Oct. 1st), two decks and amenities needed to enjoy your couples or family stay. The home has a master bedroom, two additional twin beds, and a pull out couch.

Top guest favorite
A private fire pit area is set on lush green grass, surrounded by several light wooden chairs. In the background, Song Lake glistens under the sun, and a private dock extends into the water, providing access to the serene scenery.
Cottage in Tully
4.95 out of 5 average rating, 375 reviews

Lakefront Getaway - Relax & recharge on Song Lake!

Private lakefront getaway on Song Lake! Spectacular rural setting with room to roam. Enjoy views of autumn foliage by day, relax by the firepit at night! Private deck & dock - bring your kayak and fishing gear! Fully equipped kitchen. Outdoor gas grill. 5 min to Onco brewery. 2 min to Heuga's Alpine & Song Mountain. Ski/snowmobile in winter. Year round access to Finger Lakes wineries, breweries, spas. 25 min to charming Skaneateles dining & shopping. Near 6 colleges including Cornell & SU.

Top guest favorite
The serene lake scene captures still waters reflecting the evening sky, with boats gently resting by the wooden dock. Lush greenery frames the image, while a fire pit and seating area provide a welcoming outdoor space for relaxation.
Home in Erieville
4.97 out of 5 average rating, 87 reviews

Great Lakefront House - Enjoy All of the Seasons!!

Relax by the lake while taking in the scenery from the expansive deck. Watch cranes and eagles fly around, kayak around the lake or go fishing. Or if you are looking for a quiet and relaxing get away in the Fall or Winter this is the spot! You can snowshoe, ice fish, or just watch the snow fall. Very cute 2 bedroom, 1 bath house with great kitchen, central AC and WiFi on private Tuscarora Lake. This house has a full kitchen, washing machine/dryer and kayaks, canoes, show shoes and more.

Top guest favorite
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.
Apartment in New Woodstock
5 out of 5 average rating, 75 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 favorite
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, 21 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!

Guest favorite
Cottage in LaFayette
5 out of 5 average rating, 7 reviews

The Old Orchard Cottage

Tom and Lisa welcome you to “The Old Orchard Cottage”. The Cottage was built in the summer of 2025 and we are excited to make this awesome property available to guests. Take in the spectacular views and amazing sunrises from either our huge front porch or lodge-like deck/pavilion out back!The Cottage offers the perfect place to kick back and relax anytime of the year. The area offers many activities for all 4 seasons and The Cottage is the perfect home base to explore Central NY.

Top guest favorite
An inviting living area features large windows that allow natural light to fill the space. A neutral-toned sofa and seating chairs are arranged around a central area rug, while a stone fireplace adds a rustic touch. Greenery can be seen through the windows, connecting indoors and outdoors.
Home in Skaneateles
5 out of 5 average rating, 206 reviews

Sunset House- Beautiful Home with Gorgeous Vistas

Experience a home full of windows and light that take in breathtaking views from every angle. You feel like you are on top of the world surrounded by beautiful rural landscaping that is only 1.8 miles from the charming Village of Skaneateles! Lovely interior furnishings with your comfort in mind. You are within close reach to the Skaneateles Polo Fields, a free public boat launch, Skaneateles Country Club, wedding venues and a winery. This newer home is fresh, clean and cozy!

Superhost
A couple is seen dancing in front of a whimsical hobbit-themed structure nestled among trees. A picnic setup lies on the ground, surrounded by greenery. The entrance of the unique dwelling is decorated with intricate woodwork and natural elements, creating an enchanting atmosphere.
Guesthouse in LaFayette
4.89 out of 5 average rating, 348 reviews

Stay a night at our tiny Hobbit House

We are close to Syracuse NY, Jamesville Beach,and Tully. You’ll love our place because - Well, its a Hobbit House :). Very cozy 12 by 12 cabin set in the back of my land right where the woods start. Small cabin good for a couple and maybe a child or two but no more than that. It has an outhouse. If this is sounding too basic or off the grid then please don't book! :) because that's exactly what is. But you also get to say you stayed in a cozy little hobbit house.

Top guest favorite
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.
Apartment in Cazenovia
5 out of 5 average rating, 34 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.

Top guest favorite
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, 84 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.

Popular amenities for New Woodstock vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Madison County
  5. New Woodstock