Holiday houses 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
The kitchen features dark wood cabinetry and a spacious island with seating for six. A sleek black countertop complements modern appliances and a stylish tile backsplash. Ambient lighting from a unique pendant fixture enhances the practical layout, perfect for preparing meals.
Apartment in Cazenovia
4.94 out of 5 average rating, 158 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!

Guest favourite
Farm stay in LaFayette
4.91 out of 5 average rating, 584 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
A newly finished red barn structure is set against a backdrop of vibrant autumn foliage in various shades of orange, yellow, and green. The surrounding landscape features open fields and gently rolling hills, creating a serene rural atmosphere.
Place to stay in Chittenango
4.98 out of 5 average rating, 195 reviews

Luxury Barn Apartment with Private Hot Tub

Come and enjoy the quiet of our newly finished country apartment! Relax and unwind in the hot tub on your private deck, overlooking the beautiful hills of Central New York. A seven minute walk will bring you to Chittenango Falls Park with it’s majestic waterfall and lots of trails. The property is backed by the NYS walking trail that follows an old rail line. The historic Village of Cazenovia is four miles away. Hillside has everything you’ll need for a quiet getaway. Good dogs allowed. No cats

Top Guest favourite
Home in Hamilton
5 out of 5 average rating, 9 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
4.87 out of 5 average rating, 47 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
Home in Hamilton
4.97 out of 5 average rating, 146 reviews

*All Decked Out* Lakefront, Kayak, Fish & Colgate!

Lakefront cottage on Lebanon Reservoir in Hamilton, NY! Enjoy time together around either campfire, paddleboard, kayak (6 provided), and chill out on the 4 person tube! Bring your fishing gear, play games, swim, cookout on the Weber or Blackstone grill. Simply relax at the lake and get some sun on the private dock! Take in the lakeview on the covered porch, sitting in an Adirondack chair. The perfect spot for your getaway. 10 minutes from Hamilton/Colgate. Enjoy Central NY's finest!

Top Guest favourite
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, 372 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 favourite
A serene pond reflects tall trees and a gently sloping grassy hillside, where a country home is situated. The clear blue sky above complements the peaceful atmosphere, enhancing the overall tranquility of the setting.
Apartment in New Woodstock
5 out of 5 average rating, 72 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
Home in DeRuyter
5 out of 5 average rating, 19 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
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
4.99 out of 5 average rating, 198 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!

Guest favourite
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
4.9 out of 5 average rating, 342 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.

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.

Popular amenities for New Woodstock holiday rentals

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