Holiday houses in New Woodstock

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Top-rated holiday rentals in New Woodstock

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Guest favourite
A spacious outdoor hot tub is filled with clear water, surrounded by a scenic landscape of lush green trees and open fields. The area features several red chairs for seating, enhancing the serene atmosphere of the countryside.
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, 196 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

Guest favourite
A serene view of DeRuyter Lake is presented, highlighting a wooden dock extending into the calm water. Lush green hills surround the lake, while a few clouds dot the bright blue sky. Reeds and shoreline vegetation frame the scene.
Home in DeRuyter
4.93 out of 5 average rating, 27 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 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, 73 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, 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!

Superhost
Cottage in LaFayette
5 out of 5 average rating, 4 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 favourite
A bright living area features tall windows that overlook scenic views. Light-colored walls and high ceilings create an airy feel. A stone fireplace adds warmth, while a stylish dining table is surrounded by chairs, inviting gathering and relaxation.
Home in Skaneateles
5 out of 5 average rating, 200 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!

Top Guest favourite
Four blue Adirondack chairs surround a stone firepit, facing a serene lake. Lush greenery and hills are visible across the water, while a cloudy sky reflects a calm atmosphere. The setting provides an ideal space for relaxation and enjoying lakeside views.
Guest suite in Hamilton
4.95 out of 5 average rating, 205 reviews

Lakefront studio apartment near Hamilton, NY 13346

Pets stay free! Lakefront walkout basement studio apartment, steps to water. Greatroom with king & queen beds. On Lebanon Reservoir a few miles from Hamilton, Colgate University and Seven Oaks Golf Course. Room to dock your motor boat, kayak, fish & swim. Rental kayaks available within walking distance. Best view of the lake. Big starry night skys from your private outdoor firepit & covered patio with propane grill & plenty of seating.

Top Guest favourite
Guest suite in Cazenovia
4.9 out of 5 average rating, 250 reviews

1860 Suite

Enjoy your own private entrance to this lovely three bedroom guest suite with cozy sitting area. THERE IS NO KITCHEN, tho offered is a microwave oven, bar refrigerator and Keurig coffee maker. Bedrooms and full bath are upstairs on the second floor. The 1860 Suite is located on a scenic tree lined village street. Stroll down the sidewalk to quaint village shops, Cazenovia Lake, parks, plus fine dining & "farm to table" restaurants.

Top Guest favourite
Barn in Manlius
5 out of 5 average rating, 28 reviews

The Guest House

Welcome to The Guest House @ Springhouse Farm, a peaceful stay set within a beautifully restored European-inspired barn. Enjoy open living spaces, exposed beams, and modern comforts just minutes from Syracuse, charming towns, wineries, and scenic trails. Relax on your private patio at sunset, gather by the firepit, or visit the farm animals. An ideal countryside retreat for weekend getaways, wedding stays, or quiet escapes.

Top Guest favourite
The custom cabin features a modern design with a gray wooden exterior and a sloped roof. A large covered porch is supported by wooden beams, enhancing the outdoor space. Stacked stone patio tiles provide a sturdy base, complemented by wooden barrels and outdoor seating.
Cabin in Hamilton
4.98 out of 5 average rating, 170 reviews

Snowshoe Cabin - close to Colgate & Lake Moraine!

Book now to enjoy summer on Upper Lake Moraine! Relax in this peaceful custom cabin nestled in the woods. Explore our expansive property, complete with trails through the woods and lake access! A spacious and modern take on a traditional post and beam construction. Plenty of natural light with oversized windows and all the amenities needed for a weekend getaway or extended stay!

Guest favourite
Home in New Woodstock
5 out of 5 average rating, 12 reviews

The Barn at Mystic Mountain

Enjoy our completely remodeled barn on Mystic Mountain. Forget your worries in this spacious and serene space with views of the valley. Our home has everything you need to create those special memories . The area is home to Delphi Falls just 10 minutes away. Cazenovia is about 10 minutes away. The area is peaceful and great for a long stay or a weekend get away.

Popular amenities for New Woodstock holiday rentals

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