
Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
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Tiny glamping cabin with mineral spring hot tub
This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Lovely Custom Home
This is a great location to get to know the Greater Binghamton area - minutes from Binghamton University, SUNY Broome, downtown, Chenango Valley State Park. Visit with or entertain your whole family in a comfortable, safe area. Gas fireplace, beautiful two person jacuzzi tub, newly renovated kitchen. Great to stay while you tour the colleges, visit on parent weekend, enjoy the Southern Tier at large, or just have a stopping point on a longer journey. Easily get on and off from 81, 88, and 17.

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Windcrest Country Home
Enjoy some time away in a renovated country farmhouse situated on 100 acres of farmland that raises Black Angus cattle. Located 3 miles outside of Susquehanna, PA we have ponds for fishing, swimming, and boating so bring your suits and fishing poles. We are surrounded by woods that have beautiful color in the fall. If you are a skier, Elk Mountain is only a short 25 minutes away. Any season is a relaxing time. After a peaceful day, end your night with a cookout and sitting around the fire pit.

Condominium Rental at StoneHedge Golf Course
Brand new townhouse on one of Northeastern Pennsylvania's Signature golf courses. Golf and romance packages available. Breakfast available upon request for an additional fee. Within steps of our seasonal on-site restaurant (April-October). This location is great for visiting family members, spending a couple of days on the course, and a romantic getaway with a loved one in the beautiful Endless Mountains. Easy access to Route 6 between historic downtown Tunkhannock and Clark Summit.

Private Cabin and Pond Property
Enjoy our secluded cabin, pond, and picnic area with many acres to roam. Rest comes easy with the privacy and peaceful woodlands that is the setting of our family's newly refurbished vacation space. Up to two Cots available upon request (must bring your own bedding.) Comfortable space for up to 4 guests. Our cozy cabin is the perfect chance to unplug from the busyness of life, equipped with WiFi but very sparse cell reception. WiFi calling feature can be used for important connections.

The Mill House: An Enchanting Stream-Side Retreat
Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Cozy/Chic Cabin Binghamton NY
Retreat, isolated get-away but nearby town. This cozy cabin is rustic with some chic flair, decor & recent updates. Privately set on 2 wooded acres & near town. 2 stone fireplaces, indoor Jacuzzi tub, 2 1/2 BA, 3-4 BR & 7 person outdoor hot tub. Excellent WIFI, kitchen & dining. Picnic, grill & fire pit. Great fall foliage, near skiing, near hiking, boat launch. Fully outfitted, just bring yourself!! Willing to accommodate guests—ask!!

The Cabin at Pleasant Valley Farm
The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Oct.

Catskills Over Water Bungalow on Lake Albanese!
Catskills Cabin Rentals has designed and built one of the most unique places in the Catskills. Located on Lake Albanese is New York's first Over Water Bungalow featuring 2 bedrooms 1.5 bathrooms. The living room has a wood burning fireplace made with handcrafted stone. In front of the fireplace the home has a glass floor to see fish, turtles, frogs, and more! The home is located on 200 acres with only 4 other log cabins.

Susquehanna River House (Pet Friendly)
Welcome to the Susquehanna River House — a peaceful, 3-bedroom retreat on the Susquehanna River in Kirkwood, NY. Wake up to river views, sip coffee on the deck, and spend your day kayaking, fishing, or enjoying the sauna. Whether you're visiting for adventure or rest, this cozy escape offers the perfect mix of comfort, nature, and small-town charm — with Downtown Binghamton just 15 minutes away. Pets are welcome

The Milk House
Adorable little place to call your home away from home. Living room, kitchen with appliances, dishes, silverware, etc bathroom with accessories and king size bed. 2 big screen TV's with cable and WiFi. Dog and cat friendly with a fenced in yard and a dog run. Close by to Dunkin Donuts, restaurants, and grocery stores. Park is 2 minutes away if you want to get out and go for a stroll.
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Great 1-Bedroom apartment in Owego

Dekeman Acres House. 3 bedroom, 2 bath, Ranch.

Rural Retreat

Lakefront Cottage & Cozy Ski Retreat. Elk Mountain

Luxurious 3Bdrm with indoor heated Pool year round

Welcome to Osborne Creek!

45 Acres of peace, quiet, and outdoor fun!

Waterfront guesthouse with beautiful view
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Cornell University
- Elk Mountain Ski Resort
- Greek Peak Mountain Resort
- Bethel Woods Center for the Arts
- Pocono Mountains
- Chenango Valley State Park
- Claws 'N' Paws
- Lackawanna State Park
- Salt Springs State Park
- Woodloch Resort
- Upper Delaware Scenic and Recreational River
- The Andes Hotel
- Six Mile Creek Vineyard
- Three Hammers Winery
- Ithaca College
- Newton Lake
- The Settlers Inn
- Steamtown National Historic Site
- University of Scranton
- Electric City Aquarium




