Vacation rentals in Windsor

Restored Barn - 44 Acres with 100 Acre Lake

Reconnect with nature at this unforgettable retreat. Escape to our renovated barn on a 44-acre eco-paradise. Experience modern farmhouse living with 25-foot ceilings, a great room with beautiful views, fully equipped kitchen, king-size bed in giant loft bedroom, and cozy gas stoves. Hike, kayak or fish on the 100 acre lake, forage for wild berries and ramps in season, or go skiing at Elk Mountain right down the road. One-of-a-kind serenity and rustic, natural luxury in Pennsylvania's wilderness.

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.

New Downtown Greene Apartment *no cleaning fee!*

This spacious one bedroom apartment overlooks peaceful downtown Greene. A quaint little village known for its unique shops and chic restaurants. This apartment gives you 1000+ sqft of a home away from home, equipped with all the amenities: washer/dryer, full kitchen, living room, bedroom, & off-street parking. This beautifully designed, modern apartment is perfect for the business traveler or family staying for recreational purposes. One bedroom with a pullout couch & air mattress, sleeps 6.

Quiet Private Apartment Park Setting West Side

This is an older home with one apartment on the first floor and a vacant apartment upstairs. Guests have the entire property to themselves. Free off-street parking. There is a small park across the street and a larger city park one block away w/carousel, pool, tennis courts, ice rink (all seasonal), amazing playground and walking paths. Three hospitals are within a 10 minute drive. Close to BU/SUNY. A nice variety of restaurants, bars, shops, antiques in the area. Check out the guidebook!

The Mill House: Creekside Catskills Summer Escape

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to a winter retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a meticulous restoration in 2021, 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.

The River House on the upper West Branch

Located right on the upper West branch of the Delaware River and just 1 mile from route 17 the "River house" is a fully restored and renovated 90 year old bright and open home. Great trout fishing or just relax and watch the water roll by from almost every window. The property includes 3 decks, one right at the rivers edge. The house is fully equipped to cook with spices and utensils. Keurig combo coffee pot and coffee. Bedrooms/ living room are all brand new furniture.

The TimberLodge on Butterfield, near Elk Mountain

Welcome to the beautiful Timber Lodge of Susquehanna County! A craftman's dream,this timber frame house is built with reclaimed wood, has vaulted ceiling's and a stone fireplace. Plenty of space for large gatherings or family ski trips. Conveniently located 15 miles from Elk Mountain Ski Resort. Guests can enjoy hottub and fire pit, outdoor dining area plus grill, a large game room,water fun with swimming and kayaking in the pond.

Susquehanna River House

Welcome to the Susquehanna River House — a peaceful, fully remodeled 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.

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.