Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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

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Top guest favorite
A charming cottage is framed by vibrant pink rhododendron blooms, creating a striking entrance. A pathway of circular stepping stones leads from the grassy area to the front door, surrounded by lush greenery.
Tiny home in Oxford
4.96 out of 5 average rating, 371 reviews

⭐Wildflower Country Cottage

🏡 Cozy cottage in the countryside. Gardens galore to explore! 🏘 Less than 5 minutes from town 🎟 Many local attractions including: 🦒 Animal Adventure 🏎 Northeast Classic Car Museum 🥾 State Parks, and hiking trails 🚶‍♂️Enjoy an afternoon in the gazebo or take a stroll around any of the many garden paths. 📕 See our guidebook for our favorite local attractions and eateries. ℹ️ Please check out our other listing: Lakeside Reflections https://airbnb.com/h/lakesidereflections

Guest favorite
An A-frame cabin is set amidst lush trees, featuring a spacious deck with a railing and steps leading to the exterior. Large windows reflect natural light, and the rustic wood facade is complemented by greenery surrounding the property.
Cabin in Susquehanna
4.98 out of 5 average rating, 134 reviews

Quill Creek Aframe

Welcome to our charming A-frame retreat near Elk! At 101 Longacre Rd, Susquehanna, PA! This cozy cabin features 2 bedrooms, 1 bathroom, a spacious deck, back patio, and a fire pit. Perfect for couples, families, or friends, our cabin offers a serene escape with modern comforts. Enjoy the stunning surroundings, unwind by the fire, or explore the beauty of Susquehanna. Ideal for those seeking tranquility and adventure. Book your stay today and create lasting memories at our lovely A-frame cabin!

Guest favorite
A bright living area features a comfortable leather seating arrangement, accented by teal cushions. A wooden coffee table sits in front of the seating. Large windows draped with sheer curtains allow natural light to fill the space, while a television is positioned on a low stand against the wall.
Townhouse in Binghamton
4.89 out of 5 average rating, 175 reviews

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, large two person tub, extra basement suite w/bed+bathroom. 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.

Top guest favorite
A two-story cabin is nestled among trees, featuring a covered front porch with a wooden railing. An American flag hangs near the entrance. The house exhibits a peaked roof and is surrounded by a grassy lawn that extends into the wooded area.
Chalet in Susquehanna
4.99 out of 5 average rating, 128 reviews

DEER RUN LODGE

Tucked away in the beautiful mountains of NE PA. Access to PA State Game land #299. 3 ski resorts within an hour drive. O&W snowmobile trail within a short drive. Fly-fishing on the West Branch of the Delaware River within 4 miles. Covered Deck, Gas Grill, Fire pit for cozy campfires. 20 minutes from 2 quaint towns offering restaurants, theaters, grocery stores. The weekend getaway place to read a book, hunt, fish, bird watch. NO PETS ALLOWED except for well trained service or hunting dogs.

Guest favorite
A rustic cabin with a red metal roof is situated near a tranquil pond surrounded by green foliage. A large wooden deck extends from the front, offering views of the natural landscape. Stone steps lead from the pond's edge to the cabin, enhancing the serene atmosphere.
Cabin in Vestal
4.84 out of 5 average rating, 291 reviews

324 Knight Road, Vestal, NY

This cabin is a rustic getaway with all the comforts of home. Nestled in the woods, the cabin has an abundance of hiking trails with a covered bridge, and small farm that guests are welcome to visit. From APPROXIMATELY December 1 - March 1, the property is home to a full size sheet of ice. The rink and farm are featured in the 2022 Bauer Hockey holiday catalog. Be sure to bring your skates! A travelling massage therapist may be available for private bookings with a few days notice.

Top guest favorite
Cabin in Walton
4.94 out of 5 average rating, 216 reviews

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.

Top guest favorite
The riverfront cabin is set amidst tall trees, with warm exterior lighting illuminating its entrance. A wooden deck leads to the front door, while the surrounding landscape features serene greenery and gravel pathways, capturing the tranquil evening ambiance.
Cabin in Greene
4.95 out of 5 average rating, 128 reviews

"Wilma" - Riverfront Cabin

This recently improved riverfront cabin, has a style all its own. Open entertainment space extends on to the 40 ft long deck. The many windows and doors allow nature in, complementing the locally sourced live edge countertops in the kitchen. Beautiful views are seen of the lush landscaping, river and distant mountain, from every room. The kitchen offers all ammenities, such as a dishwasher, large french door style refrigerator, and a ton of storage along with ample countertops.

Top guest favorite
The house features a welcoming front porch with a white railing, set on a gently sloping green lawn. Large windows showcase the sunroom, while trees with autumn foliage create a serene backdrop. A car is parked nearby, indicating easy access.
Home in Warren Center
4.99 out of 5 average rating, 235 reviews

Country Tucked Inn, with pond Sauna woods hunting.

Tucked Inn is a totally remodeled house in a quiet country setting. The pond offers swimming, a dock, pedal boat and fishing. The sunroom has a sauna for 2. The owners are next door and have a 500 acre family farm with beef cattle and a maple syrup operation. Sit on the front porch or grill on the back porch and enjoy the propane fire ring. Kids can run and play. Hunting available a mile away on a State Game Lands 219. Enjoy hiking in the large woods just out your back door.

Top guest favorite
A spacious two-story home is shown from the front, featuring a well-maintained lawn and a white picket fence. A vehicle is parked in the driveway. Large windows allow natural light to brighten the exterior, with trees visible in the background.
Home in Deposit
5 out of 5 average rating, 216 reviews

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.

Top guest favorite
Home in Deposit
5 out of 5 average rating, 109 reviews

Catskill Snuggle Spot-Bedrm Fireplace-Sauna-HotTub

Enjoy a winter escape in the Scandi Farmhouse! Snuggle by the bedroom gas fireplace. Relax in the Finnish sauna, take a plunge in an antique cold tub. Melt away stress in the Hot Tub. Enjoy a roaring campfire in the Solo Stove. Unwind to the sound of the tumbling brook and enjoy the wildlife. Spin vintage vinyl on the turntable, or strum an Ovation guitar. Enjoy a well equipped kitchen with a Sous Vide & quality cookware.

Top guest favorite
A wooden sauna structure is positioned on a deck overlooking the calm river. Tall trees provide shade, while a mountain can be seen in the distance. The deck features a handrail, and the serene water reflects the blue sky and scattered clouds.
Home in Kirkwood
4.92 out of 5 average rating, 196 reviews

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

Top guest favorite
A doormat featuring the words 'WELCOME TRAVELERS' in bold, black lettering. The mat is made of natural fibers with a textured surface, positioned on a wooden floor that showcases the warm tones of the flooring.
Home in Binghamton
4.91 out of 5 average rating, 412 reviews

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 vacation rentals

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