Holiday rentals in Windsor

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Top-rated holiday rentals in Windsor

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

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Top guest favourite
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 favourite
A comfortable living area features a dark leather sofa and loveseat, accented with decorative pillows. A rectangular coffee table sits beside the sofa. A media console displaying a flat-screen TV is situated across from the seating, with large glass doors leading to the outside.
Townhouse in Binghamton
4.81 out of 5 average rating, 213 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, 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.

Guest favourite
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!

Top guest favourite
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 favourite
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 favourite
Cabin in Walton
4.94 out of 5 average rating, 215 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 favourite
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 favourite
A comfortable living area is depicted, featuring a brown couch paired with a light-colored loveseat. A coffee table sits in the center on a soft area rug. Large windows allow natural light to fill the space, complemented by decorative lamps and wall art.
Home in Susquehanna
4.98 out of 5 average rating, 53 reviews

Susquehanna Home - Next to Priesthood Restoration

Escape to your own charming retreat in this newly renovated 3-bedroom house in Susquehanna, PA. Perfect for families or groups, this modern and cozy home, thoughtfully designed for Airbnb guests, is a minute's walk from the Priesthood Restoration Site and Penn Can Speedway. Prepare a delightful meal in the fully equipped kitchen, enjoy the huge yard and field, relax on the patio, and experience the peace and quiet of the countryside. Elk Mountain is a scenic 30-minute drive away.

Superhost
A spacious bedroom features a king-size bed with a neutral-toned blanket and decorative pillows. Two bedside lamps on wooden nightstands provide soft lighting. Vertical blinds on the windows allow natural light to enter, enhancing the cozy feel of the room.
Home in Binghamton
4.91 out of 5 average rating, 438 reviews

Hotel Style 2 min from Downtown

Entire 2nd Floor with separate entrance. Comfortable and cozy ambiance for your comfort while you travel. Master bedroom with a full bath, spacious room with a king-size bed, closet, dresser, and armoire. Enjoy the dining/living room, or take advantage of the work station with a desk, If needed. The guest area is on the second floor of my house, private but still inside the house. Amenities, coffee, bottled water. PLEASE READ THE FULL DESCRIPTION AND RULES BEFORE BOOKING.

Top guest favourite
Home in Deposit
5 out of 5 average rating, 107 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 favourite
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

Guest favourite
A living room area features a gray sofa with decorative pillows, positioned near a brightly lit lamp. A marble coffee table, partially obscured by a vibrant yellow item, sits on a patterned rug. A doorway leads to an adjoining room.
Flat in Binghamton
4.85 out of 5 average rating, 179 reviews

Spacious 2-Bedroom Apt on First Floor

Our Airbnb guests get car rental discount on 2020 Audi Q3. Additional monthly discount is available for first responders including travel nurses, police, firefighters, and their families with proof. We provide high speed internet. Subways, McDonald's, Wendy's, Popeye's, Liquor store, and Laurel Bowl are 3 mins walk. BU is 10 mins drive. Driveway parking and Self check-in are available.

Popular amenities for Windsor holiday rentals

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  2. United States
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  4. Broome County
  5. Windsor