
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.

⭐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

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!

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.

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.

Halekulani is Beaver Lake
Enjoy this newly renovated Hawaiian style lake house at Beaver Lake with great views and charm of a cabin in the woods. This 2-bedroom property sleeps 6, has internet and WiFi with 2 Roku TVs, A/C, full kitchen, full bath, 3 eating areas, paddleboat, kayaks, and fire pit on a great fishing lake. Whether you are looking for a peaceful place to get away, a time to mix work with play, or just a change in scenery, the Halekulani is sure to meet your needs. Dogs are allowed for extra fee.

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.

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.

"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.

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.

Welcome to Osborne Creek!
Something different. Country setting 23 acres and only 10 minutes to downtown Binghamton. Newly renovated spacious efficiency apartment with ALL the comforts of home, whether your staying for 1 night or many nights, our goal is to make you feel like you are on vacation. Linens, pots, pans, towels, washer/dryer provided. Offering accommodations for people traveling with horses too at some point. This is farm and farmhouse with its own private efficiency apartment.

The Hemlock House
Escape to the Endless Mountains at this cozy 3-bedroom, 1.5-bath cabin, just 7 miles from Elk Mountain. Perfect for skiers, hikers, and outdoor lovers, it offers easy access to scenic hiking and biking trails along the Rails-to-Trails system. Unwind by the fireplace or explore the open land. Renovated in 2020 with custom details while keeping its original charm, this rustic retreat is the perfect getaway for adventure or relaxation. Book your stay today!

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.
Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor

Cozy Cabin in Candor

The River Cottage

Cozy River Retreat

Spacious House. Quiet residential area Binghamton.

Farmhouse Studio Business Stay Afton NY off I88

Stylish Studio Loft Apartment w/view Montrose Pa

Ernie’s Retro Retreat

Beautiful Spacious 1 Bedroom Apt. Great Location.
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
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington 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
- Chenango Valley State Park
- Pocono Mountains
- Claws 'N' Paws
- Salt Springs State Park
- Lackawanna State Park
- Woodloch Resort
- Upper Delaware Scenic and Recreational River
- The Andes Hotel
- Three Hammers Winery
- Newton Lake
- Six Mile Creek Vineyard
- Steamtown National Historic Site
- Ithaca College
- The Settlers Inn
- Electric City Aquarium
- University of Scranton




