Windsor Vacation Rentals

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Check prices for these dates

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Jul 27 - Jul 28
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Jul 28 - Jul 29
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Aug 1 - Aug 3
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Aug 8 - Aug 10

Vacation Rentals in Windsor

Historic Main Street private 2 bedroom apartment with views and all amenities.
Enjoy a serene view from this outdoor deck overlooking the surrounding landscape.

Historic Main Street private 2 bedroom apartment with views and all amenities.

9.8 out of 10, Exceptional, (49)
"Was a nice quiet place to stay. "
Historic Main Street private 2 bedroom apartment with views and all amenities.
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Enjoy cooking in this fully equipped kitchen with a refrigerator, stove, microwave, and sink.

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

10.0 out of 10, Exceptional, (182)
"Very nice!"
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Cozy 2-bedroom cabin in Vestal NY
Property grounds

Cozy 2-bedroom cabin in Vestal NY

10.0 out of 10, Exceptional, (3)
"Love the cabin and its location!"
The price is ￥22,892
￥38,885 total
includes taxes & fees
Jul 29 - Jul 30
Cozy 2-bedroom cabin in Vestal NY
Handcrafted Riverfront Cabin on 10 acres
Enjoy al fresco dining on the cabin's balcony, equipped with a grill and barbecue facilities.

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (163)
"Great cabin exactly as advertised. Go ahead and book it you won’t be disappointed. "
The price is ￥19,008
￥50,188 total
includes taxes & fees
Aug 4 - Aug 5
Handcrafted Riverfront Cabin on 10 acres
Rivers Edge of the West Branch Delaware River w Private Boat Launch
Cozy cabin-style room with a green door, dining table, and kitchenette, featuring a sloped ceiling and wooden beams.

Rivers Edge of the West Branch Delaware River w Private Boat Launch

9.6 out of 10, Exceptional, (108)
"Cabin was in a great location and very cozy with great appliances. Would definitely recommend. "
Rivers Edge of the West Branch Delaware River w Private Boat Launch
Charming & Private Delaware Riverfront Home near Callicoon NY
Relax in this serene room with a high ceiling, large windows, and a cozy seating area featuring wooden rocking chairs and a dining table.

Charming & Private Delaware Riverfront Home near Callicoon NY

9.8 out of 10, Exceptional, (177)
"Love this place would come here again with family"
Charming & Private Delaware Riverfront Home near Callicoon NY
Indoor Pool,Largest Game Lodge,Sleeps 39
Situated in a natural wooded setting, this cabin offers a balcony with outdoor seating and a paved patio area.

Indoor Pool,Largest Game Lodge,Sleeps 39

10.0 out of 10, Exceptional, (52)
"A group of us stayed for two nights and the property absolutely exceeded our expectations. Leah was a great communicator and I would absolutely recommend this property for a group to get away and enjoy all of the activities it has to offer."
Indoor Pool,Largest Game Lodge,Sleeps 39
Riverfront Cabin West Branch Delaware River
Cabins feature porches and small attached structures, set amidst a well-maintained grassy field.

Riverfront Cabin West Branch Delaware River

9.8 out of 10, Exceptional, (113)
"This place is clean and host is great, I recommend "
Riverfront Cabin West Branch Delaware River
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Escape to a secluded cabin surrounded by forest scenery, with a balcony offering a tranquil view.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

9.6 out of 10, Exceptional, (114)
"My family rented this cabin for a short ski trip to Elk mtn. The cabin was really nice and described nicely in summary. We couldn’t do much exploring of propety due to amount of snow but we are already looking forward to renting this in summer. It’s right on lake with a dock, couldn’t ask for anything better. We really enjoyed our visit. "
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Equestrian House Suites
Enjoy a refreshing swim in our pool surrounded by a tiled edge.

Equestrian House Suites

2.5 star property
The price is ￥17,928
￥52,349 total
includes taxes & fees
Jul 29 - Jul 30
Equestrian House Suites
Charming 120-year-old farmhouse by the creek
Sit by the river and enjoy a peaceful moment amidst the serene surroundings and rustic charm.

Charming 120-year-old farmhouse by the creek

8.8 out of 10, Excellent, (20)
"Close to town ,clean just what we were looking for"
The price is ￥21,002
￥44,059 total
includes taxes & fees
Jul 30 - Jul 31
Charming 120-year-old farmhouse by the creek
Modern Suite | Near BU, Hospitals & Downtown | NY
Enjoy cooking in this kitchen with a gas stove, stainless steel appliances, and a window overlooking the surrounding greenery.

Modern Suite | Near BU, Hospitals & Downtown | NY

9.6 out of 10, Exceptional, (13)
"Traveling with a dog, so we really appreciated being able to walk her through the neighborhood. Sweet little apartment, comfortable bed, nicely furnished. If we're passing through again, we'll definitely rebook."
The price is ￥14,474
￥77,622 total
includes taxes & fees
Jul 29 - Jul 30
Modern Suite | Near BU, Hospitals & Downtown | NY
Brand New! Riverfront River Bend Cabin - Catskill fly fishing outside your door!
Escape to a serene lakeside retreat surrounded by a dense forest, where a cozy cabin awaits with a peaceful porch.

Brand New! Riverfront River Bend Cabin - Catskill fly fishing outside your door!

9.8 out of 10, Exceptional, (29)
"Perfect getaway and a lot of fishing opportunities in the area. "
Brand New! Riverfront River Bend Cabin - Catskill fly fishing outside your door!
Cheerful 4 rooms Cabin with 2 bath near BU
Enjoy cooking in this well-equipped kitchen with a stainless steel range, sink, coffee maker, and toaster.

Cheerful 4 rooms Cabin with 2 bath near BU

9.8 out of 10, Exceptional, (21)
"Here for a college tour. Very convenient to Binghamton University. Host was quick to respond to all our needs and very gracious. "
Cheerful 4 rooms Cabin with 2 bath near BU
Waterfront house on the upper most portion of the West Branch Delaware.
Relax on the covered porch with a picnic table and comfortable seating.

Waterfront house on the upper most portion of the West Branch Delaware.

9.8 out of 10, Exceptional, (29)
"We stayed for a long weekend and the place was great. It was clean and the location was perfect. Close to town and very relaxing by the river. Ron was a great host, communication was top notch, easy to work with. Highly recommend staying here."
Waterfront house on the upper most portion of the West Branch Delaware.
Lakeside Gem: Hot Tub & Game Room in Hancock
Cozy cabin with a high ceiling, wooden paneling, and a large island kitchen.

Lakeside Gem: Hot Tub & Game Room in Hancock

9.8 out of 10, Exceptional, (45)
"Great host, great property, great stay. Secluded, big, well put together and comfortable. Would highly recommend and will 100% be staying again."
Lakeside Gem: Hot Tub & Game Room in Hancock
Spectacular Catskill Mountain River Front Custom Log Home
Relax in a spacious room with a comfortable bed, sofa, and chair, and enjoy the view from the large windows.

Spectacular Catskill Mountain River Front Custom Log Home

10.0 out of 10, Exceptional, (66)
"Great Location"
Spectacular Catskill Mountain River Front Custom Log Home
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
Cozy cabin nestled in a secluded wooded area, offering a warm and inviting atmosphere.

Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY

9.8 out of 10, Exceptional, (127)
"Very nice property with everything you would ever need. Super host. "
The price is ￥24,960
￥52,738 total
includes taxes & fees
Aug 11 - Aug 12
Cozy/Chic Cabin (ISOLATED RETREAT!) Binghamton NY
DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and granite countertops.

DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events

9.8 out of 10, Exceptional, (94)
"We booked at the last minute due to another rental falling through. The booking process was smooth and Laura was a gracious and amazing host. The property is beautiful and spacious! We can’t wait to visit again "
DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events
Breathtaking 44+ Acre Country Estate
Enjoy cooking in this well-equipped kitchen with an oven and sink.

Breathtaking 44+ Acre Country Estate

10.0 out of 10, Exceptional, (33)
"The house was great. Clean, cozy and spacious. There was room for everyone in our large group snowboarding at elk mountain (a little over 20 min away). "
Breathtaking 44+ Acre Country Estate
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Comfort Inn Apalachin / Binghamton W Route 17

Comfort Inn Apalachin / Binghamton W Route 17

10/10 Excellent
"House keeping skipped my room "
Morgan 2-night trip
Posted 8 hours ago
Comfort Inn Apalachin / Binghamton W Route 17

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we have vacation rentals close to the most popular local attractions in Windsor, or you can choose a more secluded option if you're looking for a relaxing stay. Windsor is known for its parks and basketball games. Make sure you have time to check out the cafes and bars during your trip.

What are some of the best vacation home rentals that Windsor has to offer?

Charming & Private Delaware Riverfront Home near Callicoon NY: Visitors like this Windsor vacation home rental. It is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Windsor?

Explore the area and cultural attractions such as Deposit Historical Museum, or visit a family-friendly sight such as Animal Adventure Park. Susquehanna River and West Branch Delaware River are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Windsor. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.