Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Windsor

Exterior
Waterfront Properties vacation rental

Waterfront Properties vacation rental

Windsor
9.8 out of 10, Exceptional, (65)
"This property is perfect for a quiet get away. The river views are lovely. The house was clean and well appointed. The location was in a quiet area but close enough to the town to meet basic needs."
United States
Marisa P.
The price is ￥19,178
￥48,889 total
includes taxes & fees
Nov 23 - Nov 24
Waterfront Properties vacation rental
Exterior
Equestrian House Suites

Equestrian House Suites

3.0 star property
Pleasant Mount
The price is ￥42,678
￥104,212 total
includes taxes & fees
Nov 11 - Nov 12
Equestrian House Suites
Exterior
Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres

Starlight
10.0 out of 10, Exceptional, (177)
"Beautiful cabin on very nice property. Great place to just relax. "
United States
Mary P.
The price is ￥12,151
￥43,696 total
includes taxes & fees
Nov 16 - Nov 17
Handcrafted Riverfront Cabin on 10 acres
Exterior
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

Montrose
9.8 out of 10, Exceptional, (29)
"I can not recommend this property enough, it had everything a large group could need. We thoroughly enjoyed our time at this property and look forward to returning next year. The owners were helpful and responsive, the lake was beautiful and the time there was lovely!"
United States
Tamara J.
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
Exterior
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

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

Lakewood
9.6 out of 10, Exceptional, (122)
"We loved the privacy and enjoyed all the kayaks, boat and canoe. Perfect lake vacation, plan on making it a yearly trip."
United States
CINDY M.
The price is ￥34,520
￥61,993 total
includes taxes & fees
Nov 12 - Nov 13
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Interior
Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast

Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast

Deposit
10.0 out of 10, Exceptional, (12)
"Charming cabin, newly built with outstanding attention to detail. Rachel was a wonderful host and very accommodating. We thoroughly enjoyed our stay and plan to return in the future."
United States
Rick M.
The price is ￥38,355
￥53,329 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast
Terrace/patio
Your Tranquil Oasis on the Susquehanna River

Your Tranquil Oasis on the Susquehanna River

Kirkwood
9.8 out of 10, Exceptional, (10)
"Everything was great! Very comfortable home! Suited our out of town work needs perfectly!"
United States
jeff
Your Tranquil Oasis on the Susquehanna River
Exterior
Cozy little house in Johnson City

Cozy little house in Johnson City

Johnson City
8.4 out of 10, Very Good, (13)
"A great one night stay close to the hospital in which I was working. It snowed overnight and my host finished shoveling the walk way as I was heading to work. I was happy from check in to check out. Thanks for a great stay!"
United States
Kristel R.
The price is ￥12,427
￥17,510 total
includes taxes & fees
Nov 13 - Nov 14
Cozy little house in Johnson City
Exterior
Our Rustic Serenity Camp is 190 sq ft and over looks the river valley.

Our Rustic Serenity Camp is 190 sq ft and over looks the river valley.

Unadilla
10.0 out of 10, Exceptional, (3)
"Beautiful property, super helpful host. Can't wait to go back"
United States
Katie T.
Our Rustic Serenity Camp is 190 sq ft and over looks the river valley.
Exterior
Steps from En-Joie Golf - 3BR Bungalow, Pet-Friendly w/ AC & WiFi

Steps from En-Joie Golf - 3BR Bungalow, Pet-Friendly w/ AC & WiFi

Endicott
10.0 out of 10, Exceptional, (12)
"Wonderful house and location. The house was truly perfect for us! "
United States
Piper O.
Steps from En-Joie Golf - 3BR Bungalow, Pet-Friendly w/ AC & WiFi
Exterior
Riverfront Cabin West Branch Delaware River

Riverfront Cabin West Branch Delaware River

Deposit
9.8 out of 10, Exceptional, (118)
"Great stay! Andy is a great host. "
United States
John Z.
Riverfront Cabin West Branch Delaware River
Fridge, microwave, oven, stovetop
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

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

Lake Como
10.0 out of 10, Exceptional, (189)
"We really enjoyed our stay! Jim and Tracy were fantastic and very nice! The cabin is so peaceful. If, you are looking for a peaceful getaway this is the place to go to! You will love it!"
United States
Alexis M.
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
TV, DVD player
Spectacular Catskill Mountain River Front Custom Log Home

Spectacular Catskill Mountain River Front Custom Log Home

hancock
10.0 out of 10, Exceptional, (73)
"Great Location"
United States
David S.
Spectacular Catskill Mountain River Front Custom Log Home
Fridge, microwave, oven, stovetop
Breathtaking 44+ Acre Country Estate

Breathtaking 44+ Acre Country Estate

Pleasant Mount
10.0 out of 10, Exceptional, (36)
"Jennifer was a great host, very communicative. The property is really beautiful and the sunsets/sunrises were wonderful to watch from the porch and the fire pit! The pictures from the listing were accurate. Overall a great stay"
United States
Michael S.
Breathtaking 44+ Acre Country Estate
Outdoor dining
Waterfront house on the upper most portion of the West Branch Delaware.

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

Deposit
10.0 out of 10, Exceptional, (35)
"Best spot for Stylesville area flyfishing."
United States
Patrick O.
Waterfront house on the upper most portion of the West Branch Delaware.
Interior
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing

Conklin
10.0 out of 10, Exceptional, (49)
"Beautiful, clean property. Loved being on the river. House had everything we needed. "
United States
Hayley R.
Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing
Microwave, oven, stovetop, dishwasher
Binghamton's Beautiful Riverside Drive Living!

Binghamton's Beautiful Riverside Drive Living!

Binghamton
10.0 out of 10, Exceptional, (16)
"The host was wonderful and the property far exceeded our expectations in terms of cleanliness, amenities, decor, being in an inviting neighborhood and proximity to downtown Binghamton. We recommend it to anyone looking for a beautiful place to stay. You will not be disappointed. Five Stars"
United States
Charles G.
Binghamton's Beautiful Riverside Drive Living!
Exterior
Western Catskills Paradise - Four-Season Mountaintop Retreat

Western Catskills Paradise - Four-Season Mountaintop Retreat

Bainbridge
9.8 out of 10, Exceptional, (61)
"Our family had a lovely time at the property. Karen and Don are responsive hosts and very lovely people. The grandkids did not want to leave!"
United States
Kimberly M.
Western Catskills Paradise - Four-Season Mountaintop Retreat
Fridge, microwave, oven, stovetop
Elk Mountain Vacation Home on 21 Acres

Elk Mountain Vacation Home on 21 Acres

Union Dale
9.8 out of 10, Exceptional, (46)
"Family and friends Elk Mountain getaway. Cabin is very nicely situated on the large property. Cabin was very cozy and warm. The wood stove is a great touch. Kitchen was well stocked with cook and dinner ware. Everything met our needs and was to our liking. We would definitely recommend this property."
United States
Michael R.
Elk Mountain Vacation Home on 21 Acres
Fridge, microwave, oven, stovetop
Hip Dtwn Apt W/ Arcade & Gym

Hip Dtwn Apt W/ Arcade & Gym

Binghamton
9.0 out of 10, Wonderful, (2)
"Overall, my family had a nice stay at the apartment. The space was clean, comfortable with a modern vibe. The arcade game in the apartment was a plus. It’s convenient to some of the local dining options. It’s ideal for a family of four with the two bedrooms with double beds. It’s a walk up but the stairs are wide and easy to navigate. The owner was very responsive when we requested additional towels, and someone parked in the apartment’s designated spot (not his fault but was a little annoying,...
United States
William
The price is ￥16,707
￥38,088 total
includes taxes & fees
Nov 11 - Nov 12
Hip Dtwn Apt W/ Arcade & Gym
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

Hampton Inn Binghamton/Johnson City

Hampton Inn Binghamton/Johnson City

10/10 Excellent
"Check out is at noon and the warmest pool ever stayed open until midnight! Breakfast was delicious and was served until 10am. As a mom of 4, this was all a special treat. I slept amazing. The bed was so comfortable and the water pressure was phenomenal. Also we felt safe. These are all big deals when I stay at a hotel. I would recommend. "
Katrina 1-night trip
Posted 2 days ago
Hampton Inn Binghamton/Johnson City

Find out more about Windsor

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Look no further and take a look at our great range of rental properties in Windsor!

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?

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos: Visitors like this Windsor vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.