Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Windsor vacation rentals

Property grounds

Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
9.8 out of 10, Exceptional, (67 reviews)
"The owners were very attentive and willing to answer any question we had with very quick responses. The owners gave many recommendations for food in the area when asked. The place fit our needs perfectly. Will rent this place again if in the area again."
United States
Tyler J.
The price is ￥19,924
￥50,611 total
includes taxes & fees
Mar 28 - Mar 29
Waterfront Properties vacation rental
Exterior

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
The price is ￥24,144
￥86,254 total
includes taxes & fees
Apr 2 - Apr 3
Equestrian House Suites
Property grounds

Deluxe Duplex • Springtime Escape

Deluxe Duplex • Springtime Escape
Pleasant Mount
The price is ￥26,778
￥65,529 total
includes taxes & fees
Mar 28 - Mar 29
Deluxe Duplex • Springtime Escape
Property grounds

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Thompson
10.0 out of 10, Exceptional, (13 reviews)
"This is the perfect place for you to come and relax. "
United States
Anabel P.
The price is ￥19,924
￥32,046 total
includes taxes & fees
Mar 30 - Mar 31
Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Outdoor dining

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Thompson
9.6 out of 10, Exceptional, (40 reviews)
"Great stay especially for a wedding for family vacation "
United States
Catherine P.
The price is ￥19,924
￥32,046 total
includes taxes & fees
Mar 31 - Apr 1
King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Fridge, microwave, oven, stovetop

The Hideout Cottage • Awaken With Spring

The Hideout Cottage • Awaken With Spring
Pleasant Mount
The price is ￥17,214
￥48,115 total
includes taxes & fees
Mar 29 - Mar 30
The Hideout Cottage • Awaken With Spring
Smart TV, fireplace, books, music library

Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.
Montrose
10.0 out of 10, Exceptional, (95 reviews)
"Great clean, comfortable place, attentive hosts, beautiful location. "
United States
David A.
The price is ￥20,721
￥30,308 total
includes taxes & fees
Apr 1 - Apr 2
Quiet Lakefront Retreat nestled in the woods.
Smart TV

Seasons on Oak Short walk to best Fly Fishing in Northeast Cozy Cabin Deposit NY

Seasons on Oak Short walk to best Fly Fishing in Northeast Cozy Cabin Deposit NY
Deposit
10.0 out of 10, Exceptional, (18 reviews)
"A couple of our crew stayed here for the last couple weeks while out of town working on a job, and the cabin felt like home, it was clean, the host was super responsive, and it was just the perfect place for us. "
United States
RHL C.
The price is ￥41,441
￥57,332 total
includes taxes & fees
Mar 30 - Mar 31
Seasons on Oak Short walk to best Fly Fishing in Northeast Cozy Cabin Deposit NY
Interior

Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (25 reviews)
"Close to town ,clean just what we were looking for"
United States
Anonymous traveler
The price is ￥20,800
￥49,881 total
includes taxes & fees
Mar 28 - Mar 29
Charming 120-year-old farmhouse by the creek
Property grounds

2BR Premium Duplex • A Season of Renewal

2BR Premium Duplex • A Season of Renewal
Pleasant Mount
9.0 out of 10, Wonderful, (2 reviews)
"Would've liked to have more to cook with than just a microwave, other than that the stay was commendable."
United States
Jeremy
The price is ￥20,083
￥56,379 total
includes taxes & fees
Mar 31 - Apr 1
2BR Premium Duplex • A Season of Renewal
Exterior detail

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres
Starlight
10.0 out of 10, Exceptional, (199 reviews)
"Excellent property and great location "
United States
Eric P.
The price is ￥24,227
￥59,564 total
includes taxes & fees
Apr 13 - Apr 14
Handcrafted Riverfront Cabin on 10 acres
Interior

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Perfect place to bring the family for a quiet ski holiday. "
United States
Pamela S.
The price is ￥25,502
￥46,403 total
includes taxes & fees
Mar 30 - Mar 31
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Smart TV, stereo

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly

Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
Greene
10.0 out of 10, Exceptional, (16 reviews)
"Anniversary weekend getaway "
United States
Kayla M.
The price is ￥18,330
￥24,100 total
includes taxes & fees
Mar 30 - Mar 31
Charming 1-bedroom apartment in Greene for up to 4 guests, family & dog friendly
TV, fireplace

Lake View Log Cabin with amazing views

Lake View Log Cabin with amazing views
Hancock
The price is ￥57,380
￥111,158 total
includes taxes & fees
Mar 31 - Apr 1
Lake View Log Cabin with amazing views
House, Private Bathroom, Courtyard View (Equinunk) | Terrace/patio

Equinunk

Equinunk
2.0 star property
Equinunk
The price is ￥29,965
￥58,164 total
includes taxes & fees
Apr 14 - Apr 15
Equinunk
2 bedrooms, iron/ironing board, WiFi, bed sheets

Modern Urban Stay Dtwn Apt

Modern Urban Stay Dtwn Apt
Binghamton
9.6 out of 10, Exceptional, (11 reviews)
"Great spot for a short visit to Binghamton University."
United States
Tami C.
The price is ￥13,325
￥32,987 total
includes taxes & fees
Mar 31 - Apr 1
Modern Urban Stay Dtwn Apt
Exterior detail

Cozy little house in Johnson City

Cozy little house in Johnson City
Johnson City
8.4 out of 10, Very Good, (13 reviews)
"Good place to stay for graduation weekend. "
United States
Steven
The price is ￥12,911
￥18,192 total
includes taxes & fees
Mar 29 - Mar 30
Cozy little house in Johnson City
Exterior

Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY

Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Binghamton
9.8 out of 10, Exceptional, (136 reviews)
"Fantastic, warm, cozy place for the perfect winter get away! The host was very helpful, and gracious! Thie kitchen has EVERYTHING you need or want! I highly recommend this super cabin!"
United States
Randy J.
The price is ￥25,343
￥55,654 total
includes taxes & fees
Mar 29 - Mar 30
Cozy/Chic Cabin ISOLATED RETREAT! Binghamton NY
Fridge, microwave, oven, stovetop

City Escape • A Breath of Spring

City Escape • A Breath of Spring
Pleasant Mount
The price is ￥31,559
￥83,670 total
includes taxes & fees
Mar 28 - Mar 29
City Escape • A Breath of Spring
Dining

Vacation Cottage Getaway • Fields in Bloom

Vacation Cottage Getaway • Fields in Bloom
Pleasant Mount
The price is ￥17,244
￥48,199 total
includes taxes & fees
Mar 29 - Mar 30
Vacation Cottage Getaway • Fields in Bloom
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

Spark by Hilton Vestal Binghamton University Area

Spark by Hilton Vestal Binghamton University Area

8/10 Good
"Breakfast was very basic. Parking was very easy. A noticeable smell of Marijuana at times. Noise from the road."
Gustavo 1-night trip
Posted 5 hours ago
Spark by Hilton Vestal Binghamton University Area

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?

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing: Visitors like this Windsor vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.