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Holiday Homes in Windsor

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Windsor holiday homes

A round table with a red umbrella, two white chairs, and a grassy area near a body of water with trees in the background.

1. Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
10.0 out of 10, Exceptional, (74 reviews)
"This home was clean, affordable, and exactly as listed. Owners were very accommodating. Beautiful view of the river. Would book again."
United States
Michael B.
The price is €308
includes taxes & fees
8 Oct - 9 Oct
Waterfront Properties vacation rental
Property grounds

2. Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit

Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit
Nineveh
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful location, clean, host was very helpful answering questions about the property / surrounding area."
United States
Kiel P.
The price is €357
includes taxes & fees
14 Oct - 15 Oct
Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit
A campfire with four Adirondack chairs arranged around it in a forest setting.

3. Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta

Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta
Afton
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay. Everything you need was provided in case you forgot to bring it with you. Living room comfortably sits 6 with YouTube tv provided. Property was quite and fire pit in rear added to country living experience. I have already recommended this property to several friends and plan to return in spring."
United States
paul
The price is €234
includes taxes & fees
7 Nov - 8 Nov
Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta
A wooden deck with a door and a utility box.

4. Cozy little house in Johnson City

Cozy little house in Johnson City
Johnson City
8.4 out of 10, Very good, (16 reviews)
"Second time staying here, everything was great!"
United States
Chad A.
The price is €106
includes taxes & fees
14 Oct - 15 Oct
Cozy little house in Johnson City
A two-story house with a front deck, a small garden, and a wooden swing set.

5. Olivia House is a old farm house that has been updated!

Olivia House is a old farm house that has been updated!
Susquehanna
10.0 out of 10, Exceptional, (54 reviews)
"We have now stayed a few times here. Every time has been nothing short of perfect!!"
United States
Anna E.
Olivia House is a old farm house that has been updated!
A rustic cabin with a stone wall and a wooden deck.

6. Hilltop, relax and enjoy the Endless Mountains views

Hilltop, relax and enjoy the Endless Mountains views
Hallstead
9.2 out of 10, Wonderful, (14 reviews)
"We needed a place to stay for the 6 of us attending the funeral of our mother and this vintage home was the perfect place for us. It offered tranquil views which was just what we needed. "
United States
Paula M.
The price is €338
includes taxes & fees
6 Nov - 7 Nov
Hilltop, relax and enjoy the Endless Mountains views
A cozy living room with a sofa, a coffee table, and a lamp. There are large windows and a door leading to another room.

7. Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is €301
includes taxes & fees
3 Nov - 4 Nov
Hale Eddy
A natural landscape with a pond, a wooden bridge, and a forested area.

8. Susquehanna Waterfall Haven

Susquehanna Waterfall Haven
Susquehanna
The price is €323
includes taxes & fees
8 Oct - 9 Oct
Susquehanna Waterfall Haven
An open patio with a wooden pergola, two chairs, a small table with a bottle and glasses, and a view of a grassy yard with trees and a house in the distance.

9. 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, (17 reviews)
"We loved our stay here! Great place, beautiful views, wished we could’ve stayed longer. Thank you!!"
United States
T.J. E.
The price is €315
includes taxes & fees
8 Oct - 9 Oct
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
A kitchen with wooden cabinets, a stainless steel stove, a dishwasher, a sink, and a window with a view of trees.

10. 2-bed historic Lustron home newly remodeled, modern interior. Nearby shopping!

2-bed historic Lustron home newly remodeled, modern interior. Nearby shopping!
Vestal
9.4 out of 10, Exceptional, (3 reviews)
"The check-in went smoothly and we were able to reach the host easily and quickly. The house was perfect for us and had everything that we needed. We highly recommend this location."
United States
Micheline L.
The price is €282
includes taxes & fees
18 Oct - 19 Oct
2-bed historic Lustron home newly remodeled, modern interior. Nearby shopping!
A living room with a sofa, pillows, a round wooden side table, and a white fluffy rug.

11. Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway

Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway
Vestal
The price is €308
includes taxes & fees
12 Oct - 13 Oct
Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway
Living area

12. Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays

Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"Peaceful setting"
United States
Gerald L.
The price is €770
includes taxes & fees
20 Oct - 21 Oct
Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays
A dining area with a wooden table and chairs, a kitchen with cabinets, a sofa with cushions, and a plant.

13. Peaceful 3-bedroom house close to Binghamton University/ UHS hospital.

Peaceful 3-bedroom house close to Binghamton University/ UHS hospital.
Johnson City
The price is €556
includes taxes & fees
7 Nov - 8 Nov
Peaceful 3-bedroom house close to Binghamton University/ UHS hospital.
A two-story house with a well-lit front porch and a dock extending into a body of water.

14. 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, (36 reviews)
"Beautiful home with kind, communicative hosts. This is a very quiet community with strict lake rules, be mindful of booking with a rowdy or loud group. House had really nice amenities and was easy to find."
United States
Kaitlyn B.
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
A spacious wooden cabin with a high ceiling, a staircase leading to an upper level, a cozy living area with a sofa, chairs, and a dining table.

15. Lake View Log Cabin with amazing views

Lake View Log Cabin with amazing views
Hancock
The price is €633
includes taxes & fees
20 Oct - 21 Oct
Lake View Log Cabin with amazing views
A sunroom with a wooden table, two chairs, a sofa, and a view of a green landscape.

16. Equinunk

Equinunk
3.0 star property
Equinunk
The price is €386
includes taxes & fees
27 Oct - 28 Oct
Equinunk
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

Motel 6 Binghamton, NY

Motel 6 Binghamton, NY

8/10 Good
"Ok"
Anna 2-night trip
Posted 9 hours ago
Motel 6 Binghamton, NY

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
194
Accommodation
105 Holiday Homes
Lowest Price
€106
Highest Price
€1,568