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Holiday Homes in Windsor

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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 NZ$656
includes taxes & fees
13 Oct - 14 Oct
Waterfront Properties vacation rental
A campfire with four Adirondack chairs arranged around it in a forest setting.

2. 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 NZ$358
includes taxes & fees
13 Oct - 14 Oct
Peaceful 5-Acre Country Retreat with Cali~King Bed, Fire Pit & Near Oneonta
A wooden deck with a door and a utility box.

3. 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 NZ$203
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.

4. 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.
The price is NZ$712
includes taxes & fees
3 Nov - 4 Nov
Olivia House is a old farm house that has been updated!
A rustic cabin with a stone wall and a wooden deck.

5. 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 NZ$649
includes taxes & fees
19 Oct - 20 Oct
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.

6. Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is NZ$591
includes taxes & fees
3 Nov - 4 Nov
Hale Eddy
A natural landscape with a pond, a wooden bridge, and a forested area.

7. Susquehanna Waterfall Haven

Susquehanna Waterfall Haven
Susquehanna
The price is NZ$663
includes taxes & fees
23 Oct - 24 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.

8. 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 NZ$600
includes taxes & fees
20 Oct - 21 Oct
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Living area

9. 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 NZ$1,082
includes taxes & fees
19 Oct - 20 Oct
Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays
A living room with a sofa, pillows, a round wooden side table, and a white fluffy rug.

10. Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway

Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway
Vestal
The price is NZ$608
includes taxes & fees
13 Oct - 14 Oct
Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway
A dining area with a wooden table and chairs, a kitchen with cabinets, a sofa with cushions, and a plant.

11. 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 NZ$1,113
includes taxes & fees
13 Oct - 14 Oct
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.

12. 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.
The price is NZ$3,012
includes taxes & fees
19 Oct - 20 Oct
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
A kitchen with a central island, a stone fireplace, and a dining area with a table and chairs.

13. Spacious 7-bedroom House in Vestal

Spacious 7-bedroom House in Vestal
Vestal
10.0 out of 10, Exceptional, (1 review)
"Our family gathered here to celebrate our grandson’s graduation from Binghamton. This beautiful home was the perfect place for our large family to come together, laugh, share memories, and celebrate such a special milestone. We will always remember the warmth and comfort of this house and the wonderful time we spent enjoying each other’s company here."
United States
Patricia M.
The price is NZ$4,831
includes taxes & fees
17 Oct - 18 Oct
Spacious 7-bedroom House in Vestal
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.

14. Lake View Log Cabin with amazing views

Lake View Log Cabin with amazing views
Hancock
The price is NZ$1,209
includes taxes & fees
13 Oct - 14 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.

15. Equinunk

Equinunk
3.0 star property
Equinunk
The price is NZ$749
includes taxes & fees
29 Oct - 30 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

Comfort Inn & Suites Johnson City - Binghamton

Comfort Inn & Suites Johnson City - Binghamton

10/10 Excellent
"Very convenient location and friendly staff"
Haijin 1-night trip
Posted 10 hours ago
Comfort Inn & Suites Johnson City - Binghamton

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
203
Accommodation
105 Holiday Homes
Lowest Price
NZ$203
Highest Price
NZ$3,012