Default HTG hotel image

Search Holiday Homes in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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)
"We enjoyed our stay. The accommodations were great!"
United States
Terri R.
The price is £238
includes taxes & fees
26 Sept - 27 Sept
Waterfront Properties vacation rental

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 £223
includes taxes & fees
1 Oct - 2 Oct
Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit
A two-story house with a front deck, a small garden, and a wooden swing set.

3. 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 £277
includes taxes & fees
29 Sept - 30 Sept
Olivia House is a old farm house that has been updated!
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, (15 reviews)
"Place was convenient for dropping my daughter off at SUNY Binghamton. Was updated, very well laid out with all amenities, clean, organized, thoughtful. Had kitchen, living room, bedroom, bathroom all of a nice size for two people. Liked the auto soap dispenser. Easy parking. A bit woodsy if you are not into critters but otherwise quite fantastic for price and location."
United States
Lindsay
The price is £88
includes taxes & fees
24 Sept - 25 Sept
Cozy little house in Johnson City
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 £284
includes taxes & fees
19 Oct - 20 Oct
Hilltop, relax and enjoy the Endless Mountains views
A natural landscape with a pond, a wooden bridge, and a forested area.

6. Susquehanna Waterfall Haven

Susquehanna Waterfall Haven
Susquehanna
The price is £267
includes taxes & fees
27 Sept - 28 Sept
Susquehanna Waterfall Haven
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 £262
includes taxes & fees
6 Oct - 7 Oct
Hale Eddy
A living room with a sofa, pillows, a round wooden side table, and a white fluffy rug.

8. Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway

Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway
Vestal
The price is £226
includes taxes & fees
23 Sept - 24 Sept
Cozy Nature Retreat Near Binghamton Sleeps 6 Perfect Getaway
A kitchen with wooden cabinets, a stainless steel stove, a dishwasher, a sink, and a window with a view of trees.

9. 2-bed historic Lustron home newly remodeled, modern interior. Nearby shopping!

2-bed historic Lustron home newly remodeled, modern interior. Nearby shopping!
Vestal
10.0 out of 10, Exceptional, (2 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 £214
includes taxes & fees
7 Oct - 8 Oct
2-bed historic Lustron home newly remodeled, modern interior. Nearby shopping!

10. 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 £634
includes taxes & fees
23 Sept - 24 Sept
Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays
A bunk bed room with a window and a view of greenery.

11. Hot Tub Retreat on 190-Acre Farm · Sleeps 6

Hot Tub Retreat on 190-Acre Farm · Sleeps 6
Lakewood
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay at Thunder Manor. Proximity to my son's camp was key and this property was just perfect. The property feels "new", all appliances and amenities are practically new and worked properly. Beds were very comfortable. The hot tub is definitely a plus and we enjoyed it both days we stayed there. The property is located in a beautiful area surrounded by trees with a pond right in front, perfect for walking and enjoying nature (lots of bird sightings!). Communication with Chris...
United States
Mari M.
The price is £294
includes taxes & fees
23 Sept - 24 Sept
Hot Tub Retreat on 190-Acre Farm · Sleeps 6
A dining area with a wooden table and chairs, a kitchen with cabinets, a sofa with cushions, and a plant.

12. 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 £465
includes taxes & fees
23 Sept - 24 Sept
Peaceful 3-bedroom house close to Binghamton University/ UHS hospital.
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.

13. Lake View Log Cabin with amazing views

Lake View Log Cabin with amazing views
Hancock
The price is £500
includes taxes & fees
1 Oct - 2 Oct
Lake View Log Cabin with amazing views
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, (35 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 £1,312
includes taxes & fees
1 Oct - 2 Oct
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
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 £332
includes taxes & fees
20 Oct - 21 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

La Quinta Inn by Wyndham Binghamton - Johnson City

La Quinta Inn by Wyndham Binghamton - Johnson City

8/10 Good
"indoor pool cold, jacuzzi not working. fairly quiet despite being along highway. great breakfast."
Joann 1-night trip
Posted less than an hour ago
La Quinta Inn by Wyndham Binghamton - Johnson City

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
203
Accommodation
108 Holiday Homes
Lowest Price
£88
Highest Price
£1,312