Airbnb, Cabins, Vacation Rentals in Windsor, NY

Compare 124 available, short term vacation home properties, starts from $36

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Save Up To 43%

Airbnb, Vacation rentals and hotel deals in Windsor, NY

Lakewood Lodge & Restaurant
Lakewood Lodge & Restaurant
Lakewood Lodge & Restaurant
Lakewood Lodge & Restaurant
7.7 (33 reviews)
Lakewood Lodge & Restaurant
Lodge · 2 Guests · 1 Bedroom
$132 /night
View deal
Traditions Hotel & Spa, Ascend Hotel Collection
Traditions Hotel & Spa, Ascend Hotel Collection
Traditions Hotel & Spa, Ascend Hotel Collection
Traditions Hotel & Spa, Ascend Hotel Collection
8.7 (88 reviews)
Traditions Hotel & Spa, Ascend Hotel Collection
Hotel · 2 Guests · 1 Bedroom
$153 /night
View deal
Holiday Inn Express Hotel & Suites Binghamton University-Vestal, an IHG Hotel
Holiday Inn Express Hotel & Suites Binghamton University-Vestal, an IHG Hotel
Holiday Inn Express Hotel & Suites Binghamton University-Vestal, an IHG Hotel
Holiday Inn Express Hotel & Suites Binghamton University-Vestal, an IHG Hotel
9.0 (1033 reviews)
Holiday Inn Express Hotel & Suites Binghamton University-Vestal, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$125 /night
View deal
The Sunset Lodge Country Oasis
The Sunset Lodge Country Oasis
The Sunset Lodge Country Oasis
The Sunset Lodge Country Oasis
9.8 (15 reviews)
The Sunset Lodge Country Oasis
Holiday home · 2 Guests · 1 Bedroom
$300 /night*
View deal
Holiday Inn Express & Suites Gibson, an IHG Hotel
Holiday Inn Express & Suites Gibson, an IHG Hotel
Holiday Inn Express & Suites Gibson, an IHG Hotel
Holiday Inn Express & Suites Gibson, an IHG Hotel
9.5 (128 reviews)
Holiday Inn Express & Suites Gibson, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$137 /night
View deal
Peaceful Hancock Home w/ Patio, Deck & Grill!
Peaceful Hancock Home w/ Patio, Deck & Grill!
Peaceful Hancock Home w/ Patio, Deck & Grill!
Peaceful Hancock Home w/ Patio, Deck & Grill!
10 (11 reviews)
Peaceful Hancock Home w/ Patio, Deck & Grill!
Holiday home · 2 Guests · 1 Bedroom
$167 /night*
View deal
Tentrr Signature Site - Valley View Serenity
Tentrr Signature Site - Valley View Serenity
Tentrr Signature Site - Valley View Serenity
Tentrr Signature Site - Valley View Serenity
9.0 (2 reviews)
Tentrr Signature Site - Valley View Serenity
RV park · 2 Guests · 1 Bedroom
$110 /night*
View deal
Cozy four season private lakefront cottage. Located on Laurel Lake, Brackney, PA
Cozy four season private lakefront cottage. Located on Laurel Lake, Brackney, PA
Cozy four season private lakefront cottage. Located on Laurel Lake, Brackney, PA
Cozy four season private lakefront cottage. Located on Laurel Lake, Brackney, PA
10 (6 reviews)
Cozy four season private lakefront cottage. Located on Laurel Lake, Brackney, PA
Cottage · 2 Guests · 1 Bedroom
$150 /night*
View deal
Cozy Victorian Mansion with room for your whole family
Cozy Victorian Mansion with room for your whole family
Cozy Victorian Mansion with room for your whole family
Cozy Victorian Mansion with room for your whole family
9.8 (7 reviews)
Cozy Victorian Mansion with room for your whole family
Holiday home · 2 Guests · 1 Bedroom
$195 /night*
View deal
Motel 6-Binghamton, NY
Motel 6-Binghamton, NY
Motel 6-Binghamton, NY
Motel 6-Binghamton, NY
7.0 (306 reviews)
Motel 6-Binghamton, NY
Hotel · 2 Guests · 1 Bedroom
$70 /night
View deal
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
9.8 (149 reviews)
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Holiday home · 2 Guests · 1 Bedroom
$295 /night*
View deal
Pet-friendly Hancock Home on the Delaware River!
Pet-friendly Hancock Home on the Delaware River!
Pet-friendly Hancock Home on the Delaware River!
Pet-friendly Hancock Home on the Delaware River!
Pet-friendly Hancock Home on the Delaware River!
Cottage · 2 Guests · 1 Bedroom
$270 /night
View deal
Scenic Home on the Delaware River, Pet-Friendly!
Scenic Home on the Delaware River, Pet-Friendly!
Scenic Home on the Delaware River, Pet-Friendly!
Scenic Home on the Delaware River, Pet-Friendly!
Scenic Home on the Delaware River, Pet-Friendly!
Holiday home · 2 Guests · 1 Bedroom
$157 /night*
View deal
The Hill Top Hall at Camp Bluestone
The Hill Top Hall at Camp Bluestone
The Hill Top Hall at Camp Bluestone
The Hill Top Hall at Camp Bluestone
10 (1 review)
The Hill Top Hall at Camp Bluestone
Holiday home · 2 Guests · 1 Bedroom
$258 /night*
View deal
Red Roof Inn Binghamton - Johnson City
Red Roof Inn Binghamton - Johnson City
Red Roof Inn Binghamton - Johnson City
Red Roof Inn Binghamton - Johnson City
7.0 (431 reviews)
Red Roof Inn Binghamton - Johnson City
Motel · 2 Guests · 1 Bedroom
$76 /night
View deal
La Quinta Inn by Wyndham Binghamton - Johnson City
La Quinta Inn by Wyndham Binghamton - Johnson City
La Quinta Inn by Wyndham Binghamton - Johnson City
La Quinta Inn by Wyndham Binghamton - Johnson City
7.2 (270 reviews)
La Quinta Inn by Wyndham Binghamton - Johnson City
Hotel · 2 Guests · 1 Bedroom
$88 /night
View deal
DoubleTree by Hilton Binghamton
DoubleTree by Hilton Binghamton
DoubleTree by Hilton Binghamton
DoubleTree by Hilton Binghamton
8.7 (384 reviews)
DoubleTree by Hilton Binghamton
Hotel · 2 Guests · 1 Bedroom
$126 /night
View deal
Candlewood Suites Vestal - Binghamton, an IHG Hotel
Candlewood Suites Vestal - Binghamton, an IHG Hotel
Candlewood Suites Vestal - Binghamton, an IHG Hotel
Candlewood Suites Vestal - Binghamton, an IHG Hotel
8.5 (219 reviews)
Candlewood Suites Vestal - Binghamton, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$114 /night
View deal
Red Roof Inn Binghamton North
Red Roof Inn Binghamton North
Red Roof Inn Binghamton North
Red Roof Inn Binghamton North
7.4 (402 reviews)
Red Roof Inn Binghamton North
Motel · 2 Guests · 1 Bedroom
$82 /night
View deal
Beautiful Log Home In Northeast PA
Beautiful Log Home In Northeast PA
Beautiful Log Home In Northeast PA
Beautiful Log Home In Northeast PA
9.8 (40 reviews)
Beautiful Log Home In Northeast PA
Cabin · 2 Guests · 1 Bedroom
$300 /night*
View deal
Search all

Vacation Destinations Near Windsor, NY

Airbnb, Log Cabin Rentals with Air Conditioning, and Other Rental Options in Windsor, NY

Lakewood Lodge & Restaurant
Lakewood Lodge & Restaurant
Lakewood Lodge & Restaurant
Lakewood Lodge & Restaurant
Air Conditioning
7.7 (33 reviews)
Lakewood Lodge & Restaurant
Lodge · 2 Guests · 1 Bedroom
$132 /night
View deal
Search all
What Are The Best Rental Amenities in Windsor, NY?
Amenity Info in Windsor, NY
+
There are in total of 15 rental amenities in Windsor, shown above with the property numbers. In Windsor, 53 rentals offer Parking Available, 52 rentals offer Heater, 46 rentals offer No Smoking. So, if you need Parking Available during your vacation, use the Parking Available filter to compare these properties. Two amenities that are not typical are Pool, Hot Tub.
Which Price Range Is Considered As A Good Deal in Windsor, NY Area?
Vacation House & Cabin Rental Price Information in Windsor, NY
+
The graph shows the percentages of vacation homes in each price bucket. Windsor has the largest percentage (27.12%) of homes in $100 - $150 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What Are The Most Liked Rental Accommodations in Windsor, NY?
Rental Accommodation Info in Windsor, NY
+
Before visiting Windsor, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Cabin, Cottage, Farmhouse, Apartment, Estate, Guest House, Chateau / Country House. House is the most-liked rental type, with the largest percentage of 46.77%. The biggest home in this area available for rent is around 6000 square feet.The least popular accommodation in Windsor is Chateau / Country House rentals
How Many Rental Accommodations Are Pets Friendly in Windsor, NY?
Pets Allowed vs Not Allowed in Windsor, NY
+
48.39% of vacation homes in Windsor are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Where Are The Good Trails in Windsor, NY?
Best Trails In Windsor, NY
+
If you like outdoor activities, we highly recommend you to visit those famous trails: Otsiningo Park Trail, Wittman Dam Trail, Wolfe Park Trail, Aqua Terra, Towpath Trail Loop, Lily Lake, Nathaniel Cole Park Lakeview Trail, White Trail, Hawkins Pond Nature Area Trail, Falls Trail to Yellow Trail.
Any RV Campgrounds in Windsor, NY?
Top Rated Campgrounds In Windsor, NY
+
The best RV campgrounds here in Windsor are: Belden Hill Campground, Lakeside Campground, Forest Lake Campground, Pine Crest Campground, Shore Forest Campground, Slumber Valley Campground, Unadilla / I-88 / Oneonta KOA, Oxbow Campground, Honesdale / Poconos KOA, Ponderosa Pines Family Campground.
What are the Airports in Windsor, NY?
Suggested Airports in Windsor, NY
+

1 airport(s) close to Windsor are:

Airbnb, Vacation House with Fireplace, and Other Rental Options in Windsor, NY

Beautiful, upscale log home located 2 miles from Elk Mountain
Beautiful, upscale log home located 2 miles from Elk Mountain
Beautiful, upscale log home located 2 miles from Elk Mountain
Beautiful, upscale log home located 2 miles from Elk Mountain
Fireplace
10 (72 reviews)
Beautiful, upscale log home located 2 miles from Elk Mountain
Cabin · 2 Guests · 1 Bedroom
$500 /night*
View deal
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Fireplace
9.8 (149 reviews)
Enjoy Charming & Private Delaware Riverfront Home near Callicoon NY
Holiday home · 2 Guests · 1 Bedroom
$295 /night*
View deal
Luxury Lakefront Timber Frame Cabin: Hot Tub, Kayaks, Gym, Fishing, Sleeps 14+
Luxury Lakefront Timber Frame Cabin: Hot Tub, Kayaks, Gym, Fishing, Sleeps 14+
Luxury Lakefront Timber Frame Cabin: Hot Tub, Kayaks, Gym, Fishing, Sleeps 14+
Luxury Lakefront Timber Frame Cabin: Hot Tub, Kayaks, Gym, Fishing, Sleeps 14+
Fireplace
10 (53 reviews)
Luxury Lakefront Timber Frame Cabin: Hot Tub, Kayaks, Gym, Fishing, Sleeps 14+
Holiday home · 2 Guests · 1 Bedroom
$1,350 /night*
View deal
Search all

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Windsor, NY

Pet-friendly Cottage w/ Lake Access & Canoes!
Pet-friendly Cottage w/ Lake Access & Canoes!
Pet-friendly Cottage w/ Lake Access & Canoes!
Pet-friendly Cottage w/ Lake Access & Canoes!
Full Kitchen
Pet-friendly Cottage w/ Lake Access & Canoes!
Cottage · 2 Guests · 1 Bedroom
$253 /night
View deal
Waterfront Properties vacation rental
Waterfront Properties vacation rental
Waterfront Properties vacation rental
Waterfront Properties vacation rental
Full Kitchen
10 (42 reviews)
Waterfront Properties vacation rental
Holiday home · 2 Guests · 1 Bedroom
$125 /night*
View deal
Lakefront 1920's Craftsman on Fiddle Lake - Vacation in Stickley Style
Lakefront 1920's Craftsman on Fiddle Lake - Vacation in Stickley Style
Lakefront 1920's Craftsman on Fiddle Lake - Vacation in Stickley Style
Lakefront 1920's Craftsman on Fiddle Lake - Vacation in Stickley Style
Full Kitchen
9.8 (28 reviews)
Lakefront 1920's Craftsman on Fiddle Lake - Vacation in Stickley Style
Cottage · 2 Guests · 1 Bedroom
$400 /night*
View deal
Search all
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers