Tree House Rentals in Windsor
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
10.0Exceptional
(34 Reviews)
2 Bedrooms
1 Bath
6 Guests
830 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
US $209/Night
7 Nights - US $1,466
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1797.57 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $363/Night
7 Nights - US $2,541
House
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $699/Night
7 Nights - US $4,892
Cabin
- Kentucky
- ·
- Russell Springs
- 6.82 mi to center
10.0Exceptional
(32 Reviews)
2 Bedrooms
1 Bath
6 Guests
896 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $209/Night
7 Nights - US $1,466
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
1463.89 ft²
- Parking
- Internet
- Child Friendly
Laundry
US $252/Night
7 Nights - US $1,763
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
6 Guests
760 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $197/Night
7 Nights - US $1,381
Cabin
- Kentucky
- ·
- Russell Springs
- 2.64 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $254/Night
7 Nights - US $1,775
Cabin
- Kentucky
- ·
- Russell Springs
- 3.21 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
6 Guests
Spa- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $244/Night
7 Nights - US $1,711
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
9 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $358/Night
7 Nights - US $2,508
Luxury Tree House Rentals in Windsor
Over 232+ Luxury Tree House Rentals in or Near Windsor
New
House
4 Bedrooms
2 Baths
14 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
Air Conditioner
US $1,535/Night
7 Nights - US $10,747
New
House
4 Bedrooms
2 Baths
13 Guests
2128 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,268/Night
7 Nights - US $8,876
House
1 Bedroom
2 Baths
13 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $1,194/Night
7 Nights - US $8,356
New
House
4 Bedrooms
2 Baths
16 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $1,127/Night
7 Nights - US $7,891
New
House
1 Bedroom
2 Baths
14 Guests
2023.62 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $1,126/Night
7 Nights - US $7,880
New
House
1 Bedroom
2 Baths
14 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $1,126/Night
7 Nights - US $7,880
New
House
4 Bedrooms
2 Baths
22 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $1,114/Night
7 Nights - US $7,798
New
House
1 Bedroom
2 Baths
12 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $1,111/Night
7 Nights - US $7,779
New
House
4 Bedrooms
2 Baths
20 Guests
2028 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,088/Night
7 Nights - US $7,615
Top-Rated Treehouses with a Pool in Windsor
Over 3+ Top-Rated Private Treehouses with a Pool in or Near Windsor
House
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1800 ft²
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
US $335/Night
7 Nights - US $2,346
House
8.4Excellent
(8 Reviews)
5 Bedrooms
2 Baths
18 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $506/Night
7 Nights - US $3,542
House
4.9Average
(70 Reviews)
5 Bedrooms
5 Baths
10 Guests
4500 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $495/Night
7 Nights - US $3,465
Pet-Friendly Treehouses in Windsor
Over 87+ Pet-Friendly Private Treehouses in or Near Windsor
Cabin
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $221/Night
7 Nights - US $1,547
House
9.6Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
8 Guests
1280.91 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $94/Night
7 Nights - US $658
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
495 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $204/Night
7 Nights - US $1,426
House
4 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Child Friendly
US $312/Night
7 Nights - US $2,182
Cabin
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $233/Night
7 Nights - US $1,628
Cabin
9.4Exceptional
(39 Reviews)
1 Bedroom
1 Bath
4 Guests
364 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $100/Night
7 Nights - US $702
Cabin
8.8Fabulous
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $184/Night
7 Nights - US $1,289
New
House
2 Bedrooms
1 Bath
10 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $757/Night
7 Nights - US $5,301
New
House
2 Bedrooms
1 Bath
8 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $449/Night
7 Nights - US $3,144
Large Private Treehouses in Windsor
Over 91+ Large Treehouses in or Near Windsor for Groups and Families
Cabin
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
10 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $233/Night
7 Nights - US $1,629
House
5 Bedrooms
2 Baths
12 Guests
2400.35 ft²
- Hot Tub
- Parking
- Internet
- Child Friendly
US $607/Night
7 Nights - US $4,249
New
House
2 Bedrooms
1 Bath
10 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $736/Night
7 Nights - US $5,153
New
House
4 Bedrooms
2 Baths
16 Guests
2023.62 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $969/Night
7 Nights - US $6,786
New
House
2 Bedrooms
1 Bath
10 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $687/Night
7 Nights - US $4,806
New
House
2 Bedrooms
1 Bath
10 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $516/Night
7 Nights - US $3,615
New
House
2 Bedrooms
1 Bath
10 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $455/Night
7 Nights - US $3,184
New
House
2 Bedrooms
1 Bath
10 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $438/Night
7 Nights - US $3,065
New
House
- Kentucky
- ·
- Russell Springs
- 6.70 mi to center
1 Bedroom
4 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $420/Night
7 Nights - US $2,941
Wheelchair Accessible Holiday Homes in Windsor
Over 1+ Wheelchair Accessible Treehouses and Holiday Homes in or Near Windsor
Hotel
- Kentucky
- ·
- Russell Springs
- 1.81 mi to center
5.8Average
(97 Reviews)
4 Baths
150.69 ft²
Breakfast- Pet Friendly
- Parking
- Internet
US $80/Night
7 Nights - US $560
Windsor Treehouses, Airbnb and Holiday Homes Under $200
Over 65+ Windsor Private Treehouses, Airbnb and Holiday Homes Under $200
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
780 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $197/Night
7 Nights - US $1,381
House
- Kentucky
- ·
- Russell Springs
- 2.44 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
1001.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Child Friendly
US $186/Night
7 Nights - US $1,300
Hotel
- Kentucky
- ·
- Russell Springs
- 6.84 mi to center
5.6Average
(75 Reviews)
1 Bath
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $83/Night
7 Nights - US $582
Cabin
- Kentucky
- ·
- Russell Springs
- 6.82 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
758 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $200/Night
7 Nights - US $1,397
House
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $89/Night
7 Nights - US $624
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
758 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $180/Night
7 Nights - US $1,258
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $138/Night
7 Nights - US $965
Cabin
- Kentucky
- ·
- Russell Springs
- 7.39 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $154/Night
7 Nights - US $1,080
House
- Kentucky
- ·
- Russell Springs
- 2.44 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $157/Night
7 Nights - US $1,097
Instantly Bookable Treehouse Rentals in Windsor
Over 110+ Instantly Bookable Private Treehouses in or Near Windsor
House
- Kentucky
- ·
- Russell Springs
- 2.60 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $224/Night
7 Nights - US $1,566
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
9.8Exceptional
(49 Reviews)
1 Bedroom
1 Bath
6 Guests
726 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $211/Night
7 Nights - US $1,474
Cabin
9.8Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
8 Guests
1473 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $213/Night
7 Nights - US $1,488
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
9.6Exceptional
(27 Reviews)
2 Bedrooms
1 Bath
6 Guests
896 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $209/Night
7 Nights - US $1,466
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
9.6Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
6 Guests
896 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $209/Night
7 Nights - US $1,466
Cabin
- Kentucky
- ·
- Russell Springs
- 6.74 mi to center
9.6Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
6 Guests
896 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $209/Night
7 Nights - US $1,466
Cabin
- Kentucky
- ·
- Russell Springs
- 6.78 mi to center
8.0Excellent
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
758 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $193/Night
7 Nights - US $1,351
New
House
2 Bedrooms
1 Bath
8 Guests
1120 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $420/Night
7 Nights - US $2,939
House
2 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $419/Night
7 Nights - US $2,932
Book a Last Minute Place to Stay in Windsor
About Windsor Treehouse Rentals
Explore more than 241 treehouses in Windsor. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in Windsor.
Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in Windsor. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure
Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.On average, treehouses in Windsor offer approximately 954.92 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.
The average nightly rate for treehouses in Windsor typically ranges around US $380.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Windsor. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.
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Top Treehouse Accommodation Types in Windsor
| Type | Count |
|---|---|
| Vacation Homes | 156 |
| Cottages | 9 |
| Holiday Apartments | 2 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Windsor
★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in Windsor.
Weather in Windsor, KY
View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Windsor?
What are the top treehouse rentals in Windsor?
Looking for a place to stay in Windsor? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- Nancy Kentucky 1800s log cabin
- Lake it or Leave it! Lake House just one mile from Lake Cumberland Marina
- Lake side Abode with a Spectacular year round View of the lake. 🌅
- Americana Jacuzzi Lake View family Cabin3/4 mile to marina WIFI- NO CLEANING FEE
- Americana Hot Tub Cabin @ LakePointe Resort - no cleaning fees!
- 2 Bedroom Family Cabin #3 3/4 Miles to Cumberland Marina WIFI-NO CLEANING FEE!
- Cozy Ranch Home 1 Mile from CUMBERLAND POINT Boat Ramp. Owner Managed Property.
- Beautiful cabin nestled in the woods surrounded by water
- Sandy Acres Cabins (Big Cabin) - by Galilean Home
- Russell Springs Getaway, 10 Mi to Lake Cumberland!
What are the top-rated treehouses in Windsor for family stays?
Searching for a family-friendly treehouse in Windsor? Discover these top-rated options, each loved by families and groups who have stayed in Windsor:
- Charming 2-bedroom cottage with Hot Tub, AC, and WiFi near Lake Cumberland.
- Sunsetter - Luxury Floating Home on Cumberland
- Peaceful Russell Springs Home w/Fire Pit & Pond!
How many treehouses are available in Windsor?
Treehouse Rentals, as of 2026, features over 241 unique treehouse, cabins and forest homes in Windsor. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 241 stunning properties in Windsor, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 241 premier accommodations in Windsor. Find your ideal escape among the treetops today.
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