Tree House Rentals in Windfields
House
- Toronto
- ·
- Bedford Park
- 0.06 mi to center
2 Bedrooms
1 Bath
8 Guests
Parking
Air Conditioner
Internet
Pet Friendly
US $209/Night
7 Nights - US $1,464
Apartment
- Toronto
- ·
- Willowdale
- 0.88 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
5920.15 ft²
- Parking
Balcony/Terrace- Air Conditioner
- Internet
US $333/Night
7 Nights - US $2,334
Apartment
- Toronto
- ·
- Flemingdon Park
- 0.33 mi to center
8.6Fabulous
(22 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $342/Night
7 Nights - US $2,396
House
- Toronto
- ·
- Bedford Park
- 0.15 mi to center
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
Barbecue/Outdoor Cooking
Security/Safety
US $76/Night
7 Nights - US $535
Apartment
- Toronto
- ·
- Willowdale
- 0.88 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
10763.91 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $314/Night
7 Nights - US $2,197
House
- Toronto
- ·
- Lytton Park
- 0.09 mi to center
3 Bedrooms
3 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $572/Night
7 Nights - US $4,006
Apartment
- Toronto
- ·
- St. Andrews
- 0.32 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $121/Night
7 Nights - US $850
Apartment
- Toronto
- ·
- Willowdale
- 0.39 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $297/Night
7 Nights - US $2,079
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
Child Friendly- Security/Safety
US $86/Night
7 Nights - US $604
Luxury Tree House Rentals in Windfields
Over 385+ Luxury Tree House Rentals in or Near Windfields
House
- Toronto
- ·
- Lawrence Park
- 0.40 mi to center
6 Bedrooms
6 Baths
12 Guests
Hot Tub- Air Conditioner
- Internet
Laundry
US $6,049/Night
7 Nights - US $42,344
House
- Toronto
- ·
- Willowdale
- 1.31 mi to center
4 Bedrooms
5 Baths
10 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
US $1,898/Night
7 Nights - US $13,288
House
5 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
US $1,045/Night
7 Nights - US $7,318
New
House
2 Bedrooms
2 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $821/Night
7 Nights - US $5,749
Apartment
- Toronto
- ·
- Willowdale
- 0.90 mi to center
7.5Very Good
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
548.96 ft²
Oceanfront- Hot Tub
- Parking
- Pool
US $756/Night
7 Nights - US $5,295
Apartment
- Toronto
- ·
- Willowdale
- 0.89 mi to center
6.5Good
(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
947.22 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $645/Night
7 Nights - US $4,516
Apartment
- Toronto
- ·
- Willowdale
- 0.88 mi to center
9.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $629/Night
7 Nights - US $4,402
New
House
- Toronto
- ·
- Sherwood Park
- 0.20 mi to center
3 Bedrooms
3 Baths
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $628/Night
7 Nights - US $4,393
House
- Toronto
- ·
- Lawrence Park
- 0.29 mi to center
4 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $584/Night
7 Nights - US $4,089
Top-Rated Treehouses with a Pool in Windfields
Over 81+ Top-Rated Private Treehouses with a Pool in or Near Windfields
House
- Toronto
- ·
- Willowdale
- 0.35 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
1 Guest
107.64 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $111/Night
7 Nights - US $777
Condo
- Toronto
- ·
- Willowdale
- 1.03 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
62 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $110/Night
7 Nights - US $772
Condo
- Toronto
- ·
- Henry Farm
- 0.45 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
630 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $135/Night
7 Nights - US $943
House
8.9Fabulous
(17 Reviews)
4 Bedrooms
3 Baths
6 Guests
1076.39 ft²
- Parking
- Pool
- Balcony/Terrace
View
US $399/Night
7 Nights - US $2,793
Apartment
- Toronto
- ·
- Willowdale
- 0.90 mi to center
8.6Fabulous
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
581.25 ft²
- Hot Tub
- Parking
- Pool
- View
US $234/Night
7 Nights - US $1,639
Apartment
- Toronto
- ·
- Willowdale
- 0.89 mi to center
8.2Excellent
(373 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Pool
Spa
US $220/Night
7 Nights - US $1,537
Hotel
- Toronto
- ·
- Willowdale
- 0.29 mi to center
8.1Excellent
(1154 Reviews)
4 Baths
290.63 ft²
- Private Pool
Breakfast
EV Charge Station- Parking
US $171/Night
7 Nights - US $1,199
Hotel
- Toronto
- ·
- North York
- 4.64 mi to center
8.0Excellent
(334 Reviews)
12 Baths
450.29 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $162/Night
7 Nights - US $1,133
Apartment
- Toronto
- ·
- Willowdale
- 0.90 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
5 Guests
850 ft²
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
US $154/Night
7 Nights - US $1,077
Pet-Friendly Treehouses in Windfields
Over 102+ Pet-Friendly Private Treehouses in or Near Windfields
Condo
- Toronto
- ·
- Willowdale
- 0.34 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $116/Night
7 Nights - US $809
House
- Toronto
- ·
- North York
- 5.24 mi to center
9.5Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
32.29 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $292/Night
7 Nights - US $2,047
Villa
- Toronto
- ·
- Bayview Village
- 0.67 mi to center
1 Bedroom
1 Bath
- Parking
- Internet
- Pet Friendly
- Child Friendly
US $9,014/Night
7 Nights - US $63,101
Apartment
- Toronto
- ·
- The Peanut
- 0.62 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
4306 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $73/Night
7 Nights - US $509
House
- Toronto
- ·
- Willowdale
- 0.73 mi to center
9.1Exceptional
(31 Reviews)
4 Bedrooms
4 Baths
14 Guests
309.47 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $100/Night
7 Nights - US $697
Condo
- Toronto
- ·
- Willowdale
- 0.99 mi to center
6.0Good
(1 Review)
2 Bedrooms
2 Baths
4 Guests
899 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $127/Night
7 Nights - US $892
Condo
- Toronto
- ·
- North York
- 5.04 mi to center
2 Bedrooms
2 Baths
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $314/Night
7 Nights - US $2,199
House
- Toronto
- ·
- Bedford Park
- 0.51 mi to center
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $307/Night
7 Nights - US $2,148
New
Apartment
- Toronto
- ·
- Wynford-Concorde
- 0.59 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $230/Night
7 Nights - US $1,608
Large Private Treehouses in Windfields
Over 26+ Large Treehouses in or Near Windfields for Groups and Families
House
- Toronto
- ·
- Bayview Village
- 0.50 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $188/Night
7 Nights - US $1,316
Apartment
- Toronto
- ·
- Willowdale
- 0.73 mi to center
8.1Excellent
(11 Reviews)
5 Bedrooms
6 Baths
16 Guests
1603.82 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $104/Night
7 Nights - US $731
House
- Toronto
- ·
- Wexford - Maryvale
- 1.37 mi to center
6 Bedrooms
4 Baths
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $368/Night
7 Nights - US $2,574
Apartment
- Toronto
- ·
- Bayview Village
- 0.14 mi to center
7.9Very Good
(12 Reviews)
5 Bedrooms
4 Baths
11 Guests
481.68 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $64/Night
7 Nights - US $449
House
3 Bedrooms
2 Baths
29 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $304/Night
7 Nights - US $2,129
House
- Toronto
- ·
- Bayview Village
- 0.65 mi to center
5 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
US $232/Night
7 Nights - US $1,625
House
- Toronto
- ·
- Windfields
- 1.09 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
5 Baths
10 Guests
4994 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $850/Night
7 Nights - US $5,950
House
- Toronto
- ·
- Lytton Park
- 0.41 mi to center
7 Bedrooms
10 Baths
14 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
Unlock the Best Price
House
- Toronto
- ·
- North York
- 0.98 mi to center
6 Bedrooms
4 Baths
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $5,648/Night
7 Nights - US $39,536
Wheelchair Accessible Holiday Homes in Windfields
Over 56+ Wheelchair Accessible Treehouses and Holiday Homes in or Near Windfields
Condo
- Toronto
- ·
- Henry Farm
- 0.21 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
3 Guests
888 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $116/Night
7 Nights - US $812
Hotel
- Toronto
- ·
- Wynford-Concorde
- 0.28 mi to center
7.1Very Good
(1196 Reviews)
5 Baths
339.96 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $235/Night
7 Nights - US $1,645
Apartment
- Toronto
- ·
- Willowdale
- 0.88 mi to center
9.8Exceptional
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $286/Night
7 Nights - US $2,005
Condo
- Toronto
- ·
- Willowdale
- 0.41 mi to center
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $184/Night
7 Nights - US $1,285
Condo
- Toronto
- ·
- Willowdale
- 0.89 mi to center
2 Bedrooms
2 Baths
4 Guests
969 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $154/Night
7 Nights - US $1,075
New
Apartment
- Toronto
- ·
- Willowdale
- 0.71 mi to center
2 Bedrooms
2 Baths
4 Guests
969 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $145/Night
7 Nights - US $1,018
Condo
- Toronto
- ·
- Willowdale
- 0.90 mi to center
2 Bedrooms
2 Baths
6 Guests
829 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $141/Night
7 Nights - US $990
Apartment
- Toronto
- ·
- Wynford-Concorde
- 0.57 mi to center
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $140/Night
7 Nights - US $978
Apartment
- Toronto
- ·
- Willowdale
- 0.90 mi to center
1 Bedroom
1 Bath
3 Guests
592 ft²
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
US $138/Night
7 Nights - US $965
Windfields Treehouses, Airbnb and Holiday Homes Under $200
Over 238+ Windfields Private Treehouses, Airbnb and Holiday Homes Under $200
Apartment
- Toronto
- ·
- North York
- 1.91 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Laundry
US $178/Night
7 Nights - US $1,247
House
- Toronto
- ·
- Thorncliffe Park
- 0.62 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
139.93 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $115/Night
7 Nights - US $802
Hotel
- Toronto
- ·
- Willowdale
- 0.89 mi to center
8.4Excellent
(757 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $168/Night
7 Nights - US $1,175
House
- Toronto
- ·
- North York
- 5.48 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $177/Night
7 Nights - US $1,240
House
- Toronto
- ·
- The Peanut
- 0.48 mi to center
9.1Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
398.26 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $71/Night
7 Nights - US $496
House
- Toronto
- ·
- North York
- 5.43 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $88/Night
7 Nights - US $619
New
House
- Toronto
- ·
- Wexford - Maryvale
- 1.37 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $73/Night
7 Nights - US $512
House
- Toronto
- ·
- North York
- 5.15 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
1 Guest
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $28/Night
7 Nights - US $198
Apartment
- Toronto
- ·
- Wanless Park
- 0.24 mi to center
9.8Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $90/Night
7 Nights - US $630
Instantly Bookable Treehouse Rentals in Windfields
Over 163+ Instantly Bookable Private Treehouses in or Near Windfields
House
- Toronto
- ·
- Lawrence Park
- 0.34 mi to center
2.0Average
(1 Review)
2 Bedrooms
1 Bath
1 Guest
- Hot Tub
- Kitchen
- Internet
- Laundry
US $33/Night
7 Nights - US $233
New
Apartment
- Toronto
- ·
- Wynford-Concorde
- 0.65 mi to center
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $200/Night
7 Nights - US $1,400
Condo
- Toronto
- ·
- Willowdale
- 1.07 mi to center
2 Bedrooms
1 Bath
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $189/Night
7 Nights - US $1,320
New
Condo
- Toronto
- ·
- Bayview Village
- 0.66 mi to center
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $184/Night
7 Nights - US $1,291
Condo
- Toronto
- ·
- Thorncliffe Park
- 0.73 mi to center
1 Bedroom
1 Bath
2 Guests
1054 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $153/Night
7 Nights - US $1,072
New
Condo
- Toronto
- ·
- Wynford-Concorde
- 0.40 mi to center
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $149/Night
7 Nights - US $1,040
Condo
- Toronto
- ·
- Willowdale
- 0.91 mi to center
1 Bedroom
1 Bath
4 Guests
646 ft²
- Hot Tub
- Parking
- Pool
- Spa
US $148/Night
7 Nights - US $1,034
Condo
- Toronto
- ·
- North York
- 5.63 mi to center
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $141/Night
7 Nights - US $984
House
- Toronto
- ·
- Newtonbrook
- 1.12 mi to center
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $139/Night
7 Nights - US $975
Book a Last Minute Place to Stay in Windfields
About Windfields Treehouse Rentals
Explore more than 394 treehouses in Windfields. 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 Windfields.
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 Windfields. 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 Windfields offer approximately 490.82 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 Windfields typically ranges around US $319.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Windfields. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.
Show more
Show less
Top Treehouse Accommodation Types in Windfields
| Type | Count |
|---|---|
| Vacation Homes | 190 |
| Holiday Apartments | 109 |
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Windfields
★ 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 Windfields.
Weather in Windfields, ON
View the weather forecast for Windfields before booking your Windfields Vacation Rentals to confirm your best time to go.
December - February
High 23°F Low 2°F
March - May
High 65°F Low 12°F
June - August
High 76°F Low 49°F
September - November
High 65°F Low 8°F
Frequently Asked Questions About Windfields?
What are the top treehouse rentals in Windfields?
Looking for a place to stay in Windfields? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- Welcome to The Treehouse - a tranquil escape in the middle of the city!
- Upper Tree House
- The Tree House ~ Lower Level
- Home stay - Room with Yonge Street view and 3 Star Hotel Amenities
- Cheerful 2 bedroom home close to York mills Subway, Free parking
- Elegance In Peonies 1 Bedroom Condo 23 Floor Free parking in Downtown Toronto
- Luxury 2BR 2BA Sheppard Metro Free parking in Downtown Toronto
- 28th floor luxury 1 bedroom 1 bathroom condo in heart of Toronto | sleep up to 4
- New Luxury 4 BR Townhome with Roof Terrace in Bayview Village
- Spacious 1,800 sq ft 3-BR, 2-BA home designed for comfortable extended stays
How many treehouses with private pools are available in Windfields?
Find exceptional treehouses with private pools near Windfields on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.
- Enjoy the weekend by the pool
- Cozy 1 BR & Den Condo in North York Free Parking
- Serene Urban Oasis -RARE *BRAND NEW* Toronto Ravine Sky Lounge📍Central Location
- 5bed 5bath home in Lawrence Park with an in-ground pool and sauna
What are the top-rated treehouses in Windfields for family stays?
Searching for a family-friendly treehouse in Windfields? Discover these top-rated options, each loved by families and groups who have stayed in Windfields:
- Cozy Condo with Amazing views and Amenities
- Midtown Toronto 2BR, Walk to Subway Shops Restaurants, Direct to Downtown
- GLOBALSTAY. Charming 3 Bedroom House in North York
How many treehouses are available in Windfields?
Treehouse Rentals, as of 2026, features over 394 unique treehouse, cabins and forest homes in Windfields. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 394 stunning properties in Windfields, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 394 premier accommodations in Windfields. Find your ideal escape among the treetops today.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| North York Vacation Rentals in Toronto, Ontario | 416 |
| Bayview Village Vacation Rentals in Toronto, Ontario | 427 |
| York Mills Vacation Rentals in Toronto, Ontario | 451 |
| St. Andrew - Windfields Vacation Rentals in Toronto, Ontario | 424 |
Map
