Tree House Rentals in West Town
Condo
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
7 Guests
Air Conditioner
Internet
Child Friendly
Laundry
US $408/Night
7 Nights - US $2,859
House
- Chicago
- ·
- Wicker Park
- 0.38 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
16 Guests
4004.17 ft²
Parking
View- Air Conditioner
- Internet
US $2,234/Night
7 Nights - US $15,637
Bed & Breakfast
- Chicago
- ·
- Wicker Park
- 0.27 mi to center
9.0Exceptional
(281 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
Spa
Balcony/Terrace
US $376/Night
7 Nights - US $2,633
Condo
- Chicago
- ·
- Ukrainian Village
- 0.23 mi to center
10.0Exceptional
(224 Reviews)
2 Bedrooms
2 Baths
9 Guests
Hot Tub- Parking
- Balcony/Terrace
Kitchen
US $610/Night
7 Nights - US $4,271
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
14 Guests
1797.57 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $1,134/Night
7 Nights - US $7,938
Condo
- Chicago
- ·
- Ukrainian Village
- 0.13 mi to center
10.0Exceptional
(211 Reviews)
1 Bedroom
1 Bath
5 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $450/Night
7 Nights - US $3,153
Apartment
10.0Exceptional
(87 Reviews)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $268/Night
7 Nights - US $1,879
Condo
10.0Exceptional
(30 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $388/Night
7 Nights - US $2,714
Apartment
- Chicago
- ·
- Noble Square
- 0.19 mi to center
10.0Exceptional
(27 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $304/Night
7 Nights - US $2,129
Luxury Tree House Rentals in West Town
Over 651+ Luxury Tree House Rentals in or Near West Town
Bed & Breakfast
- Chicago
- ·
- East Village
- 0.24 mi to center
8 Bedrooms
8 Baths
16 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $4,197/Night
7 Nights - US $29,376
House
9.4Exceptional
(16 Reviews)
4 Bedrooms
6 Baths
12 Guests
6000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $3,367/Night
7 Nights - US $23,571
New
House
10 Bedrooms
7 Baths
22 Guests
3702.79 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $2,892/Night
7 Nights - US $20,245
Apartment
- Chicago
- ·
- Pulaski Park
- 0.33 mi to center
7 Bedrooms
5 Baths
16 Guests
4004.17 ft²
- Parking
- Air Conditioner
- Internet
Security/Safety
US $2,412/Night
7 Nights - US $16,882
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
10.0Exceptional
(1 Review)
9 Bedrooms
8 Baths
21 Guests
- Hot Tub
- Parking
Pool- Balcony/Terrace
US $2,286/Night
7 Nights - US $16,001
New
House
10 Bedrooms
7 Baths
22 Guests
3700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,163/Night
7 Nights - US $15,139
New
House
6 Bedrooms
5 Baths
20 Guests
2604.87 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $2,036/Night
7 Nights - US $14,253
Apartment
10.0Exceptional
(3 Reviews)
9 Bedrooms
7 Baths
32 Guests
7000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,789/Night
7 Nights - US $12,520
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
14 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,586/Night
7 Nights - US $11,099
Top-Rated Treehouses with a Pool in West Town
Over 23+ Top-Rated Private Treehouses with a Pool in or Near West Town
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $790/Night
7 Nights - US $5,532
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $783/Night
7 Nights - US $5,480
New
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $372/Night
7 Nights - US $2,606
Apartment
- Chicago
- ·
- Smith Park
- 0.05 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $251/Night
7 Nights - US $1,754
Hotel
- Chicago
- ·
- Wicker Park
- 0.14 mi to center
9.2Exceptional
(1003 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Spa
US $313/Night
7 Nights - US $2,194
Hotel
- Chicago
- ·
- Wicker Park
- 0.14 mi to center
9.0Exceptional
(232 Reviews)
14 Baths
377.5 ft²
Oceanfront- Breakfast
- Parking
- Pool
US $302/Night
7 Nights - US $2,111
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
9.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $790/Night
7 Nights - US $5,532
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
6 Bedrooms
5 Baths
14 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,586/Night
7 Nights - US $11,099
New
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
6 Bedrooms
5 Baths
14 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,568/Night
7 Nights - US $10,974
Pet-Friendly Treehouses in West Town
Over 223+ Pet-Friendly Private Treehouses in or Near West Town
House
- Chicago
- ·
- Wicker Park
- 0.45 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $636/Night
7 Nights - US $4,454
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
9256.96 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $301/Night
7 Nights - US $2,108
New
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $463/Night
7 Nights - US $3,241
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
10763.91 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $299/Night
7 Nights - US $2,093
New
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $241/Night
7 Nights - US $1,684
New
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $440/Night
7 Nights - US $3,079
New
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $334/Night
7 Nights - US $2,339
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $294/Night
7 Nights - US $2,060
Large Private Treehouses in West Town
Over 119+ Large Treehouses in or Near West Town for Groups and Families
Apartment
- Chicago
- ·
- Ukrainian Village
- 0.26 mi to center
1 Bedroom
1 Bath
14 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $308/Night
7 Nights - US $2,159
Apartment
- Chicago
- ·
- Wicker Park
- 0.11 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
1356.25 ft²
- Parking
- Air Conditioner
- Internet
Sports/Activities
US $516/Night
7 Nights - US $3,612
Condo
10.0Exceptional
(12 Reviews)
4 Bedrooms
3 Baths
10 Guests
2900 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $652/Night
7 Nights - US $4,565
Apartment
- Chicago
- ·
- River West
- 0.21 mi to center
9.8Exceptional
(6 Reviews)
10 Bedrooms
10 Baths
24 Guests
1614.59 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $1,192/Night
7 Nights - US $8,344
House
- Chicago
- ·
- Smith Park
- 0.20 mi to center
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $314/Night
7 Nights - US $2,198
Apartment
- Chicago
- ·
- Pulaski Park
- 0.36 mi to center
10.0Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
16 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $352/Night
7 Nights - US $2,466
Apartment
- Chicago
- ·
- Wicker Park
- 0.11 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
1360 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $419/Night
7 Nights - US $2,932
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $685/Night
7 Nights - US $4,794
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $631/Night
7 Nights - US $4,414
Wheelchair Accessible Holiday Homes in West Town
Over 102+ Wheelchair Accessible Treehouses and Holiday Homes in or Near West Town
Apartment
- Chicago
- ·
- River West
- 0.33 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $133/Night
7 Nights - US $931
Apartment
- Chicago
- ·
- River West
- 0.13 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
3 Guests
1001.04 ft²
- Parking
- Air Conditioner
- Internet
Wheelchair Accessible
US $77/Night
7 Nights - US $539
Apartment
- Chicago
- ·
- River West
- 0.32 mi to center
9.8Exceptional
(7 Reviews)
1 Bedroom
1 Bath
1 Guest
- Kitchen
- Internet
- Child Friendly
- Wheelchair Accessible
US $414/Night
7 Nights - US $2,897
Apartment
- Chicago
- ·
- River West
- 0.13 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $338/Night
7 Nights - US $2,366
Apartment
9.5Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
796.53 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $346/Night
7 Nights - US $2,421
Apartment
- Chicago
- ·
- Pulaski Park
- 0.56 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
975 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $306/Night
7 Nights - US $2,141
Apartment
- Chicago
- ·
- River West
- 0.33 mi to center
9.8Exceptional
(7 Reviews)
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $160/Night
7 Nights - US $1,120
Apartment
- Chicago
- ·
- River West
- 0.33 mi to center
9.4Exceptional
(18 Reviews)
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $153/Night
7 Nights - US $1,073
Apartment
- Chicago
- ·
- River West
- 0.33 mi to center
9.4Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $152/Night
7 Nights - US $1,063
West Town Treehouses, Airbnb and Holiday Homes Under $200
Over 193+ West Town Private Treehouses, Airbnb and Holiday Homes Under $200
Apartment
- Chicago
- ·
- Ukrainian Village
- 0.10 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $191/Night
7 Nights - US $1,336
Apartment
- Chicago
- ·
- Pulaski Park
- 0.24 mi to center
9.6Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $187/Night
7 Nights - US $1,309
Apartment
- Chicago
- ·
- River West
- 0.32 mi to center
9.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Internet
- Child Friendly
- Wheelchair Accessible
US $159/Night
7 Nights - US $1,114
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
646 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $195/Night
7 Nights - US $1,364
Apartment
8.4Excellent
(25 Reviews)
2 Bedrooms
1 Bath
6 Guests
64.58 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $160/Night
7 Nights - US $1,123
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $96/Night
7 Nights - US $669
House
- Chicago
- ·
- Ukrainian Village
- 0.20 mi to center
9.6Exceptional
(16 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $197/Night
7 Nights - US $1,379
Apartment
- Chicago
- ·
- River West
- 0.33 mi to center
9.2Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $163/Night
7 Nights - US $1,144
Apartment
- Chicago
- ·
- River West
- 0.33 mi to center
9.0Exceptional
(18 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $165/Night
7 Nights - US $1,158
Instantly Bookable Treehouse Rentals in West Town
Over 327+ Instantly Bookable Private Treehouses in or Near West Town
Condo
- Chicago
- ·
- Pulaski Park
- 0.29 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $282/Night
7 Nights - US $1,972
Condo
- Chicago
- ·
- Wicker Park
- 0.20 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $284/Night
7 Nights - US $1,988
Apartment
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $397/Night
7 Nights - US $2,780
Apartment
- Chicago
- ·
- Wicker Park
- 0.27 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $208/Night
7 Nights - US $1,459
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
646 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $385/Night
7 Nights - US $2,696
House
- Chicago
- ·
- East Village
- 0.15 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $290/Night
7 Nights - US $2,030
Apartment
- Chicago
- ·
- Ukrainian Village
- 0.28 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
1098 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $253/Night
7 Nights - US $1,768
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $211/Night
7 Nights - US $1,476
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,162/Night
7 Nights - US $8,131
Book a Last Minute Place to Stay in West Town
About West Town Treehouse Rentals
Explore more than 660 treehouses in West Town. 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 West Town.
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 West Town. 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 West Town offer approximately 983.75 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 West Town typically ranges around US $428.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in West Town. 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 West Town
| Type | Count |
|---|---|
| Holiday Apartments | 440 |
| Vacation Homes | 125 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in West Town
★ 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 West Town.
Weather in West Town, IL
View the weather forecast for West Town before booking your West Town 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
Other Places to Stay in West Town, IL
Frequently Asked Questions About West Town?
What are the top treehouse rentals in West Town?
Looking for a place to stay in West Town? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- Andi's Treehouse
- NEW LUXURY PENTHOUSE CONDO
- NEW LUXURY CONDO WITH PATIO DECK
- Wicker Park 3 Bedroom. Top floor Historic Greystone. Near Damen El Stop.
- Entire Below Level Studio w/Private Sauna
- Private Historic Coach House Wicker Park
- Spacious 3/2 Duplex In Wicker Park Area
- Ukrainian Village 3BR/3BA Private Patio, Parking
- Trendy West Town Flat - 2 bed/1.5 bath with parking
- Spacious loft in the heart of West Town, Noble Square Chicago
What are the top-rated treehouses in West Town for family stays?
Searching for a family-friendly treehouse in West Town? Discover these top-rated options, each loved by families and groups who have stayed in West Town:
- Huge Luxury Studio Apartment in Nevele22 - Chicago River West
- Stylish brand new 3BR Near West Loop and Fulton Market
- River West, Second Floor Chicago by 747 Lofts
How many treehouses are available in West Town?
Treehouse Rentals, as of 2026, features over 660 unique treehouse, cabins and forest homes in West Town. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 660 stunning properties in West Town, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 660 premier accommodations in West Town. Find your ideal escape among the treetops today.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1382 |
| Near North Side Vacation Rentals in Chicago, Illinois | 569 |
| River North Vacation Rentals in Chicago, Illinois | 333 |
| West Loop Vacation Rentals in Chicago, Illinois | 183 |
| East Village Vacation Rentals in Chicago, Illinois | 167 |
| River West Vacation Rentals in Chicago, Illinois | 44 |
| Pulaski Park Vacation Rentals in Chicago, Illinois | 38 |
| Noble Square Vacation Rentals in Chicago, Illinois | 38 |
| Wicker Park Vacation Rentals in Chicago, Illinois | 36 |
| Ukrainian Village Vacation Rentals in Chicago, Illinois | 3581 |
| Ranch Triangle Vacation Rentals in Chicago, Illinois | 4443 |
| Smith Park Vacation Rentals in Chicago, Illinois | 2820 |
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