Tree House Rentals in Uptown, IL
Apartment
10.0Exceptional
(74 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
Parking
Kitchen
Air Conditioner
Internet
US $218/Night
7 Nights - US $1,525
Apartment
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
452.08 ft²
Private Pool- Parking
Pool
Balcony/Terrace
US $162/Night
7 Nights - US $1,136
Condo
9.8Exceptional
(38 Reviews)
2 Bedrooms
1 Bath
4 Guests
1018 ft²
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $397/Night
7 Nights - US $2,780
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
1496.18 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $439/Night
7 Nights - US $3,071
Apartment
1 Bedroom
1 Bath
2 Guests
620 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $133/Night
7 Nights - US $929
Apartment
1 Bedroom
1 Bath
2 Guests
620 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $128/Night
7 Nights - US $897
Apartment
10.0Exceptional
(60 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
Ocean View- Balcony/Terrace
View- Kitchen
US $185/Night
7 Nights - US $1,298
New
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $525/Night
7 Nights - US $3,674
New
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
US $278/Night
7 Nights - US $1,945
Luxury Tree House Rentals in Uptown
Over 88+ Luxury Tree House Rentals in or Near Uptown
House
9.8Exceptional
(9 Reviews)
6 Bedrooms
3 Baths
15 Guests
5000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,298/Night
7 Nights - US $9,086
Apartment
8.0Excellent
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
452.08 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
US $910/Night
7 Nights - US $6,372
Apartment
10.0Exceptional
(9 Reviews)
5 Bedrooms
3 Baths
14 Guests
2300 ft²
- Parking
- Ocean View
- View
- Kitchen
US $763/Night
7 Nights - US $5,344
Apartment
1 Bedroom
1 Bath
2 Guests
645.83 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
US $747/Night
7 Nights - US $5,229
Apartment
10.0Exceptional
(13 Reviews)
4 Bedrooms
1 Bath
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $738/Night
7 Nights - US $5,165
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $699/Night
7 Nights - US $4,890
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $639/Night
7 Nights - US $4,474
Hotel
9.5Exceptional
(180 Reviews)
6 Baths
1001.04 ft²
EV Charge Station- Parking
- Air Conditioner
- Internet
US $500/Night
7 Nights - US $3,498
Apartment
- Chicago
- ·
- Sheridan Park
- 0.25 mi to center
9.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $481/Night
7 Nights - US $3,366
Top-Rated Treehouses with a Pool in Uptown
Over 12+ Top-Rated Private Treehouses with a Pool in or Near Uptown
Apartment
9.8Exceptional
(18 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $195/Night
7 Nights - US $1,365
Apartment
10.0Exceptional
(19 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $208/Night
7 Nights - US $1,453
Condo
- Chicago
- ·
- Buena Park
- 0.13 mi to center
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $227/Night
7 Nights - US $1,586
Apartment
1 Bedroom
1 Bath
2 Guests
614 ft²
- Pool
- Kitchen
- Air Conditioner
- Pet Friendly
US $206/Night
7 Nights - US $1,441
Apartment
1 Bedroom
1 Bath
2 Guests
614 ft²
- Pool
- Kitchen
- Air Conditioner
- Pet Friendly
US $172/Night
7 Nights - US $1,202
Apartment
- Chicago
- ·
- Sheridan Park
- 0.14 mi to center
1 Bedroom
1 Bath
2 Guests
614 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $147/Night
7 Nights - US $1,030
Apartment
1 Bedroom
1 Bath
2 Guests
614 ft²
- Pool
- Kitchen
- Air Conditioner
- Pet Friendly
US $97/Night
7 Nights - US $677
Apartment
1 Bedroom
1 Bath
2 Guests
614 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $588
Apartment
1 Bedroom
1 Bath
2 Guests
614 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $588
Pet-Friendly Treehouses in Uptown
Over 41+ Pet-Friendly Private Treehouses in or Near Uptown
Apartment
8.8Fabulous
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $185/Night
7 Nights - US $1,298
Apartment
- Chicago
- ·
- Sheridan Park
- 0.25 mi to center
3 Bedrooms
2 Baths
6 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $376/Night
7 Nights - US $2,630
Apartment
8.6Fabulous
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
4844 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $136/Night
7 Nights - US $953
Apartment
- Chicago
- ·
- Sheridan Park
- 0.25 mi to center
3 Bedrooms
2 Baths
6 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $347/Night
7 Nights - US $2,426
Apartment
10.0Exceptional
(72 Reviews)
3 Bedrooms
2 Baths
4 Guests
1500 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $231/Night
7 Nights - US $1,617
Apartment
10.0Exceptional
(8 Reviews)
3 Bedrooms
1 Bath
6 Guests
1600 ft²
Oceanfront- Parking
- Ocean View
- View
US $354/Night
7 Nights - US $2,478
Apartment
- Chicago
- ·
- Sheridan Park
- 0.25 mi to center
9.4Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $477/Night
7 Nights - US $3,338
New
Apartment
9.2Exceptional
(29 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Ocean View
- View
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,402
Apartment
- Chicago
- ·
- Buena Park
- 0.24 mi to center
9.0Exceptional
(19 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $171/Night
7 Nights - US $1,196
Large Private Treehouses in Uptown
Over 5+ Large Treehouses in or Near Uptown for Groups and Families
Apartment
- Chicago
- ·
- Sheridan Park
- 0.17 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
11 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $213/Night
7 Nights - US $1,492
House
10.0Exceptional
(139 Reviews)
6 Bedrooms
3 Baths
21 Guests
4200 ft²
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $1,321/Night
7 Nights - US $9,248
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
26910 ft²
US $898/Night
7 Nights - US $6,284
Condo
- Chicago
- ·
- Buena Park
- 0.21 mi to center
8.4Excellent
(38 Reviews)
3 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $217/Night
7 Nights - US $1,516
House
- Chicago
- ·
- Sheridan Park
- 0.25 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $853/Night
7 Nights - US $5,971
Wheelchair Accessible Holiday Homes in Uptown
Over 14+ Wheelchair Accessible Treehouses and Holiday Homes in or Near Uptown
Apartment
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $267/Night
7 Nights - US $1,871
Apartment
9.4Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $282/Night
7 Nights - US $1,975
Apartment
9.4Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
441 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
US $180/Night
7 Nights - US $1,259
Apartment
9.4Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
646 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
US $188/Night
7 Nights - US $1,316
House
1 Bedroom
1 Bath
2 Guests
464 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $241/Night
7 Nights - US $1,687
Apartment
1 Bedroom
1 Bath
2 Guests
605 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $179/Night
7 Nights - US $1,253
Apartment
1 Bedroom
1 Bath
2 Guests
600 ft²
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
US $140/Night
7 Nights - US $980
House
1 Bedroom
1 Bath
2 Guests
469 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $130/Night
7 Nights - US $910
House
1 Bedroom
1 Bath
2 Guests
588 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $122/Night
7 Nights - US $854
Uptown Treehouses, Airbnb and Holiday Homes Under $200
Over 27+ Uptown Private Treehouses, Airbnb and Holiday Homes Under $200
House
9.4Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
675 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $177/Night
7 Nights - US $1,242
Apartment
- Chicago
- ·
- Buena Park
- 0.07 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- Parking
- Internet
- Child Friendly
Accessibility
US $133/Night
7 Nights - US $931
Condo
9.8Exceptional
(79 Reviews)
1 Bedroom
1 Bath
4 Guests
797 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $188/Night
7 Nights - US $1,315
New
Apartment
- Chicago
- ·
- Buena Park
- 0.24 mi to center
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $151/Night
7 Nights - US $1,059
Apartment
- Chicago
- ·
- Buena Park
- 0.24 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $155/Night
7 Nights - US $1,085
Condo
- Chicago
- ·
- Buena Park
- 0.24 mi to center
2 Bedrooms
2 Baths
4 Guests
1450 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $126/Night
7 Nights - US $880
Apartment
1 Bedroom
1 Bath
2 Guests
592 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $155/Night
7 Nights - US $1,083
Apartment
1 Bedroom
1 Bath
2 Guests
463 ft²
US $149/Night
7 Nights - US $1,043
Apartment
1 Bedroom
1 Bath
2 Guests
462 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $146/Night
7 Nights - US $1,020
Instantly Bookable Treehouse Rentals in Uptown
Over 21+ Instantly Bookable Private Treehouses in or Near Uptown
Apartment
- Chicago
- ·
- Sheridan Park
- 0.27 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $254/Night
7 Nights - US $1,775
Condo
- Chicago
- ·
- Buena Park
- 0.20 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Ocean View
- View
- Kitchen
US $292/Night
7 Nights - US $2,046
New
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $263/Night
7 Nights - US $1,842
New
Apartment
2 Bedrooms
2 Baths
4 Guests
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $287/Night
7 Nights - US $2,011
New
Apartment
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $254/Night
7 Nights - US $1,781
Condo
9.4Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
7 Guests
1500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $707/Night
7 Nights - US $4,947
Apartment
9.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Kitchen
- Internet
- Pet Friendly
- Laundry
US $285/Night
7 Nights - US $1,992
Apartment
- Chicago
- ·
- Buena Park
- 0.33 mi to center
2 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $492/Night
7 Nights - US $3,446
Apartment
- Chicago
- ·
- Buena Park
- 0.19 mi to center
9.6Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $307/Night
7 Nights - US $2,151
Book a Last Minute Place to Stay in Uptown
About Uptown Treehouse Rentals
Explore more than 97 treehouses in Uptown. 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 Uptown.
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 Uptown. 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 Uptown offer approximately 889.88 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 Uptown typically ranges around US $291.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Uptown. 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 Uptown
| Type | Count |
|---|---|
| Holiday Apartments | 74 |
| Vacation Homes | 11 |
Use these Quick Filters to Find a Vacation Rental in Uptown
★ 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 Uptown.
Weather in Uptown, IL
View the weather forecast for Uptown before booking your Uptown 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 Uptown, IL
Frequently Asked Questions About Uptown?
What are the top treehouse rentals in Uptown?
Looking for a place to stay in Uptown? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- W3 - Spacious 2BR Apt + Free On-site Parking
- W2 - ❤️ New and Clean! Big Apartment with Parking
- Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
- Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
- Uptown Gem
- Music-Inspired 2BR Garden Flat in Historic Uptown Near Legendary Music Venues
- -Lovely 5BD/3BR/3Parking on premises/Sleeps 14 guests/Andersonville
- Vibrant, walkable Andersonville Gem-easy access to Wrigley, venues and Downtown
- Chicago Gem: Wrigley - Lakefront - Red Line Train
- Chic Vintage Stay w/Private Balcony – Walk to Argyle Redline, Lake, Dining
What are the top-rated treehouses in Uptown for family stays?
Searching for a family-friendly treehouse in Uptown? Discover these top-rated options, each loved by families and groups who have stayed in Uptown:
- Wrigleyville Home away from Home! 5 mins from downtown! steps from Lake!
- Elegant 2BR Apartment w/In-Unit Laundry
- Cozy Studio Apt with In-Unit Laundry and Wi-Fi!
How many treehouses are available in Uptown?
Treehouse Rentals, as of 2026, features over 97 unique treehouse, cabins and forest homes in Uptown. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 97 stunning properties in Uptown, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 97 premier accommodations in Uptown. Find your ideal escape among the treetops today.
Nearby Neighborhood (8)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Chicago, Illinois | 225 |
| Edgewater Vacation Rentals in Chicago, Illinois | 60 |
| Ravenswood Vacation Rentals in Chicago, Illinois | 24 |
| Edgewater Beach Vacation Rentals in Chicago, Illinois | 906 |
| Andersonville Vacation Rentals in Chicago, Illinois | 1173 |
| Sheridan Park Vacation Rentals in Chicago, Illinois | 1303 |
| Buena Park Vacation Rentals in Chicago, Illinois | 1255 |
| Lakewood-Balmoral Vacation Rentals in Chicago, Illinois | 1131 |
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