Verification Email Sent
Your email verification request has been sent to your primary email at . Please log in to it, click the link to verify it and make the most of SabbaticalHomes.com!
Post
About
Homes for Rent, Sublet or Lease in or near Winnetka
Explore 94 home rental listings in or near Winnetka, Illinois, United States
Houses for Rent in or near Winnetka
100% of available housing is furnished
Spacious 4-Bedroom Townhome | Steps to UIC & the...
Home Rental
4 Bed | 3 Bath
Available September 1, 2026
From USD $4750/Monthly
5235 S University-Furnished Beautifully updated ...
Home Rental
5 Bed | 5 Bath
Available August 1, 2026
From USD $10000/Monthly
Beautiful Victorian with Old Growth Forest...
Home Rental, Home Exchange
4 Bed | 1 Bath
Available July 27, 2026
From USD $1500/Weekly
Beautiful Private Unit in Vintage home near...
Home Rental
1 Bed | 1 Bath
Available June 1, 2027
From USD $1595/Monthly
3 bedroom townhouse walk to IIT, Metra to UofC...
Home Rental
3 Bed | 3 Bath
Available July 6, 2026
From USD $2100/Monthly
Classic Hyde Park Home — 5 Bed | 3 Bath | Near...
Home Rental
5 Bed | 3 Bath
Available August 1, 2026
From USD $4400/Monthly
Spacious home in West Town
Home Rental
3 Bed | 2 Bath
Available August 1, 2026
From USD $2500/Monthly
The University House - Furnished Room and Bath by...
Private Space for Rent
1 Bed | 1 Bath
Available August 22, 2026
From USD $1290/Monthly
4bed/2bath Townhome with the yard near University...
Home Rental
4 Bed | 2 Bath
Available August 17, 2026
From USD $3950/Monthly
Furnished Victorian gem steps from El, downtown...
Home Rental
3 Bed | 3 Bath
Available September 1, 2026
From USD $4500/Monthly
University of Chicago Faculty Housing; Near beach!...
Home Rental
3 Bed | 3 Bath
Available August 24, 2026
From USD $3000/Monthly
NE Evanston Home. 1 block to Northwestern...
Home Rental
4 Bed | 3 Bath
Available August 31, 2026
From USD $6500/Monthly
Stunning north evanston home- walking distance to...
Home Rental
4 Bed | 3 Bath
Available August 15, 2026
From USD $6000/Monthly
Beautiful home in great neighborhood, near several...
Home Rental
4 Bed | 4 Bath
Available September 1, 2026
From USD $3400/Monthly
Historic home with lake views and walkable shops &...
Home Rental
4 Bed | 3 Bath
Available September 1, 2026
From USD $7200/Monthly
Historic re-habbed 1898 Greystone | 4 BR / 3 BA |...
Home Rental
4 Bed | 3 Bath
Available July 1, 2026
From USD $3500/Monthly
Fully/Semi furnished family home near public...
Home Rental
4 Bed | 4 Bath
Available July 1, 2026
From USD $4850/Monthly
2026-27 Academic Year: Gorgeous Myron Hunt Home +...
Home Rental
4 Bed | 3 Bath
Available August 15, 2026
From USD $5000/Monthly
Modern 4BR • Safe Rogers Park • Fast WiFi • Steps...
Home Rental
4 Bed | 2 Bath
Available January 1, 2026
From USD $3200/Monthly
Steps from Northwestern University
Private Space for Rent
5 Bed | 3 Bath
Available October 5, 2025
From USD $2000/Monthly
Close to UChicago, OPC, Lake and Future Quantum...
Home Rental
4 Bed | 4 Bath
Available November 1, 2025
From USD $4500/Monthly
Open to considering rental, or exchange worldwide.
Home Rental, Home Exchange
5 Bed | 4 Bath
Available September 1, 2025
From USD $6500/Monthly
Apartments and Condos for Rent in or near Winnetka
95% of available housing is furnished
Apartment with lake views -- summer sublet
Home Rental
2 Bed | 2 Bath
Available July 29, 2026
From USD $2400/Monthly
Sun filled condo 2 blocks from Lake Michigan
Home Rental
2 Bed | 2 Bath
Available August 17, 2026
From USD $2500/Monthly
Fully furnished one-bedroom apartment near...
Home Rental
1 Bed | 1 Bath
Available August 1, 2026
From USD $2000/Monthly
Available September 15, 2026: Furnished 1BR in...
Home Rental
1 Bed | 1 Bath
Available September 15, 2026
From USD $1800/Monthly
Sun Filled South Evanston 2 Bedroom Apartment
Home Rental
2 Bed | 1 Bath
Available August 16, 2026
From USD $2400/Monthly
Sun-drenched, peaceful 2 bedroom walking distance...
Home Rental
2 Bed | 1 Bath
Available July 1, 2026
From USD $2450/Monthly
Luxury Turnkey Penthouse Lincoln Park Lakefront...
Home Rental, Home Exchange
4 Bed | 3 Bath
Available July 10, 2026
From USD $9999/Monthly
Quiet, Pet-Friendly Home Near Lake Michigan & NU...
Private Space for Rent
1 Bed | 1 Bath
Available November 9, 2025
From USD $2500/Monthly
Assignment: spatious one-bedroom apartment
Home Rental
1 Bed | 1 Bath
Available August 25, 2026
From USD $1685/Monthly
Lovely Furnished Studio Apartment
Home Rental
0 Bed | 1 Bath
Available August 1, 2026
From USD $1500/Monthly
Charming and comfortable 1 bedroom in Chicago, 1/2...
Home Rental
1 Bed | 1 Bath
Available December 15, 2026
From USD $600/Weekly
Fully furnished large 1 bedroom near University of...
Home Rental
1 Bed | 1 Bath
Available August 17, 2026
From USD $2000/Monthly
Four bedroom unit, on a quiet leafy street, blocks...
Home Rental
4 Bed | 4 Bath
Available July 1, 2026
From USD $4000/Monthly
Bright + Spacious 2 bedroom / 1 bath in Lincoln...
Home Rental
2 Bed | 1 Bath
Available June 21, 2026
From USD $3850/Monthly
Lovely, spacious two + bedroom apartment in...
Home Rental
2 Bed | 1 Bath
Available September 1, 2026
From USD $3000/Monthly
Peaceful Urban Retreat With Stunning Lake Michigan...
Home Rental
1 Bed | 1 Bath
Available August 10, 2026
From USD $2800/Monthly
1-person apartment close to Univ of Chicago
Private Space for Rent
1 Bed | 1 Bath
Available June 1, 2026
From USD $2200/Monthly
Charming 1B/1B apt 1.5 blocks from Lake Michigan
Home Rental
1 Bed | 1 Bath
Available June 19, 2026
From USD $2100/Monthly
Beautiful, quiet apartment near lake, bike to...
Home Rental
1 Bed | 1 Bath
Available July 9, 2026
From USD $2300/Monthly
Fully-furnished Hyde Park sublet available between...
Home Rental
1 Bed | 1 Bath
Available July 1, 2026
From USD $1700/Monthly
furnished studio apartment in iconic Lakeview...
Home Rental
0 Bed | 1 Bath
Available July 1, 2026
From USD $1600/Monthly
Architecturally unique duplex in popular Northside...
Home Rental
2 Bed | 3 Bath
Available December 1, 2026
From USD $2900/Monthly
Garden Flat! 1 Bedroom Apartment in exclusive...
Home Rental
1 Bed | 1 Bath
Available September 1, 2026
From USD $1550/Monthly
8/10/26 AVAIL: 3bd/2ba, King bed, Pets OK,...
Home Rental
3 Bed | 2 Bath
Available August 10, 2026
From USD $3500/Monthly
8/10/26 AVAIL: 2bd/2ba, King bed, Pets OK,...
Home Rental
2 Bed | 2 Bath
Available August 10, 2026
From USD $3000/Monthly
Sunny top floor furnished Studio in Evanston....
Home Rental
0 Bed | 1 Bath
Available September 30, 2026
From USD $1900/Monthly
Historic 3Bedroom 3Bath in North Kenwood Close to...
Home Rental
3 Bed | 3 Bath
Available June 1, 2026
From USD $3600/Monthly
Beautiful Condo in Lakeview with Rooftop Deck and...
Home Rental
3 Bed | 3 Bath
Available August 5, 2026
From USD $5000/Monthly
Gorgeous East Lincoln Park: Walk to Lake, Park,...
Home Rental
4 Bed | 2 Bath
Available July 1, 2027
From USD $6500/Monthly
Greenwood Avenue Hyde Park Home
Home Rental
3 Bed | 2 Bath
Available August 10, 2026
From USD $3200/Monthly
Cozy Furnished Hyde Park Condo by UChicago,...
Home Rental
2 Bed | 1 Bath
Available September 1, 2026
From USD $1900/Monthly
BEAUTIFUL ROOMS IN A NEWLY RENOVATED APARTMENT...
Private Space for Rent
3 Bed | 2 Bath
Available May 31, 2026
From USD $950/Monthly
Bright and Spacious 3-Bedroom Hyde Park Condo for...
Home Rental
3 Bed | 1 Bath
Available July 1, 2026
From USD $2000/Monthly
Bright and quiet 1-bedroom condo in Wicker Park...
Home Rental
1 Bed | 2 Bath
Available August 11, 2026
From USD $900/Weekly
Chic European vibe: light filled two bedroom in...
Home Rental
2 Bed | 1 Bath
Available August 1, 2027
From USD $3400/Monthly
Heart of Chicago move-in to a gorgeous condo
Home Rental
1 Bed | 1 Bath
Available December 15, 2026
From USD $2500/Monthly
1B/1B in beautiful + spacious 3B/3B Condo
Private Space for Rent
1 Bed | 1 Bath
Available June 1, 2026
From USD $1500/Monthly
Furnished One Bedroom Apartment Hyde Park Near...
Home Rental
1 Bed | 1 Bath
Available June 1, 2026
From USD $1800/Monthly
Peaceful 3BR/3BA Duplex by UChicago & Lakefront...
Home Rental
3 Bed | 3 Bath
Available May 15, 2026
From USD $3200/Monthly
Lovely and light filled apartment in Logan Square
Home Rental
2 Bed | 1 Bath
Available July 1, 2026
From USD $2250/Monthly
Quiet, Furnished Bedroom with Bath & Scenic Views...
Home Rental
1 Bed | 1 Bath
Available September 1, 2026
From USD $900/Monthly
Large Furnished Master Bedroom with Stunning Lake...
Private Space for Rent
1 Bed | 1 Bath
Available September 1, 2026
From USD $1100/Monthly
Fully Furnished One Bedroom Apartment Near...
Home Rental
1 Bed | 1 Bath
Available July 1, 2026
From USD $1700/Monthly
Spacious 1-Bedroom Luxury Condo Next to...
Home Rental
1 Bed | 2 Bath
Available June 15, 2026
From USD $2200/Monthly
Beautiful Chicago Gold Coast Condo with Lake...
Home Rental
2 Bed | 3 Bath
Available November 1, 2026
From USD $5000/Monthly
Lake views in Edgewater Writing Pod
Home Rental
1 Bed | 1 Bath
Available October 15, 2026
From USD $3500/Monthly
one-bedroom apartment in Hyde Park
Home Rental
1 Bed | 1 Bath
Available June 1, 2026
From USD $1800/Monthly
Beautiful beach-side 2-bedroom apartment
Home Rental
2 Bed | 1 Bath
Available March 1, 2027
From USD $2000/Monthly
Spacious Vintage Northside Chicago Apartment
Home Rental
2 Bed | 1 Bath
Available November 1, 2027
From USD $2900/Monthly
3 BR (or 2 BR & 1 Office) 2 BA 1.5 blocks from...
Home Rental
3 Bed | 2 Bath
Available September 1, 2026
From USD $4000/Monthly
Fully furnished 2 bedroom condo near U Illinois at...
Home Rental
2 Bed | 1 Bath
Available December 1, 2026
From USD $2400/Monthly
Massive renovated 3000 sq ft 5bed in heart of hyde...
Home Rental
4 Bed | 1 Bath
Available July 31, 2026
From USD $3950/Monthly
Cute and Cozy One Bedroom in the heart of Pilsen
Home Rental
1 Bed | 1 Bath
Available June 1, 2026
From USD $2000/Monthly
Beautiful 2-bedroom apartment on Lake Michigan...
Home Rental
2 Bed | 1 Bath
Available April 7, 2026
From USD $3000/Monthly
Spacious Furnished Lincoln Park Apartment for...
Home Rental
1 Bed | 1 Bath
Available August 1, 2027
From USD $3300/Monthly
Beautiful furnished 2.5 bedroom apartment near...
Home Rental
2 Bed | 2 Bath
Available June 13, 2027
From USD $2400/Monthly
2bd 2 bath apt with views of Lake Michigan, in the...
Home Rental
2 Bed | 2 Bath
Available June 1, 2026
From USD $4500/Monthly
Charming Chicago Apartment Rogers Park- Northside
Home Rental
1 Bed | 1 Bath
Available August 18, 2026
From USD $2000/Monthly
Luxury 23rd floor, sun-filled 2 bedroom apartment...
Home Rental, Home Exchange
2 Bed | 2 Bath
Available August 1, 2026
From USD $1100/Weekly
3bd/2ba University of Chicago Hyde Park
Home Rental
3 Bed | 2 Bath
Available May 1, 2026
From USD $3000/Monthly
3 bed 2 bath condo for rent near University of...
Home Rental
2 Bed | 2 Bath
Available June 15, 2026
From USD $3300/Monthly
Furnished 2BR/2BA Condo in Albany Park - Available...
Home Rental
2 Bed | 2 Bath
Available June 1, 2026
From USD $3000/Monthly
Condo with a view in Chicago. Walk to the lake!
Home Rental
0 Bed | 1 Bath
Available October 1, 2026
From USD $2700/Monthly
Beautiful Chicago Condo in great neighborhood with...
Home Rental
2 Bed | 2 Bath
Available November 1, 2026
From USD $3000/Monthly
The GEM -$2,500+/Month Features Full Kitchen and...
Home Rental
1 Bed | 1 Bath
Available October 23, 2025
From USD $2500/Monthly
Beautiful 2br in Pilsen near UIC and Pink Line
Private Space for Rent
2 Bed | 1 Bath
Available September 1, 2025
From USD $1500/Monthly
Studios and Lofts for Rent in or near Winnetka
66% of available housing is furnished
Charming Evanston Coach House Studio — All...
Home Rental
1 Bed | 1 Bath
Available June 1, 2026
From USD $1750/Monthly
Private Coach House in the heart of Pilsen
Home Rental
1 Bed | 1 Bath
Available July 1, 2026
From USD $2000/Monthly
An artist loft in Chicago
Home Rental, Home Exchange
2 Bed | 1 Bath
Available October 28, 2026
From USD $2450/Monthly
Guest Houses for Rent in or near Winnetka
100% of available housing is furnished
2BR/2 baths, oasis of calm and comfort in the city...
Home Rental
2 Bed | 2 Bath
Available June 15, 2026
From USD $2800/Monthly
Offering an oasis in the city. Tranquil and...
Home Rental
2 Bed | 2 Bath
Available August 25, 2026
From USD $2700/Monthly
Delightful coach house in lovely garden setting...
Home Rental
1 Bed | 1 Bath
Available September 15, 2025
From USD $2000/Monthly