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Holiday Rentals in Wilmette

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50 rentals in Wilmette.
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Luxury Brand New House Amazing Location |Family Reatreat|Birthdays|Bridal Showe

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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The NICEST place in Evanston for Families 1500Main

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.

Condo/Apartment in Edgewater, Magnolia Glen, Far North Side
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Condo with Whirlpool Tub, Deck and Open Floor Plan. Perfect for Lrg Family

Condo/Apartment in Downtown / The Loop, Central
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Unique Apt. in Upscale Evanston with Easy Access to Chicago

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Clean, Cozy 1 BR. Near Beach, Priv Entry, Self Ck-In/out, Chicago's Northside.

Holiday Rental House in Rogers Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Comfortable place in Evanston! Close to Northwestern and Loyola University.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Soft Leather and Warm Bricks at a Stylish Rogers Park Home

Condo/Apartment in Rogers Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Historic Andersonville Coach House

Holiday Rental House in Edgewater, Far North Side
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Retro Apartment in Andersonville

Condo/Apartment in Andersonville, Edgewater, West Edgewater, Far North Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Save time - get the best Wilmette rentals sent straight to your email!

Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Only Urban Beach House in Chicago

Holiday Rental House in Rogers Park, Far North Side
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Beachfront Retreat 30 feet from Lake Michigan

Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Soft Suede and Warm Bricks at a Sylish Rogers Park Home

Condo/Apartment in Rogers Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Executive Apartment on Lake Michigan with Parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Half a mile from everything, In the heart of Evanston, Illinois

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Rock Star Beach Pad on Lake Michigan includes parking near Evanston

Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Retro-Chic Urban Oasis

Condo/Apartment in West Ridge (West Rogers Park), Far North Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chicago's Hidden Treasure, 'EVANSTON, IL'

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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'The Glen' District Suite with A/C | Business Center + Heated Indoor Pool!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Soft Palate & Warm Bricks At A Rogers Park Home

Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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*Stylish & Spacious Getaway by Evanston/Skokie/NU

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Half a mile from everything in the heart of Evanston, Illinois

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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CHICAGO DOWNTOWN, CUBS- IN JUST 15 miles !!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Spacious 2 Bedroom & 1 Bath with In-unit Gym By Downtown Evanston

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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NEW! Cozy Chicago Apartment - Kids & Pets Welcome!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach House Chicago

Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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StayGia | Contemporary 1BR Corner Suite w/ Michigan Lake View by LU 1

Condo/Apartment in Edgewater, Far North Side
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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CONVENIENTLY LOCATION NEAR CHICAGO, UNIVERSITIES, SHOPPING & TRANSPIRATION.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant, Urban Retreat, Child/Family Friendly!

Condo/Apartment in Edgewater Beach, Edgewater, Far North Side
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Entire Unique Home in Edison Park

Holiday Rental House in Edison Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Safe Northside Neighborhood, Easy Parking

Condo/Apartment in North Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Jean's House: a thoughtfully designed duplex down

Condo/Apartment in Edgewater, West Edgewater, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Clean & Cozy 2 Bedroom and 1 Bath between Downtown Chicago and O’Hare

Condo/Apartment in North Park, Hollywood Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful modern home in Lincolnwood Towers

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Historic Colonial

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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10 MINS FROM O'HARE AIRPORT & 15 MINS FROM DOWNTOWN CHICAGO

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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StayGia | Stylish Modern 1BR Suite by Loyola 3

Condo/Apartment in Edgewater, Far North Side
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Guests Get Free Breakfast Daily! In 'The Glen' District. Indoor Pool | Staybridg

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Contemporary Suite in 'The Glen' Business District | 24 Hour Fitness Center + In

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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King Suite in 'The Glen' District. Free Breakfast Daily. Indoor Pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Free Breakfast Buffet. Queen Suite in 'The Glen' | Staybridge

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stay in 'The Glen' Business District! Free Breakfast, Pool. | Staybridge

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Updated Escape w/ Deck+Yard Near Northwestern

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Chicago Rover House in the woods 420 friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Payment Protection

South Evanston

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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L1 Prime Location! Easy Transport Loyola University

Condo/Apartment in Rogers Park, Far North Side
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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⭐Luxury 2BR Condo⭐Comfy King Bed✔Self-Check-in✔Near Loyola University

Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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