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Wilmette, IL Holiday Rentals
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Holiday Rentals in Wilmette
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Holiday Rental House (12)
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Far North Side (21)
Rogers Park (10)
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Distance from
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50 rentals
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Luxury Brand New House Amazing Location |Family Reatreat|Birthdays|Bridal Showe
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 7
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The NICEST place in Evanston for Families 1500Main
42 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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The entire FLAT. Stay Like You Own! Central AIR. TWO FULL BATHROOMS. Unique.
47 reviews
Condo/Apartment in Edgewater, Magnolia Glen, Far North Side
2 bedrooms
2 bathrooms
Sleeps 5
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Condo with Whirlpool Tub, Deck and Open Floor Plan. Perfect for Lrg Family
121 reviews
Condo/Apartment in Downtown / The Loop, Central
3 bedrooms
2 bathrooms
Sleeps 8
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Unique Apt. in Upscale Evanston with Easy Access to Chicago
60 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Clean, Cozy 1 BR. Near Beach, Priv Entry, Self Ck-In/out, Chicago's Northside.
37 reviews
Holiday Rental House in Rogers Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 6
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Comfortable place in Evanston! Close to Northwestern and Loyola University.
36 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Soft Leather and Warm Bricks at a Stylish Rogers Park Home
23 reviews
Condo/Apartment in Rogers Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 7
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Historic Andersonville Coach House
29 reviews
Holiday Rental House in Edgewater, Far North Side
3 bedrooms
1 bathroom
Sleeps 4
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Retro Apartment in Andersonville
22 reviews
Condo/Apartment in Andersonville, Edgewater, West Edgewater, Far North Side
2 bedrooms
1 bathroom
Sleeps 4
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Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!
11 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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Only Urban Beach House in Chicago
16 reviews
Holiday Rental House in Rogers Park, Far North Side
4 bedrooms
3 bathrooms
Sleeps 8
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Private Beachfront Retreat 30 feet from Lake Michigan
8 reviews
Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
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Soft Suede and Warm Bricks at a Sylish Rogers Park Home
14 reviews
Condo/Apartment in Rogers Park, Far North Side
3 bedrooms
2 bathrooms
Sleeps 8
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Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment
10 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Executive Apartment on Lake Michigan with Parking
7 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Half a mile from everything, In the heart of Evanston, Illinois
7 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Rock Star Beach Pad on Lake Michigan includes parking near Evanston
10 reviews
Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
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Retro-Chic Urban Oasis
5 reviews
Condo/Apartment in West Ridge (West Rogers Park), Far North Side
2 bedrooms
1 bathroom
Sleeps 4
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Chicago's Hidden Treasure, 'EVANSTON, IL'
5 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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'The Glen' District Suite with A/C | Business Center + Heated Indoor Pool!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Soft Palate & Warm Bricks At A Rogers Park Home
3 reviews
Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 7
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*Stylish & Spacious Getaway by Evanston/Skokie/NU
3 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Half a mile from everything in the heart of Evanston, Illinois
3 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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CHICAGO DOWNTOWN, CUBS- IN JUST 15 miles !!
2 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Amazing Spacious 2 Bedroom & 1 Bath with In-unit Gym By Downtown Evanston
2 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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NEW! Cozy Chicago Apartment - Kids & Pets Welcome!
2 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Beach House Chicago
1 review
Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
2 bathrooms
Sleeps 6
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StayGia | Contemporary 1BR Corner Suite w/ Michigan Lake View by LU 1
1 review
Condo/Apartment in Edgewater, Far North Side
1 bedroom
1 bathroom
Sleeps 4
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CONVENIENTLY LOCATION NEAR CHICAGO, UNIVERSITIES, SHOPPING & TRANSPIRATION.
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Elegant, Urban Retreat, Child/Family Friendly!
1 review
Condo/Apartment in Edgewater Beach, Edgewater, Far North Side
3 bedrooms
1 bathroom
Sleeps 8
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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
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Safe Northside Neighborhood, Easy Parking
Condo/Apartment in North Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 5
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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
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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
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Beautiful modern home in Lincolnwood Towers
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Historic Colonial
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
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10 MINS FROM O'HARE AIRPORT & 15 MINS FROM DOWNTOWN CHICAGO
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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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
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Guests Get Free Breakfast Daily! In 'The Glen' District. Indoor Pool | Staybridg
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Contemporary Suite in 'The Glen' Business District | 24 Hour Fitness Center + In
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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King Suite in 'The Glen' District. Free Breakfast Daily. Indoor Pool
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Free Breakfast Buffet. Queen Suite in 'The Glen' | Staybridge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Stay in 'The Glen' Business District! Free Breakfast, Pool. | Staybridge
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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NEW! Updated Escape w/ Deck+Yard Near Northwestern
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Chicago Rover House in the woods 420 friendly
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
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South Evanston
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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L1 Prime Location! Easy Transport Loyola University
2 reviews
Condo/Apartment in Rogers Park, Far North Side
1 bedroom
1 bathroom
Sleeps 2
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⭐Luxury 2BR Condo⭐Comfy King Bed✔Self-Check-in✔Near Loyola University
1 review
Condo/Apartment in Rogers Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 7
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1
Frequently Asked Questions about Wilmette
Do any holiday rentals in Wilmette have a pool?
Yes, here are some popular holiday rentals in Wilmette that have a pool:\n
\n
Half a mile from everything in the heart of Evanston, Illinois
\n
Half a mile from everything, In the heart of Evanston, Illinois
\n
Chicago's Hidden Treasure, 'EVANSTON, IL'
\n
\n
See all holiday rentals with a pool in Wilmette on Tripadvisor
Do any holiday rentals in Wilmette have internet access?
Yes, here are some popular holiday rentals in Wilmette that have internet access:\n
\n
Condo with Whirlpool Tub, Deck and Open Floor Plan. Perfect for Lrg Family
\n
Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!
\n
Unique Apt. in Upscale Evanston with Easy Access to Chicago
\n
\n
See all holiday rentals in Wilmette on Tripadvisor
What are the best pet friendly rentals in Wilmette?
The best pet friendly rentals in Wilmette are:\n
\n
Chicago Rover House in the woods 420 friendly
\n
Condo with Whirlpool Tub, Deck and Open Floor Plan. Perfect for Lrg Family
\n
Mid Century Elegance in Evanston Vintage Apartment. WINTER SPECIAL!
\n
\n
See all pet friendly holiday rentals in Wilmette on Tripadvisor
What are some great rentals in Wilmette that are kid friendly?
Some of the most popular kid friendly rentals in Wilmette are:\n
\n
Condo with Whirlpool Tub, Deck and Open Floor Plan. Perfect for Lrg Family
\n
Historic Andersonville Coach House
\n
Comfortable place in Evanston! Close to Northwestern and Loyola University.
\n
\n
See all kid friendly holiday rentals in Wilmette on Tripadvisor