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Apartment holiday rentals in Wilmette

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Top-rated apartment rentals in Wilmette

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Flat in Park Ridge

4.79 out of 5 average rating, 322 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

12–19 Apr

£125 per night

Guest favourite

Flat in Evanston

4.95 out of 5 average rating, 115 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the sunny, spacious, 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 5 guests. The vintage kitchen is well supplied including Keurig. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 20 min walk for trains to city, 5 min drive to lake. Wifi

23–30 Oct

£143 per night

Guest favourite

Flat in Chicago

4.94 out of 5 average rating, 191 reviews

Spacious, light-drenched studio-private entrance!

Sun-filled private apartment in Lincoln Square! Spacious & well-appointed studio apartment features newly renovated kitchen and 1.5 baths (spa shower!) Located in the Lincoln Square neighborhood, you’ll be steps to restaurants, cafes, pubs & shopping. Close to CTA Brown Line (Rockwell) stop, as well as Western, Foster & Lawrence buses. Just 3.4 miles to Wrigley Field. One block to Swedish Covenant Hospital. Short bus/ride-share to Andersonville, Chicago Lakefront & Foster Beach! Kid friendly.

18–25 Jul

£119 per night

Guest favourite

Flat in Arlington Heights

4.99 out of 5 average rating, 115 reviews

Ideal Location in Awesome Heights

Near the heart of downtown Arlington Heights and convenient to O’Hare. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to hosting you. The private apartment works great for guests with a car or using public transit. Easy access to Metra station, AH restaurants, Des Plaines Theater, NW Community Hospital & Schaumburg Convention Center.

5–10 May

£122 per night

Guest favourite

Flat in Evanston

4.89 out of 5 average rating, 265 reviews

Ashland Ice Cream House

This 1907 farmhouse style two flat sits on one of Evanston's prettiest blocks. Freshly updated and upgraded, this 2nd floor apartment consists of two levels. The main level includes living room with a sleeper sofa, an eat in kitchen, full bath and a bedroom with a full sized bed. The second level is a finished loft with a queen bed and separate office area. Blocks to CTA, Metra and shopping. Ample street parking, cable and wi-fi. Includes iron/board, hair dryer, highchair, and pack n play.

5–12 Oct

£187 per night

Guest favourite

Flat in Evanston

4.97 out of 5 average rating, 408 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

10–17 Feb

£152 per night

Guest favourite

Flat in Evanston

4.96 out of 5 average rating, 155 reviews

Stunning, Sunny Flat with Beautiful Backyard

Home away from home in a wonderful and walkable Evanston neighborhood, convenient to downtown, Lake Michigan, Northwestern and more. Treat yourself and your family to this wonderful two-bedroom, masterfully remodeled flat, with all the conveniences and comfort. Off street private parking. Recent updates: New king size bed, 65-inch HD TV, washer & dryer, and more. We follow EPA/CDC protocol and prepare for your stay with intensive cleaning and disinfecting.

28 Dec – 4 Jan

£268 per night

Guest favourite

Flat in Wilmette

4.86 out of 5 average rating, 119 reviews

Downtown Wilmette Micro Studio

During this time, we are taking extra precautionary measures to ensure our guests safety. Cute and private micro studio in phenomenal downtown Wilmette location. Steps from all local restaurants, shopping, and the Metra station. Walkable to Gillson Beach and the Linden CTA stop. Enter through the front gate to an open & shared yard with private, single access to the unit. Pets OK with additional pet fee (some breed / weight restrictions).

5–12 Jul

£125 per night

Guest favourite

Flat in Evanston

4.99 out of 5 average rating, 229 reviews

Fully furnished apt in downtown Evanston

Downtown Evanston. Cozy quiet area. 4 Rms. Ideal for a couple, family or business travelers. Accommodates 4 sleepers: one queen size and two twin beds. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less on Metra. Non-smoking.

3–10 Sept

£213 per night

Flat in Chicago

4.89 out of 5 average rating, 105 reviews

LAKESIDE PIED `A TERRE STEPS TO BEACH

This gem is steps from Hartigan Beach, an eclectic mix of eateries, small theater venues, public transportation and Fine Wines & Spirits. You'll love my place because of the coziness and proximity to a swimming beach, on a friendly tree lined street. Conveniently situated between Loyola and Northwestern Universities. Rent a Divvy bike, call UBER/LYFT, rent a car and explore all that Evanston, Edgewater and Andersonville has to offer!

12–19 Dec

£120 per night

Guest favourite

Flat in Evanston

4.95 out of 5 average rating, 212 reviews

Crisp and Clean 2BD Getaway Near Downtown Evanston

My top floor, 2 bedroom home sits in a quiet cul-de-sac, about a mile from downtown Evanston; a 15 min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well.

26 Dec – 2 Jan

£246 per night

Guest favourite

Flat in Wilmette

4.89 out of 5 average rating, 235 reviews

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. Free WIFI and an internet-enabled flat-screen TV.

20–27 May

£189 per night

Holiday rentals for every style

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Popular amenities for Wilmette apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Flat in Chicago

4.99 out of 5 average rating, 104 reviews

Newly Renovated, Spacious 2BR in Andersonville

7–14 Dec

£155 per night

Guest favourite

Flat in Highland Park

4.94 out of 5 average rating, 122 reviews

Lovely studio near the beach! (and heated floors!)

25 Dec – 1 Jan

£178 per night

Guest favourite

Flat in Beach Park

4.98 out of 5 average rating, 361 reviews

J’s Farmhouse Cottage. 2 bedroom duplex.

19–26 Sept

£123 per night

Guest favourite

Flat in Evanston

4.86 out of 5 average rating, 186 reviews

Charming English Garden Unit

12–19 Jan

£112 per night

Flat in Chicago

4.87 out of 5 average rating, 106 reviews

Idyllic Lakefront Sanctuary W/ Unforgettable Vista

28 Jun – 5 Jul

£400 per night

Guest favourite

Flat in Chicago

4.98 out of 5 average rating, 250 reviews

Andersonville Cozy 1 bedroom basement suite

4–11 Dec

£130 per night

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 266 reviews

Cozy loft in Chicago's Uptown

20–27 Oct

£112 per night

Guest favourite

Flat in Chicago

4.92 out of 5 average rating, 491 reviews

2BR Bursting w/ Character in Hip Logan Square!

26 Jan – 2 Feb

Private apartment rentals

Guest favourite

Flat in Evanston

4.86 out of 5 average rating, 108 reviews

An awesom 2 Br apt. Evanston/close to NU & Loyola

1–8 Nov

£173 per night

Guest favourite

Flat in Oak Park

4.91 out of 5 average rating, 104 reviews

Lovely, spacious 2bd, 1bath home w/free parking

27 Aug – 3 Sept

£129 per night

Flat in Chicago

4.81 out of 5 average rating, 124 reviews

Tranquil & Airy 1BR Apt in Lincoln Square

7–14 May

£118 per night

Guest favourite

Flat in Forest Park

5.0 out of 5 average rating, 221 reviews

Like a Treehouse!

26 Sept – 3 Oct

£104 per night

Guest favourite

Flat in Chicago

4.95 out of 5 average rating, 267 reviews

Huge Victorian near Loyola 2bd Apt

24 Apr – 1 May

£161 per night

Guest favourite

Flat in Chicago

4.93 out of 5 average rating, 382 reviews

Ravenswood Guest House Annex

29 Nov – 6 Dec

Guest favourite

Flat in Chicago

4.98 out of 5 average rating, 167 reviews

Elegant & Clean Cottage Apt 20 minutes from O’Hare

3–10 Feb

£172 per night

Guest favourite

Flat in Chicago

4.98 out of 5 average rating, 107 reviews

Humboldt Park Loft

24–31 Oct

£132 per night

Apartment rentals with a hot tub

Guest favourite

Flat in Berwyn

4.91 out of 5 average rating, 203 reviews

“Dream slice of urban homesteading.”

3–10 Oct

£139 per night

Guest favourite

Flat in Chicago

4.88 out of 5 average rating, 394 reviews

Checkerboard Studio with Private Outdoor Hot Tub and Yard

10–17 Jul

£189 per night

Guest favourite

Flat in Chicago

4.87 out of 5 average rating, 156 reviews

Stunning Panoramic Chicago Views & Free Parking

27 Mar – 3 Apr

£396 per night

Flat in Chicago

4.87 out of 5 average rating, 106 reviews

Cloud9 |XL Penthouse+Movie Theater+Gym |The Harper

8–15 Apr

£842 per night

Guest favourite

Flat in Chicago

4.95 out of 5 average rating, 19 reviews

Spacious Beautiful Condo

14–21 Oct

£178 per night

Flat in Chicago

4.9 out of 5 average rating, 31 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

7–14 Nov

£158 per night

Guest favourite

Flat in Chicago

5.0 out of 5 average rating, 25 reviews

Belmont Pleasures - hot tub / arcade gaming room

14–21 Jan

£544 per night

Guest favourite

Flat in Chicago

5.0 out of 5 average rating, 10 reviews

Lake, City, & River View Condo

15–22 Jul

£343 per night

Quick stats about flat rentals in Wilmette

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
610 reviews
Nightly prices starting at
£24 before taxes and fees

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