Holiday rentals in Wilmette

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Quick stats about holiday rentals in Wilmette

  • Total holiday rentals

    Explore 40 holiday rentals in Wilmette

  • Nightly prices starting at

    Wilmette holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Wilmette holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wilmette rentals

  • 4.7 Average rating

    Wilmette stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Wilmette

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

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Top guest favourite
A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.
Home in Northbrook
4.98 out of 5 average rating, 131 reviews

*King bed *Outdoor Living *Sought-After Area

Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Top guest favourite
The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.
Home in Wilmette
4.98 out of 5 average rating, 210 reviews

Unique porcelain-enamel paneled "Lustron" home

This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Top guest favourite
The living area features a spacious sectional sofa and a coffee table at its center. A TV is positioned against a light-colored wall, while a dining space can be seen in the background with a small table and chairs. Natural light is welcomed through multiple windows.
Flat in Evanston
4.96 out of 5 average rating, 314 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi 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. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

Guest favourite
The living area features two comfortable gray sofas facing a low coffee table, with a wall-mounted TV displaying a nature scene. Large windows allow natural light to fill the space, and a potted plant adds a touch of greenery. Soft area rug enhances the inviting atmosphere.
Home in Wilmette
4.92 out of 5 average rating, 63 reviews

Luxury Home- NorthShore/Wilmette

Welcome to our luxurious, newly renovated home in beautiful NorthShore Suburb of Chicago. Perfect for families and business travelers. Parking on-site. Enjoy spacious bedrooms w/ attached baths, fully equipped kitchen, fast Wi-Fi, smart TVs, and entertaining basement with ping pong, pool table, and games. Located 1 minute from the highway, 20 minutes from downtown Chicago, close to Six Flags, golf courses, shopping centers, and beautiful Lake Michigan. Pets allowed. Book your stay today!

Top guest favourite
The exterior view of the property is framed by lush greenery, including small trees and ornamental plants. A stone pathway leads to the entrance, which features a light-colored door. The building's soft hues complement the natural surroundings under a clear blue sky.
Guest house in Evanston
5 out of 5 average rating, 101 reviews

Mr. Hughes’ Attic, an 80s-themed coach house

Welcome to Mr. Hughes' Attic, a private coach house that pays homage to John Hughes (who filmed many of his movies nearby!) Located in NW Evanston, your stay includes a queen bed, full kitchen, laundry, full bath, dedicated workspace, private balcony, free parking, streaming TV, and more. We're a short walk to Central St shops, restaurants and the Metra train, a five-minute drive to Northwestern, and less than 30 minutes to Chicago. Not wheelchair or ADA accessible. License# STR004.

Superhost
A cozy sitting area features a compact brown couch adorned with patterned cushions. Two large leafy plants are placed on either side, enhancing the calm ambiance. The floor is covered with green area rugs, creating a fresh and natural feel within a well-lit space.
Place to stay in Wilmette
4.64 out of 5 average rating, 22 reviews

Eco-friendly coach house near Chicago

This place is a calm and compact 2-level coach house, a wonderful place to relax and work. It is completely renovated, new and fresh! A living space with a bathroom on the first floor and a bedroom with a working station on the second floor. WiFi, portable A/C, kitchenette, a private exit to a backyard, and a parking spot. Central Wilmette, a Metro station 4 minutes walking distance. Close to Northwestern University. Parks, shopping, restaurants, and the library are a 2–10-minute walk.

Top guest favourite
The exterior features a charming two-story home with a welcoming front porch. A set of stairs leads to the entrance, surrounded by well-maintained greenery and blooming flowers. Sunlight filters through the trees, creating a warm and inviting atmosphere.
Guest suite in Evanston
4.98 out of 5 average rating, 295 reviews

A guest suite centrally located, but so quiet

IF... you want to race into the city to see a play, go for a jog along the lake, have a quick coffee with a friend or enjoy a fine restaurant to celebrate a special occasion, it's all here in the lovely lakeside town of EVANSTON, IL. You can enjoy it all while living in my private guest suite w/kitchenette, private bath, private entry, shared laundry area and......., if you need it, garage parking, too! Enjoy my garden on warm summer days; in winter, you will love the heated floor!

Guest favourite
The living area features a comfortable sofa adorned with patterned cushions, accompanied by a stylish coffee table. A modern dining setup is visible in the background, along with sleek kitchen cabinetry. Light from overhead fixtures illuminates the open layout with dark hardwood flooring.
Apartment in Evanston
4.96 out of 5 average rating, 121 reviews

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Sky Terrace and resort-like amenities are just steps from Northwestern University, Loyola, and Kellogg and minutes from Chicago. Joy of Evanston features granite countertops in the kitchens, 9 ft ceilings, and designer plank flooring. Enjoy luxury amenities such as a fully equipped fitness center, outdoor pool, BBQ and picnic area and beautiful landscaping. Guests can enjoy the Clark Street Beach & Lighthouse

Top guest favourite
The historic home exterior is showcased, featuring a vibrant red facade with white accents. A charming porch adorned with lattice and railings provides an inviting entrance. Lush greenery surrounds the property, complemented by a white picket fence and vibrant landscaping.
Flat in Wilmette
4.9 out of 5 average rating, 303 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. **Please note the apartment is located on the garden level and does NOT include the entire home.**

Guest favourite
A spacious living area is highlighted by comfortable seating options, including a wicker chair and a plush sofa. A wooden coffee table is centered on a light-colored area rug, while a leafy plant adds a touch of greenery. The open layout leads to a dining area in the background.
Home in Evanston
4.9 out of 5 average rating, 61 reviews

Sleepy sanctuary

A spacious, modern and comfortable 2 bedroom, 1 bathroom flat situated in the quiet and relaxing Evanston neighborhood, Kingsley. This corner property comfortably sleeps up to 6 so whether you and your sweetheart need a change of scenery or the family wants a getaway spot close to Lake Michigan beaches, we can accommodate a variety of guest sizes. Includes a laundry room, garage parking for one vehicle, two work spaces with monitors, and large backyard.

Guest favourite
A green door with two circular brass handles and a sign reading 'THE SHOP' is set against a vibrant blue brick wall. The wall showcases its texture with a smooth finish. An electrical outlet is visible to the left of the door.
Flat in Wilmette
4.94 out of 5 average rating, 63 reviews

The Shop - Trendy Studio in the heart of Wilmette

Located in the heart of downtown Wilmette, our studio offers a unique stay in a fantastic location. Recently updated with new furniture, kitchen finishes, and design touches! Spacious and within walking distance to all that Wilmette has to offer. This private apartment comes with an outfitted kitchen, cozy lounge area, full stove/oven, microwave, fridge/freezer, and one uncovered surface parking spot.

Guest favourite
A bright living area features a modern design with large windows allowing natural light. Two armchairs are positioned near a white coffee table, complemented by a leather sofa draped with a soft throw. Light-colored curtains frame the windows, creating a soft ambiance.
Home in Skokie
4.93 out of 5 average rating, 87 reviews

Luxury Home - Pool Tbl/Bar/Patio

This unique place has a style all its own. Fully remodelled to wow you and your guest! Cozy, yet spacious environment for you and your friends to rest, cook, play pool by the bar or sit outside in the patio with a wood fire! You will be extremely close to downtown Chicago, O’Hare airport, Wrigley Field, many shopping attractions all while being in a safe neighborhood. Easy self checkin process!

Popular amenities for Wilmette holiday rentals

When is the best time to visit Wilmette?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Wilmette?

    Wilmette has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Wilmette?

    Experience the best of Wilmette with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Wilmette?

    Four-legged friends are welcome in Wilmette. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Wilmette?

    Yes! Work meets play with ease at over 20 vacation rentals in Wilmette featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Wilmette have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Wilmette. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilmette have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Wilmette. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilmette have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Wilmette. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilmette have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Wilmette. Enjoy a tailored experience with all the comforts you desire.