
Family-friendly vacation rentals in Wilmette
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Wilmette

Total vacation rentals
Explore 10 vacation rentals in Wilmette

Nightly prices starting at
Wilmette vacation rentals start at G$22,988 GYD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Wilmette vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wilmette rentals

4.8 Average rating
Wilmette stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Wilmette
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

*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.

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.

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

Vintage sunlit 2.5 BR apt. Perfect for families!
Welcome to the spacious, sunny 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 4 guests. The vintage kitchen is well supplied inc. Keurig & pods. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 18 min walk for trains to city, 5 min drive to lake. Wifi

Evanston 2BR 2Bth 1 Blk to Beach
With its older charm, modern comforts, and unbeatable proximity to the beach, this 2-bedroom, 2-bath unit offers an ideal getaway. Only 1 block from beautiful Lake Michigan and South Blvd Beach, you will love our spacious, sunny apt. Whether you're staying for a short visit or a lengthy one, you'll feel the comfort of home on a tree-lined street. The unit has hardwood floors throughout, comfortable bedrooms, a fully stocked kitchen, dining room, and a sunroom looking out on the backyard patio.

New 3bd/1.5 bth Apt w/private prkg
A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

Harmony of Evanston 1 BDR Exec Suite w/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. Harmony 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, BBQ and picnic area and beautiful landscaping. In the warmer months, Guests can enjoy the Clark Street Beach & Lighthouse

NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
Relax with the whole family or explore the city at this peaceful newly renovated 3bd/1bth apartment with plenty of free parking and in-unit washer/dryer. You’ll be close to everything when you stay at this centrally-located place. Only 2 mins from DT Evanston and 25 mins from DT Chicago! Just mins away from Northwestern and Loyola Universities. Enjoy the 65in and 55in Smart TVs, listen to your favorite tunes w/ the voice enabled Amazon Echo Alexa speaker, or enjoy family games.

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 Favorite Escape Next to the Beach
1st-floor unit with one flight of stairs. Older building with radiant heat managed by the building. Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen bed, and a clean bathroom. Explore nearby beaches, stroll along the lakefront, and discover vibrant downtown shops and restaurants. Easy public transit to downtown Chicago. Book now for a memorable Evanston getaway!

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.

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.
Popular amenities for Wilmette family-friendly rentals
Family-friendly home rentals with a hot tub

The River House Sauna/Kayaks/Hot Tub/Fire Pit

J’s Farmhouse Cottage. 2 bedroom duplex.

Private Coach house near Lincoln Square!

Master qtr close to nature & easy urban facilities

The Spa of Downtown Whiting

Belmont Pleasures - hot tub / arcade gaming room

Lakefront Hot Tub-Fishing-Kayak & Pool Table Suite

Living the High Life Pool House
Family- and pet-friendly home rentals

Cozy Lakeview Studio with Private Access

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

Cozy 2-Bedroom Cottage Near Downtown Highland Park

Sunny, Evanston 2 BR w/Zen garden

Luxe Limewash Getaway w/Sun Deck

Cozy Guesthouse near NU - next to Lee Street Beach

Modern Retreat near Ravinia & Botanic Gardens

Victorian House in Heart of Rogers Park
Family-friendly home rentals with a pool

Pool, 30 mins to CHI, 3 Kings, Outdoor Space, BBQ

The Metropolitan Retreat (Fitness Center • Sauna)

Just remodeled apartment close to airport and mall

Spectacular 2BR Penthouse in the Loop | Roof Deck

33rd-Floor Penthouse with Breathtaking Views

Whole Flat in Private Club. Walk to L, Dining & Shows

Paradise with Pool & Games

Luxury fenced in modern ranch
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Downtown Chicago Vacation rentals
- Ann Arbor Vacation rentals
- Windsor Vacation rentals
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Chicago River Walk
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Union Park
- Wilmot Mountain Ski Resort
- Washington Park Zoo





