
Family-friendly holiday rentals in Dundee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dundee
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Riverfront 3BR 2BA | Scenic Views & Historic Charm
River Front massive home Situated along an antique trolley railroad (electric trolleys, very quiet) beautiful views of the Fox River from the full window solarium. Walking path that is right in your HUGE backyard. 3 bedroom, 2 full bath, comfy family home. Classic dining room for 8-10. Large driveway! Railroad & historic memorabilia all over the grounds & in the home. Large 3000 sqft home, sleeps 7-8 easily & entertains up to 12 or more comfortably. Full laundry, cozy fireplace, WiFi & cable TV.

Peaceful Elgin APT King Bed
Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything needed for a weekend getaway, business trip, or extended stay with a full kitchen, open living space, and bedroom. Enjoy peace and nature while still being minutes away from restaurants, shopping, outdoor activities, and all that the Chicago suburbs have to offer. The Tipi BNB is a basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Hip Urban Loft-Small Town Charm - 124 LOFTS #1
Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Cozy & Spacious Suite in Quiet Neighborhood
This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Peaceful Private Coach-House in St. Charles
Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Waterfront Stay w/ Walk to Downtown Entertainment
Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

Cozy, Comfy, Close to Downtown
Discover serenity in our centrally located guest apartment in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers views of the Fox River, a peaceful patio, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🪻🏡

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Charming Elgin Home with a Great Location
Come enjoy this beautifully restored and charming historic home from the early 1920s. Our place is good for couples, families or for a getaway with friends. Outdoor space with fully fenced backyard. This 2 bed 1 bath has been fully restored and is absolutely adorable! Walking distance to downtown Elgin (less than one mile) and Metra station (only one hour train ride into the city!), and less than 5 minute drive to I-90. Relax and get cozy in this adorable space.

Cozy French Inspired Cottage in rural setting
Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

Sherwood House
Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.
Popular amenities for Dundee family-friendly rentals
Family-friendly home rentals with a hot tub

J’s Farmhouse Cottage. 2 bedroom duplex.

Private Coach house near Lincoln Square!

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

Living the Lakehouse Dream

#5 Tiny Lake Cottage at Cypress Resort & Marine

Highwood Haven/Indoor Pool/Hot Tub/Arcade

California Ranch on Acre Lot - Hot Tub & Sauna

Private hot tub - King bed suite - Free parking
Family- and pet-friendly home rentals

Cozy Lakeview Studio with Private Access

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

Pet friendly private studio apartment in a home

Eddy Street Upstairs Apartment

Home in Forest Park Upstairs.

The Deer Suite

Huge Pet Friendly East Albany Park Apartment

Avondale Cozy 1 Bedroom Attic Apartment 4th FL
Family-friendly home rentals with a pool

Top Floor Views + Central Comfort

Naperville Getaway | 1BR w/ Pool, Gym & More!

Dtown Penthouse 11+Parking, Gym, Pvt Patio, Pool

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

The Professional's Playground (2BD / 2BA)

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

Paradise with Pool & Games

In Ground Pool, Full Ranch Home
Destinations to explore
- Chicago Holiday rentals
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- St. Louis Holiday rentals
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- Cincinnati Holiday rentals
- Wisconsin River Holiday rentals
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Alpine Valley Resort
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park




