Holiday houses in Barrington Township

Peaceful Elgin APT King Bed

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

Casa de Chicago in Schaumburg!

The home is a fully remodeled cozy townhouse with 3 bedrooms and 2 full bathrooms. The first bedroom is a master suite with a king size bed, second bedroom has a queen bed and the third room has a bunk bed that the kids love. The neighborhood has a kids playground, walking trail and plenty of greenery. We are about 10-15 minutes away from the most famous Woodfield mall and Schaumburg city center. Very close to many corporate offices. 3 minutes away from Target, Jewel Osco and many restaurants.

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

Pet Friendly, Fenced In Yard, Lots to do Nearby!

Entire home included in your stay, big fenced in yard that is pet friendly! Updated, clean, 2 bedroom with 2 queen beds. 1 full bathroom. Laundry room with W/D. All hard surface flooring throughout (no carpet), kitchen has new appliances, dishwasher, coffee maker, toaster, microwave, fridge/freezer, quartz counters, all utensils stocked and available. There's a dining space with 4 chairs. Comfortable living room with couch and recliner, and wall mounted Smart TV. Patio, grill, outdoor space!

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

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, and WIFI provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

Emerald spacious 3 bedroom 4 beds one king

Forget your worries in this spacious and serene space. The modern emerald a very cozy ambiance for you, your family or friends. A group of 8 can enjoy the stay comfortably. Master bedroom with a king size bed, full bath and 43” Tv, Second and third bedrooms offering queen sized beds and 43” Tv in each. Sofa bed in family room Make your self home with cozy layout. Watch 50” tv in the family room, enjoy ! The large back yard with a furnished patio. Garage not include at this moment.

Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7

Enjoy a comfortable stay in this charming Schaumburg home featuring 3 private bedrooms with queen beds, 1 full bathroom, and 1 extra single bed, perfect for up to 7 guests. Ideal for travel nurses, families, or small groups, the home offers a fully equipped kitchen, washer/dryer, Wi-Fi, free parking, and a fenced yard. Conveniently located just minutes from LEGOLAND, Woodfield Mall, Boomers Stadium, and iFLY, with easy access to O’Hare Airport and downtown Chicago.

2-Car Garage Access | Cal King Bed | Fenced Yard

Our 4bd, 2.5ba house is perfect for friends or family looking for a charming, spacious home that is centrally-located & has a larger yard. There is enough space for 12 people to sleep comfortably (including 6 beds & couches), as well as 4 smart TVs, a deck w/ a gas grill & patio seating, 2 indoor eating areas, an air hockey table, numerous board games, an office space, & much more. Easy access to nearby towns, stores, main roads, highways, & DT Arlington Heights!

Extended Stay Home • 4BR • Games • Pet Friendly

Welcome to our newly renovated 4BR, 2.5BA modern home in Crystal Lake, IL—perfect for families, professionals, corporate groups, insurance stays, and extended visits. Whether you're in town for work, relocation, or a long vacation, this home is designed to offer comfort and entertainment. Enjoy a peaceful neighborhood, fully equipped kitchen, TVs in every room, and a dedicated games room with pool/air hockey, arcade consoles, and thousands of retro video games.

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!

124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #3, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.