Holiday rentals in St. Charles

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Top-rated holiday rentals in St. Charles

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Guest favourite

Guest suite in Saint Charles

4.85 out of 5 average rating, 136 reviews

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, friendly ducks, 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. 😊🦆🪻🏡

Top guest favourite

Home in Elmhurst

4.91 out of 5 average rating, 23 reviews

Premier 5BR/3BA Modern Retreat with King Suite!

Beautiful 5BR/3BA Retreat in a Chicagoland suburb! ☆ Newly renovated and stylish, this spacious home features a modern open layout, luxurious bedrooms, a gourmet kitchen, and elegant bathrooms. Explore the vibrant Chicagoland neighborhood with local shops and parks, then come home to relax in peace. Conveniently located in a prime area, a quick drive from the airport or Oak Brook shopping mall. Ideal for families, groups, or anyone seeking comfort and convenience. Book now for a memorable stay!

Guest favourite

Home in South Elgin

4.92 out of 5 average rating, 250 reviews

Riverfront rental with fun activity

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

Superhost

Home in Carol Stream

4.42 out of 5 average rating, 24 reviews

Amazing Summer Pool Awaits You!

Vacation, Staycation or Business, you will love your stay at this beautiful paradise with heated pool and tri-level entertainment deck equipped with grill and outside seating and gazebo! Semi-secluded backyard, walking distance to bike path, playground, skate park, walking trails, restaurants and even the gym! Relax on the magnificent deck while watching the sunset This home is pet free and smoke free. Pool is available May-Sept. WiFi is available throughout and Smart TV in the family room.

Superhost

Home in Saint Charles

4.79 out of 5 average rating, 14 reviews

Sweet Riverside Ranch

This 2 bedroom home is situated in a quiet safe riverside neighborhood on a half acre lot surrounded by mature trees, just minutes from downtown St Charles, Geneva, Batavia and Elgin. This getaway home is a dream. Guests will enjoy a spa like bathroom, fully equipped kitchen, beautiful sleeping and gathering areas. With private pier access, bicycles, a kayak, outdoor firepit, indoor games and other fun activities for kids and adults. This home lies right along the scenic fox River trail.

Top guest favourite

Home in Plainfield

4.96 out of 5 average rating, 50 reviews

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT!

LUXURY HOME WITH A SPECTACULAR VIEW OF THE WATER. EXECUTIVE BRICK HOME WITH BRAZILIAN CHERRY-HARD WOOD FLOORS. FLOOR TO CEILING WINDOWS IN FAMILY ROOM WITH 14' CEILINGS/DECORATIVE BRICK FIREPLACE. GOURMET KITCHEN W/ MAPLE CABINETS/GRANITE & SS APPS/EATING ISLAND. SUNROOM WITH BEAUTIFUL VIEW OF POND. LUXURY MASTER SUITE W/ LUXURY BATH. FULL FINISHED BASEMENT WITH 9' FOOT CEILINGS INC FULL BATH & BED. TRANQUIL BRICK PAVER PATIO. (Plus 100-acre park, paths, soccer & baseball fields, & more).

Superhost

Guest house in Oswego

4.9 out of 5 average rating, 105 reviews

The Loft-Rustic Retreat and Sauna

This unique space features a beautiful relaxing yard space and easy walking distance to downtown Oswego.. If you need a place to work quietly or stay overnight this is the ideal location to get rest and relaxation, as well as, enjoy the local tranquilities. Antique shopping, River adventures, Bike trails, and more! The Fox River Trail is a few blocks from the Loft and goes North all of the way up to Algonquin. Along the trail is the River where you can tube, kayak, canoe, fish…

Guest favourite

Home in Crystal Lake

5 out of 5 average rating, 7 reviews

-NEW- Blue Magnolia Cottage -3 King Beds- Luxury

Blue Magnolia Cottage is a newly renovate 4-Bedroom Home with Luxurious Marble Countertops, Private Backyard Featuring Fire Pit. Ideal for Families and Groups Seeking Comfort and Style. Offering 3 king beds, 1 queen bed and 2 single beds. Spacious Living Areas, Modern Amenities, Zen Den Yoga room and Serene Outdoor Space Make this home your most memorable stay. CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

Top guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 410 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

Guest favourite

Home in South Elgin

4.93 out of 5 average rating, 67 reviews

Charming Nature Lover's Retreat near St. Charles

Minutes to St. Charles, Elgin and Lamplight Equestrian Center. So much nature and history in the area. Loaded with amenities and comforts for whole family. Fully renovated 1,500 sq.ft. Stocked kitchen with new appliances. Discover the beauty of the Fox River and surrounding forest preserves. Fire pit and deck furniture during the warmer season.

Top guest favourite

Home in Elgin

4.97 out of 5 average rating, 32 reviews

Blue Door Cottage, Hot Tub & updated 3 BDR ranch

Welcome to our beautifully updated Blue Door Cottage in a quiet area. You'll enjoy a private home with 3 bedrooms and 2 full bathrooms. Relax year round in the screened in porch and sparkling new hot tub overlooking an acre of private yard with towering Sycamore, blue spruce pines and honey locusts. This is a no smoking property.

Guest favourite

Flat in Forest Park

4.97 out of 5 average rating, 31 reviews

Chic 3BR Near Chicago| Walk to Train & Restaurants

Stylish 3-Bedroom Stay in Forest Park, IL | Walkable, Cozy, & Near Chicago Welcome to your home base in Forest Park, Illinois! This inviting 3-bedroom home is perfect for families, friend groups, or business travelers looking for comfort, convenience, and charm—just minutes from downtown Chicago.