Bed and breakfast holiday rentals in Illinois

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Top-rated bed and breakfasts in Illinois

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The exterior of the Carriage House is surrounded by mature trees with soft outdoor lighting illuminating the path. A winding walkway leads to the entrance, framed by well-kept landscaping, creating a serene and inviting atmosphere for evening strolls.
Bed and breakfast in Bloomington
5 out of 5 average rating, 6 reviews

Entire Carriage House - Vrooman Mansion

This two-story structure, newly renovated under the current owners of the Vrooman Mansion, combines the warmth of a cozy cottage getaway with modern amenities and spa-quality bathroom fixtures. The first floor of the Carriage House provides an intimate and romantic atmosphere, with heated floors and a stone-set wood burning fireplace. Want to enjoy the outdoors? Just beyond the screened-in porch is an outdoor fireplace, perfect for couples and friends to heat up under the stars while surrounded by the mature oak and maple trees. The Carriage House has everything you might desire during your stay.

Superhost
This craftsman style house features a welcoming porch with white railings and hanging flower pots. An American flag is displayed prominently. The exterior showcases a mix of siding and stone elements, nestled among lush greenery and well-maintained landscaping.
Home in Springfield
4.92 out of 5 average rating, 459 reviews

Historic Craftsman Style Boutique House

This beautiful craftsman style house is over 110 years old and still has all the original woodwork making it cozy and inviting. It is also tastefully decorated with art and antique furniture giving it a very unique and boutique feel. Because the house is perfectly situated between downtown and Washington Park it is ideal for those doing business in the city center or tourists visiting the historic sites. My goal is to offer a comfortable , unique, and satisfying experience for all my guests.

Top Guest favourite
The grand exterior of the Great House of Galesburg is showcased, featuring towering white columns and a wide staircase leading to the entrance. Lush greenery surrounds the property, and a balcony above provides additional charm to the classic architectural design.
Home in Galesburg
5 out of 5 average rating, 14 reviews

The Great House of Galesburg including 4 bedrooms

The perfect mix of old and new in the Great House of Galesburg built in 1857 by Silas Willard who helped bring the railroad and higher education to Galesburg. There are four bedrooms each with a full bath and their own unique style. A full kitchen, dining room, front room furnished with piano & base, side parlor, library, vault, front & back porch and many sitting areas available for your enjoyment. Just a 1/2 mile walk through a historic neighborhood to our beautiful downtown Galesburg.

Top Guest favourite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Farm stay in Cherry Valley
4.98 out of 5 average rating, 401 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Guest favourite
A spacious covered porch is framed by white columns, providing shade and shelter. The surrounding greenery adds a natural touch, while potted plants can be seen near the entrance. The pathways and concrete floor invite guests to relax and enjoy the outdoor surroundings.
Home in Cobden
5 out of 5 average rating, 12 reviews

Historic Mansion B&B in Wine Country! Pet Friendly

Our beautiful home is located in quaint Cobden, just south of Southern Illinois University. Nestled next the beautiful Shawnee National Forest, here you will find you’re just a short drive from hunting, fishing, hiking and nearly a dozen of the finest wineries around! A couple of things to note: We do live in the very back of the house. You might bump into us in the morning making coffee! Secondly, we are an event venue! If you’re planning an event please let us know prior to your stay.

Top Guest favourite
Private room in Chicago
5 out of 5 average rating, 136 reviews

Urban Oasis Pilsen - guest room in townhouse

Experience the charm of Pilsen, one of Chicago's trendiest neighborhoods. Your private bedroom features a queen-size bed and an en-suite bathroom with a tub/shower. The room includes a small desk, ample storage space, and a TV with streaming services. Triple-paned windows provide plenty of natural light while minimizing noise from the nearby I-90/94 freeway. The room is located on the third floor (40 steps)! The second floor offers access to the kitchen, living room, TV den, and balcony.

Top Guest favourite
Private room in Springfield
4.99 out of 5 average rating, 231 reviews

Mary Todd - Love Is Eternal

Our home is from the Victorian era on the southern most point of Lake Springfield. It was completely lost to fire in 1991, and rebuilt. It is spacious, 5000 square feet on two sprawling acres with park like arbors and trees. Mary Todd room celebrates what is inscribed on her wedding ring; the love of family and life together. There is a queen sized bed, armoire for hanging clothes, dresser and desk/chair. The Airbnb cleaning and sanitizing protocol is used to keep the area guest ready.

Top Guest favourite
The charming two-story miner's cottage features a welcoming front porch adorned with historic American flags. Lush greenery surrounds colorful flower beds, enhancing the outdoor space. The stone and white clapboard exterior reflects classic architectural elements within the Galena National Historic District.
Home in Galena
4.96 out of 5 average rating, 565 reviews

Beautiful Miner's Cottage in a Garden

This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

Guest favourite
Private room in Chicago
4.77 out of 5 average rating, 331 reviews

Chicago River Room near USMLE

R+ My other listings can be found through my profile page. 7 minutes to O'Hare Airport See below for details. Highway entrance 1 block away, so you can easily drive anywhere. Walking distance to pharmacy, shopping mall (including grocery store), health club, train station, restaurants and a library. 0.6 miles to Harlem Blue Line. Prices are subject to change.

Guest favourite
A charming grain bin is surrounded by lush greenery and features a welcoming porch. Bright clouds float in a blue sky overhead, while an American flag hangs near the entrance, enhancing the inviting exterior.
Farm stay in Alvin
4.99 out of 5 average rating, 354 reviews

The Has Bin

Welcome to The Has Bin! My place is close to agriculture and farm life. You’ll love my place because of the views, the coziness, the unique-ness, the farm experience, the quiet outdoors. My place is good for couples, solo adventurers, and business travelers. **No pets or smoking allowed. Service animals must have proper paperwork.

Top Guest favourite
The cabin is nestled among tall pine trees, with sunlight filtering through the branches. Long shadows stretch across the ground, highlighting the natural setting and creating a serene atmosphere. The cabin's exterior features a warm color that complements the surrounding greenery.
Cabin in Ozark
4.96 out of 5 average rating, 185 reviews

Whispering Pines Cabins & Outfitting-Pine Tree

Charming, luxury cabin in the pines fit for families, friends, and couples. Picturesque setting on a 196 acre property with 8 ponds next to rows of pine trees and green for miles. Relax at the cabin, or get out for some fun at all the local wineries/breweries, state/national parks, forest zip lining, hiking, and more.

Superhost
A spacious king bed is centered in the room, featuring a white quilt and decorative black accent on the headboard. Striped green wallpaper and a bold art piece create a unique backdrop. A small bench is positioned at the foot of the bed, adding functionality.
Apartment in Galena
4.89 out of 5 average rating, 203 reviews

Rudolph's Retreat · Studio Apartment near downtown

Welcome to Abe's Guest House private suites. Formerly this location was known as the City Brewery, which operated from 1850 to 1880. Experience the rich history and artistry of this unique B&B. Many artistic touches by artist, owner. Rudolph's Retreat is named after the last brewmaster for the adjacent brewery.

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