Holiday houses in Saybrook

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Top-rated holiday rentals in Saybrook

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Top Guest favourite
A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.
Loft in Monticello
4.99 out of 5 average rating, 729 reviews

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

Top Guest favourite
A serene bedroom is highlighted by a large tufted bed with decorative pillows and a warm throw. Natural light filters through elegant curtains at the windows. A stylish chandelier and a decorative mirror above a contemporary dresser enhance the chic ambiance, complemented by soft wall colors and textured accents.
Apartment in Fairbury
5 out of 5 average rating, 369 reviews

Chic Retreat Small Town Charm, City Sophistication

The ultimate escape, at Wells on Main Guesthouse & Gatherings where small-town charm meets big-city sophistication. Whether it’s a romantic getaway, girls’ weekend, or just time to recharge, our elegant retreat has you covered. Couples can cozy up in dreamy spaces and create lasting memories. Gather your best friends for laughter, wine, and chic relaxation in a stylish setting. With local charm and upscale comfort, every moment feels magical. Book now and discover your home away from home! ❤️

Top Guest favourite
A retro-inspired living room features a black and white rug beneath a wooden coffee table. Black leather chairs and a red sofa invite relaxation. A vintage television sits on a wooden stand, with framed art on the walls and natural light filtering through the window.
Home in Lexington
4.93 out of 5 average rating, 176 reviews

The Lexington House on Route 66

A touch of yesterday to experience today. This 3 bedroom, far out home will take you back to the 1960's with its shag carpets, Love beads and it's flower power vibe. This Groovy house with it's park like backyard is just feet from historic route 66 in Lexington Ill. Take the bikes at the house for a ride down the Oldest portion of Route 66 or just relax and enjoy the restaurants, bars and shopping in downtown Lexington . This nostalgic home that sleeps 8 will transport you back in time.

Top Guest favourite
A wooden dock extends over still water, reflecting the warm hues of a sunset. Surrounded by trees, the tranquil scene invites relaxation and provides a perfect spot for enjoying nature's beauty.
Home in Hudson
4.98 out of 5 average rating, 111 reviews

Timber Time in Hudson Hideaway

Looking for a break from the busyness of life, to relax and enjoy nature? Step back in time in this tranquil and rustic home. In a remote location and surrounded by timber, this property is perfect to unwind, enjoy a sunset, and view the stars in a wide-open sky. The large yard allows for all kinds of activities and the circle drive provides easy RV, trailer, and boat access. Located next to Evergreen Lake/Comlara Park, the hiking and biking trails, boat ramp, and beach are just minutes away.

Top Guest favourite
A spacious living room is designed for relaxation, featuring comfortable seating with neutral tones and vibrant throw pillows. Large windows allow natural light to fill the space, while a ceiling fan provides airflow. A coffee table rests on a soft area rug, enhancing the cozy atmosphere.
Home in Mahomet
4.94 out of 5 average rating, 195 reviews

A family haven! Only 15 minutes from campus

Accommodating large and small groups, this airy home was recently renovated from top to bottom. An ideal location on a quiet street and less than 20 minutes from the U of I campus. Enjoy a 1 mile walk into cute downtown Mahomet with restaurants, ice cream, and brewery. A short drive to the entrance of Lake of the Woods Forest Preserve, botanical garden, and museum. With a large deck, 1/2 acre property, treehouse, fire pit, mature trees, park next door, and arcade room, you'll never get bored!

Top Guest favourite
A living area features a comfortable brown sofa and a blue armchair, complemented by a light-colored coffee table. Natural light enters through sliding doors, revealing a glimpse of the outdoor surroundings. A map decorates the wall, adding a hint of history to the space.
Home in Rantoul
4.99 out of 5 average rating, 107 reviews

No Fees! - The Chanute - Your Home Base

Located in Rantoul, Illinois, this two bedroom, one bath gem has been lovingly transformed to celebrate the history of Chanute Air Force Base and honor the base's namesake, Octave Chanute. Situated in a quiet neighborhood, THE CHANUTE provides guests with easy access to local highlights such as the Rantoul Sports Complex, B52 BMX track, Gordyville USA, & Flyover Studios, while only requiring a short drive to visit the University of Illinois and other attractions throughout Central Illinois.

Guest favourite
The kitchen features light wood cabinetry and a variety of modern appliances, including a stove and double-door refrigerator. A wooden dining table with chairs is positioned beneath a stained glass window, with sunlight illuminating the space. The warm wooden flooring complements the rustic decor.
Home in Champaign
4.97 out of 5 average rating, 751 reviews

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

Top Guest favourite
The exterior of Campus Cottage features a charming blue façade with wood shingle accents. A welcoming entrance is framed by two vibrant flower pots. The well-maintained landscaping complements the quaint design, while large windows allow natural light to illuminate the interior.
Home in Normal
4.98 out of 5 average rating, 330 reviews

CampusCottage EV Plug WALK to ISU-IWU-Bromenn

Discover Campus Cottage, a charming, 600 sqft retreat ideally located near ISU, shopping, local bars, restaurants, Uptown Normal, Bromen Hospital, and just under a mile from the train station. Enjoy the privacy of having the entire home to yourself, complete with a fenced backyard, off-street parking, and electric car charging 14-50 plug @ 50amp) . We look forward to welcoming you! Pet-friendly for an additional fee. Check out Vibing Victorian, Black Beauty, Spotlight Studio& MonroeManor

Superhost
A spacious bedroom features a large bed with a light blue coverlet. Natural light enters through a window, while a flat-screen TV is mounted on the wall opposite the bed. A nightstand and a wooden dresser add to the room's functionality.
Apartment in Mahomet
4.92 out of 5 average rating, 159 reviews

Mahomet downtown apartment - Modern and renovated!

Located downtown close to restaurants, shopping and services. Easy highway access and 15 minutes from Champaign and University of Illinois in a charming community. Sleeps 6! 3 Flat screen TV's (42, 48, 55) with 4K Roku devices for streaming using your personal streaming logins. Fiber Optic powered Wi-Fi Internet is perfect for work and play. Large kitchen is perfect for cooking and enjoyment. Note there are 21 stairs to enter the 2nd floor unit Pet friendly, quiet, and private.

Top Guest favourite
A spacious log cabin is nestled among tall trees, featuring multiple decks adorned with wooden railings. Large windows provide visibility into the inviting interior. Natural light filters through the leafy canopy, creating a serene outdoor setting.
Cabin in Bloomington
4.99 out of 5 average rating, 102 reviews

Best Nest in the Midwest! Massive Loaded Log Cabin

Sticks & Stones Rustic Recreation Retreat is a secluded luxury log cabin for 16+ guests nestled in peaceful wooded acreage yet just minutes from the action & excitement of lively Bloomington-Normal! ✅ TWO HUGE GAME ROOMS! 🎱⛳️🏀 ✅ Jacuzzi & Sauna! ✅ Fire pit & gas grill 🔥 ✅ Fully stocked kitchen ✅ Comfy lounge furniture EVERYWHERE ✅ 6 sleeping areas, 3 full baths ✅ Deep hybrid mattresses ✅ Endless hot water 🚿 ✅ TVs, Echoes & Xbox ✅ 4 Beautiful Porches 🐦‍⬛ ✅ Swings & huge yard! ❤️

Top Guest favourite
The farmhouse exhibits a wrap-around porch supported by white columns, providing shaded areas beneath. A green lawn surrounds the property, dotted with trees. The exterior features a light color palette, accentuated by a dark roof, creating a harmonious blend with the landscape.
Home in Foosland
5 out of 5 average rating, 56 reviews

Grandpa’s Country Home

Our farmhouse, built in 1854, is a peaceful getaway from busy urban life. You will be surrounded by cornfields, trees and barns, and you will hear the songbirds and the crickets, and you will see the sunrise and feel the breeze. There is plenty of room indoors within the 2700 square foot house and outdoors on the 5-acre lawn. We're 30 minutes from Champaign, 45 minutes from Bloomington and 60 minutes from the Amish community of Arthur. It's a great place for Fighting Illini fans!

Guest favourite
A calming sunset casts vibrant hues across the sky, while a spacious driveway leads to a well-structured garage building. Nearby, silhouetted trees add to the serene landscape, enhancing the peaceful ambiance of the surrounding grounds.
Guesthouse in Bloomington
4.95 out of 5 average rating, 113 reviews

5 Acres | Peace & Privacy | 5 minutes to Blm

Enjoy the perfect blend of privacy, convenience and tranquility at this stylish and comfortable studio, your gateway to everything Bloomington/Normal has to offer. Just 8 min. from downtown Bloomington and 15 min. from ISU/Uptown Normal. Unwind and get cozy, play a game of pickleball or take a walk around the quiet neighborhood. Comfortable furnishings, well-equipped kitchenette, complimentary coffee, and grill for your convenience. We thought of everything, so you don't have to!

Popular amenities for Saybrook holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. McLean County
  5. Saybrook