Vacation rentals in Saybrook

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Top-rated vacation rentals in Saybrook

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Top guest favorite
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, 730 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 favorite
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, 372 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 favorite
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, 112 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 favorite
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, 196 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 favorite
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, 108 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.

Top guest favorite
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
4.96 out of 5 average rating, 761 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.

Guest favorite
A bright and airy guest suite features large windows allowing natural light to fill the space. A coral-colored sofa is positioned next to a marble-topped table. A dining area with wooden chairs is seen in the background, complemented by decorative shelves.
Guesthouse in Urbana
4.96 out of 5 average rating, 282 reviews

West Urbana state street guest suite

Next to the heart of the UIUC campus and surrounded by mature trees, this spacious, serene guest suite offers a relaxing stay. It has a private entrance with a foyer, a studio style main room and a bathroom. Sleeps two comfortably with a queen bed and a sofa (not a pull-out) for lounging. No TV, washer, or dryer. No kitchenette, but a microwave, mini fridge, and coffee maker are provided. Snacks and coffee pods provided. Not accessible for limited mobility. No parties and no smoking.

Top guest favorite
A renovated red caboose, TP&W 527, is positioned on railroad tracks surrounded by grass. The structure features white wheels and an elevated cupola, with windows and a yellow emblem. Green trees provide a natural backdrop, and a cobblestone pathway leads to the entrance.
Train in Oreana
4.99 out of 5 average rating, 137 reviews

The Caboose on Mayberry

Welcome to our mid 1900s caboose TP&W 527 and step back in time. Unwind and relax as you settle into your retreat. Enjoy the view from the cupalo as you browse through one of the books on board, or sit at your dinette and enjoy a board game. Sit out back in one of the adirondack chairs around your own private fire pit and enjoy s'mores, or just a peaceful evening. The caboose has been completely renovated and many modern convienences added. You'll love this unique and romantic escape!

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
4.91 out of 5 average rating, 160 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 favorite
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, 103 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 favorite
Guesthouse in Bloomington
4.95 out of 5 average rating, 115 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!

Top guest favorite
A spacious farm home is set on a lush green lawn, surrounded by trees and fields. The property features a long driveway and well-maintained landscaping under a bright blue sky filled with fluffy clouds.
Home in Dewey
5 out of 5 average rating, 207 reviews

J&E Homestead--spacious home in the country!!

Our farm home, situated on 4 acres, is located just 25 minutes from the University of Illinois and Illini sports! I-57, I-74, and I-72 are all close by. The house has a fully furnished large kitchen with a coffee bar. Two living areas provide plenty of space to stretch out. You can finish off your busy day gathering on the patio preparing dinner on the gas or charcoal grills, watching the sun set over the summer grain fields, or roasting marshmallows around the firepit.

Popular amenities for Saybrook vacation rentals

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