Holiday rentals in Saybrook

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Top-rated holiday rentals in Saybrook

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 765 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 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, 185 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, 129 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.

Guest favourite
The living room features a comfortable seating area with a large sofa and a recliner, complemented by a wooden coffee table. Light streams in through large windows, illuminating the space. A dining area with a table for four is visible, along with a rustic staircase leading to the upper floor.
Home in Bloomington
4.94 out of 5 average rating, 129 reviews

Linden Street Bungalow

Centrally located, safe and family friendly Backs up the the Constitution Trail Very short walk to Keg Grove Brewery Minutes to both ISU and IWU Campuses Adorable Living/Dining Room Bedroom with a full bed and half bath. Upstairs Bedroom with queen size bed 2nd floor loft area has a twin size daybed that can be turned into a king size bed Full bathroom upstairs. Finished basement with an additional living area and a 3/4 bath (bath and sink, but no toilet) Great front porch and back porch.

Top guest favourite
Townhouse in Champaign
4.99 out of 5 average rating, 161 reviews

Updated Townhouse | Minutes to Downtown

Stay at one of Champaign’s top-rated Airbnbs, located in a quiet neighborhood near UIUC! This beautifully remodeled 2-bedroom home features a modern kitchen with stainless steel appliances & granite countertops. The living space offers a plush sectional and smart TV. Both bedrooms include king-size plush mattresses for restful sleep. A spa-like bathroom, 2-car garage, and peaceful backyard complete the stay. Ideal for visiting families, couples, traveling professionals, and extended stays!

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.
Flat in Fairbury
5 out of 5 average rating, 408 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 a week long stay and receive 40% off ❤️

Top 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
4.96 out of 5 average rating, 808 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 favourite
A bright living area showcases a spacious arrangement of light-colored sofas and armchairs, complemented by a dark coffee table. Large windows provide ample natural light, while a dining table adorned with a centerpiece sits nearby, creating a welcoming atmosphere for gatherings.
Bungalow in Normal
4.89 out of 5 average rating, 301 reviews

Cozy Home with LOTS of space -1 mile to ISU & IWU

Cozy home with Plenty of Space for a relaxing getaway, business trip or family & friend events! Host birthdays, graduations, wedding showers, or holiday gatherings in comfort and privacy. If more space is needed for larger groups, the home immediately next door to this one also sleeps 10 and may be available, message me on this if needed! Fenced in yard, 1/2 mile from uptown for shopping and dining, 1/2 mile from the Constitution Trail. Location, comfort & space are guest favorites!

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
4.97 out of 5 average rating, 371 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

Guest favourite
A bright living area features two comfortable sofas and a stylish armchair arranged around a coffee table. Natural light enters through windows covered with light drapes, complementing the neutral color palette and wooden floor. A decorative plant and artwork add subtle elements of warmth.
Home in Rantoul
4.9 out of 5 average rating, 103 reviews

Tiny Home, Clean, Baby-Friendly

Welcome to your perfect home-away-from-home! We are delighted to present a stunning and newly remodeled, baby-friendly short-term furnished rental, located just steps away from an historic air force base and across from a picturesque lake. With a comfortable size of 625 sq ft, this inviting space is ideal for those seeking convenience, tranquility, and modern amenities. HUGE backyard, fully fenced, for your relaxation and enjoyment. Perfect for professionals, families, or vacationers.

Top guest favourite
A bright living area features two red accent chairs and a light round table set against large windows draped with dark curtains. A spacious gray sectional sofa and a wooden coffee table provide comfortable seating, while unique ceiling tiles add character to the room.
Holiday home in Paxton
5 out of 5 average rating, 136 reviews

Arnie’s Place, A big little space in a small town!

Take it easy at this unique and tranquil getaway. Located above a little fun popcorn shop, this place is newly renovated! Located in the heart of downtown Paxton, IL it puts you close to shopping and restaurants and 10 minutes from the Rantoul sports complex and 30 minutes from the University of Illinois Campus. Arnie’s Place is a perfect place for a couples get away, girls trip, small gatherings, a few nights stay for sporting events, a quiet place to relax and unwind.

Top guest favourite
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, 220 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 holiday rentals

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