Holiday rentals 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
4.98 out of 5 average rating, 796 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

Guest favourite
A spacious waterfront deck is shown, featuring four chairs arranged around a central fire pit. Lush trees frame the view of the calm pond, with gentle ripples reflecting the blue sky. The wood decking complements the natural surroundings, inviting relaxation and enjoyment.
Cabin in Arcola
4.97 out of 5 average rating, 112 reviews

Elk Ridge

Come and enjoy yourself at Elk Ridge, the first B&B of Wildlife Manor! Located within Aikman Wildlife Adventure, we are home to over 240 animals. This retreat offers the scenery of wildlife inside or outdoors. You have the chance to see zebras, bison, camels, and much more! Elk and water buffalo love to take a swim in the pond that Elk Ridge overlooks as well. Enjoy the natural scenery in the evening around a firepit on the waterfront deck. This will be an overnight adventure you won't forget!

Guest favourite
A bright kitchen area features white cabinets and a retro-inspired design. Red accents are present in bar stools and kitchenware. A gas stove, refrigerator, and microwave are visible. Natural light streams in through windows, complementing the warm tones of the wooden floor.
Home in Lexington
4.92 out of 5 average rating, 201 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
Home in Hudson
4.98 out of 5 average rating, 142 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
Home in Mahomet
4.94 out of 5 average rating, 231 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!

Guest favourite
A cozy living area features a brown leather sofa and a stylish coffee table adorned with plants. A blue fireplace with a mounted television above it provides a focal point. Shelving units line the walls, showcasing decorative items and books. Natural light streams in through sliding glass doors.
Home in Rantoul
4.97 out of 5 average rating, 144 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 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, 426 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 ❤️

Guest favourite
A modern kitchen area features sleek white cabinets and stainless steel appliances, including a gas stove. A dining table with four chairs is positioned nearby, illuminated by natural light. Wood flooring complements the space, while a decorative plant adds a touch of greenery.
Home in Rantoul
4.91 out of 5 average rating, 114 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 screened porch is shown, featuring a table and two folding chairs. A hammock hangs nearby, inviting relaxation among the surrounding trees. Natural light filters through the screens, highlighting the wooden flooring and the lush greenery outside.
Home in Potomac
4.93 out of 5 average rating, 242 reviews

Wren House in the Woods

This is a lovely private guest house in the woods along a stream Main bedroom has queen bed. Loft has 2 twins. Full private bath with large step in shower. The lighted screened porch and open deck sit above the west creek near the banks of the Middlefork River -- enjoy nature at its midwestern best. This home is surrounded by oaks, maples, and walnut trees, so the birds are all around, along with other wildlife. Think night sounds of wildlife and birds early in the morning and no TV

Top guest favourite
A modern kitchen features a spacious island with white stools for seating. Below overhead lighting, sleek cabinets and appliances can be seen against a stylish backsplash. Large windows provide natural light, enhancing the welcoming ambiance of the cooking space.
Holiday home in Paxton
5 out of 5 average rating, 145 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
The outdoor area features a heated pool with soft, illuminated water under ambient lighting. Nearby, a pergola is surrounded by seating, offering a cozy space for evening gatherings. The setting is framed by large trees, enhancing the serene landscape.
Home in Farmer City
4.97 out of 5 average rating, 134 reviews

Platypus Hills, Lake, Heated Pool, Hot tub,Firepit

This cozy 2-bedroom country house sits on 8 acres, sleeps 4 and overlooks Clinton Lake with amazing views. We offer a hot tub, heated pool, kayaks, 10 miles of hiking, hunting, and horse trails. The boat ramp is located at the end of the driveway and across the street. We are located 30 minutes between Bloomington & Champaign. All guests must be 18+. An additional $50 per person per night over 2. Pool open May-Sept. PLEASE READ THE ENTIRE LISTING TO ENSURE IT MEETS YOUR NEEDS.

Guest favourite
An outdoor lounge area features comfortable seating arranged around a modern fire table. Soft lighting hangs overhead, illuminating the space, while lush greenery and fields are visible in the background, creating a serene atmosphere. Planters with flowers add a touch of color.
Cabin in Heyworth
4.97 out of 5 average rating, 219 reviews

Private Wooded Escape | Hot Tub | Fire Pit | Games

Welcome to Hidden Grove, a "Beyond the Path" vacation retreat where your experience comes first. This serene, luxury escape sits on 2 private wooded acres just 10 minutes south of Bloomington, IL—soak in the hot tub under the stars, sway in the hammock with a good book, toast s’mores by the fire, then head out for nearby hiking, outdoor adventures, and charming local restaurants and entertainment for a truly rejuvenating getaway. If you are looking to reset, this is the place!

Popular amenities for Saybrook holiday rentals

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