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Holiday houses in Toledo

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Top-rated holiday rentals in Toledo

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

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Top Guest favourite
A new hot tub sits on a stone patio, featuring a bubbling water surface and steps leading up for easy access. The surrounding area is enclosed by a white fence, providing privacy for relaxation.
Home in Sullivan
4.99 out of 5 average rating, 130 reviews

Game Room | Hot Tub | Fire Pit @ Lake Shelbyville

Sitting just one mile outside city limits & 2 minutes to Lake Shelbyville, is this beautifully appointed home waiting for guests to enjoy all of its amenities; pool table, fire pit, grilling area, corn hole set, and hot tub. Inside, nothing was held back when it came to decorating this home for a truly relaxing experience. All the amenities of home are here just waiting for you to arrive, relax, and enjoy. We are sure you will rest easy in this boutique style home located at Lake Shelbyville.

Guest favourite
A cozy sleeping area features a spacious bed with multiple pillows in neutral tones. Wall sconces provide gentle lighting on either side. A decorative sign with the word 'welcome' is displayed above the headboard, adding a personal touch to the inviting space.
Apartment in Teutopolis
4.95 out of 5 average rating, 654 reviews

The Shoe Inn, a modern apt in downtown Teutopolis

Welcome to The Shoe Inn! You'll be at the center of town within walking distance to all the places you need to be: banquet halls, five bars, restaurants, Wessel's grocery store, ice cream shop, church, hardware store, and community parks. Smart lock, contactless entry is available for a convenient & safe stay. Enjoy the full size washer & dryer (no detergent provided) , fireplace, kitchenette (no stove), free parking, Samsung 50" smart TV w/ 100's of cable channels, Alexa device, & free WiFi

Top Guest favourite
Place to stay in Greenup
5 out of 5 average rating, 249 reviews

The Candy Kitchen

Take a step back in time as you enter this authentic 1930's Soda Fountain located in downtown Greenup Village of the Porches situated on the Historic National Road. The Loomis Family immigrated from Greece and operated the Soda Fountain and Confectionary until the 1960's. It has since been transformed into a spacious and comfortable living area with the original Soda Fountain still intact, beautiful tin ceiling, and also includes a large kitchen, a separate shower room & powder room.

Top Guest favourite
Cottage in Effingham
4.97 out of 5 average rating, 298 reviews

Lakefront Cottage • Dock, Kayaks, Fire Pit & Beach

Welcome! Imagine waking up ten steps from the water, kayak paddles already calling your name. The Lake House on Lake Sara puts you right at the edge of the lake — with four kayaks, a crackling fire pit, and a sunlit enclosed porch to come home to. The Lake House is located just a short walk to the Beach, Pinky’s , The Rusty Reel Bar (below Pinky’s) and The Marina. The beach offers a beautiful playground, pavilions, exercise equipment, pickleball courts and a frisbee golf course!

Guest favourite
A spacious kitchen area with white cabinetry and granite countertops is visible, featuring a microwave and coffee maker. A dining table sits at the forefront. The living area beyond includes a plush couch, a large television, and complementary decor, illuminated by natural light.
Home in Casey
4.95 out of 5 average rating, 222 reviews

Park View Place 4 Blocks From the World's Biggest

Park View Place 2 bedroom 1 bathroom 1 level with a small yard, multiple parking spaces in the front of the home with wheel chair access ramp to the front door. 4 blocks of The World's Largest Things just across from the Fairview Park that has 2 fishing ponds with Trout in them, a playground, a horse arena, camping area and ball fields. The neighborhood is very nice. We also offer a new 6 seater Golf Cart available for Rent to our 3 houses on a first come first serve basis.

Top Guest favourite
A large tree with a sign reading '9330 The Cabin' is visible in the foreground. A gravel driveway leads to the cabin, framed by lush, green trees that create a serene natural environment.
Cabin in Ashmore
4.89 out of 5 average rating, 297 reviews

Sweet Dreams Cabin. Peaceful & Relaxing

Get some quality family time at this newly remodeled cabin near the beautiful Embarrass river. You are surrounded by beautiful woods and a small creek. Lush wildlife is all around you so you can be one with nature. The cabin has all the luxury's to allow for a long term stay as well. Beautiful Lake Charleston is not far away. The large circle drive offers plenty of parking for your boat and guest. The large deck on the rear gives a beautiful view to be enjoyed by all.

Top Guest favourite
A cozy seating area features a brown leather armchair positioned near a large sliding door. Natural light streams in, illuminating wooden walls and floors. The door opens onto a deck overlooking the tranquil lake, enhancing the indoor-outdoor connection.
Cabin in Mattoon
4.95 out of 5 average rating, 184 reviews

Cottage on Lake Paradise

Welcome to Paradise Cottage nestled on Lake Paradise! Cozy and warm with wood finishes throughout. Includes three-tiered deck/patio, with the lowest level sitting over the water. Perfect for fishing (this lake hosts an annual fishing tournament), canoeing/kayaking, or just relaxing. Great for bird watching, with great blue herons, egrets, ducks, bald eagles, plovers, cormorants, woodpeckers and other species seen daily.

Guest favourite
A spacious gravel parking area is highlighted, accommodating up to two vehicles. The exterior of the apartment is visible, featuring white siding and a brown shingled roof. Surrounding trees provide shade, contributing to a peaceful rural atmosphere.
Loft in Strasburg
4.93 out of 5 average rating, 105 reviews

One bedroom apartment above garage

One bedroom apartment above a garage in a small, quiet town. There is not much to do in our town but it has a wonderful park, a gas station, bank, and a family friendly bar that serves pizza and a few other items. We are located 20 minutes from Shelbyville, Effingham, and Mattoon. 20 % off per night for stays longer than 7 nights.

Top Guest favourite
An industrial-style kitchen and living area showcases exposed brick walls and large windows, providing ample natural light. A spacious island with a dark countertop is centrally located, complemented by wooden seating options and modern light fixtures hanging overhead.
Loft in Effingham
4.96 out of 5 average rating, 169 reviews

XCHNG Unit B. Downtown Luxury Loft. 3 Bd 2 ba.

2 bd 2 ba industrial modern loft located in the heart of historic downtown Effingham. Walk to the coffee shop in the morning, hit some trendy boutiques in the afternoon, and walk across the street to great bars and restaurants in the evening. Everything you need for an unforgettable overnight or weekend stay!

Top Guest favourite
The spacious living area features high, wooden ceilings and large windows that invite natural light. A cozy seating arrangement with a sectional sofa faces a decorative fireplace. An open kitchen layout is highlighted by a central island with bar stools, providing a welcoming space for gatherings.
Cabin in Casey
4.98 out of 5 average rating, 130 reviews

Cabin by the Creek‼️🏡🎣🦌

This is a private, unique cabin that sits on 7 acres with plenty of room to roam. There is a small stocked pond that is great for fishing. Maintained walking trails around the property for easy exploring. Sit on the porch or around the firepit and watch the wildlife that frequent the area.

Guest favourite
The exterior of the rustic guesthouse features a stone patio area with several chairs for outdoor seating. Surrounding greenery and mature trees create a natural setting. Large glass doors provide a view of the interior, while a winding stone pathway leads to the entrance.
Cabin in Robinson
4.97 out of 5 average rating, 146 reviews

Rustic Guest House Cabin in a Secluded Setting

Let this guesthouse be your home away from home! Guests will enjoy the rustic feel of the private guesthouse located on 1 acre of land and surrounded by mature trees. Nearby in Robinson there are historic sites, hiking & lakes, golf, wineries and much more!

Top Guest favourite
The exterior of the renovated LINCO Filling Station features a vintage gas pump and a red Coca-Cola vending machine. Two rocking chairs are arranged on the covered porch, inviting relaxation. The building showcases a clean, white facade with large windows and decorative elements reflecting its historical significance.
Home in Greenup
4.99 out of 5 average rating, 532 reviews

Cumberland Road Guesthouse 1 mile from I-70

Welcome to Cumberland Road Guesthouse. Vintage 1930 LINCO Filling Station completely renovated and nicely decorated with a touch of Urban Industrial including memorabilia. Clean, Comfortable, and Handicap Friendly. We hope you relax and enjoy your stay.

Popular amenities for Toledo holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cumberland County
  5. Toledo