Holiday houses in Ashland

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Top-rated holiday rentals in Ashland

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Top Guest favourite
The cabin's exterior is viewed from a grassy area, showcasing a covered porch with steps leading up to the entrance. Two white doors are framed by light-colored walls, while a red wreath adds a touch of color. The natural surroundings feature trees in the background.
Cabin in Winchester
4.96 out of 5 average rating, 182 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Top Guest favourite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.98 out of 5 average rating, 574 reviews

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

Guest favourite
A modern kitchen features sleek white cabinetry and a gray subway tile backsplash. Stainless steel appliances are complemented by a large island with three wooden stools. Natural light fills the space, highlighting the open layout that connects to a cozy living area.
Home in Lincoln
4.94 out of 5 average rating, 152 reviews

Renovated Retreat

This newly renovated 3BR/2BA home has all the amenities of home—a large and beautiful kitchen/dining area, ample seating in living area, master en-suite with king bed. All bedrooms have new memory foam mattresses. Completely fenced in back and side yard. Cleaned and sanitized with non-toxic cleaners and no perfumes or artificial scents for the allergy sensitive. We have meticulously renovated this property in 2020 with our guests in mind. We hope you will find it a calm and peaceful respite

Top Guest favourite
A peaceful view of a studio apartment situated behind a field of blooming yellow wildflowers. The house features multiple windows, reflecting a serene rural landscape, with trees and greenery in the background, enhancing the private and tranquil setting.
Apartment in Murrayville
4.97 out of 5 average rating, 425 reviews

Peace on the Prairie - Studio Apartment

Welcome to Peace on the Prairie, a quiet studio apartment set on a 24‑acre restored prairie just outside Jacksonville, Illinois. Guests come here for the stillness, the wildlife, the big‑sky sunsets — and the feeling of finally being able to breathe again. This clean, comfortable studio gives you the best of both worlds: modern amenities and untouched prairie beauty. Whether you’re here to unwind, work remotely, explore nature, or simply reset, this space is designed to help you slow down.

Top Guest favourite
An extra large studio suite is presented, featuring a king sized bed with neutral bedding and decorative pillows. A two-person window bench with a built-in charging station overlooks the downtown area. Light streams in from a large window, providing a spacious and airy feel.
Loft in Havana
4.96 out of 5 average rating, 125 reviews

Lodging on Main ~ W. D. Suite

Extra large studio suite. It features a king sized bed, full bathroom with shower and tub, microwave, and refrigerator. There is a two person window bench with a built in charging station that overlooks beautiful downtown Havana. Walking distance to Havana's riverfront park, wonderful shopping, and restaurants. Located near Dickson Mounds Museum, Emiquon and Chautauqua National Wildlife Refuge, Bellrose Island, Havana's historic Water Tower, and Illinois River Road National Scenic Byway.

Top Guest favourite
The building features a classic architectural style with large bay windows and ornate detailing. The ground floor includes glass storefronts, while the upper level showcases decorative molding and an inviting façade in a warm maroon color.
Loft in Virginia
4.94 out of 5 average rating, 190 reviews

Two Doors Down Loft, Virginia-Lincoln territory!

Located in VIRGINIA, IL-Our fantastic, urban vibed loft sits on the town square across from the town's historical courthouse. We are 30 minutes from Springfield, 15 minutes from Jacksonville and in the middle of Abe Lincoln territory and historical markers. The loft is also surrounded by lovely wineries and wildlife parks. Be sure to thoroughly read our listing to ensure that we'll meet all of your needs in exploring our unique area. Two Doors Down is a hidden gem listed at a super price!

Guest favourite
A living area is showcased with a sleek futon and a wooden rocking chair. A coffee table holds stacked magazines, while a textured rug covers the floor. The kitchen area is visible in the background, featuring modern cabinetry and seating at a countertop with three stools.
Apartment in Havana
4.98 out of 5 average rating, 126 reviews

Opera House Suite 1

Newly constructed guest accommodations on second floor of the historic J.E. Meyer 1888 Opera House. We are located just two blocks from the scenic Illinois River and Havana's Riverfront Park and its walking paths. Your retired from the local newspaper and the Opera House office is below. They liveclose by for after hours contact. The suite includes a full kitchen and groceries are just a block away, or enjoy the neighborhood restaurants and shopping, all in easy walking distance.

Top Guest favourite
A cozy dining area is highlighted by a wooden table surrounded by four chairs. Antique stained glass windows illuminate the space with soft colors. A small kitchen area is visible in the background, featuring modern appliances and bright cabinetry.
Cabin in Jacksonville
4.98 out of 5 average rating, 387 reviews

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Guest favourite
A cozy living area features a black sofa with decorative pillows and a wooden coffee table at its center. Natural light streams through two windows, illuminating the neutral tones and textured decor. A small accent chair and a patterned rug complete the inviting space.
Loft in Winchester
4.94 out of 5 average rating, 157 reviews

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!

Top Guest favourite
A cozy bedroom features a spacious bed covered with a neutral-colored blanket. Natural light enters through two windows, illuminating the light grey walls and hardwood flooring. A plant sits atop a wooden dresser, while a patterned area rug adds softness to the floor.
Home in Petersburgh
4.97 out of 5 average rating, 211 reviews

The Petersburg Place nestled near downtown

Please enjoy your stay at The Petersburg Place, a cozy 2-bedroom, 1 bathroom home nestled on a neighborhood hillside near downtown Petersburg, Illinois! The house has only three steps required to enter the single-level home, keyless entry, plenty of room to park several vehicles or a boat, a fenced backyard with a deck, full kitchen with cooking essentials, a 55" TV (Amazon Firestick), and Wi-Fi.

Guest favourite
A rustic log cabin, set on a grassy area, features a covered porch with rocking chairs. Sunlight filters through the surrounding trees, illuminating the wood exterior and stone steps. A small white cat is seen resting on the porch, adding a charming touch to the serene setting.
Place to stay in Virginia
4.98 out of 5 average rating, 366 reviews

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!

Guest favourite
The spacious bedroom features exposed brick walls and polished wooden flooring. A wooden bed with a decorative quilt is accompanied by an armchair and a small side table. Natural light enters through a window, enhancing the room's inviting ambiance. A wooden staircase leads to the upper level.
Guest suite in Petersburgh
4.93 out of 5 average rating, 107 reviews

Holly & Matt Suite @ Three Pines Petersburg

You are going to love the Holly and Matt suite. This unique, octagon-shaped, two story suite is set behind an 1875 Italianate mansion perched high atop one of Petersburg's many hills. There is a mini fridge, microwave, and coffee/tea station and serene views from your second story screened in porch. This suite is perfect for a 2 night visit up to an extended stay.

Popular amenities for Ashland holiday rentals

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  2. United States
  3. Illinois
  4. Cass County
  5. Ashland