
Holiday houses in Ashland
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Top-rated holiday rentals in Ashland
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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.

Hay Rake Country Acres-Peaceful Getaway-Sleeps 8
Forget your worries in this spacious, serene retreat. Set on 3 open acres in the countryside, our cozy 4BR, 2BA home sleeps 8 and is perfect for families, couples, or groups. Wake to sunrises, unwind by the fire pit, and enjoy stunning sunsets and starry skies. Inside, the open living room flows into a full kitchen and workspace. A washer and dryer are included, and every room offers space to breathe, relax, and feel at home. **We are happy to push 2 twin beds into 1 king with king bedding.

Fern Oak Off-Grid Treehouse
Immerse yourself into nature in our secluded eco-friendly treehouse perched on a wooded hillside of our 110-acre privately owned farm. Perfect for individuals or couples seeking a peaceful glamping escape in a country setting, our pet-friendly 285 sq. ft. treehouse features modern and rustic furnishings with live edge shelving, cozy loft reading nook, outdoor shower, and over 540 sq. ft. deck for grilling, relaxing, and experiencing the woodland views. Reconnect and recharge for a better you!

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!

The Flat
A historic mid-1800’s building on the Petersburg Square! Guests will enjoy the entire apartment-loft which includes private Queen bedroom and private bath. The main living area features a full kitchen, dishwasher, 1/2 bath and washer & dryer. Accommodates up to six guests (airbeds, sofa bed pull out). Smoking of any kind (including cigarettes, cigars, vaping, or marijuana) is not permitted inside the space. Failure to follow this policy may result in additional cleaning fees.

Flower Farm Stay | Fresh-Cut Blooms | Sleeps 7
Stay at our peaceful 3BR, 2BA farmhouse on Good Seeds Flower Farm. The home sleeps 7 with two queen bedrooms and a bunk room, plus a full kitchen, workspace, laundry, fire pit, outdoor dining, and beautiful farm views. Wheelchair-friendly features include a ramp, wide doors, grab bars, an accessible shower and sink, and step-free entrances. Click "Show more" to learn how your stay supports employment for individuals with disabilities through the mission of Good Seeds.

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.

Style on the Square
Welcome to your stylish 800-square-foot getaway in the heart of Petersburg! This contemporary Airbnb features a bright, open-concept living space, and an expanded kitchenette. ***The 2nd story loft, its stairs, and its beds are sized for children and are not suitable for adults*** Just steps away from local shops, cafes, and restaurants! Whether it’s a weekend escape or a longer stay, this modern retreat is your ideal home base to live your best life in Petersburg.

My Little Bungalow on Monroe Street.
My Little Bungalow on Monroe is a family friendly, stylish bungalow that is a welcoming space in a peaceful Beardstown neighborhood. Only two blocks from the city square, the Bungalow on Monroe is within easy walking distance of several local eateries, and festival events held in the city square. This two bedroom home is has one queen bed, three twin beds and a daybed. A washer and dryer, as well as a second shower are available in the basement.

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!

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.

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
Other great holiday rentals in Ashland

The Archer Home

Sheridan Studio Cottage

Peaceful Retreat with Hot Tub

Uncle Clyde’s Cabin

House of Blessings

Cozy days!

The Hidden Gem farmhouse

Pandarosa Cow Camp
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