
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.
4.98 out of 5 average rating, 688 reviews
Massive Luxury Log Cabin w/Hot Tub & Gaming Level!
Sticks & Stones is an absolute UNICORN 🦄 of a luxury log cabin on the west edge of Bloomington, IL! Secluded in peaceful wooded acreage, yet just 10-15 minutes from a vibrant scene of local restaurants, landmarks & activities! 🤩 Entire LEVEL of gaming! 🎱🏒⛳️🏀 🫧 Jacuzzi & sauna! Fully stocked kitchen 👑 Dreamy mattresses & furniture! 😌💤 🍿 6 HD TVs & Streaming 🎮 Xbox & Karaoke! 🎤 🕊️ 4 Beautiful Porches ☕️🍷 🔥 HUGE propane fire table AND wood fire pit! 🌳 Swings & large yard ⚽️
4.99 out of 5 average rating, 129 reviews
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 on the patio 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.
5.0 out of 5 average rating, 18 reviews
Audrey's Abode
Audrey’s Abode is just the place you have been looking for to relax and reconnect with family, friends, nature and a simpler time. Located on a 7 acre hobby farm just south of Jacksonville, Illinois (30 minutes west of Springfield), Audrey’s Abode is a fully restored historic log cabin with all the modern amenities for a comfortable getaway. Need additional space? Check out our other listing next door - Bunkhouse Seventy-Four. Pets are welcome but we charge a $35 pet cleaning fee.
4.97 out of 5 average rating, 786 reviews
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.
4.96 out of 5 average rating, 136 reviews
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.
5.0 out of 5 average rating, 33 reviews
Sheridan House - Petersburg - Est. 1868
Located one block from historic Petersburg's town square, this charming home welcomes you back in time to experience a slower pace of life . Walk the streets that Abraham Lincoln surveyed in 1836 and visit the Menard County Courthouse to see legal documents signed by Lincoln. Visit Petersburg's beautifully restored Broadgauge restaurant and bar, have coffee, yummy pastries or lunch at the Talisman. Close to 1st and 3rd Wine Bar and Hand of Fate Brewing as well.
4.95 out of 5 average rating, 111 reviews
Abe's Hideaway - HOT TUB, Arcade, Theatre, FUN!
Our property is not just a place to stay; it's an experience in itself! Enjoy our hot tub, arcade, & theater room, PLUS unique "hideaways" that let kids (& kids at heart) play hide & seek in a whole new way. Nestled in a tranquil subdivision near Lake Springfield, our spacious haven offers a gateway to the city's vibrant attractions and beyond. With convenient access to I-72 and I-55, you're just moments away from all that Springfield has to offer.
4.93 out of 5 average rating, 201 reviews
Large Updated Historic Beauty
Pet-friendly, large home near the hospitals, downtown shopping, and Lincoln sites! Boasts 5 bedrooms, 2.5 bathrooms, and large privacy fenced yard. This house can sleep 12 people. The master bedroom is a wonderful, relaxing oasis with a large soaking tub in a huge “wet room” with a shower. On the 3rd floor is a video game room with a PS4 and multiple games. Bring your pets and whole family to enjoy this beautifully updated historic home!
4.94 out of 5 average rating, 192 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!
4.98 out of 5 average rating, 396 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.
4.97 out of 5 average rating, 237 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.
4.92 out of 5 average rating, 116 reviewsPopular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

Rees Residential
4.86 out of 5 average rating, 51 reviews
Affordable & Spacious 4BR/2BA Front Unit
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Colony West Getaway
5.0 out of 5 average rating, 4 reviews
Windsor House
4.81 out of 5 average rating, 43 reviews
5BR Lake Springfield Oasis | Sleeps 15 | Fire Pit
5.0 out of 5 average rating, 7 reviews
Private indoor pool with custom lighting
4.77 out of 5 average rating, 304 reviews
Convenient, clean and comfortable!
4.89 out of 5 average rating, 45 reviews
Pandarosa Cow Camp
4.98 out of 5 average rating, 51 reviewsDestinations to explore
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