Holiday houses in Greenfield

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Top-rated holiday rentals in Greenfield

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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, 185 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, 596 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.

Top Guest favourite
A cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.
Guesthouse in Jerseyville
4.96 out of 5 average rating, 181 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Top Guest favourite
The interior of the cabin features exposed wooden beams and reclaimed logs, creating a rustic aesthetic. A comfortable sofa is positioned in front of a brick fireplace, which is flanked by a dresser. A small dining table and chairs occupy one corner, with a cozy area rug enhancing the warmth of the space.
Cabin in Jacksonville
4.97 out of 5 average rating, 757 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.

Guest favourite
A serene bedroom features a spacious bed with soft, muted linens and decorative throw pillows. Natural light filters through the room, illuminating the rustic wooden accents and century-old hardwood floors. A decorative bench sits at the foot of the bed, enhancing the cozy atmosphere.
Apartment in Carrollton
4.87 out of 5 average rating, 183 reviews

Farmhouse Loft

Experience the life and hospitality of a quintessential small town - Carrollton, Illinois. A historic community located just off the beaten path, Carrollton convincingly captures the spirit of rural America. Inspired by the peaceful charm of country life, we showcase century-old hardwood floors, exposed brick walls and thoughtful design. Farmhouse Loft is a charming retreat on the historic courthouse square --enjoy life in a loft apartment overlooking the courthouse lawn!

Top Guest favourite
A cozy log cabin is set amidst tall trees, featuring a gabled roof and a stone foundation. The front porch is adorned with chairs and a charcoal grill, providing a shaded space. Surrounding greenery creates a tranquil, natural atmosphere.
Cabin in Brighton
4.97 out of 5 average rating, 102 reviews

Log Cabin with Breathtaking View

Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

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, 159 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!

Guest favourite
A living area features a comfortable sofa and a decorative shelving unit with teal accents. Large glass doors open to a fenced courtyard, allowing natural light to fill the room. A clock adorns the wall, adding a touch of charm to the space.
Home in Alton
4.9 out of 5 average rating, 109 reviews

Riverview Home w/ Enclosed Porch in Downtown Alton

This restored 1800s home is in the heart of downtown Alton, making it easy to plan your visit. Walking distance to many local restaurants, coffee shops, bars, and shops! We are conveniently located near Your Event Space and Post Commons, making it easy to walk to the wedding you're in or attending! We are just steps away from The Pedestrian Bridge, giving you walking access to The Ampitheater, Farmers Markets, and Argosy Casino.

Top Guest favourite
A living area features a brown leather sofa and recliner, arranged around a wooden coffee table. A patterned area rug adds texture beneath the furniture. A colorful cow painting is displayed on the wall, while natural light filters through a nearby window.
Home in Litchfield
4.96 out of 5 average rating, 294 reviews

Harrison House; PETS WELCOME; FENCED YARD

The Harrison House is a beautifully decorated 2-bedroom house that is in a safe neighborhood. WE ARE PET FRIENDLY. The beds are 12” queen memory foam. All the furnishings are new or nearly new. It has a fenced in backyard. KIDS ARE WELCOME. There is a back deck. There is no cable. There is 100 meg wireless internet. There is a ring camera on the porch. You will hear trains. Two tracks run thru middle of town

Guest favourite
An aerial view of the cottage showcases a charming brick exterior with a sloped roof. Surrounded by a spacious grassy yard, the property features mature trees in the background, contributing to the woodland ambiance. A wooden walkway leads towards the entrance.
Home in Godfrey
4.89 out of 5 average rating, 244 reviews

Private, Bluff-Top Cottage Above Mississippi River

This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Top Guest favourite
A modern studio cabin is elevated on pillars, surrounded by lush greenery. The exterior features dark wood siding and multiple windows, allowing natural light to illuminate the interior. A deck is visible, indicating outdoor space for relaxation.
Farm stay in Grafton
4.96 out of 5 average rating, 339 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Top Guest favourite
A two-story tiny house is positioned at the end of a grassy path, surrounded by native grasses and trees. A rainbow flag gently waves in the breeze, and several trees display autumn foliage, adding color to the serene landscape.
Townhouse in Murrayville
4.98 out of 5 average rating, 334 reviews

Peace on the Prairie — Quiet Nature Retreat

Peace on the Prairie Too is a thoughtfully designed two‑story tiny house set on a 24‑acre restored prairie, offering the kind of quiet, space, and natural beauty that’s hard to find anywhere else. Whether you’re here to unwind, create, reconnect, or simply breathe a little deeper, this tiny house gives you room to slow down without giving up comfort.

Popular amenities for Greenfield holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Greene County
  5. Greenfield