Holiday rentals in Greenup

Craftsman Bungalow Guest House

Welcome to the Craftsman Bungalow Guest House. This special place is close to everything, making it easy to plan your visit. It is a 1930's Sears Craftsman home located near downtown Greenup, about 1 mile from Rt 70. Greenup, known as the Village of the Porches between Interstate 70, IL RT 40 and IL RT 130, with over 1500 residents. Our Main Street (Cumberland St/Il Rt 121) is also part of the National Road, attractive old architecture, beautiful overhanging porches leading to our Covered Bridge

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

Miss Honey’s Cottage

Miss Honey’s Cottage is straight out of a story book. Filled with warm tones, charming details and a cozy atmosphere, you will want to make a cup of tea and curl up with a good book, enjoy a cup of coffee on the front porch swing, or visit with your friends and family in a welcoming and inviting home. I have provided a game cabinet, stocked kitchen, and outside seating with a fire pit. This 900 sq ft, 2 bedroom, 1 bathroom house is 4 blocks from downtown in a quiet, peaceful neighborhood.

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.

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.

Waterfront Cabin•Boat Dock, Fireplace&Beach Access

The cabin sits in the trees along beautiful Lake Sara. The cabin offers a quiet place to relax and unwind. You can bring your kayaks, paddle boards or trailer your family boat along for some fun tubing and skiing on the lake. The dock allows for the boat to be left in the water till the end of your stay. The Marina, Pinky’s (waterfront restaurant), Rusty Reel (bar below Pinky’s ), Cardinal Golf Course, Lake Sara Campground and Lake Sara Beach are all a short walk from the cabin!

Wooden Shoe Haus Folk Victorian Families Breakfast

Free Continental breakfast. This 1880 Wooden Shoe Haus was built by owner & Wooden Shoe Maker Gerhard Deymann. It is a historic Folk Victorian home, fully furnished while keeping much of its historic charm. It has bikes, antique furniture, front porch, swing, grill, back patio, & yard. Private side & back parking. Includes all appliances, 10' ceilings, & 1' thick walls. 6 minutes to interstates 57, 70, Effingham, & dozens of restaurants. 1 block to downtown Teutopolis.

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.

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.

On Harmony Lane...Cozy Loft apt in the Country

Our loft is the perfect place to rejuvenate in a country setting. From cozy bed sheets, TVs, and Wi Fi inside, to a firepit, grill, and hammock chairs outdoors, we make your stay comfortable. We are minutes from Eastern Illinois University. So enjoy...go antiquing, visit a winery, or delve into Lincoln's history. Visit a nearby Amish town. Go kayaking, fishing or enjoy a hiking on a nearby trail or one of ours.

Simply Savvy

Charming 1 bed, 1 bath home with everything you need for a relaxing stay. Enjoy a full kitchen, in-house laundry, cozy living room, and a spacious bedroom with en-suite bath. The inviting front porch is perfect for morning coffee or evening sunsets. Located on a large lot near downtown with plenty of parking and fun nearby activities. Ideal for both weekend getaways and extended stays.

Bev's Country Cottage

A small quiet cottage off the beaten path, located only minutes from Newton Lake Fish and Wildlife Area. This is a great place for hunters, fishermen or just someone that wants to get away from the city. It has exactly what you need to enjoy a long weekend full of the great outdoors. As hosts we want our guest to enjoy their stay so we are available to help with anything.