Holiday rentals in Oblong

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Top-rated holiday rentals in Oblong

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A studio-style layout features a spacious bed dressed in colorful stripes, accompanied by a cozy armchair and a small table. Natural light fills the room through large windows, and decorative elements include a painting above the bed and a sunburst mirror on the wall.

Loft in Newton

4.98 out of 5 average rating, 103 reviews

Meraki Loft

A peaceful atmosphere in a quaint small town, Meraki Loft is a place for you to be still and hear your own voice. This loft is situated on the north side of the town square in Newton, IL in one of Jasper County's oldest buildings. Guests are invited to enjoy our relaxing atmosphere, go for walk on the nearby Eagle Trails, visit a neighboring gym, take a class at the Dance Hall Studio, receive a healing touch massage, or visit one of our many natural resources. Most of all, live in the moment.

Top guest favourite

A welcoming front porch features two rocking chairs and a red cushion, inviting relaxation. Decorative elements, including potted plants and a friendly dog statue, enhance the space. The porch provides a view of the neighborhood with a stop sign visible in the background.

Bungalow in Greenup

4.99 out of 5 average rating, 140 reviews

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

Top guest favourite

The exterior of the Candy Kitchen is illuminated by vibrant neon signs, highlighting its historical architecture. A prominent Coca-Cola sign is displayed above the entrance. A clearly marked door and large windows can be seen, inviting guests to explore the vintage charm within.

Place to stay in Greenup

5 out of 5 average rating, 223 reviews

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.

Guest favourite

The home’s entrance is illuminated by soft outdoor lights, highlighting a covered porch with two comfortable chairs. Steps lead up to the front door, surrounded by light snow on the ground, creating a serene evening ambiance.

Home in Robinson

4.95 out of 5 average rating, 105 reviews

The Relax Inn. Freshly remodeled 3 bed 2 bath home

This stylish freshly remodeled house is perfect for the weekend getaway or a long-term stay. The home offers plenty of room for the whole family as well as pets. There is a nicely shaded back yard with a swing set, playhouse and gas grill. The house provides all the necessary amenities and a few extras for a comfortable stay. The house is located close to the Robinson Refinery and offers plenty of parking. This property is designed for comfort for traveling workers and their families.

Top guest favourite

A view of the dining area is presented, featuring a wooden table set in the center beneath a pendant light. The floor is adorned with a patterned rug, surrounded by windows that allow for natural light. A sideboard can be seen against the wall.

Home in Farmersburg

4.9 out of 5 average rating, 113 reviews

The Main Street Retreat-NO CLEANING FEES

Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

Guest favourite

A spacious living area features a large sectional sofa positioned comfortably against the wall. Natural light enters through multiple windows, illuminating the room. A minimalist coffee table is placed in front of the sofa, enhancing the open layout. A fan hangs from the ceiling, providing air circulation.

Home in Oblong

4.86 out of 5 average rating, 7 reviews

The Lakeview House

Welcome to your peaceful lakeside retreat. This charming, newly remodeled 3 bedroom 1.5 bath home has been thoughtfully designed with comfort & style in mind. This fully furnished getaway has everything you need and is the perfect blend of comfort and convenience. Whether you’re sipping your morning coffee on the front patio or enjoying sunset views over the water, this cozy retreat offers the perfect balance of modern amenities and natural beauty.

Superhost

A spacious living area features a large sectional sofa, a coffee table, and a 55” Smart TV. Natural light floods the room through multiple windows, offering views of the surrounding fields. The decor is neutral, and sliding doors provide access to the outdoor space.

Home in Oblong

5 out of 5 average rating, 4 reviews

Charming-relaxing 3BR farmhouse *10min from town

Enjoy your morning coffee on the front porch while watching the sun rise up over the wide open countryside Welcome to your peaceful countryside escape! Leave the stress of everyday life behind as you retreat to our charming home, surrounded by lush fields and endless blue skies. As you step inside, you'll be enveloped in modern comfort. Natural light floods through the large windows, creating a tranquil atmosphere in every room.

Guest favourite

A charming farmhouse set against a backdrop of open skies and lush greenery. The white structure is surrounded by well-maintained grass, with trees offering shade. Soft clouds drift overhead, enhancing the tranquil countryside atmosphere.

Home in Oblong

4.9 out of 5 average rating, 40 reviews

The Farm House

Take it easy at this unique and tranquil getaway. This "farm house" is made for relaxation, peace and quiet. Perfect for a getaway to a small country community. Enjoy a game night, movies, a cozy fire or cuddle up with a book and enjoy the scenery. Take a country walk to a private lake. Conveniently located just south of Oblong and 8 miles west of Robinson.

Guest favourite

A single-story white house is depicted, featuring a central door framed by two windows on either side. A mailbox is located beside the door, and a grassy area extends to the right. Leafless trees stand in the background, complementing the residential setting.

Flat in Robinson

4.98 out of 5 average rating, 40 reviews

Cozy retreat apartment

Kick back and relax in this calm, stylish, newly remodeled 1 bedroom/1 bath apartment. Located in the heart of Robinson, several blocks from the city park; you will love the peace and quiet of a relaxed neighborhood while enjoying easy access to the many restaurants and shops Robinson has to offer!

Top guest favourite

The spacious living area features high, wooden ceilings and large windows that invite natural light. A cozy seating arrangement with a sectional sofa faces a decorative fireplace. An open kitchen layout is highlighted by a central island with bar stools, providing a welcoming space for gatherings.

Cabin in Casey

4.98 out of 5 average rating, 122 reviews

Cabin by the Creek‼️🏡🎣🦌

This is a private, unique cabin that sits on 7 acres with plenty of room to roam. There is a small stocked pond that is great for fishing. Maintained walking trails around the property for easy exploring. Sit on the porch or around the firepit and watch the wildlife that frequent the area.

Top guest favourite

The guesthouse exterior is framed by lush greenery and colorful flower beds, featuring a rustic wooden facade. Large windows allow natural light into the interiors. A stone pathway leads to the entrance, enhancing the inviting atmosphere of the property surrounded by mature trees.

Cabin in Robinson

4.99 out of 5 average rating, 140 reviews

Rustic Guest House Cabin in a Secluded Setting

Let this guesthouse be your home away from home! Guests will enjoy the rustic feel of the private guesthouse located on 1 acre of land and surrounded by mature trees. Nearby in Robinson there are historic sites, hiking & lakes, golf, wineries and much more!

Top guest favourite

The exterior of the renovated LINCO Filling Station features a vintage gas pump and a red Coca-Cola vending machine. Two rocking chairs are arranged on the covered porch, inviting relaxation. The building showcases a clean, white facade with large windows and decorative elements reflecting its historical significance.

Home in Greenup

4.99 out of 5 average rating, 507 reviews

Cumberland Road Guesthouse 1 mile from I-70

Welcome to Cumberland Road Guesthouse. Vintage 1930 LINCO Filling Station completely renovated and nicely decorated with a touch of Urban Industrial including memorabilia. Clean, Comfortable, and Handicap Friendly. We hope you relax and enjoy your stay.