Holiday houses in Oaktown

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Top-rated holiday rentals in Oaktown

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

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Top 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
Cabin in Linton
5 out of 5 average rating, 33 reviews

The Handcrafted Hideaway

Take the back road and come stay at The Handcrafted Hideaway. Our cabin is surrounded by woods,lakes,and wild pampas grass. We are located 1.5 mile from Red Bird Off-roading State recreation area and 5 miles from Green Sullivan State Forest. Spend your day relaxing on the front porch, fishing from one of the 2 docks on the property, or bring your off-road vehicle along and head for adventure at Red Bird! We have a fire ring in the backyard-ready for relaxing evening campfires and story telling

Top Guest favourite
A cozy master bedroom features warm wooden walls and ceiling, enhancing the natural ambiance. A king-size bed is adorned with a patterned blanket and complemented by wooden furniture. A mirror and map artwork are visible on the walls, with a small window allowing natural light to enter.
Loft in Huntingburg
4.93 out of 5 average rating, 218 reviews

Lovely Country Loft Lake, Hiking, Woods, Relaxing

Take it easy at this unique and tranquil getaway. This loft was made from wood sawn and milled on this farm. Enjoy Indiana hardwoods as they surround you in this space. Centrally located, you are not far from Holiday World, Jasper, Lincoln City, Patoka Lake and Historic Huntingburg. The Master Bedroom boasts a king-size bed. The living area has two twin beds, TV, WiFi and Kitchen. This space is perfect for singles, couples, or small families. Most love the spiral staircase and large deck.

Top Guest favourite
Barn in West Terre Haute
4.96 out of 5 average rating, 227 reviews

The Goat-el at Old 40 Farm

If you enjoy unique spaces & love animals, this is the apartment for you. Stay in the most unique "barn" you'll find. This loft apartment includes a full bath & is shared with 20+ goats & other farm animals. You're sure to have a memorable stay. There is a small pond on the property & ample free parking. If you time your stay right you could join in goat yoga or another farm event! This barn is located just off I-70 & a short drive to several areas colleges, the casino, & entertainment!

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 welcoming entryway features two white plastic chairs positioned by a small, wooden shelf. A potted plant sits atop the shelf, while a doormat with the word 'Welcome' greets guests. The floor is adorned with a blue and white chevron pattern, enhancing the airy space.
Apartment in Vincennes
4.79 out of 5 average rating, 43 reviews

1 Bedroom Apartment Unit 1

Private one bedroom one bathroom with large kitchen! Close to everything. Located 1 block from the library. 0.5 miles from Vincennes University. 0.9 miles to Good Sam. A hotel room with a full kitchen AND it’s cheaper. Fully equipped kitchen provides coffee pot, filters, paper towels, etc for easy use. Willing to accommodate pets for an additional fee of $25 for cleaning and count them as a guest ($10 per day). *Backyard is currently unavailable.

Superhost
A single-story house with a metallic roof is shown, featuring a two-car garage with two white doors. A small entryway is highlighted by a white door and a bench against the side, surrounded by green grass and trees in the background.
Home in Loogootee
4.85 out of 5 average rating, 163 reviews

The Getaway House

Welcome to our Get Away House. Located on the edge of Loogootee, it is a very peaceful area and yet close to the local stores and restaurants. Relax with the family and spend the evening on the back patio. With two bedrooms and one bathroom, this single level home is perfect for your night away. PLEASE READ! Due to a recent storm, the back fence was damaged and has been removed and we are waiting for the new fence to be installed.

Top Guest favourite
A spacious bedroom features a king-size bed with light blue striped bedding and two bedside lamps. A wooden dresser and a small desk are visible. A light rug covers the hardwood floor, and artwork adorns the walls, enhancing the cozy ambiance.
Home in Bloomington
4.88 out of 5 average rating, 162 reviews

Great offer! Private entrance, Spacious, King-IU

Seasoned and experienced superhosts host this charming private suite with a private entrance. It has one bedroom with a king size bed. The house is on a very quiet street. You may not even know you're in the middle of town. You may see deer and other animals roaming around the neighborhood. The space includes private bathroom, kitchenette, and a sitting area with a loveseat and a small dining area.

Top 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.
Apartment in Robinson
4.97 out of 5 average rating, 39 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 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, 137 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!

Superhost
A single-story house is depicted, featuring a welcoming front porch with a white railing and steps leading to a landscaped area. The exterior is clad in light gray siding, complemented by maroon shutters. A clear blue sky and surrounding trees enhance the inviting outdoor setting.
Home in Vincennes
4.87 out of 5 average rating, 179 reviews

Cozy Two Bedroom Home

Enjoy easy access to everything from this perfectly located home base. The newly renovated house is a one minute drive to Good Samaritan Hospital, three minutes from Vincennes University and across the street from the George Rogers Clark Monument and Park.

Top Guest favourite
A spacious barn structure features a peaked roof and large double doors, set against a backdrop of lush greenery. The area around the barn is landscaped with grass and trees, contributing to a serene rural environment.
Farm stay in Odon
4.97 out of 5 average rating, 35 reviews

The Barn

Cozy waterfront home in peaceful, scenic Amish country. Approximately two miles from Interstate 69. Visit from April through August to observe our purple Martin colony. Close to White River Valley Antique Show.

Popular amenities for Oaktown holiday rentals

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