Holiday rentals in Upland

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Top-rated holiday rentals in Upland

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Guest favourite
Guest suite in Marion
4.9 out of 5 average rating, 113 reviews

Modern Farmhouse Condo Private Entrance King Bed 2

Hope City Bed & Breakfast is a brand new build that features two rustic and modern style apartments right outside the heart of Marion Indiana. This is Modern Farmhouse Apartment is 10-12 minutes away from Indiana Wesleyan University, “IWU” & Taylor University is only 20 minutes away from the location. These units have private pond with catch &* release fishing, a gazebo with a grill & couch also. The Apartment features a king size, plush bed and with a master bathroom & stand-alone rain shower.

Guest favourite
Home in Gas City
4.81 out of 5 average rating, 105 reviews

Double Loft Lodge

Nestled along the Mississinewa River near James Dean's hometown, Taylor Univ and Indiana Wesleyan Univ, we were originally named Harrisburg, until the natural gas boom of the 1800s. The town was renamed Gas City boasting to grow to a pop of 50 thous, but sadly the gas wells dried up. Visit the Gas City museum at 210 South A St opened 1-4 sat&sun, relax at Beaner Linn Park 701 S Broadway or visit one of our shops. At any rate enjoy your stay and welcome to Double Loft Lodge, Gas City, Indiana

Top guest favourite
The cabin features a rustic wooden exterior with a welcoming porch, complete with rockers for relaxation. Potted plants adorn the entrance, while a seasonal wreath enhances the welcoming ambiance. The steps are painted in a warm hue, leading to a charming door.
Place to stay in Peru
4.93 out of 5 average rating, 209 reviews

The Rustic Moose Cabin with hot tub on grounds

You won’t forget the peaceful surroundings of this rustic destination. We have many amenities including a hot tub and sauna on the premises. If you want peace and quiet this is the place for you! We have a nearby creek for kayaking and fishing, horses and a donkey to admire. Outdoor firepit for cooking and relaxing by. Indoor and outdoor games to play. WIFI and a smart TV for streaming. Private parking and a cabin next door for friends and family to stay at also! Check out our other 3 listings!

Top guest favourite
A hot tub is visible under a clear blue sky, with gentle steam rising from the water's surface. Surrounding trees create a natural backdrop, while a glass-enclosed seating area is seen to the right, offering an inviting space for relaxation.
Home in Hartford City
4.92 out of 5 average rating, 205 reviews

Rustic Lake house with HOT TUB and Pool Table

Come relax in your cozy 1978 Lake House! Conveniently located between Muncie and Hartford City-16 min. from Taylor University, 24 min. from Ball State, 10 seconds from the dock! Enjoy the outdoors-Take out the kayaks, go fishing, enjoy the lake, soak up the sights in the hot tub, then end your night with a campfire! Inside-Shoot some pool on the 1800's pool table, pull out a board game with the family, or just relax in the four-season sunroom while watching the sunset. Enjoy Lake Time!

Top guest favourite
The exterior of a historic brick building is displayed, featuring a prominent awning and colorful artwork in the windows. Decorative plants are arranged beneath the windows, adding a touch of charm. The building is set along a sidewalk, with neighboring structures visible.
Flat in Fairmount
4.96 out of 5 average rating, 231 reviews

Enjoy Nostalgia In James Dean's Hometown

The Rebel Lodge is a fully restored historic brick building located in the heart of James Dean's hometown. lt is right across the street from the James Dean Museum, just around the corner from Main street, and only blocks from The James Dean Gallery. The building will sleep 4-5 with a comfy double bed, a pull out sofa and an additional sofa. It is decorated with fun mid century furniture and decor. Everything is freshly up to date with new furnace, & air conditioning. Please enjoy your stay!

Top guest favourite
A serene bedroom features a spacious bed with soft linens and decorative pillows. A reading chair is positioned next to large windows, allowing natural light to illuminate the room. A decorative sign and plants add subtle character to the calming atmosphere.
Guest suite in Muncie
4.97 out of 5 average rating, 439 reviews

The Eagles Nest, two bedroom retreat.

Peaceful, centrally-located historic 1892 Queen Anne Victorian home. The Eagle's Nest has private entrance, off street parking, 2 bedrooms, furnished suite on the 2nd floor overlooking White River. Walk 0.6 miles to downtown Muncie, less than 2 miles to Ball State Univ. and 2 blocks to the Bob Ross Experience (Minnetrista). Nearby eatery and brewery options. Just 29 steps to 62-mile Cardinal Greenway, longest trail in Indiana. Might see an eagle hunting along the river too. You will love it!

Superhost
The open living area features a timber frame design with high ceilings and large windows allowing natural light to fill the space. A pool table is positioned in the foreground, while outdoor seating becomes visible through the glass doors, overlooking a peaceful garden.
Guest house in Eaton
4.87 out of 5 average rating, 366 reviews

Cozy Pool House in the Country on 25 acres

The pool house is close to Muncie, Indiana and Ball State and Taylor Universities. We are also only about 5 miles from Barn on Boundary and have hosted several wedding parties. You’ll love our place because of the location, it feels like a secluded lodge. The timber frame structure is unique and has all the comforts of home. It has a very open floor plan and is very quiet and peaceful. It is good for couples, solo adventurers, families (with kids), big groups, and furry friends (dogs).

Superhost
A wall featuring a rustic design highlights the words 'Rustic Roadhouse.' Nearby, a guest book stands ready for signatures, accompanied by a framed map and decorative wooden signs, all creating a welcoming entryway.
Guest suite in Marion
4.81 out of 5 average rating, 143 reviews

Rustic Roadhouse - Quiet Cozy Country Loft

Self check-in! Traffic noise free! This cozy guest loft was created in January of 2022. We sit in the central edge of Marion, about 8 min from IWU, 5 min from down town, and 7 min from I-69. With TWO bedrooms (each has TV & QUEEN bed), a LARGE kitchen/dining area, a COZY living room with TV/Roku, and a SPACIOUS bathroom! NO CLEANING FEE and FREE parking right in front of your door! Thank you so much for supporting this small local business hosted by Philip and Andrea. :)

Top guest favourite
The kitchen area features gray cabinetry with sleek countertops, stainless steel appliances, and a tile backsplash. A ceiling fan provides airflow, while overhead lights enhance the space. The open layout connects to the dining area, showcasing a spacious environment for cooking and gathering.
Home in Marion
4.96 out of 5 average rating, 310 reviews

Lindsay's Landing: 3-Bedroom, 2-Bathroom Home

Welcome to Lindsay’s Landing — where comfort meets convenience. This stylish home is just steps from Indiana Wesleyan University, great dining, and shopping. Inside, you’ll find an open floor plan, a fully equipped kitchen, high-speed Wi-Fi, a smart TV, and comfortable beds with Giza cotton linens. Whether you're here for work, visiting family, or exploring the area, you'll feel right at home. Pets are welcome upon request for $12 per pet, per night.

Top guest favourite
A fully stocked kitchen is visible, featuring white cabinetry and a stainless steel stove. Above the sink, a window allows natural light to illuminate the space. A coffee maker and additional appliances are present, along with a small black and white checkered rug on the floor.
Home in Upland
4.86 out of 5 average rating, 712 reviews

Cottage on 2nd NO Cleaning Fee Close to Taylor U.

No cleaning fees with your help! This is a quiet cottage getaway. Nestled in Upland, close to Taylor University, Indiana Wesleyan, and Ball State, this is a convenient location to have a relaxing stay. The cottage has two bedrooms, one bath, a fully stocked kitchen, and indoor/outdoor space to gather. You are welcome to enjoy a campfire in the yard or sit on the porch and enjoy the sunset. Come stay with us and enjoy all that Upland has to offer!

Top guest favourite
A quaint tiny home, constructed from a grain silo, is nestled among lush greenery. Vibrant pink blossoms adorn a nearby tree, enhancing the serene outdoor setting. A gravel path leads to the home, with an expanse of well-kept grass surrounding the property.
Farm stay in Lagro
4.94 out of 5 average rating, 315 reviews

The Bunkhouse at Love's Hideaway

Come spend time at the ranch enjoy the beautiful 27 acres the views this time of year are Amazing with sunsets and sunrises this Unique stay in the bunkhouse grain bin 15 foot round grain silo that has been transformed into a loft one bedroom tiny home, this tiny home does have natural well water the property is shared with the property owner you have your own seating outside with a fire pit privacy , Come and stay at Love's Hideaway.

Top guest favourite
Home in Marion
4.96 out of 5 average rating, 268 reviews

Selby Street Suite

Walking distance to Indiana Wesleyan University, Wildcat Stadium, and more. If you’re in town for a campus visit, or to catch a sporting event at IWU, this is the place to be! Small home with many updates on a quiet, dead-end street. All the amenities to stay for a long period of time if necessary. Wi-fi, washer/dryer, full kitchen. Bed size is a QUEEN. Fold flat sofa included for additional guest.

Popular amenities for Upland holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Grant County
  5. Upland