Vacation rentals in Upland

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Top-rated vacation rentals in Upland

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

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Guest favorite
A spacious exterior view of a modern farmhouse style building shows a well-maintained driveway leading to three garage doors. Surrounding lush green fields and trees create a serene ambiance, while a gazebo and basketball hoop are visible in the expansive yard.
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.

Top guest favorite
Home in Anderson
4.98 out of 5 average rating, 107 reviews

Smart Condo Near Harrah's Casino

Looking for a place to stay that's smart, convenient, and near all the action? Look no further than this Airbnb! This condo is the perfect spot for those who want to be close to the casino, shopping, and everything in between Indianapolis and Muncie. And with all the amenities of home, you'll feel comfortable and relaxed during your stay. So why settle for a boring hotel room when you can have a smart and stylish condo all to yourself? Book your stay today and experience the best of both worlds!

Top guest favorite
Farm stay in Peru
4.96 out of 5 average rating, 245 reviews

Cozy Country Bear log cabin with many amenities

You won’t forget the peaceful surroundings of this rustic destination. Enjoy wildlife, kayaking, fishing, campfires, horses, hiking and games. We also have a sauna and a hot tub available on the premises There is Roku TV and WIFI in the cabin. You can sit on the front porch and enjoy the swing or rocking chairs and listen to the night sounds or chat with friends. You can also enjoy a campfire and cook over the open fire on our tripod grill. We have 2 other cabins and our cozy apartment listed.

Top guest favorite
Home in Muncie
4.92 out of 5 average rating, 133 reviews

Cozy place next to Cardinal Greenway

Enjoy your stay in Muncie in a spacious two bedroom, one and a half bath right next to a peaceful walking trail. This property is located in a safe and quiet residential neighborhood making it an ideal home for anyone looking for a comfortable place to stay. This home is in a quaint country setting and offers a great amount of space with a large backyard and driveway. Only a 10-minute drive to BSU and IU Health Ball Memorial Hospital. Direct access to the Cardinal Greenway from the backyard.

Guest favorite
An open-concept living space features a dining table set for four, with polished plates and glasses. A cozy sofa is adjacent to the fireplace, and the kitchen area includes wooden cabinetry and modern appliances. Natural light filters in through large windows, accentuating the wood paneling.
Home in Hartford City
4.92 out of 5 average rating, 204 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 favorite
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.
Apartment in Fairmount
4.96 out of 5 average rating, 230 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 favorite
The exterior of a cozy cottage is shown, featuring a welcoming yellow door framed by light blue siding. Two white rocking chairs sit on a covered porch, complemented by vibrant flower beds filled with yellow and pink blooms along the pathway.
Home in Noblesville
4.98 out of 5 average rating, 167 reviews

The Cozy Cottage

Enjoy a relaxing getaway in this cozy cottage. Historic Downtown Noblesville is just a short walk where you will find great restaurants, pubs, and boutique shops. The cottage consists of one bedroom, a fully equipped kitchen, and a full bathroom with walk-in shower. There’s also a fenced backyard with fire pit and furniture. The Cozy Cottage is centrally located near downtown Noblesville (2 min), Ruoff Music Center (15 min), Grand Park Sporting Complex (20 min), and over 100 miles of trails.

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.
Guesthouse in Eaton
4.87 out of 5 average rating, 365 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).

Guest favorite
Home in Marion
4.85 out of 5 average rating, 109 reviews

University Limestone

Book your stay today!  Whether you’re in town to visit family, a traveling professional seeking a homey feel, or just looking for a quiet place to relax this is the perfect spot for you.  Our completely renovated Indiana limestone ranch is located right by beautiful Indiana Wesleyan Univ. Features include a fully outfitted kitchen, plenty of lounge space, and many modern amenities. We’ve got everything you need to make you feel right at home! Pets considered upon request.

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, 142 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 favorite
The kitchen features a bright and airy design with a large window above the sink, allowing natural light to flood the space. Stainless steel appliances are complemented by white cabinetry. Open shelving holds dishware and a coffee station, highlighted by an espresso sign on the wall.
Home in Upland
4.86 out of 5 average rating, 710 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 favorite
Home in Marion
4.95 out of 5 average rating, 266 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 vacation rentals

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