Holiday rentals in Upland

5 out of 5 average rating, 223 reviews

Home in Upland

Brick House Upland

Intentionally designed for short term stays, Brick House Upland is set to welcome you to Upland for your visit to Taylor University, Ivanhoes, Upland, or all that Grant County has to offer. With comfort a hotel cannot offer, we hope this welcoming space will allow you to relax and connect with your family and friends. Rates for most nights begin at $95 and increase for select and premium weekends. Use the search bar at the top of the page to start booking now. *Please note: Most weekends require a two night minimum

4.92 out of 5 average rating, 150 reviews

Home in Hartford City

Rustic Lake house with HOT TUB and Pool Table

Come relax in our cozy 1978 Lake House! Conveniently located between Muncie and Hartford City, 16 min. from Taylor University, 24 min. from Ball State, and 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, and maybe end the night with a campfire! Staying in?-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. Come unwind!

4.92 out of 5 average rating, 128 reviews

Flat in Old West End

Cute Studio in Old West End

Enjoy a cozy experience at this centrally-located apartment in Muncie's Old West End neighborhood. Close to downtown hotspots and a short hop to BSU/hospital. Perfect for 1-2 guests. Newly renovated and stylish; all art in the apartment is by local artists. *Please note*, there are no exceptions to the “nonrefundable” option if you choose it. Also, please research our neighborhood before booking. This is a populated urban location in a neighborhood that is in the process of revitalization.

4.96 out of 5 average rating, 196 reviews

Flat in Fairmount

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!

4.97 out of 5 average rating, 335 reviews

Guest suite in Muncie

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

Guest house in Eaton

4.88 out of 5 average rating, 346 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).

4.83 out of 5 average rating, 107 reviews

Guest suite in Marion

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. :)

4.86 out of 5 average rating, 663 reviews

Cottage in Upland

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!

4.96 out of 5 average rating, 244 reviews

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

This home is comfortable and stylish home with many amenities and is in an ultra-convenient location - a stone's throw from Indiana Wesleyan University, dining and shopping. Guests will love the open floor layout, full kitchen, high-speed internet, smart TV, and large beds with premium mattresses, pillows, and linens. You will feel right at home at Lindsay’s Landing. (Note: upon request, pets are welcome for a fee of $12/pet/night.)

4.93 out of 5 average rating, 320 reviews

Guest house in Ossian

Quiet Country Corner

Come enjoy the wide open country space in our quiet and peaceful guesthouse. Although you will be surrounded by solitude you will be just minutes from several towns. Enjoy the quiet of the surrounding fields and woods along with the beauty of the pond year round. The guesthouse is attached to our home but the garage is in between the two so it is very quiet for everyone. You will have your own private entrance.

4.95 out of 5 average rating, 204 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.

4.99 out of 5 average rating, 235 reviews

Caitlin’s Cottage

Enjoy this cozy cottage in North Marion, close to grocery stores, restaurants, and easy access to Indiana Wesleyan University about 10 minutes away. Guests have access to the full house with an open floor plan and comfortable living space. High speed internet and the office make it convenient to work on the go, while the plush furniture and TVs to make it easy to relax and unwind.

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Other great holiday rentals in Upland

Flat in Marion

4.72 out of 5 average rating, 29 reviews

The Resting Place (Apt1)

TracyRating, 5 stars1 week ago

Denise was wonderful to work with! Someone in my party got really sick so while I went to my niece’s graduation she allowed our sickly person to stay back in the room. She was very empathetic to our situation and we appreciated it so much! This was our second stay there and we will definitely stay there again! Thanks Denise!!

4.81 out of 5 average rating, 21 reviews

Flat in Marion

Boujee on Third

AnthonyRating, 5 stars5 days ago

Great place. Had everything we needed. Would not hesitate to rent it again!

4.95 out of 5 average rating, 19 reviews

The small hideaway

EdenRating, 5 stars3 weeks ago

Rachel’s home was so great- had everything my dog and I needed for a short trip. Lots of sidewalks and open areas/ parks to run through. She did a beautiful job decorating and updating her home and it was very comfortable staying here. If ever I had the chance to be in Marion again, I would definitely stay here! Thank you!!

Home in Gas City

4.79 out of 5 average rating, 91 reviews

Double Loft Lodge

AimeeRating, 5 stars2 weeks ago

This was perfect for our needs! Clean space and good communication!

5 out of 5 average rating, 10 reviews

Private room in Kokomo

Stylish & Affordable Room in Downtown Kokomo

BryanRating, 5 stars1 month ago

I'm going through a divorce and Jeff was very understanding being he went through one not long ago. Jeff was understanding of my late arrival and also understanding of me not wanting to socialize much. I just like to deal with my life my way if that makes sense!? Jeff has the sweetest little cat that always wanted to come and inspect my room lol!! I'm an animal lover so of course I didn't mind!! Gotta be careful leaving sometimes though cause she's pretty fast and sneaky! She can easily get past you if you're not paying attention!! She's a really cool cat though!! I was parking on the street and l wanted to ride my Harley a couple days. Parked my bike where l usually parked my car and when it started getting dark Jeff said "that's a really nice bike! You can park it in my garage if you want?" I definitely slept better that night knowing my bike which since l don't have kids is my baby!! Thank you so much for that kind gesture Jeff! I don't think you can go wrong staying with Jeff!

Guest house in Huntington

5 out of 5 average rating, 7 reviews

Downtown Historic Guesthouse Oasis with Pool

AlbertRating, 5 stars1 week ago

I have been in several nice stays. This particular unit has a personal touch that is obvious as you spend more time in it. The corner doesn't just have a nice plant and light. It has a hand-picked Light, Art, and plant that feels as if it was made for the space. Everywhere you look it feels as if each inch of space was planned out and placed with a loving hand an eye for details. I almost asked if they would fly down to my house and set up my living spaces. The TV has beautiful functional surround sound, I didn't even know it was there I had to look to make sure I wasn't hearing things. Hosts live nearby but not in the way. They are very nice and welcoming. Also have a solid connection with the local community and know all the good hang outs. By far the best stay of great stays I have had.

5 out of 5 average rating, 43 reviews

Home in Muncie

Quaint Quarters on 26th.

TeresaRating, 5 stars2 weeks ago

Ryan was an excellent host and definitely exceeded all expectations that I had. My family and I drove 2 days to get to Muncie for an event at Ball State University. A great location to get to the University. The house looked exactly like the pictures posted. Beautiful and very well kept. If we ever need to go back to Muncie we will definitely want to stay again. We felt like we were home and all of our needs were met. All I can say is EXCELLENT!!