Charlottesville Holiday Rentals

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Holiday Rentals in Charlottesville

Entire Home with Modern Conveniences - New Castle

10.0 out of 10, Exceptional, (6)
"We had to make a last minute trip to New Castle for our Fathers funeral. The house met all our needs. It was very easy to access and contact with owner quick and easy. Super convenient to multiple restaurants, Walmart, and downtown New Castle. "
The price is AU$318
includes taxes & fees
2 Dec - 3 Dec
Entire Home with Modern Conveniences - New Castle

The Rosie Roots - Cozy Pet Friendly House

10.0 out of 10, Exceptional, (5)
"Property was as advertised. Very clean and comfortable. It was perfect for our two night stay and event at Lucas Oil Stadium. "
The Rosie Roots - Cozy Pet Friendly House

Downtown New Castle Indiana Condo Available for short-term and long-term stays.

10.0 out of 10, Exceptional, (18)
"loved our stay"
Downtown New Castle Indiana Condo Available for short-term and long-term stays.

Charming Spacious Get Away

10.0 out of 10, Exceptional, (12)
"We had a wonderful experience at the Charming Spacious Getaway. The host communicated well in advance and ensured an easy check-in process. Coffee was provided which was a big plus. Great view from the front porch. Easy access to interstate that takes you into Indianapolis. Plan to stay here again next year! "
Charming Spacious Get Away

Gem on Pearl, Fortville, IN - Near Ruoff Music Ctr

10.0 out of 10, Exceptional, (3)
"Very nice house in the heart of Fortville. House was clean and everything we needed. Owners stayed in communication and were great. Check in process was smooth and easy. Would definitely stay again."
Gem on Pearl, Fortville, IN - Near Ruoff Music Ctr

The Junction: Victorian Home in Quaint Fortville!

9.6 out of 10, Exceptional, (23)
"This was such a cute and comfy house for my family to stay in while we visited for a family reunion. Everything was very clean and we really enjoyed the games in the garage. Thanks so much for the hospitality!"
The Junction: Victorian Home in Quaint Fortville!

Close to Downtown Indianapolis in Suburb of New Palestine

10.0 out of 10, Exceptional, (14)
"We truly enjoyed our stay. The property manager is highly responsive and everything was ready when we arrived. We enjoyed the area and the house."
Close to Downtown Indianapolis in Suburb of New Palestine

Updated Historic Home, in the Heart of Greenfield. Walking distance to downtown!

9.6 out of 10, Exceptional, (16)
"Enjoyed our stay. House has an interesting character. Would certainly stay again."
Updated Historic Home, in the Heart of Greenfield. Walking distance to downtown!

Relax and Unwind in the whole lower walk-out level of this Beautiful home.

8.8 out of 10, Excellent, (3)
"The host was very nice and met us in front of the house. The area is quiet and the backyard is beautiful. It’s a great place to stay if you have young children. The house only had a hot plate to cook on if you are ok with that it’s great. There are quite a few nice restaurants near by and grocery stores are near by as well if you need supplies. My husband and I enjoyed our hike at Fort Harrison state park and a tour of the Indy racetrack."
The price is AU$469
includes taxes & fees
9 Dec - 10 Dec
Relax and Unwind in the whole lower walk-out level of this Beautiful home.

Charming 1-bedroom Suite in shared house - Utilities Included

2.0 star property
10.0 out of 10, Exceptional, (1)
"This property is amazing, beautiful home. Would absolutely stay here again. Just wish we didn’t have to share the property with other people. But they were respectful and kind to myself and my boyfriend. "
Charming 1-bedroom Suite in shared house - Utilities Included

The Penny Getaway: Where Memories Are Made!

10.0 out of 10, Exceptional, (8)
"Very well appointed. Very clean. Immediate response from PMI on any issues. Lots of clean white towels. BYOSpices. Very comfortable beds. There is one small step down on back porch to be aware of. I would definitely stay there again!!!! :)"
The Penny Getaway: Where Memories Are Made!

Family-Friendly Fortville Rental Home w/ Fire Pit!

9.6 out of 10, Exceptional, (5)
"The house was nice for our needs and in a perfect location for restaurants, bars and Ruoff. Autumn was great with communication and very accommodating. We'd stay here again!"
Family-Friendly Fortville Rental Home w/ Fire Pit!

Super Charming Modern Cottage

10.0 out of 10, Exceptional, (19)
"Excellent all round! Antiques galore! Very comfortable. Lots of steps up to a large bedroom with 2 double beds & a single bed nicely decorated. Lots of dishes of various kinds. Visited relatives for a 3 day stay."
Super Charming Modern Cottage

Enter As Strangers Leave As Friends

10.0 out of 10, Exceptional, (35)
"We loved our stay. The house was very comfortable and peaceful. "
The price is AU$395
includes taxes & fees
28 Nov - 29 Nov
Enter As Strangers Leave As Friends

Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.

10.0 out of 10, Exceptional, (66)
"Was a great place to stay. Spent the weekend visiting my Nieces and their families. The location was 2 minutes from them. Clean and cozy."
The price is AU$377
includes taxes & fees
28 Nov - 29 Nov
Rustic, rural, relaxing, family friendly stay! Excellent location 5 min to I74.

Brand New Home 2100 square feet. Part of the Greater Indianapolis area

9.8 out of 10, Exceptional, (10)
"We enjoyed our stay. The house was super convenient to grocery store, restaurants and shopping. Kitchen is well appointed and spacious. Living room has a nice fireplace and great seating. Master bedroom is large - the only inconvenience is no access to a closet in the master bedroom. We made do using the hallway closets. "
Brand New Home 2100 square feet. Part of the Greater Indianapolis area

Vacation Rental Near Geist Reservoir: 7 Mi Away!

10.0 out of 10, Exceptional, (11)
"The house was beautiful and well stocked. Fit all of our needs. Enjoyed the snacks left out for us. Nice touch. We also enjoyed the back patio area. Had our morning coffee there. The only negative we had were the couch and loveseat. They were very deep and not so comfortable for shorter people (5’4” and under). Had to use a couple pillows for our feet to reach the floor. Other than that we enjoyed our stay and the house very much. We would stay there again."
Vacation Rental Near Geist Reservoir: 7 Mi Away!

The Cabin.

10.0 out of 10, Exceptional, (12)
"The firepit was great, with the stars at night and the solitude. The cabin was clean and had everything anyone would need. My wife and I have traveled all our time together 48 years. This was the best ever!!!!!. We will be back again. God Bless."
The Cabin.

Lovely Two Bedroom Home- Close to DT Greenfield

10.0 out of 10, Exceptional, (1)
"Online listing was accurate, the Host were very prompt in giving us the information we needed for the property. The neighborhood is quiet, everything was set up inside. Zach the host is very nice when communicating with him answers any questions in a timely manner. Thanks for allowing us to be your guests."
Lovely Two Bedroom Home- Close to DT Greenfield

Family-friendly Fortville Rental Home w/ Fire Pit!

3.0 star property
Family-friendly Fortville Rental Home w/ Fire Pit!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Charlottesville you may be interested in

Days Inn by Wyndham Anderson IN

2.0 star property
6.0 out of 10, (1072)
"was good value for the location and price"
The price is AU$86
includes taxes & fees
11 Dec - 12 Dec
Days Inn by Wyndham Anderson IN

Super 8 by Wyndham Greenfield

2.0 star property
9.2 out of 10, Wonderful, (1098)
"The staff was very nice and the pool and hot tub were so nice and warm"
The price is AU$125
includes taxes & fees
29 Nov - 30 Nov
Super 8 by Wyndham Greenfield

THE NEST

2.0 star property
9.0 out of 10, Wonderful, (258)
"It was great to stay in, and the check-in was really easy, they messaged the codes and all we had to do was let ourselves in. And the room was really nice and the bed was a little firm but comfortable enough to sleep on."
The price is AU$189
includes taxes & fees
3 Dec - 4 Dec
THE NEST
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Charlottesville?

Yes, there are holiday rentals close to the most popular sights in Charlottesville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Charlottesville has to offer?

The Rosie Roots - Cozy Pet Friendly House: This highly rated holiday home rental in Charlottesville offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Charlottesville are Charming Spacious Get Away and Gem on Pearl, Fortville, IN - Near Ruoff Music Ctr .

How many holiday rentals will I find in Charlottesville?

With 36 Expedia holiday rentals, you're guaranteed to find just the right place for your Charlottesville stay.

What can I see and do in Charlottesville?

Explore the area and family-friendly sights such as Indiana Basketball Hall of Fame, or get out into nature at a spot like Westwood Park. Hoosier Gym and New Castle Motorsports Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Charlottesville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlottesville. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family getaway.