Greenville Vacation Rentals

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Our top choices for Greenville vacation rentals

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
Greenville
10.0 out of 10, Exceptional, (5 reviews)
"Awesome stay "
United States
Gregory S.
The price is CA $259
CA $473 total
includes taxes & fees
Jun 2 - Jun 3
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Cozy Nook Retreat - Fireplace /Full Kitchen

Cozy Nook Retreat - Fireplace /Full Kitchen
Crofton
8.8 out of 10, Excellent, (3 reviews)
"Check In was very easy, the host was pleasant and very responsive, and house was clean."
United States
Jessica W.
The price is CA $132
CA $318 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Nook Retreat - Fireplace /Full Kitchen

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
10.0 out of 10, Exceptional, (178 reviews)
"Absolutely adorable cabin!! Loved the pace and quiet. "
United States
Elizabeth S.
The price is CA $138
CA $241 total
includes taxes & fees
Jun 2 - Jun 3
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Union Station Union Station

Union Station Union Station
Madisonville
10.0 out of 10, Exceptional, (5 reviews)
"Nice place and the host is amazing with responses....."
United States
Rhonda P.
The price is CA $123
CA $445 total
includes taxes & fees
Jun 2 - Jun 3
Union Station Union Station

Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
10.0 out of 10, Exceptional, (5 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
The price is CA $152
CA $230 total
includes taxes & fees
Jun 12 - Jun 13
Charming cabin with amazing views located on Toontucky Farms

Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!

Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!
Lewisburg
9.8 out of 10, Exceptional, (79 reviews)
"Had a great time enjoying the lake views sitting on the huge covered porch. House has everything you need for a relaxing time. The kitchen was well stocked and the beds were very comfortable. "
United States
Aimee F.
The price is CA $241
CA $479 total
includes taxes & fees
Jun 4 - Jun 5
Our home on Lake Malone is the perfect getaway. We call it "The Maya II"!

Charming 4-bedroom in Russellville Kentucky with Hot Tub

Charming 4-bedroom in Russellville Kentucky with Hot Tub
Russellville
10.0 out of 10, Exceptional, (20 reviews)
"everything was great. Clean, comfortable bed, they even had scented candles. Hot tub too. Nice neighborhood."
United States
Janie W.
The price is CA $155
CA $331 total
includes taxes & fees
Jun 2 - Jun 3
Charming 4-bedroom in Russellville Kentucky with Hot Tub

Guitars & Harmony

Guitars & Harmony
Central City
9.8 out of 10, Exceptional, (20 reviews)
"Very nice decorations climate control was awesome. Great water pressure."
United States
chuck
The price is CA $240
CA $461 total
includes taxes & fees
Jun 2 - Jun 3
Guitars & Harmony

Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.2 out of 10, Wonderful, (12 reviews)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
United States
L'Chelle J.
Loop Haven is an awesome place to stay.

Peaceful 2-bedroom house, beautiful Lake view.

Peaceful 2-bedroom house, beautiful Lake view.
Lewisburg
10.0 out of 10, Exceptional, (1 review)
"Nice place to enjoy the Lake. Boating marina at the end of the road. Thank you"
United States
James B.
The price is CA $228
CA $547 total
includes taxes & fees
Jun 2 - Jun 3
Peaceful 2-bedroom house, beautiful Lake view.

Charming 3-bedroom bungalow Madisonville

Charming 3-bedroom bungalow Madisonville
Madisonville
10.0 out of 10, Exceptional, (1 review)
"We had an excellent stay—everything was exactly as advertised, if not better. The home was spotless, well-stocked, and thoughtfully set up for a comfortable visit. Check-in was smooth, and the host was responsive and easy to communicate with throughout. The location was perfect—quiet, convenient, and close to everything we needed. We truly felt at home and would absolutely stay here again. Highly recommend!"
United States
Folaranmi A.
The price is CA $177
CA $227 total
includes taxes & fees
Jun 3 - Jun 4
Charming 3-bedroom bungalow Madisonville

The Bobi in Hopkinsville! A charming 2br cottage!

The Bobi in Hopkinsville! A charming 2br cottage!
Hopkinsville
The price is CA $258
CA $487 total
includes taxes & fees
Jun 2 - Jun 3
The Bobi in Hopkinsville! A charming 2br cottage!

The Nisbet Nest The Nisbet Nest

The Nisbet Nest The Nisbet Nest
Madisonville
6.0 out of 10, (1 review)
The price is CA $171
CA $544 total
includes taxes & fees
Jun 3 - Jun 4
The Nisbet Nest The Nisbet Nest

Becky's Place, Hopkinsville!

Becky's Place, Hopkinsville!
Hopkinsville
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful and welcoming home with all the perfect little touches to make the stay comfortable. "
United States
Erin O.
The price is CA $421
CA $869 total
includes taxes & fees
Jun 2 - Jun 3
Becky's Place, Hopkinsville!

Enjoy mama’s House in a quiet little area of Crofton ky

Enjoy mama’s House in a quiet little area of Crofton ky
Crofton
The price is CA $414
CA $685 total
includes taxes & fees
Jun 2 - Jun 3
Enjoy mama’s House in a quiet little area of Crofton ky
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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Top Greenville Hotel Reviews

Find out more about Greenville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Greenville?

Yes, we offer vacation rentals near popular points of interest in Greenville, or you can choose a secluded option if you're looking for relaxation. Greenville is known for its art and museums.

What are some of the best vacation home rentals in Greenville?

Union Station Union Station: This vacation home rental outside of Greenville is located in the city center and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Greenville?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Greenville stay.

What’s there to see and do in Greenville?

Cultural attractions include Thistle Cottage, whereas Lake Malone is a spot to enjoy nature. In the larger area, you’ll find Lake Malone State Park and Kentucky Sports Factory.

What’s a vacation rental in Greenville like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Greenville. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for small groups.