Cherryvale Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Cherryvale vacation rentals

Fridge, microwave, oven, stovetop
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly

Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly

Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
Rembert
9.6 out of 10, Exceptional, (24)
"Would definitely stay here again! This property is very reasonably priced. Host was great in communication. It was just a lovely, peaceful, and safe place to stay! Wish we would have stayed longer! Thank you so very much."
United States
Josh M.
The price is ￥18,931
￥33,594 total
includes taxes & fees
Dec 15 - Dec 16
Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly
Dining
Charming 3-bedroom house in wonderful Sumter

Charming 3-bedroom house in wonderful Sumter

Charming 3-bedroom house in wonderful Sumter
2.0 star property
Sumter
8.4 out of 10, Very Good, (21)
"Cozy home in a very quiet neighborhood close to shopping great location "
United States
John J.
Charming 3-bedroom house in wonderful Sumter
Fridge, microwave, oven, stovetop
Cozy comfortable home near lakes, parks and downtown Sumter

Cozy comfortable home near lakes, parks and downtown Sumter

Cozy comfortable home near lakes, parks and downtown Sumter
Sumter
10.0 out of 10, Exceptional, (51)
"The property is excellently kept. Comfortable, inviting, and spacious We very much enjoyed our time there. "
United States
Carmen B.
Cozy comfortable home near lakes, parks and downtown Sumter
Smart TV
3 bedroom home located within a mile from downtown

3 bedroom home located within a mile from downtown

3 bedroom home located within a mile from downtown
Sumter
8.0 out of 10, Very Good, (11)
"I booked the property then second guessed it but I was surprised when I checked in. I will definitely book again when visiting family "
United States
Dwayne
3 bedroom home located within a mile from downtown
Fridge, microwave, oven, stovetop
Remodeled home with firepit and only 9 minutes from downtown area!

Remodeled home with firepit and only 9 minutes from downtown area!

Remodeled home with firepit and only 9 minutes from downtown area!
Sumter
9.6 out of 10, Exceptional, (17)
"Will definitely stay again"
United States
James H.
Remodeled home with firepit and only 9 minutes from downtown area!
Fridge, microwave, oven, stovetop
Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter

Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter

Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter
Sumter
10.0 out of 10, Exceptional, (1)
"Clean, beautiful home in a safe neighborhood. Beds were comfy and kitchen and bathrooms were properly equipped. We would definitely book again."
United States
Sonya J.
Charming 4-bedroom house with WiFi near Shaw Airforce and Downtown Sumter
Dining
The Farm House on Adams

The Farm House on Adams

The Farm House on Adams
Sumter
The price is ￥28,046
￥55,843 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Farm House on Adams
House (3 Bedrooms) | Interior
Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base

Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base

Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base
3.0 star property
Rembert
Quiet & Cozy Rembert Home ~ 9 Mi to Air Force Base
Exterior
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.

The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.

The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.
Sumter
10.0 out of 10, Exceptional, (3)
"We loved the property. It was family friendly and baby proof. We loved the accommodations. It fit the whole family and we had plenty space. The customer service was amazing."
United States
Melissa P.
The Moise Manor, a 1934 Bungalow, centrally located in the heart of Sumter.
Fridge, microwave, oven, dishwasher
Modern & Spacious Duplex

Modern & Spacious Duplex

Modern & Spacious Duplex
Sumter
10.0 out of 10, Exceptional, (1)
"My family and I really enjoyed our time here. Shaun and Beth are great hosts. They were very responsive to our needs and have good accommodations. I would definitely stay here again."
United States
Elronzo W.
Modern & Spacious Duplex
Smart TV
Carriage House near parks, walking paths, and historic downtown Sumter!

Carriage House near parks, walking paths, and historic downtown Sumter!

Carriage House near parks, walking paths, and historic downtown Sumter!
Sumter
2.0 out of 10, (1)
"Stood in 100 degree heat just to check in"
United States
pat W.
Carriage House near parks, walking paths, and historic downtown Sumter!
Interior
Home away from home

Home away from home

Home away from home
Dalzell
9.0 out of 10, Wonderful, (2)
"This property is exactly as described. It was immaculate, spacious and comfortable. The kitchen is well stocked with everything you could need. Great water pressure in the showers and updated appliances. The owner was immediately responsive to any questions. 10/10 would recommend and rent again. "
United States
Stacy G.
Home away from home
Living area
Lakefront log cabin

Lakefront log cabin

Lakefront log cabin
Eastover
Lakefront log cabin
House (3 Bedrooms) | Interior
Sumter Vacation Rental in Historic District!

Sumter Vacation Rental in Historic District!

Sumter Vacation Rental in Historic District!
3.0 star property
Sumter
Sumter Vacation Rental in Historic District!
House (4 Bedrooms) | Interior
'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!

'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!

'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!
3.0 star property
Sumter
'vibe Villa' w/ Backyard ~ 8 Mi to Shaw Afb!
House (3 Bedrooms) | Interior
4 Mi to Weston Lake: Eastover Gem w/ Grill

4 Mi to Weston Lake: Eastover Gem w/ Grill

4 Mi to Weston Lake: Eastover Gem w/ Grill
3.0 star property
Eastover
4 Mi to Weston Lake: Eastover Gem w/ Grill
Private kitchen
Charming 1-bedroom house with WiFi, AC in nice Sumter

Charming 1-bedroom house with WiFi, AC in nice Sumter

Charming 1-bedroom house with WiFi, AC in nice Sumter
Sumter
The price is ￥15,581
￥29,666 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Charming 1-bedroom house with WiFi, AC in nice Sumter
Apartment (0 Bedroom) | Interior
Backyard Oasis w/ Pool: Sunny Sumter Studio!

Backyard Oasis w/ Pool: Sunny Sumter Studio!

Backyard Oasis w/ Pool: Sunny Sumter Studio!
3.0 star property
Sumter
Backyard Oasis w/ Pool: Sunny Sumter Studio!
Fridge, microwave, oven, stovetop
White House on Winn

White House on Winn

White House on Winn
Sumter
10.0 out of 10, Exceptional, (5)
"The property was very nice, clean, and quiet. We had no issues and enjoyed our stay."
United States
Jana I.
White House on Winn
Dining
Rapsody among Nature Perfect 1-bedroom Guest house in Sumter for your getaway

Rapsody among Nature Perfect 1-bedroom Guest house in Sumter for your getaway

Rapsody among Nature Perfect 1-bedroom Guest house in Sumter for your getaway
2.0 star property
Sumter
Rapsody among Nature Perfect 1-bedroom Guest house in Sumter for your getaway
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 Cherryvale Hotel Reviews

Tru by Hilton Sumter

Tru by Hilton Sumter

10/10 Excellent
"Good"
Shayna 2-night trip
Posted 5 days ago
Tru by Hilton Sumter

Find out more about Cherryvale

Search for holiday rentals in Cherryvale on Expedia! You can easily find your home rentals, villas, holiday apartments in Cherryvale using one of the methods below:

  • View our selection of featured holiday rentals in Cherryvale
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  • Enter your travel dates to view the best deals on holiday rentals in Cherryvale while they last

Look no further and take a look at our great range of rental properties in Cherryvale!

Frequently asked questions

Can I find vacation rentals in Cherryvale?

Yes, we have vacation rentals close to top local attractions in Cherryvale, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Cherryvale has to offer?

Pear Tree Farm. Peaceful, Country living at its best. 12 stables. Pet Friendly : This vacation home rental outside of Cherryvale is located in a rural location and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a selection of games.

What’s there to see and do in Cherryvale?

While you're exploring the area, Palmetto Park and Swan Lake Iris Gardens are a couple of picturesque spots to get outside and enjoy nature. Shaw Air Force Base and Palmetto Tennis Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Cherryvale like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Cherryvale. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.