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Compare 102 Vacation Homes in Chester with updated reviews, rates, and availability.

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

9.8 out of 10, Exceptional, (35)
"This home is very clean and well appointed, the beds were comfortable not too firm not too soft, but just right. There was plenty of room for eight of us to stay together for a long weekend away from the daily grind. The host was in touch with us and made sure we were taken care of. We would highly recommend this home to anyone without hesitation."
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

Affordable Fun House

9.4 out of 10, Exceptional, (30)
"Nice place for a family gathering! Very helpful and friendly host. Thanks! we would stay again if we come to the area."
Affordable Fun House

The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

9.6 out of 10, Exceptional, (30)
"Everything was great. Might comsider installing some multi-outlets. 6 adults charging phones was challenging."
The price is AED 496
AED 1,007 total
includes taxes & fees
15 Apr - 16 Apr
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport

Beautiful Waterfront Home with abundant outdoor seating, pool, hot tub, grill

10.0 out of 10, Exceptional, (16)
"This property has it all. Once you arrive no need to leave. The pool, hot tub, kayaks, pool table and other amenities help create a fun and relaxing environment. The beds are comfortable and the home has plenty of spaces to hang out, play cards or just watch TV. Highly recommend."
Beautiful Waterfront Home with abundant outdoor seating, pool, hot tub, grill

COZY Downtown FORT MILL...1/2 block to MAIN STREET Restaurants* (3 bd, 2 ba)

10.0 out of 10, Exceptional, (18)
"This property was handy to downtown Fort Mill - walked everywhere!!! Kitchen was well equipped also!"
COZY Downtown FORT MILL...1/2 block to MAIN STREET Restaurants* (3 bd, 2 ba)

Delightful Victorian home with 6 bedrooms in downtown Fort Mill

2.0 star property
10.0 out of 10, Exceptional, (10)
"Gathered with guests to celebrate a birthday. Enjoyed the porch! And also the projector TV as it was the ACC tournament. Close walk to food and night life."
Delightful Victorian home with 6 bedrooms in downtown Fort Mill

Lake Wylie log cabin with Pool and King bed!

10.0 out of 10, Exceptional, (29)
"My family thoroughly enjoyed our stay here. While it was still too cold for swimming everything we needed was provided for. We enjoyed each sunset on the patio just hanging out. Property managers were quick to respond to any messages sent. Highly recommend staying here."
Lake Wylie log cabin with Pool and King bed!

Lake Wateree Home W/Covered Porch, Sunset Views & Dock

10.0 out of 10, Exceptional, (30)
"Great view. On the lake and dock outstanding. Everything good. Furniture a little dated especially the 2nd bedroom. Still a very good rental.I would book again."
Lake Wateree Home W/Covered Porch, Sunset Views & Dock

Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18

9.8 out of 10, Exceptional, (6)
"Excellent spot for a quiet, comfy family lake vacation. The cove is really lovely, peaceful and safe. Lake access is from a very well-maintained dock and walkway. Kayaks, stand-up paddleboard, many sizes of life vests were super helpful. Ideal for families. Big property in a quiet, private area. We liked that there are actually two buildings (one is an apartment above the garage), separated by the driveway. There are a lot of great things about the house. Bedrooms are big, beds are super...
The price is AED 1,571
AED 4,168 total
includes taxes & fees
20 Apr - 21 Apr
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18

North Spruce and Main

9.6 out of 10, Exceptional, (37)
"Great place to stay for the weekend!"
The price is AED 496
AED 1,007 total
includes taxes & fees
15 Apr - 16 Apr
North Spruce and Main

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

9.8 out of 10, Exceptional, (24)
"This was my second stay. Nice and cozy. Quiet and lots of room. The kitchen is large and nicely stocked. The hosts sent the info for entry, quick communication. "
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden

9.4 out of 10, Exceptional, (44)
"Cute house, close to everything. "
The price is AED 496
AED 1,007 total
includes taxes & fees
15 Apr - 16 Apr
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden

Dream Weaver is a large renovated mill house

8.8 out of 10, Excellent, (5)
"it is a nice place "
Dream Weaver is a large renovated mill house

House on Shurley - in a quiet neighborhood

House on Shurley - in a quiet neighborhood

1 Story Townhome in Rock Hill, close to Charlotte, Lake Wylie, Carowinds & I-77.

10.0 out of 10, Exceptional, (71)
"Had a nice stay with 4 of us visiting our family. It is a good location as we have family in Tega Cay, Lancaster and Charlotte."
1 Story Townhome in Rock Hill, close to Charlotte, Lake Wylie, Carowinds & I-77.

Dreamy Ridgeway Home w/ Grill on Lake Wateree!

9.8 out of 10, Exceptional, (24)
"Nestled in the woods, Half a mile down a winding trail, situated on a lake, is home away from home. Plenty of room in and around the property for children and adults. Seasonal water activities was not functional but we had a ball anyway! Beautiful home and we will be back"
Dreamy Ridgeway Home w/ Grill on Lake Wateree!

Luxurious 4-Acre Lakeside Retreat: Premier Relaxation & Entertainment!

10.0 out of 10, Exceptional, (2)
"This was the perfect place for a family vacation. Perfect mix of activities and relaxation. The house is very welcoming and comfortable. The views are amazing. We took advantage of everything the house had to offer (kayaks, fishingn fire pit, karaoke...and more)."
Luxurious 4-Acre Lakeside Retreat: Premier Relaxation & Entertainment!

7 BR Private Peninsula & Houseboat LUX Isle Beach Lake Panoramic views Hot Tub

9.8 out of 10, Exceptional, (44)
"The house and peninsula are amazing, fully stocked kitchen, plenty of room for our family, clean and had everything we needed. Rick is the nicest VRBO owner I have worked with. I have nothing but good things to say about our stay! Hoping to return this summer."
7 BR Private Peninsula & Houseboat LUX Isle Beach Lake Panoramic views Hot Tub

Charming Modern Farm House-5 min from Sport Center

9.6 out of 10, Exceptional, (23)
"Perfect place for a short trip and perfect location for our boys soccer tournament. Neighbors were great and friendly and host was on top of everything and anything. Would absolutely stay again and recommend to anyone looking "
Charming Modern Farm House-5 min from Sport Center

Dog friendly home on Cedar Pines Lake/close to downtown Lancaster

10.0 out of 10, Exceptional, (2)
"This was a perfect place to stay for our short trip to see family. It’s quiet and peaceful but close to many great restaurants. "
Dog friendly home on Cedar Pines Lake/close to downtown Lancaster
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 property types in Chester

Motel 6 Richburg, SC

2.0 star property
6.6 out of 10, (300)
"Property very clean. No bugs and smelled nice. "
The price is AED 264
AED 296 total
includes taxes & fees
15 Apr - 16 Apr
Motel 6 Richburg, SC

Inn Upon Moon River Plantation

2.5 star property
9.2 out of 10, Wonderful, (42)
"Elizabeth and Dave were gracious and hospitable, breakfast was delicious, and we would happily return to Inn Upon Moon River!"
The price is AED 521
AED 568 total
includes taxes & fees
15 Apr - 16 Apr
Inn Upon Moon River Plantation

Executive Inn Chester

2.5 star property
5.6 out of 10, (11)
"I've stayed here before with a mediocre experience when they were completely vacant, stayed there again and took me 45 minutes just to get someone back in the office so I could check in, come to find out the owner was in the office the entire time and was simply ignoring the knocks on the window and calls to the office. Stay there for 3 weeks and was notified that I had black mold in my room, was basically forced to deal with them working on my room while staying in it, I'll let the pictures...
Executive Inn Chester
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.