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Compare 99 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 SAR 507
SAR 1,029 total
includes taxes & fees
16 Apr - 17 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 SAR 1,188
SAR 3,812 total
includes taxes & fees
21 Apr - 22 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 SAR 507
SAR 1,029 total
includes taxes & fees
16 Apr - 17 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 SAR 507
SAR 1,029 total
includes taxes & fees
16 Apr - 17 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

stayAPT Suites Rock Hill

2.5 star property
8.6 out of 10, Excellent, (168)
"Very good "
The price is SAR 507
SAR 562 total
includes taxes & fees
23 Apr - 24 Apr
stayAPT Suites Rock Hill

Home away from home

9.8 out of 10, Exceptional, (88)
"Property was clean and the ciew from the deck was fantastic! "
Home away from home

Charlotte Glamping Dome- Fawn and Fern Hideaway

10.0 out of 10, Exceptional, (40)
"Super cute and extremely clean. Best of both worlds of camping but had most things you’d want while traveling "
The price is SAR 641
SAR 1,141 total
includes taxes & fees
12 May - 13 May
Charlotte Glamping Dome- Fawn and Fern Hideaway
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.