Photo by A Jaunt With Joy

Search Vacation Homes in Chester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

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

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill
Property grounds

Bright & Cheery Bungalow - Mins to Downtwn Fort Mill

9.8 out of 10, Exceptional, (35)
"Our host Courtney was wonderful...left us snacks and coffee..house was clean and comfortable..even had a Christmas tree. Would rent again and highly recommend this property"
Bright & Cheery Bungalow - Mins to Downtwn Fort Mill
Affordable Fun House
Property grounds

Affordable Fun House

9.4 out of 10, Exceptional, (32)
"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
Exterior

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

9.6 out of 10, Exceptional, (30)
"It was cute and private. Beautiful garden right by the property"
The price is AED 496
AED 1,011 total
includes taxes & fees
5 May - 6 May
The Garden Spot - Next to Glencairn Garden, near Winthrop & RH indoor sport
Beautiful Waterfront Home with abundant outdoor seating, pool, hot tub, grill
Terrace/patio

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

10.0 out of 10, Exceptional, (16)
"This was the perfect place for our family to gather and relax together The hot tub was the perfect touch as some evenings were cool. Great beds and comfortable atmosphere for us to enjoy time with our grown children and grandchild."
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)
Living area

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

10.0 out of 10, Exceptional, (19)
"One of our favorite places to stay in Fort Mill. We hope to stay there again soon. "
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
Interior

Delightful Victorian home with 6 bedrooms in downtown Fort Mill

2.0 star property
10.0 out of 10, Exceptional, (10)
"Came down to watch the Mayo Bowl. Great place to host the entire family. Close to Charlotte and a lot of great restaurants within walking distance. Enjoyed our stay."
Delightful Victorian home with 6 bedrooms in downtown Fort Mill
Lake Wylie log cabin with Pool and King bed!
Exterior detail

Lake Wylie log cabin with Pool and King bed!

10.0 out of 10, Exceptional, (29)
"We were more than impressed with our rental. Given all the amenities provided, we wanted for nothing. It was the best stocked kitchen we've ever experienced with a house rental. Kudos to the owner!"
Lake Wylie log cabin with Pool and King bed!
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
Property grounds

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

10.0 out of 10, Exceptional, (31)
"loved our stay."
Lake Wateree Home W/Covered Porch, Sunset Views & Dock
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
Terrace/patio

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

9.8 out of 10, Exceptional, (6)
"Very beautiful property. Very easy check in process and great communication with property only."
The price is AED 1,146
AED 3,755 total
includes taxes & fees
7 May - 8 May
Pet-Friendly Lake Wylie Home w/Private Dock, Beach, Kayaks, & Hot Tub! Sleeps 18
North Spruce and Main
Fridge, microwave, oven, stovetop

North Spruce and Main

9.4 out of 10, Exceptional, (38)
"Great place to stay for the weekend!"
The price is AED 496
AED 1,011 total
includes taxes & fees
5 May - 6 May
North Spruce and Main
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
Fridge, microwave, oven, stovetop

Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop

9.6 out of 10, Exceptional, (25)
"We were in town for a volleyball tournament. This cute little house was perfect for the 4 of us. The kitchen had all the things we needed to prepare meals. We had a great stay and the convenience of the location was perfect! "
Millie the Mermaid - Renovated Mill house circa 1906 Near Winthrop
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (46)
"Such an amazing property! Very safe neighborhood and very well maintained. Definitely will stay there again."
The price is AED 496
AED 1,011 total
includes taxes & fees
5 May - 6 May
The Mill Hippie- Renovated in Aragon c.1940 Near Winthrop & Glencairn Garden
Dream Weaver is a large renovated mill house
Fridge, microwave, oven, stovetop

Dream Weaver is a large renovated mill house

9.2 out of 10, Wonderful, (7)
"Nice property, location great for us needing to be near Winthrop Uni, very clean. "
The price is AED 533
AED 1,060 total
includes taxes & fees
8 May - 9 May
Dream Weaver is a large renovated mill house
House on Shurley - in a quiet neighborhood
Fridge, microwave, oven, stovetop

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.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (72)
"Property worked out great for our visit. Nice, quiet area, conveniently located to restaurants/stores. Checkin/out was a very easy process and owner was readily available to answer all our questions. Will stay here again and definitely recommend. "
1 Story Townhome in Rock Hill, close to Charlotte, Lake Wylie, Carowinds & I-77.
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
Fridge, microwave, stovetop, dishwasher

Dreamy Ridgeway Home w/ Grill on Lake Wateree!

9.8 out of 10, Exceptional, (24)
"Large and spacious."
Dreamy Ridgeway Home w/ Grill on Lake Wateree!
4.2-Acre Lakefront– Karaoke, Pool Table & Fishing!
Outdoor dining

4.2-Acre Lakefront– Karaoke, Pool Table & Fishing!

10.0 out of 10, Exceptional, (3)
"A wonderful place to stay and just enjoy time together as a family!!"
4.2-Acre Lakefront– Karaoke, Pool Table & Fishing!
7 BR Private Peninsula & Houseboat LUX Isle Beach Lake Panoramic views Hot Tub
Outdoor dining

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

9.8 out of 10, Exceptional, (45)
"Simply incredible property with outstanding hospitality from the owners!"
7 BR Private Peninsula & Houseboat LUX Isle Beach Lake Panoramic views Hot Tub
Charming Modern Farm House-5 min from Sport Center
Fridge, microwave, oven, stovetop

Charming Modern Farm House-5 min from Sport Center

9.6 out of 10, Exceptional, (23)
"Very specious for family of 5! We really enjoyed our stay!"
Charming Modern Farm House-5 min from Sport Center
Dog friendly home on Cedar Pines Lake/close to downtown Lancaster
Fridge, microwave, oven, stovetop

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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chester

stayAPT Suites Rock Hill
Interior

stayAPT Suites Rock Hill

2.5 star property
8.6 out of 10, Excellent, (171)
"The stay was great felt like I never left home "
stayAPT Suites Rock Hill
Charlotte Glamping Dome- Fawn and Fern Hideaway
Outdoor dining

Charlotte Glamping Dome- Fawn and Fern Hideaway

10.0 out of 10, Exceptional, (40)
"Everything was exactly what we were looking for. Great views all around and super peaceful. Will 100% return and recommended! "
The price is AED 628
AED 1,117 total
includes taxes & fees
5 May - 6 May
Charlotte Glamping Dome- Fawn and Fern Hideaway
Lake Wylie log cabin with Pool and King bed!
Exterior detail

Lake Wylie log cabin with Pool and King bed!

10.0 out of 10, Exceptional, (29)
"We were more than impressed with our rental. Given all the amenities provided, we wanted for nothing. It was the best stocked kitchen we've ever experienced with a house rental. Kudos to the owner!"
Lake Wylie log cabin with Pool and King bed!
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.