Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite

Apartment in Stanley

4.95 out of 5 average rating, 107 reviews

Carolina Blue Oasis

Enter 6 acre property through gated entrance, across creek bridge, to guest house, enjoy amenities from internet with wifi, Tesla EV charger, front patio area with seating & grill, covered gazebo area with seating, fire pit & tv over looking small creek, pet friendly fenced in area, the inside of guest house is warm and inviting with 12' tall living room area ceiling with lots of windows for that open feeling, full kitchen area, stackable washer and dryer, 2 individual bedrooms and 1 full bath.

Nov 29 – Dec 6

G$20,494 GYD per night

Guest favorite

Home in Waxhaw

4.98 out of 5 average rating, 538 reviews

Fox Farms Little House

Fox Farms Little House is the perfect place to unplug from your busy life...located on a horse farm in Waxhaw, it is a peaceful retreat for a couple looking for relaxation and a beautiful setting. Whether you are walking the 155 acres of trails, relaxing with a good book on the porch, or enjoying the many animals on the property, you will leave here recharged and refreshed. Minutes from downtown Waxhaw, Monroe, and 20 minutes to Ballantyne and Waverly, the Little House is close to everything.

Mar 21 – 28

G$21,166 GYD per night

Guest favorite

Home in Rock Hill

4.93 out of 5 average rating, 191 reviews

1800s Cabin on Holland Acres - Getaway or gather

Step back in time in a 1800s roadside cabin on four acres. Grill on the back deck, relax in the hot tub, soak in the claw foot tub and simply enjoy the serenity. Cabin has a full kitchen, two baths, and main floor & loft sleeping areas. You'll be minutes from downtown Rock Hill and the Event Center, restaurants, parks, & Winthrop Univ. Rural setting makes a perfect families & pets getaway; unique features make it great for gathering! Come enjoy this quaint piece of history & prepare to unwind!

Jun 1 – 8

G$28,528 GYD per night

Guest favorite

Home in Newberry

4.97 out of 5 average rating, 152 reviews

Nice CLEAN close to I26 downtown Newberry quiet

NO CATS! We manage and clean our home personally. It is a newer , super clean home that sits on an acre and a half of land. Close to downtown newberry, 7 mile. And 30 mile from Columbia/Irmo. About 4 mile to get on I-26 . easy to get to, off 176 on a nicely paved dead end road ,right near Sumter National Forest. There are beautiful country roads to ride bikes!! We are not fancy but we are super clean, and super comfortable, with everything you need. NO CATS , ALL DOGS MUST BE APPROVED !!

Sep 10 – 17

G$16,202 GYD per night

Guest favorite

Guesthouse in Fort Mill

4.95 out of 5 average rating, 128 reviews

Carriage House Suite on Lake Wylie

The view! Our peaceful studio has everything you need to enjoy your time with us including an amazing view of the lake. It has a full kitchen, tiny bathroom and laundry. It’s close to a LOT of outdoor activities: swimming, boating, river rafting/kayaking, golfing, zip lining, biking, hiking, and walking. From studio, its only 15 minutes to Carowinds Amusement park, 25 minutes to Charlotte, NC or Airport. An easy drive to big city attractions. At days end, relax and enjoy dinner by the lake!

Oct 1 – 8

G$32,461 GYD per night

Guest favorite

Cabin in Chesnee

4.98 out of 5 average rating, 184 reviews

Upstate Spartanburg Area Close to GSP or Tryon, NC

A 20 acre horse and flower farm. The cabin has private fenced in yard and parking area. Full kitchen, W/D, Cable, WIFI, & BBQ Grill. A queen size Futon in the living room & queen size Beautyrest Black mattress in the bedroom. The front porch is a great place to allow your dog to sleep and stay in a fenced in yard. Conveniently located near Spartanburg and easy access to Greenville. We are a long-term housing solution for you and your pet while you sell or buy your home moving to the area.

Dec 12 – 19

G$23,977 GYD per night

Guest favorite

Cottage in Gilbert

4.97 out of 5 average rating, 104 reviews

Peaceful, Lakefront Cottage

Our simple, unique (octagonal) cottage is ready for you to enjoy as you take in the serenity of Lake Murray! Have a meal on the spacious deck, go swimming/fishing from the dock, or just relax and observe the many fish, turtles and birds that live in this quiet cove. Our boat is on one side of the dock, and you’re welcome to use the other side for yours. There is a public boat ramp less than a mile away. Siesta Cove is the next cove over and has a general store and gas pumps for your boat.

Sep 2 – 9

G$27,238 GYD per night

Guest favorite

Guesthouse in Locust

4.94 out of 5 average rating, 260 reviews

Tiny Blue

This true Tiny House is surrounded by woods near the end of a pretty Carolina country road, close to vineyards and lakes. “Tiny Blue” is 200 square feet of space- and energy-efficient living, equipped with 2 lofts a full-size bed and a smaller single loft bed. There’s also an attached deck that’s about the same size as the house The whole setup is perfect for those who love the peace, simplicity, and small carbon footprint of camping, but want to be comfortable too.

Mar 7 – 14

G$17,020 GYD per night

Guest favorite

Home in Chester

5.0 out of 5 average rating, 10 reviews

The Bell House: Grand Victorian with Pool/Hot Tub

This beautiful old lady is called The Bell House and is perfect for your next family gathering or getaway! She has tons of outdoor living spaces, oversized rooms to ramble around in, and a 30ft saltwater pool (May-Sept) and small hot tub to relax in. Your stay can be romantic, relaxing, or maybe even a little spooky depending on your mood! **NOTE**: There is NO CLEANING FEE and check out is at noon to make things stress free when you leave.

Nov 2 – 9

G$46,418 GYD per night

Guest favorite

Apartment in Fort Mill

4.98 out of 5 average rating, 187 reviews

Comfy, Cozy, Apartment, private entrance

Private Apartment in peaceful & quiet neighborhood. Access entire second floor with a kitchen, living room, high speed internet, large bedroom all from a private entrance and stairwell. Enjoy a Large Queen master with full bath & shower for relaxation. A finished attic is great for children & includes two twin beds. Close to I-77. Charlotte, churches, eateries, downtown Fort Mill, shopping, hiking trails and Airport is 25 minutes.

Sep 21 – 28

G$18,191 GYD per night

Guest favorite

Guesthouse in Rock Hill

4.98 out of 5 average rating, 107 reviews

Cove Cottage, Lakefront Retreat + Kayaks

Find true rest or spark creative genius at this unique and tranquil getaway. Created for the solo retreat or a couples weekend away, this studio space offers the perfect backdrop in nature. You will find yourself surrounded by beauty whether that be curled up inside with large windows facing acres of woodland wearing the colors of the season, or near the calm water on our cove.

Mar 22 – 29

G$24,938 GYD per night

Guest favorite

Guest suite in Clinton

4.99 out of 5 average rating, 195 reviews

College View Cottage & Saltwater Pool

Spacious Private Apartment in Lovely Home. You will enjoy the entire lower level of the main house (apprx. 876 sq. ft.) that has a separate, private entrance. Just a block from the campus of Presbyterian College in a quiet, safe neighborhood. My home is also steps from the campus of the Thornwell Home for Children and Thornwell's Lush Acres Farm.

Nov 18 – 25

G$21,458 GYD per night