Vacation rentals in Chesterfield

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Top-rated vacation rentals in Chesterfield

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Superhost

Home in Ridgeway

4.71 out of 5 average rating, 45 reviews

Tish's Hideaway “Lake House”

Welcome to our cozy cabin located in the peaceful surroundings of Lake Wateree in Ridgeway, SC. Our small cabin is perfect for a couple or small family looking for a retreat away from the hustle and bustle of city life. The cabin is fully equipped with a kitchenette, comfortable queen-sized bed, and a bathroom with a shower. A covered porch, perfect for enjoying your morning coffee or a glass of wine in the evening. Just 45 minutes from Colombia, SC and a little over an hour from Charlotte, NC

Superhost

Home in Matthews

4.8 out of 5 average rating, 195 reviews

BBQ Parking Walk to Main St+Farmers Market QuietSt

Walk to cafés, trails & farmers market from this peaceful 2BR, 2BA home in a quiet low traffic street near downtown Matthews. 15 min to Charlotte. Enjoy fast Wi-Fi, washer/dryer, BBQ grill, private parking, and front/back yards with lantern-lit vibes. All new furnishings and a layout perfect for work trips or family getaways. Local coffee, parks, and dining are just steps away. Message us for our favorite spots in town...guests love the insider recs. Like your new home? Save us to your wishlist!

Guest favorite

Home in Albemarle

4.87 out of 5 average rating, 38 reviews

Swift Island Sunsets: Lakefront, Cozy, Sleeps 8

3 bedroom, plus loft, 3 bath home! Lots of light with a wall of windows in the great room, overlooking a wrap around deck with views of the lake. Large finished basement with picture window overlooking the lower level patio. The dock has a full sundeck on the top. Separate two car garage with parking for up to 4 cars. Home is fully fenced/gated in, perfect for families with small children! Bring Your boat! Relax at all 4 firepits! Watch the sunset over a game of darts or cornhole on the patio!

Superhost

Cottage in Liberty Hill

4.8 out of 5 average rating, 127 reviews

Small Lake Front Cottage on Lake Wateree

Please message us about early check in/pets/one night stays. WiFi This cozy, older lake house cottage is located on a beautiful, winding road. It offers stunning sunset views every night! The lake is famous for fishing, the home is near a marina where you can rent boats or put your own boat in and drive it to the home. There are some good hunting spots nearby, as well. This beautiful location is perfect for a peaceful fire while you enjoy the outdoors! There is wildlife galore in this oasis.

Guest favorite

Apartment in Florence

4.94 out of 5 average rating, 16 reviews

“Cozy Escape | Relax & Recharge”

Discover your perfect getaway in this beautifully furnished 2-bedroom, 1.5-bathroom retreat. Featuring sleek, updated appliances and the convenience of an in-unit washer and dryer, this space blends style and comfort effortlessly. Nestled in a prime, sought-after neighborhood, you’ll enjoy both tranquility and easy access to local hotspots. Conveniently located near Magnolia Mall. A perfect blend of shopping, dining. Book your stay and experience the best of home living with a touch of luxury!

Top guest favorite

Condo in Pinehurst

5 out of 5 average rating, 105 reviews

Newly renovated farmhouse style open concept.

Completely renovated, stylish 3-bedroom condo is perfect for group trips & Junior golf families. Newly renoved with wide open floor plan in main living area. Gourmet kitchen, 3 incredibly comfortable bedrooms and 2 brand new stunning bathrooms. Includes private laundry room in condo, coffee bar, big screen TV’s in every room, built in bench area in kitchen, very spacious living and dining area off open concept kitchen, and screened in porch out back. Condo is walking distance to The Cradle.

Top guest favorite

Home in Plaza Midwood

5 out of 5 average rating, 11 reviews

Charming House in Charlotte!

Planning your next getaway has never been easier! Thanks to this lovely 2-bedroom, 1-bath vacation rental, you'll be able to relax and enjoy all the fun Charlotte brings to your vacation. Ideally located in the historic Plaza Midwood neighborhood, this home makes it easy for you to access museums, parks, and stadiums. When not exploring, enjoy our porch, roast s'mores at the fire pit , This home has it all! Your family will be close to everything when you stay at this centrally-located place.

Guest favorite

Home in Charlotte

4.96 out of 5 average rating, 112 reviews

Chic Uptown Gem w/ Stunning Yard

Cute, cozy, well-stocked, unique, and close to everything! Features: Outdoor: - 65” outdoor smart TV - pavilion w/ mood lights, fan - large fenced yard - grill & fire pit - hanging hammock chairs - outdoor dining Indoor: - updated, modern interior - luxury memory foam beds - fully stocked kitchen - smart TV’s in every room - professionally designed Location: - 5 min to center city - 6 min to stadium - 15 min from airport - close to everything - public transportation in walking distance

Top guest favorite

Vacation home in Pinehurst

4.98 out of 5 average rating, 52 reviews

Luxury Vacation Home "Lakeside in Pinehurst"

Welcome to Lakeside in Pinehurst! This Luxury Home is located on Lake Pinehurst, featuring an outdoor deck and screened-in porch to enjoy the view. Lakeside is 5 minutes from Pinehurst Country Club, Village restaurants and bars. Enjoy this peaceful neighborhood, great for walking, with full access to the Lake. This house has 3 bedrooms, 3.5 baths and sleeps 8, California King (ensuite bath), King Bed, 2 Twin Beds, Office with Murphy Queen Bed, additional bed available for parties of 10.

Top guest favorite

Villa in Pinehurst

4.98 out of 5 average rating, 108 reviews

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

Guest favorite

Home in Pinehurst

4.97 out of 5 average rating, 35 reviews

⛳ Golf & Family Bungalow - Convenient to Village

Beautiful and very clean home located only 1 mile from Pinehurst Country Club and the Village of Pinehurst. Great indoor and outdoor living spaces make this bungalow retreat perfect for your visit to Pinehurst. Great for golfers, groups, and families. Happy to host remote workers or those looking to move to the area. Fully equipped kitchen (coffee, utensils, cookware), bedrooms (linens, comforters), and baths (soap, shampoo, conditioner) to make your visit a pleasure. 🌟🌟🌟🌟🌟

Guest favorite

Condo in Pinehurst

4.91 out of 5 average rating, 58 reviews

*Best golf-front views in all of Pinehurst!*

The location doesn’t get any better than this! “The Short Iron Inn” is the PREMIER location for golfers and non-golfers alike. Your perfect getaway starts here on the 17th green of Pinehurst No. 3. Easily walk the 500 yards to the Clubhouse for a round of golf or drinks, and spend evenings on your balcony as golfers finish their rounds. Dinner and entertainment is just steps away. You’ll be so close to all the action yet in the most peaceful setting - the best of both worlds!