Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite

The living area features a spacious sectional sofa, complemented by a rustic wooden coffee table. Two black-and-white horse photographs adorn the walls, and natural light streams in from the window, creating a relaxed environment. Decorative cushions and a lantern add subtle warmth to the decor.

Cottage in Danbury

4.96 out of 5 average rating, 243 reviews

Perfect private country getaway spot.

Unique living space attached to our covered riding arena. Approx 1500 sf area with plenty of parking in a very rural area close to hiking and swimming or rock climbing at Hanging Rock State Park, and Pilot Knob, as well as floating the Dan River or just relaxing watching the horses play in the paddock, enjoying roasting hot dogs or smores over the fire pit. Private property on our farm with many amenities, including Wi-Fi, full kitchen, 3 bedrooms, 2 baths, gym available. Very relaxing place!

Guest favorite

A serene view of the landscape is displayed, featuring two bare trees flanking either side. A vast lawn stretches toward the horizon, where the sun sets, casting a warm glow across the sky and illuminating the clouds.

Home in Belews Creek

4.96 out of 5 average rating, 104 reviews

Deer Hill - 1450 sq. ft. of Comfort & Convenience

Home away from home: This cozy home offers 2 B/R, 2 Full Baths, office, Living room, Dinning room, Den and fully equipped Kitchen. The house is situated in a private and peaceful country setting. You can enjoy a leisurely walk through the neighborhood only 1 mi. to the water. 2 miles to Belews lake public boat landing. This located is only 30 min. from Greensboro Inter. Airport, 30 min. from Winston-Salem and 40 min. from High Point. Shopping is convenient with 5 towns all with-in 5 to 10 miles

Guest favorite

The charming farmhouse presents a welcoming facade with classic architectural details. A large porch is adorned with white railings, while a pathway leads through a grassy area. The home is surrounded by trees and features a light-colored exterior complemented by decorative trim.

Home in Mayodan

4.92 out of 5 average rating, 259 reviews

Home away from home.. 20 minutes-Greensboro/Triad

Home away from home! Relax and Enjoy! Walk to the park or downtown for a late night stroll & dinner! The home has 4 bedrooms, 2 full bathrooms with hot tub, a large deck, and covered parking spaces. Fully equipped kitchen with stainless gas range, SS Refrigerator, Vented microwave! Walk in Pantry! Formal Dining Room seating 8! Hardwoods throughout! Living room w/sectional couch! Every room has Roku Tv's! ! Above ground pool is Open May-September! Hot Tub Owner is a NC Broker. Inquire now!

Top guest favorite

The exterior of a small renovated cottage features two rocking chairs on a covered porch, flanked by green shrubs. A landscaped pathway leads to the entrance. The home is complemented by a chimney and light-colored siding, with shutters adorning the windows.

Home in Mayodan

5 out of 5 average rating, 78 reviews

The Chief on Third

Welcome to our small renovated cottage. Relax and enjoy! The home features 1 full bedroom, full bath with large walk-in shower, fully equipped kitchen and laundry. Reclining sofa. Living room and bedroom have Roku tv’s and ceiling fans. Porches for relaxing. Portable sleeping cot available for 3rd guest. Short Walk to park, restaurants & bars. 2 miles to downtown Madison with restaurants, bars, boutiques and river excursions. 30 min to Martinsville Speedway, Belews Lake, & Hanging Rock Park

Top guest favorite

A dining area features a rustic wooden table adorned with a floral tablecloth. A centerpiece of gourds and autumn decorations adds seasonal charm. Above, a chandelier hangs elegantly, and a wooden bar with glass panels provides a view into the kitchen area.

Barn in Madison

5 out of 5 average rating, 65 reviews

Old World Livery Stable

Experience a piece of old time charm in one of Madison’s uniquely restored buildings. Once a thriving livery stable, this two bedroom, two bath unit will give you 1800 sq/ft of sprawling comfort. Each bedroom has its own private bathroom. Vaulted ceiling, dining room, kitchen. Many cozy nooks to relax, including a rooftop balcony overlooking the town. Enjoy our fresh roasted coffee beans, as well as our stocked ice cream freezer. Note: This is an upstairs unit with no handicap access.

Top guest favorite

A cozy studio space is featured with a queen bed adorned in white bedding and accent pillows, accompanied by a decorative throw. Natural light filters through a window alongside a neutral-toned dresser and wall art, adding simple elegance to the inviting atmosphere.

Guesthouse in Kernersville

4.97 out of 5 average rating, 118 reviews

The Bungalow at Weather Ridge

Kick back and relax in this calm, stylish space! Our private guest house is the perfect studio style space. COMFORTABLE queen bed, plus a futon for 3rd guest, dining, loveseat, full micro kitchen and full bathroom are all beautifully designed for your stay. Located at the back of acre lot in quiet, well established, neighborhood. Centrally location in the Triad: 10 minutes from Kernersville, 12 minutes from Winston Salem, 20 minutes from Greensboro, and 25 minutes from downtown High Point.

Top guest favorite

The cabin features a dark wood exterior, complemented by large windows reflecting the warm glow of the setting sun. Surrounding foliage adds a natural touch, while tall grasses in the foreground enhance the serene outdoor environment.

Cabin in Danbury

4.98 out of 5 average rating, 177 reviews

The Rocking A Frame - modern meets cozy

Retreat with us at the @rockingaframe Enjoy a getaway at our modern, cozy a-frame cabin just minutes from Hanging Rock. This 3 bedroom, 2 bath cabin is located on a secluded ridge (beautiful views) in Danbury, NC. Our cabin is only 3 miles from Hanging Rock State Park, voted by USA Today as one of the “20 Stunning State Parks Across the USA.” The Dan River (walking distance) is home to kayaking, tubing, fishing, and white-water; and Pilot Mountain State Park is just 20 miles away!

Guest favorite

A charming front porch features a wooden swing chair, inviting relaxation. The entrance is marked by a dark door, flanked by windows with shutters. Decorative elements, including a wreath and potted plants, enhance the welcoming exterior. A spacious area is visible, leading to a green lawn.

Home in Madison

4.89 out of 5 average rating, 96 reviews

Daisy’s Den

Please when booking with us keep inconsideration that this is an older country home 🏡 that we’ve fixed up alittle but not perfect, built in 1940’s. With that being said you can enjoy our small community from Belews Lake and Hanging Rock State Park 30 minutes away . We offer downtown shopping and tubing as well . Greensboro and Winston Salem are 30 minutes away. We have plenty of space for bringing your boats / jet skis for parking to our nearest belews Lake 14 minutes away

Top guest favorite

The exterior of a charming efficiency apartment is shown, featuring a covered porch with a welcoming sign. Lattice work accents the porch, while a small stone path leads to the entry. Lush greenery surrounds the building, enhancing its inviting appearance.

Guesthouse in Germanton

4.96 out of 5 average rating, 495 reviews

Mel’s country cottage. Country life near the city.

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Top guest favorite

The exterior of the home features a light grey facade with a black roof, complemented by a welcoming front porch with white railings. A single-car garage is visible to the left. Colorful flowers line the ground near the porch, adding a touch of greenery.

Home in Browns Summit

4.99 out of 5 average rating, 338 reviews

Country Comfort Entire House for Perfect Get-away

This beautiful two-bedroom, two-bath home, affectionately referred to as Patsy's Place, was built in 2017 and is perfect for a short stay or relaxing vacation. A long winding driveway leads to this private home that overlooks a three-acre pond. The heart of Greensboro is only twenty minutes away so you can enjoy the best of both worlds: getting in touch with nature or perusing local shops, dining, and entertainment. Pets are welcome with prior approval.

Top guest favorite

A cozy living area features a light-colored sofa adorned with decorative pillows and a soft throw. A wooden coffee table is set with snacks and drinks, while two stylish lamps provide warm lighting. A large wall sign displays the words 'Hope Hideaway' above the sofa.

Cottage in Eden

4.99 out of 5 average rating, 115 reviews

Hope Hideaway

If you love rich history, and privacy then you will love this peaceful oasis. As soon as you pull into the main property entrance, you will naturally leave the world behind. You will take a right by the Hope sign and come upon this adorable one bedroom cottage. You will enjoy this newly remodeled home. It features a wrap around porch, deck with grill and it’s own personal lavender garden by the fire pit. It is peaceful and cozy.

Guest favorite

A spacious bedroom features a comfortable bed adorned with decorative pillows. A large mirror is positioned beside the bed, reflecting natural light. A window showcases a view of the Clocktower, framed by light drapes that allow sunlight to filter into the room.

Apartment in Madison

4.9 out of 5 average rating, 70 reviews

The Clocktower Suite

This special place is close to everything, making it easy to plan your visit. With a beautiful view of downtown Madison and the Clocktower, you will enjoy the convenience of being within walking distance of local boutiques, distilleries, and restaurants. It is also close to the Madison Dry Goods Store and Museum (featured in the Netflix series “28 Days Haunted”), Mad Town Tubing and the Bakery 1818 special events center.