Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Top guest favourite
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
4.97 out of 5 average rating, 259 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 favourite
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, 280 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 favourite
A quaint cottage is positioned within a verdant landscape, surrounded by vibrant orange marigolds and lush greenery. Tall trees create a natural backdrop, while a clear blue sky complements the serene outdoor environment.
Cottage in Bassett
4.97 out of 5 average rating, 152 reviews

Cozy, peaceful, private cottage in the country.

Peaceful country living near Philpott Lake. Outdoors trails, hunting and fishing. Near Blue Ridge Parkway, National and State parks. Enjoy the nature in a very private, quiet cottage. Very clean non smoking, 65" TV/home theatre, WI-FI , Wood Burning Stove, and outdoor fire pit (wood provided) for your enjoyment. Come and distress yourself at Hope Haven Cottage. Pets: We welcome pets. If you have more than 2 pets, please contact us for approval. There is a pet fee of $50 for the entire stay.

Top guest favourite
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, 108 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 favourite
A spacious suite features a large bed with decorative pillows and a patterned throw. A dresser and chair are positioned near a window, allowing natural light to fill the area. A television and a small table are present, along with a comfortable seating arrangement.
Guest suite in Winston-Salem
4.99 out of 5 average rating, 313 reviews

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

Guest favourite
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.
Guest house in Kernersville
4.94 out of 5 average rating, 127 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 favourite
A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with seating. Guests are seen approaching the entrance, carrying luggage, highlighting the ease of access and inviting atmosphere of the property.
Tiny home in Madison
4.94 out of 5 average rating, 112 reviews

The Love Shack near the Dan River & Belews Lake

Cozy cottage on family farmland and acreage close to Dan River and other recreational opportunities. 2 miles 1 King Size Bed, Free WIFI with Roku Devices Blackstone flattop grill and perfect for couple looking to getaway from it all on 33 acres and with big back deck overlooking granite fire pit. 2 minutes from the Dan River Access (new Madison River Park) and nearby to canoeing, kayaking, tubing, hiking trails and the town of Madison and Belews Lake. 42 miles from new Danville Casino

Top guest favourite
Cabin in Danbury
4.99 out of 5 average rating, 207 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!

Top guest favourite
A cozy bedroom is furnished with a spacious bed covered in white linens, accented by a dark bedspread. A plush armchair and a wooden dresser are visible, with artwork adorning the walls. Natural light illuminates the room through the window, enhancing the inviting atmosphere.
Guest house in Martinsville
4.92 out of 5 average rating, 204 reviews

Private Guesthouse w/Kitchen - Minutes from Uptown

Welcome to The Blue Door on Mulberry! This private guesthouse is on a centrally-located lot at the front of Martinsville’s Mulberry neighborhood. Maintain your sense of privacy while still being close to everything Martinsville has to offer. The property is less than 5 mins from the Martinsville Uptown District, under 10 mins to the Martinsville Speedway, under 4 mins to the SOVA Hospital, and walking distance to the Virginia Museum of Natural History, Piedmont Arts, and more!

Top guest favourite
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
4.92 out of 5 average rating, 144 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 favourite
The kitchen features light wood cabinetry and blue laminate countertops. Equipped with a full set of appliances including a stove, microwave, and refrigerator, ample workspace is provided. Three bar stools with patterned fabric are situated at the counter, enhancing the inviting cooking area.
Flat in Summerfield
4.89 out of 5 average rating, 170 reviews

Cozy Apartment on Mini Farm!

Our space features a queen bed & two sleeper chairs, TV w/ Roku, full kitchen, & bath w/ walk-in tub. This is a MIL apartment attached to our house on 9.5 wooded acres. It is NOT outfitted for children. SMOKING/VAPING IS NOT ALLOWED ANYWHERE ON THE PROPERTY. Long term stays welcome! Convenient to the Triad and points beyond. It's safe & quiet, & you can roam most of the property. Multiple security cameras outside. NEW: Fenced-in yard for off-leash playtime for your dog!

Top guest favourite
The cabin features a traditional log exterior with a bold red metal roof, complemented by a welcoming front porch. Rocking chairs and a small table invite relaxation. Surrounding trees enhance the natural setting, while a path of stones leads to the entrance.
Cabin in Stoneville
4.94 out of 5 average rating, 101 reviews

1840s Log Cabin Getaway

Enjoy this traditional 1840's log cabin nestled on 11 acres of land backing up to the Mayo River State Park. Sit back and relax in the rocking chairs on the front porch, or sit by the fire. This peaceful property will provide you with an escape from your day-to-day life and bring you back into an atmosphere of times past, surrounded by nature, with modern amenities to help keep you comfortable. ***This is a historical cabin, make sure you read other details to note.***

Popular amenities for Madison holiday rentals