Holiday houses in Madison

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Top-rated holiday rentals in Madison

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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, 281 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
An open dining area features a large wooden table surrounded by several chairs. Natural light enters through a sizable window, illuminating a cozy living space with a comfortable sofa and a fireplace. The room is designed with a neutral color palette and elegant furnishings.
Home in Starmount Forest
5 out of 5 average rating, 228 reviews

Charming Newly Renovated Starmount Forest Home

Starmount Forest is a quiet upscale neighborhood in the heart of Greensboro. Located just half a mile from upscale dinning and shopping In Friendly Center. This Spacious 2300 sq ft home features an inviting open floor plan with a large kitchen, den, living room and sunroom. The Kitchen is fully equipped with stainless appliance and everything you need to cook your favorite meal. New Furnishings throughout, master bath boasts large walk in shower, and every bedroom is equipped with a smart TV.

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, 317 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.

Top Guest favourite
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, 85 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.

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.
Guesthouse 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, 209 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 living area is showcased with a grey sectional sofa positioned in front of a media console and television. A round dining table and chairs are visible, along with a wall-mounted clock and natural light coming through nearby windows.
Apartment in Bassett
4.99 out of 5 average rating, 110 reviews

The Porch at Fairystone

The Porch at Fairystone is your home away from home. This 1 bedroom 1 bathroom vacation home boasts a large open concept with the living area, kitchen and dining area all in one large room. Through a beautiful barn door you’ll find your bedroom and in-unit laundry closet with washer and dryer. Enjoy a beautiful outdoor dining space with chairs for 3 and a grill to cook your favorite meals. Just minutes away from Fairystone State Park, Goose Point, and Philpott Marina, Dam and Lake.

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.
Guesthouse in Martinsville
4.91 out of 5 average rating, 208 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, 146 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 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, 103 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