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, 282 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 modern living area features a stylish sofa adorned with patterned pillows, accompanied by a classic armchair and a round coffee table. The kitchenette is visible in the background, showcasing a bar with seating and sleek appliances, while natural light floods through the sliding glass doors.
Guest suite in Green Valley
4.97 out of 5 average rating, 193 reviews

Clean, modern, renovated in-home apartment

The Flat at Friendly is a renovated 700 sf lower level apartment of a mid-century home-- an easy 4 minute walk to Friendly Center; Greensboro's premier shopping, dining and entertainment destination which neighbors The O'Henry and Proximity Hotels. Features a stylish living room, modern kitchenette, new bathroom and queen bedroom. Keyless entry makes check-in and check-out easy. 5G WIFI Network. Walk to two of the area's most visited outdoor attractions: the Bog Garden and Bicentennial Garden.

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, 229 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
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, 153 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 modern kitchen features sleek cabinetry and stainless steel appliances. A central island with barstools provides a casual dining space. Natural light enters through frosted glass doors, enhancing the bright and airy environment. A decorative plant sits atop the island, adding a touch of greenery.
Guesthouse in Greensboro
4.98 out of 5 average rating, 131 reviews

Sunset Hills Carriage House! King Bed

Industrial Chić Abode in Beautiful Sunset Hills! Close to Everything with all the comforts of home. The Carriage House offers a private self contained guesthouse located behind our house ( 485 sq ft studio ) Safe upscale neighboorhood. Comfy King Bed! We have a pullout Queen sofa bed available for extra guests! 2 car max, NO SMOKING OR PETS! Walkable to UNCG and 2 minutes from everywhere you want to be! Close to Lindley Park favorites at the corner, UNCG, Downtown and Greensboro Coliseum.

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
4.98 out of 5 average rating, 323 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, 87 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 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, 113 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!

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, 211 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, 150 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

Popular amenities for Madison holiday rentals