Madison vacation rentals

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Top-rated vacation rentals in Madison

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of the red barn-style home features large floor-to-ceiling windows, offering impressive views of the surrounding nature. A wooden deck extends from the house, furnished with a dining table and chairs, ideal for outdoor meals or relaxation.

Cottage in Hillsville

4.94 out of 5 average rating, 157 reviews

"The Little Red Barn" - Stunning Sunrises in Style

BillyRating, 5 stars1 week ago

My wife and I had a great stay at the little red barn! It was a beautiful peaceful place to sit and watch the sun come up. Perfect weekend getaway and Rebecca was an extremely helpful and communicative host. We were blessed to be there.

Guest favorite

A spacious deck overlooks the serene lake, featuring comfortable seating and a decorative rug. Lush greenery surrounds the water, creating a peaceful atmosphere. The clear blue sky reflects on the calm surface of the lake, enhancing the tranquil scenery.

Home in Lexington

4.96 out of 5 average rating, 229 reviews

"Heaven Hill" High Rock Lake Front Escape

JenniferRating, 5 stars1 week ago

Heaven Hill lives up to its name. It was a beautiful and peaceful place to spend a couple of days. It has everything you could need for a get away. The house is cute and clean. My mom loved the view of the water and a comfortable place to sit and read a book. My daughter loved the TV in her bedroom and the comfy bedding. And my son enjoyed having a man cave (downstairs) to himself and being able to sit on the dock. We played trivia in the living room, made waffles at the breakfast bar, and played cards at night on the downstairs porch. When I accidentally locked us out of the house, our hosts were quick to respond and help us get back in. Their responsiveness saved our one day in town to go antique shopping and to get some great burgers. The only concern we had for our stay is the steep incline of the driveway/stairs. We parked on the main road and had to lug everything down to the house. My mom is 78 and that was a bit much for her. Other than the driveway, it was a perfect 10.

Guest favorite

A serene view of the lake is framed by tall trees with autumn leaves scattered on the ground. A wooden dock extends into the water, creating a peaceful spot for fishing or relaxing. The tranquility of nature is emphasized by the soft sounds of water.

Home in Lexington

4.81 out of 5 average rating, 138 reviews

Pinnacle of Relaxation

CaitlinRating, 5 stars1 month ago

Sallie was very accommodating to our last minute need for an Airbnb when our closing was delayed 2 days. She always responded to messages very quickly and was very kind to our family. We will absolutely stay here again. The view of the lake from the private dock and having a private guest house in addition to the main home was wonderful!

Guest favorite

A bright kitchen is equipped with modern appliances, including a refrigerator and microwave. The black and white checkered floor complements light cabinetry. Bar stools are positioned at the kitchen island, while a large window allows natural light to fill the space.

Apartment in High Point

4.94 out of 5 average rating, 95 reviews

Cute Cottage Condo

TommyRating, 5 stars3 weeks ago

Once you get past the dingy carpeted stairs up to the apartment and open the door - the place is great. Great decor and amenities in a historic and quaint setting. The traffic can be a bit loud at times due to the antique windows. But I get it with historical tax credits et al. Convenient location with good parking and lots of stuff close by.

Superhost

The kitchen features warm wood cabinetry and modern stainless-steel appliances. A central island with a wooden countertop provides seating for two. Natural light enters through the open layout, with a living area visible in the background near a mounted television.

Home in Danville

4.82 out of 5 average rating, 11 reviews

Althea's Cottage

JulianaRating, 5 stars3 weeks ago

A small home away from home. This cottage is clean, comfortable, with perfect decorations and furniture. Comfy bed and pillows with lots of space for a cottage. Fast Wifi and 2 Roku TVs with climate control in living room and bedroom. A very responsive and helpful host is a major plus. Located in a quiet small neighborhood close to downtown Danville. We enjoyed the outdoor patio, where you can listen to the birds and the river flowing over the dam. A great place to get away to relax and unwind for a bit.

Top guest favorite

A modern kitchen is showcased with white cabinetry and granite countertops. Appliances include a refrigerator, oven, and dishwasher. Shelves display plants and books. A laundry area is visible with stacked washer and dryer units, providing convenience and functionality.

Home in Jamestown

4.98 out of 5 average rating, 170 reviews

Downtown Jamestown, quiet, clean and spacious!

Tony ClarkRating, 5 stars3 weeks ago

The home was clean and well appointed. Beautiful yard and front and back porch is great for morning coffee. Safe neighborhood and close to Main Street in Jamestown with shopping and dining . Host was Wonderful! We will be staying again soon !

Guest favorite

A wooden dock extends over the calm waters of High Rock Lake, flanked by two green chairs and a bench. The lake is visible in the background, surrounded by trees, with homes partially visible across the water under a partly cloudy sky.

Cottage in Lexington

5 out of 5 average rating, 21 reviews

Heron Cottage, Cozy lake-side stay for the family

JeremyRating, 5 stars9 months ago

This place was the best “staycation” for us as we only live 30 minutes away but we wanted to “live the lake life” for a week! I know that lake like the back of my hand but seeing it from waking up to the sunrise on from beautiful back porch views to taking in the sunset and after dark on the dock fishing til I can’t fish anymore, nothing beats living on the lake even if it was for a week. Enjoying the lake while staying on the lake beats everything there ever could be, and this house is perfect for it! The yard is perfect for the dogs and the neighbors are so nice! The house has plenty of room for what you need as most of the time is spent outside! Loved every bit of it

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What guests are saying

Good View Bungalow

5 out of 5 average rating, 66 reviews4 days ago

Another lovely stay at the Buena Vista Bungalow (BVB)! We were so happy to be back -- we visited with our Wake Forest student :); hosted a small group of his friends for dinner one evening; toured the lovely and very close Reynolda Museum and grounds as well as Graylin; popped into the new Bobby Boy Bakery location in the WS Bottleworks Bldg (very cool!); and hosted our family Easter brunch, among other activities. BVB is a perfect location with plenty of space to relax, cook, be together as a family, etc. -- we always feel right at home. ...and the decor is so lovely! We will be back. :) Thank you, Lori Lynn!

Home in Winston-Salem

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Popular amenities for Madison vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Madison

Top guest favorite

A screened-in porch is adorned with lush potted plants and comfortable seating. Two chairs face each other beside a small table, offering a peaceful spot to relax. Natural light filters through the screens, enhancing the view of the greenery outside.

Home in Greensboro

5 out of 5 average rating, 67 reviews

RusticParaiso: Unique Stay for Intimate Gatherings

RobertRating, 5 stars1 week ago

Betty was super accommodating and the place was perfect for our large group to remain together under one roof. Would stay again for sure.

Top guest favorite

An outdoor dining area is illuminated by string lights, surrounding a simple table set for two. A grill is covered nearby, while flower pots add color to the space. The wooden platform is framed by a wooden fence, creating a cozy and private atmosphere.

Apartment in Bassett

5 out of 5 average rating, 60 reviews

The Porch at Fairystone

AlbertRating, 5 stars1 week ago

I have stayed at this place multiple times and every time it exceeds my expectations. Very clean, and enough space to not feel cramped at all. TV with streaming and great wifi made my stay enjoyable. Slept great in the bed and Spencer was always willing to communicate quickly and accommodate my stay.

Superhost

The exterior of a split-level home is visible, framed by lush green foliage. A wooden pathway leads to the entrance, with several small windows allowing natural light to enter. The warm brown tones of the siding complement the surrounding nature.

Condo in Hillsville

4.5 out of 5 average rating, 12 reviews

Wonderful view 2/2 Villa.A place to enjoy peace.

JenniferRating, 5 stars11 months ago

We would definitely stay here again. Bathrooms and kitchen were spotless. On a clear day we had a beautiful view of the mountains and the valley below. Quaint shopping in Fancy Gap. Check out the wings and a beverage at Creek Bottom Brewing in Galax. Short trip to Mt Airy NC. We left feeling refreshed.

Top guest favorite

The exterior of a spacious home is depicted, featuring a welcoming porch and a prominent sloped roof. Large windows offer stunning views of the surrounding hillside and distant mountains. The driveway leads to a two-car garage, enhancing the property's charm amidst a natural landscape.

Home in Galax

4.98 out of 5 average rating, 43 reviews

Lovely 5-bedroom home with panorama views

NadiyahRating, 5 stars4 months ago

The pictures don’t do it justice! Cathy’s place was wonderful for our family (11 people - 3 kids, 8 adults). It was beautiful, clean, great views, and more than enough room for everyone. My dad is disabled so it was important to find a place with a main floor master. Cathy’s main floor master was accessible and extremely disability friendly. My whole family had an incredible time. Our favorite part was definitely the deck and the amazing views! We will definitely be back again.

Guest favorite

A spacious dining area features a long dark wood table surrounded by upholstered chairs. Natural light streams through the large window, highlighting a simple centerpiece. An adjacent room is partially visible, enhancing the open layout of the home.

Home in Colfax

4.91 out of 5 average rating, 54 reviews

SuperHost ~ Spacious Home with 5 King size beds!

ElanaRating, 5 stars3 days ago

very thankful to Wes. The house was beautiful and felt right at home, clean and comfortable. We love to cook.The kitchen provided enough space, beautiful equipment made it easy. loved being able to sit outside and enjoyed everyone company. We most definitely rent feom.Wes again. Thank you

Top guest favorite

A welcoming cabin is set amidst lush greenery, featuring a broad covered porch with a slanted roof. Four outdoor chairs surround a stone fire pit, inviting relaxation. A vibrant flag flutters gently in the breeze, adding a pop of color to the peaceful setting.

Cabin in Fancy Gap

5 out of 5 average rating, 19 reviews

Cabin In The Woods.

SelmaRating, 5 stars5 months ago

What an incredible, warm and comfortable cabin. It was the perfect base to explore local towns or just relax and stay in and enjoy the cabin experience! It’s so beautifully decorated. We wish we could have stayed longer. Gerald is an extremely thoughtful host and had great local suggestions. Highly recommend this little piece of heaven!!

Guest favorite

A spacious home is nestled on a 3-acre property, surrounded by trees and landscaped gardens. A winding driveway leads to the entrance, framed by lush greenery and colorful blooms, providing a welcoming approach to the residence.

Home in Winston-Salem

4.86 out of 5 average rating, 7 reviews

Private oasis right in town

BeverlyRating, 5 stars6 months ago

The home was inviting, clean and comfortable. The host was friendly and accommodating. They had some toys my grandson could play with. The back yard was large and had a zip line. Their home was warm and cozy. Wonderful place to stay!

Superhost

A serene garden scene is captured, featuring blooming pink flowers framing a peaceful pond. A wooden bridge crosses over the water, surrounded by lush greenery and colorful plants, creating a tranquil space for relaxation. The glimpse of a home is visible in the background.

Home in Ararat

4.86 out of 5 average rating, 29 reviews

vacation paradise

DiannRating, 5 stars7 months ago

This couldn't be more private or peaceful...the grounds are beautiful with trees, flowers, two fountains, so many places to sit and relax and then you have a pool and hot tub. A beautiful area to dine outside with a grill. Our dogs loved exploring the yard. Stefi offers many ideas on places to visit and to eat, which was so helpful. We will definitely book with Stefi again.

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Madison vacation rentals

Top-rated vacation rentals in Madison

Pontificator's Perch Cabin by Buffalo Mtn Getaway

Delightful 1BR Camper/RV-Glamping in the City

Escape to County "Top Cabin" Hot tub, Fire pit

Good View Bungalow

New! Modern Ranch House

The “Cedarbrook Retreat”

Modern Stylish 3bedroom Getaway

Convenient HP Location;Private backyard

Lakefront Home W/Hot Tub

Haymes' Guest Cottage

Our Happy Place On The Lake

Charcoal Cottage-Historic Renovated Winston Home

Vacation rentals for every style

Popular amenities for Madison vacation rentals

Other great vacation rentals in Madison

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