Madison vacation rentals

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Top-rated vacation rentals in Madison

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Guest favorite

Cabin in Madison

4.95 out of 5 average rating, 114 reviews

Adorable cedar cabin hideaway

Our cozy, warm cabin is set in a tranquil, picture perfect pine grove. A three minute walk to Davis Pond and 15 minutes from North Conway and ski resorts. The perfect getaway spot whether you need to unplug or plan an adventure. The home is comfortable and modern without compromising the rustic White Mountain charm, outfitted with all the amenities, a work station and a full outdoor space. We have put a lot of thought into this space and are confident that it will translate into a magical stay.

Oct 9 – 16

R4,852 ZAR per night

Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 418 reviews

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Sep 18 – 25

R2,333 ZAR per night

Guest favorite

Cabin in Conway

4.95 out of 5 average rating, 291 reviews

N. Conway…Cozy Cabin, Centrally Located

Our newly renovated cabin is family friendly (childproofed), stylish, and cozy with lovely wooden accents throughout! It is newly furnished and has brand new mattresses! This cabin is wonderfully located just off of Westside Rd. a mere skip away from Echo Lake, Cathedral Ledge, Diana's Baths etc...It is a 5 - 8 minute drive to North Conway Village and Cranmore Ski Resort; and a 5 - 8 minute drive from Settler's Green Outlets, grocery stores etc...with numerous other popular destinations nearby.

Dec 15 – 22

R2,542 ZAR per night

Guest favorite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Experience the glory of the seasons from our newly remodeled studio apartment nestled in the woods of New Hampshire’s White Mountains. The apartment has its own private entrance, clean, modern furnishings with a soft contemporary color scheme. We live at the end of a 2.8 mile state designated scenic dirt/gravel road, on 50 acres with a beaver pond, relaxing spaces and colorful gardens. All of this is within 20 minutes of North Conway's shopping and its' majestic mountains, lakes and rivers.

Dec 12 – 19

R2,333 ZAR per night

Guest favorite

Apartment in Tuftonboro

4.97 out of 5 average rating, 267 reviews

Apartment CenterTuftonboro minutes from Wolfeboro

This is a spacious lower- level apartment 1000 sq ft in our home . Our guests will have complete privacy with convenience parking . It features a large master bedroom and cozy second bed room. You have a large private kitchen , living room , a bathroom and laundry room . Our area offers many activities as well as shopping in historic down town Wolfeboro. A very short drive to all the best things that Lake Winnipesaukee offers. Please read all our description before booking . Thanks so much

Nov 1 – 8

R2,788 ZAR per night

Guest favorite

Guest suite in Albany

4.89 out of 5 average rating, 361 reviews

Mountain Hideaway

Two private rooms with full bath in private home. Includes separate entrance sharing only a mud room. Downstairs room has a refrigerator, microwave, and toaster oven, coffee and tea provided. Located in a beautiful rural setting with mountain views adjacent to the National Forest and Tin mt conservation center. Only 1 mile from the Kancamangus Highway, route 16 and Conway. Minutes from outdoor activities: skiing, biking hiking, paddling and snowshoeing. Many restaurants and shops nearby.

Mar 11 – 18

R1,988 ZAR per night

Superhost

Apartment in Porter

4.86 out of 5 average rating, 318 reviews

The Carriage House Apartment

A unique and inviting second floor apartment. Located in what was originally a carriage repair shop. Renovated into living space, the apartment offers a comfortable living room with high ceilings and exposed beams. A well equipped kitchen area, bedroom with two double beds and full bathroom. Our beautiful area offers a variety of activities including a scenic town beach a short walk down the road, hiking trails for all level, antique shops, great restaurants, seasonal fairs, and orchards.

Jan 6 – 13

R2,326 ZAR per night

Guest favorite

Home in Albany

4.81 out of 5 average rating, 370 reviews

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Jun 17 – 24

R1,435 ZAR per night

Superhost

Condo in Conway

4.8 out of 5 average rating, 131 reviews

Cozy condo with North Conway at your finger tips!

One bedroom condo close to all the North Conway area has to offer. In a large, old 19th century building that was once part of a local resort in its day, this is a 500 square foot one bedroom condo with a full kitchen, bathroom, living room and private front porch. Whether it's skiing, biking, hiking, shopping or dining you are after, this is the center of it all. 1mi to Cranmore 1.4mi to downtown North Conway Walking distance to Whittaker Woods and short drive to many more trails

Sep 17 – 24

R1,891 ZAR per night

Guest favorite

Cabin in Madison

4.98 out of 5 average rating, 112 reviews

Gorgeous Log Cabin w/ Hot Tub & Fireplace

Bring the entire family and escape to our secluded mountaintop log cabin. Just 1 min. from King Pine Ski Area and 15 miles from North Conway, Bella Bear Cabin is a one-of-a-kind retreat. Enjoy 2,500 sq ft of space, a massive fireplace, oversized master suite, 2 additional bedrooms, and a finished basement with twin over full bunk beds and a game room. Outside, three separate decks await, along with a pristine six-person hot tub. Don't miss this unforgettable escape!

Dec 20 – 27

R14,388 ZAR per night

Guest favorite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

May 25 – Jun 1

R2,269 ZAR per night

Guest favorite

Cabin in Tamworth

4.99 out of 5 average rating, 103 reviews

Mountainside Retreat! Great Views! Cosy & Private!

Mountainside Cottage! A Cozy Escape with Wonderful Views of the Mountains. Very Private, Romantic & Luxurious stay in the Woods of NH. Visit the town of Tamworth, head up to North Conway for Mt. Washington scenery, or head south to the Lakes Region. All less than an hour away, then escape the traffic and retreat to the remote and quiet of your Mountain Cottage. We provide everything you will need for your stay, just bring a sense of adventure! Pets Yes!

May 18 – 25

R2,818 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Madison vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Madison's top sights

Rosie's Restaurant19 locals recommend

Songbird6 locals recommend

Community Market & Deli13 locals recommend

Dollar General3 locals recommend

White Lake Speedway17 locals recommend

Madison Boulder Natural Area10 locals recommend

Other great vacation rentals in Madison

Guest favorite

Cottage in Conway

4.91 out of 5 average rating, 159 reviews

Jim's place

Apr 20 – 25

R2,137 ZAR per night

Guest favorite

Cottage in Sandwich

4.92 out of 5 average rating, 274 reviews

Ole Isre Camp

Dec 26 – Jan 2

R1,465 ZAR per night

Superhost

Cottage in Freedom

4.78 out of 5 average rating, 438 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Feb 2 – 9

R2,795 ZAR per night

Guest favorite

Cottage in Conway

4.95 out of 5 average rating, 281 reviews

20ft from the Water with Mountain View!

Nov 3 – 10

R3,630 ZAR per night

Guest favorite

Home in Madison

4.98 out of 5 average rating, 123 reviews

Beautiful Getaway Chalet - Mountain Views!

Dec 1 – 8

R5,427 ZAR per night

Guest favorite

Apartment in Campton

4.92 out of 5 average rating, 165 reviews

White Mountain is a Special Place

Aug 22 – 29

R1,788 ZAR per night

Superhost

Apartment in Chocorua

4.81 out of 5 average rating, 195 reviews

Sweet 2 bedroom apartment

Jul 21 – 28

R2,597 ZAR per night

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 119 reviews

Riverpine Retreat - clean&bright waterfront home

Jun 8 – 15

R2,577 ZAR per night

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Other great vacation rentals in Madison

Guest favorite

Cabin in Madison

5.0 out of 5 average rating, 66 reviews

Cozy & Charming Custom Log Home in Madison

Aug 26 – Sep 2

R5,993 ZAR per night

Guest favorite

Apartment in Wakefield

5.0 out of 5 average rating, 56 reviews

Clean, quaint studio apartment on small farm

Apr 28 – May 5

R1,713 ZAR per night

Guest favorite

Chalet in Madison

4.99 out of 5 average rating, 72 reviews

Breathtaking mountain views - Hidden gem!

Nov 12 – 19

R12,040 ZAR per night

Guest favorite

Home in Madison

5.0 out of 5 average rating, 45 reviews

Mountain Home, panoramic views & Hot Tub

Oct 25 – Nov 1

R8,330 ZAR per night

Guest favorite

Cabin in Madison

4.95 out of 5 average rating, 21 reviews

2 bedroom lake view cabin with private dock and AC

May 27 – Jun 3

R3,719 ZAR per night

Guest favorite

Guesthouse in Madison

4.91 out of 5 average rating, 55 reviews

Crest Cottage -- What a View!

Aug 26 – Sep 2

R3,440 ZAR per night

Guest favorite

Apartment in Porter

4.9 out of 5 average rating, 70 reviews

Modern Apt in Beautiful, 1860s Farmhouse

Nov 6 – 13

R2,033 ZAR per night

Superhost

Home in Madison

4.79 out of 5 average rating, 78 reviews

Spacious Vacation Home With Game Room

May 29 – Jun 5

R3,883 ZAR per night

Show all

Quick stats about vacation rentals in Madison

Total rentals
190 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
160 properties are a good fit for families
Total number of reviews
6.1K reviews
Nightly prices starting at
R574 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Madison?
Yes! Work meets play with ease at over 90 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Madison?
Four-legged friends are welcome in Madison. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there Madison vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Madison, available on Airbnb. Make a splash and soak up the sun in style!
Do cabin rentals in Madison have wifi?
Absolutely! We offer over 30 cabin rentals with wifi in Madison. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Madison?
Madison has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Madison?
Experience the best of Madison with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Madison have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Madison. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Madison have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Madison. Enjoy a tailored experience with all the comforts you desire.

Madison vacation rentals

Top-rated vacation rentals in Madison

Vacation rentals for every style

Cabins

Houses

Chalets

Popular amenities for Madison vacation rentals

Stay near Madison's top sights

Other great vacation rentals in Madison

Cottage in Conway

Cottage in Sandwich

Cottage in Freedom

Cottage in Conway

Home in Madison

Apartment in Campton

Apartment in Chocorua

Cottage in Parsonsfield

Other great vacation rentals in Madison

Cabin in Madison

Apartment in Wakefield

Chalet in Madison

Home in Madison

Cabin in Madison

Guesthouse in Madison

Apartment in Porter

Home in Madison

Quick stats about vacation rentals in Madison

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Madison?

Are there pet-friendly vacation rentals in Madison?

Are there Madison vacation rentals on Airbnb with pools?

Do cabin rentals in Madison have wifi?

Are there family-friendly house rentals in Madison?

How much does it cost to stay in house rentals in Madison?

Do house rentals in Madison have air conditioning?

Do cabin rentals in Madison have a bbq area?

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