Aerial view of a sunset on a New Hampshire lake in the White Mountains -Madison, NH

Madison Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Madison vacation rentals

Dining

White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach
Eidelweiss Village
9.8 out of 10, Exceptional, (26 reviews)
"Beautiful home facing the lake. Perfect for a family getaway! "
United States
Navin W.
The price is ￥70,684
￥124,440 total
includes taxes & fees
Jun 22 - Jun 23
White Mountains Waterfront Chalet w/ Private Beach
Interior

Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (19 reviews)
"Very communicative host and it was a lovely stay! We will definitely return. "
United States
Wing Ki Winki C.
The price is ￥17,645
￥26,227 total
includes taxes & fees
Jun 20 - Jun 21
Ava Jade yurt nestled in the woods of Brownfield, Maine
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (13 reviews)
"Had a great time,will be back for sure. "
United States
John C.
The price is ￥22,457
￥30,073 total
includes taxes & fees
Jun 21 - Jun 22
Rufus III Yurt on the river
Outdoor dining

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is ￥19,249
￥27,975 total
includes taxes & fees
Jun 19 - Jun 20
Allie Mae Yurt nestled in the woods
Outdoor dining

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is ￥52,133
￥99,380 total
includes taxes & fees
Jun 29 - Jun 30
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior

Loose Moose Lodge – Family chalet, fireplace, ski!

Loose Moose Lodge – Family chalet, fireplace, ski!
Bartlett
9.8 out of 10, Exceptional, (9 reviews)
"The place is bigger than it seems in the photos, great location near Storyland"
United States
Bobby D.
The price is ￥24,864
￥70,664 total
includes taxes & fees
Jun 22 - Jun 23
Loose Moose Lodge – Family chalet, fireplace, ski!
Property grounds

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
8.8 out of 10, Excellent, (6 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is ￥26,099
￥32,499 total
includes taxes & fees
Jun 22 - Jun 23
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Terrace/patio

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is ￥44,835
￥55,608 total
includes taxes & fees
Jun 22 - Jun 23
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath
Exterior

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (16 reviews)
"Everything was great! The house was immaculate and perfect for our group. We hope to stay again."
United States
Miriam B.
The price is ￥146,599
￥251,130 total
includes taxes & fees
Jun 30 - Jul 1
Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro
Standard Double Room, 1 King Bed | Free WiFi

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (148 reviews)
"Small and old"
United States
James
The price is ￥24,062
￥26,107 total
includes taxes & fees
Jun 25 - Jun 26
White Mountain Cottages
Riverside Villa | Individually decorated, individually furnished, laptop workspace

TuckAway Suites at East Branch

TuckAway Suites at East Branch
2.5 star property
Intervale
10.0 out of 10, Exceptional, (13 reviews)
"Tuckaway Suites very clean and small amenities that made a very pleasant stay. Quiet and peaceful location. "
United States
Helen
The price is ￥16,141
￥28,826 total
includes taxes & fees
Jun 23 - Jun 24
TuckAway Suites at East Branch
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (98 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
The price is ￥23,288
￥42,870 total
includes taxes & fees
Jun 22 - Jun 23
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
TV, fireplace

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river

998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
jackson
9.6 out of 10, Exceptional, (68 reviews)
The price is ￥20,719
￥36,770 total
includes taxes & fees
Jun 21 - Jun 22
998 Pinhkham · Cozy Wooded Cabin/private hot tub/fireplace/river
Smart TV, fireplace

Great Conway Location! Shop Eat Hike Swim

Great Conway Location! Shop Eat Hike Swim
Settlers Green
7.8 out of 10, Good, (26 reviews)
"Room was clean enough, but the location in the midst of a outlet mall left a lot to be desired for a stop on a leaf peeping vacation."
United States
Kelly C.
The price is ￥16,001
￥41,622 total
includes taxes & fees
Jun 23 - Jun 24
Great Conway Location! Shop Eat Hike Swim
Gazebo

Nordic Village Resort

Nordic Village Resort
3.0 star property
Jackson
8.6 out of 10, Excellent, (1,844 reviews)
"The most wonderful place to stay! "
United States
Amanda
The price is ￥25,698
￥27,882 total
includes taxes & fees
Jun 25 - Jun 26
Nordic Village Resort
Living area

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake

Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Lovell
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful scenery all around the area. House was quiet and conveniently located"
United States
Laura
The price is ￥24,062
￥44,761 total
includes taxes & fees
Jun 22 - Jun 23
Historic, luxurious 2 bed 2 bath private suite in Lovell, 10 mins to Kezar Lake
Terrace/patio

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is ￥25,986
￥30,163 total
includes taxes & fees
Jun 27 - Jun 28
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
Property grounds

Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is ￥24,062
￥29,936 total
includes taxes & fees
Jun 29 - Jun 30
Luxury Tent in New Hampshire-Tail-Tuckaway
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.8 out of 10, Good, (18 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is ￥36,092
￥60,742 total
includes taxes & fees
Jul 1 - Jul 2
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (19 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is ￥30,901
￥38,406 total
includes taxes & fees
Jun 22 - Jun 23
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Swiss Chalets Village Inn

Swiss Chalets Village Inn

10/10 Excellent
"Everything was great! Except they can’t claim to have a fitness center. It’s a bike & a treadmill in the “game room”"
Lilie 1-night trip
Posted 1 hour ago
Swiss Chalets Village Inn

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

  • View our selection of featured holiday rentals in Madison
  • Use the map to find apartments and other holiday homes in the Madison neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madison while they last

Look no further and take a look at our great range of rental properties in Madison!

Frequently asked questions

Are there vacation rentals in Madison?

Yes, you can find vacation rentals close to popular points of interest in Madison, or you can go with a more remote option if you're looking for relaxation. Madison is known for its shopping and ski areas. Make sure you have time to check out the lake views and restaurants during your trip.

What's the top vacation rental that Madison has to offer?

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room: This vacation home near Madison is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Madison?

Expedia has 51 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Conway Station, or get out into nature at a spot like Silver Lake. King Pine Ski Area and Ossipee Pine Barrens Preserve are other places to visit while you're in town.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.