Madison Holiday Rentals

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Holiday Rentals in Madison

Lakefront cottage with Private Dock and Kayaks

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. It met our expectations fully, and the scenery was a bonus."
The price is AU$1,136
includes taxes & fees
29 July - 30 July
Lakefront cottage with Private Dock and Kayaks

Relaxing A-Frame with Hot Tub and Lake Access

The price is AU$1,185
includes taxes & fees
17 Aug - 18 Aug
Relaxing A-Frame with Hot Tub and Lake Access

Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

10.0 out of 10, Exceptional, (13)
"Our stay was easy and relaxing, and the property was clean, accessible, beautiful, and exactly as advertised. Would visit again!"
The price is AU$1,467
includes taxes & fees
3 Aug - 4 Aug
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Luxe Lodge in the Woods! With Sauna & Hot tub

10.0 out of 10, Exceptional, (2)
"Beautiful property with everything a family with young kids needs. Especially love the hottub and air hockey table!"
The price is AU$939
includes taxes & fees
22 July - 23 July
Luxe Lodge in the Woods! With Sauna & Hot tub

River Access, hot tub, dogs!

8.0 out of 10, Very good, (1)
"Process was easy. Location was quiet. The “river access” was across the street and fine for launching a boat, but unsuitable for much else. "
The price is AU$941
includes taxes & fees
22 July - 23 July
River Access, hot tub, dogs!

Clean+Modern Cozy A-frame

10.0 out of 10, Exceptional, (9)
"Easy check in, great hosts. Highly recommend!"
Clean+Modern Cozy A-frame

Adventure Tower: Family Fun for All Ages!

2.0 star property
9.0 out of 10, Wonderful, (2)
"We arrives a few minutes before our 3pm ck in, the door does not unlock until exactly ck in time. The place was cozy and warm, all the rooms were clean. The only downfall would be if you want privacy it’s not going to happen. The 2nd and 3rd floor are loft style. Rental is better for the winter "
The price is AU$947
includes taxes & fees
29 July - 30 July
Adventure Tower: Family Fun for All Ages!

Camp Conway | Hot Tub | AC | New Kitchen | Deck

The price is AU$739
includes taxes & fees
29 July - 30 July
Camp Conway | Hot Tub | AC | New Kitchen | Deck

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

8.2 out of 10, Very good, (14)
"Thanks for a great stay!"
The price is AU$602
includes taxes & fees
18 July - 19 July
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Mitten Pines Cabin | Hot Tub | Fire Pit | Games

2.0 star property
The price is AU$1,257
includes taxes & fees
21 July - 22 July
Mitten Pines Cabin | Hot Tub | Fire Pit | Games

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

9.8 out of 10, Exceptional, (164)
"We were visiting NH for only a day and was lucky enough to stumble upon this place! The host was very communicative, and everything was top notch! Very close to many mountains. Food locally was AMAZING. The hot tub and game room were great. HIGHLY RECOMMEND!"
The price is AU$722
includes taxes & fees
20 July - 21 July
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Unique space? Hot tub? King bed? Games Room?

9.8 out of 10, Exceptional, (27)
"Property was as advertised, great for families, and in a great location. "
The price is AU$1,072
includes taxes & fees
27 July - 28 July
Unique space? Hot tub? King bed? Games Room?

Waterfront Farmhouse Charm - Paradise on Pequawket

10.0 out of 10, Exceptional, (2)
"Clean, good location. "
The price is AU$792
includes taxes & fees
30 July - 31 July
Waterfront Farmhouse Charm - Paradise on Pequawket

NEW Family-Friendly + Arcade & Firepit – Pets Welcome!

The price is AU$930
includes taxes & fees
10 Aug - 11 Aug
NEW Family-Friendly + Arcade & Firepit – Pets Welcome!

Stylish family fun-Cranmore Mtn-AC-Fireplace

7.4 out of 10, Good, (3)
"Arrived at 5pm check in (latest known check in ever) and the code given did not work. Had asked for a 3pm check in and was declined. Mosquitoes carried us away as we waited for check in correction. Was given “emergency check in” code and used that during stay. Smelled something as we sat on couch and saw huge hairball and other yuck on floor next to couch. Messaged property manager who said they must have forgotten to vacuum there. Couches smelled like gym locker rooms. Pillows on beds smelled...
The price is AU$905
includes taxes & fees
6 Aug - 7 Aug
Stylish family fun-Cranmore Mtn-AC-Fireplace

1st Floor SKI-IN SKI-OUT Condo at Cranmore Mountain Resort

10.0 out of 10, Exceptional, (1)
"Great stay. First floor access made was perfect for our small kids and luggage. Property was very clean, updated and well appointed. Plenty of games and activities in the unit for our children. Easy access to all Cranmore had to offer!"
The price is AU$1,205
includes taxes & fees
27 July - 28 July
1st Floor SKI-IN SKI-OUT Condo at Cranmore Mountain Resort

Birchmont Townhouses

3.5 star property
The price is AU$537
includes taxes & fees
20 July - 21 July
Birchmont Townhouses

Perfect house for experiencing Mount Washington Valley year round! Pet Friendly!

9.6 out of 10, Exceptional, (8)
"4 adults 4 kids great 3 night stay. Clean modern home nearby town. Nice layout we all had plenty of space with everyone commenting how much the liked the home. Games and nice fire each evening."
The price is AU$1,058
includes taxes & fees
4 Aug - 5 Aug
Perfect house for experiencing Mount Washington Valley year round! Pet Friendly!

North Conway Adventure Hub! Walk to Shops & Dining. All New! Deck, Grill, Lawn

10.0 out of 10, Exceptional, (1)
"The place is in the perfect location and a 5-minute walk to everything in town (restaurants, coffee, stores, even multiple hiking/walking trails. The owners thought of everything from games, cards, speakers, books, extra blankets-pillows-towels, soaps, shampoo/conditioner, even the forgotten items like toothpaste, toothbrushes, razers, etc. The kitchen was nicely labeled ensuring you had everything one would need for cooking (included even spices, oils, coffee, tee, etc). Unfortunately, we...
The price is AU$852
includes taxes & fees
24 July - 25 July
North Conway Adventure Hub! Walk to Shops & Dining. All New! Deck, Grill, Lawn

Location!Location!Pets & hot tub

The price is AU$1,066
includes taxes & fees
22 July - 23 July
Location!Location!Pets & hot tub
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.
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Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Madison has to offer?

Nordic Village Resort: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court.

How many holiday rentals are there in Madison?

Expedia has 48 holiday 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 holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.