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Top Holiday Rentals in Madison

Charming Standalone Home, Close to Sandy Beach w 2 Kayaks

9.4 out of 10, Exceptional, (13)
"Great vacation. Property was gorgeous. Private and so quiet. Lots of nearby amenities, would definitely stay again."
Charming Standalone Home, Close to Sandy Beach w 2 Kayaks

Attitash Mountain Village

3.0 star property
8.6 out of 10, Excellent, (508)
"The room was very clean, the staff were friendly and all 3 pools were awesome! "
The price is £93
includes taxes & fees
1 Sept - 2 Sept
Attitash Mountain Village

Nordic Village Resort

3.0 star property
8.4 out of 10, Very good, (1741)
"Nice place to stay "
The price is £116
includes taxes & fees
1 Sept - 2 Sept
Nordic Village Resort

White Mountain Cottages

3.0 star property
7.8 out of 10, Good, (62)
"Easy access to all of places Nice beds. "
The price is £58
includes taxes & fees
4 Sept - 5 Sept
White Mountain Cottages

Birchmont Townhouses

3.5 star property
8.0 out of 10, Very good, (1)
"We loved the red jacket before it burned down! The townhomes were a good alternative! Everything was great. Staff was friendly and indoor water park was perfect . Air conditioning was a little tricky to adjust but overall worked good. I would recommend and stay again although I can’t wait until renovations are completed for the red jacket hotel so the atmosphere on the grounds is what it used to be. "
The price is £200
includes taxes & fees
10 Sept - 11 Sept
Birchmont Townhouses

TuckAway Suites at East Branch

2.5 star property
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay in the Summit Loft! Very well equipped and comfortable. Considering they are a pet friendly property it was not unusual to find a few stray dog hairs on couches etc, although it was clean..not an issue for us but possibly something to consider for anyone with allergens. I would stay again and recommend! "
The price is £107
includes taxes & fees
16 Sept - 17 Sept
TuckAway Suites at East Branch

Cranmore Condominium Lodging

3.5 star property
9.2 out of 10, Wonderful, (91)
"Condo was beautiful and fully stocked with everything you need! Would definitely rent again"
Cranmore Condominium Lodging

Condo

3.0 star property
8.0 out of 10, Very good, (2)
"I liked the accessibility to the shopping centers "
The price is £182
includes taxes & fees
2 Sept - 3 Sept
Condo

Grand Blanc Mountain Home

9.6 out of 10, Exceptional, (96)
"What a treat to stay in such a magnificent home. Great fun to just look around and appreciate the scale and attention to detail that is everywhere. Great comforts and utility made our stay so enjoyable. Thank you!"
Grand Blanc Mountain Home

Fido Friendly Indoor Heated Pool Slps 22 Pool Table Swim SkiGambleSnowboardRelax

9.4 out of 10, Exceptional, (29)
"We stayed here for a ski trip - lots of space for hosting, and great amenities!"
Fido Friendly Indoor Heated Pool Slps 22 Pool Table Swim SkiGambleSnowboardRelax

Mountain View Home with Hot Tub – Sleeps 10

9.2 out of 10, Wonderful, (10)
"This was a great experience for my whole family as we were able to enjoy each other’s company in the beautiful White Mountains. The hot tub was a nice touch. "
Mountain View Home with Hot Tub – Sleeps 10

Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583

9.6 out of 10, Exceptional, (182)
"Excellent cottage in an even better location with astounding views"
Lakefront Chalet in the White Mountains 3 bedrooms-Sleeps 5 NH. License # 044583

Stay at One of the Most Convenient Locations in North Conway, NH!

8.0 out of 10, Very good, (22)
"The rental was close to everything but also remote enough to enjoy some quality family time."
Stay at One of the Most Convenient Locations in North Conway, NH!

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

10.0 out of 10, Exceptional, (84)
"The property was well appointed and located right in the middle of the area where our activities were planned."
The price is £235
includes taxes & fees
27 Aug - 28 Aug
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Stunning lakefront home with private dock, deck, firepit, and lake view

9.0 out of 10, Wonderful, (19)
"We loved the lake, the firepit and the home! Had a fun family time!"
Stunning lakefront home with private dock, deck, firepit, and lake view

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (47)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!

Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

8.0 out of 10, Very good, (38)
"Very nice place clean and in great location"
The price is £160
includes taxes & fees
2 Sept - 3 Sept
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.4 out of 10, Exceptional, (66)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Dog-friendly, waterfront home on the Saco River with private hot tub & fireplace

9.2 out of 10, Wonderful, (48)
"Everything was great. Home was clean, had almost everything we needed, bedding, towels, kitchen fully stocked except needed a few more.forks. we ran out between dishwasher loads."
Dog-friendly, waterfront home on the Saco River with private hot tub & fireplace

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (11)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock
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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Top Madison Hotel Reviews

Find out more about Madison

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as £58 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Birchmont Townhouses: This holiday home rental outside of Madison is located near skiing, and offers a BBQ, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Our travellers also rate Charming Standalone Home, Close to Sandy Beach w 2 Kayaks as a favourite home for rent in Madison.

How many holiday rentals are there in Madison?

Expedia has 45 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.