Holiday Rentals in Madison

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Holiday Rentals in Madison

Attitash Mountain Village

3.0 star property
8.6 out of 10, Excellent, (524)
"we liked the heated pool and on site restaurant"
The price is €108
includes taxes & fees
20 Oct - 21 Oct
Attitash Mountain Village

Nordic Village Resort

3.0 star property
8.4 out of 10, Very good, (1767)
"Great accommodations. Would definitely stay there again."
The price is €121
includes taxes & fees
20 Oct - 21 Oct
Nordic Village Resort

White Mountain Cottages

3.0 star property
7.6 out of 10, Good, (84)
"Adorable cabin with comfy bed. Quiet after road noise died down in the evening. Walking distance to shopping and restaurants. "
The price is €67
includes taxes & fees
20 Oct - 21 Oct
White Mountain Cottages

Danforth Bay Camping and RV Resort

2.0 star property
8.2 out of 10, Very good, (13)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
Danforth Bay Camping and RV Resort

Birchmont Townhouses

3.5 star property
8.8 out of 10, Excellent, (3)
"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 €209
includes taxes & fees
15 Oct - 16 Oct
Birchmont Townhouses

Cranmore Condominium Lodging

3.5 star property
9.2 out of 10, Wonderful, (98)
"Condo was beautiful and fully stocked with everything you need! Would definitely rent again"
Cranmore Condominium Lodging

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

9.2 out of 10, Wonderful, (71)
"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

TuckAway Suites at East Branch

2.5 star property
10.0 out of 10, Exceptional, (6)
"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 €133
includes taxes & fees
20 Oct - 21 Oct
TuckAway Suites at East Branch

Fido Friendly Indoor Heated Pool Slps 22 Pool Table Swim SkiGambleSnowboardRelax

9.4 out of 10, Exceptional, (32)
"The property was exactly as advertised and we had a great time in and around the area. Andrea was an excellent host with outstanding communication and always responded quickly. Thank you so much!"
Fido Friendly Indoor Heated Pool Slps 22 Pool Table Swim SkiGambleSnowboardRelax

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

9.8 out of 10, Exceptional, (13)
"The view and deck to see it our a big plus to this place."
Stunning lakefront gem with full water view, beach access & dock

Abbott Brook Chalet B - Private Setting - 5 Mi from Storyland

9.4 out of 10, Exceptional, (138)
"The Chalet was advertised! Great location, lovely for a weekend in the mountains"
Abbott Brook Chalet B - Private Setting - 5 Mi from Storyland

Ideal location: 5min. to Cranmore Adventure, 10 to Storyland, 15 min. to Outlets

10.0 out of 10, Exceptional, (205)
"Large rambling thoughtfully laid out house that comfortably housed 3 families with 4 children under 4. Excellent location with privacy and views. Communication with host was great. Home came with many games, toys and TV's so you can while away any rainy days with rambunctious children and antsy adults in comfort and ease. Highly recommend!"
Ideal location: 5min. to Cranmore Adventure, 10 to Storyland, 15 min. to Outlets

Expansive lodge| 9 Br | Indoor Pool | Sauna | Game Room | 3 Bath

9.8 out of 10, Exceptional, (26)
"Great location and spacious "
The price is €1,258
includes taxes & fees
20 Oct - 21 Oct
Expansive lodge| 9 Br | Indoor Pool | Sauna | Game Room | 3 Bath

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

10.0 out of 10, Exceptional, (56)
"Had an excellent stay, would highly recommend!"
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Good Times to be had at our Luxury new loft condo at the base of Cranmore.

10.0 out of 10, Exceptional, (38)
"Great rental property. Brand new condition with all the amenities. Great for couples or families. Close to all the restaurants and shops. Easy drive to StoryLand and Santa’s Village. We book rentals over hotels due to the space. This is one of the best units we have stayed in. "
Good Times to be had at our Luxury new loft condo at the base of Cranmore.

Lovely home with water view, hot tub, fireplace, & washer/dryer

8.8 out of 10, Excellent, (44)
"We were happy with the location of this property. The views of the Saco are unbeatable!"
Lovely home with water view, hot tub, fireplace, & washer/dryer

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (88)
"Awesome stay and awesome property. Such great sunsets and fishing. Family had a blast. Cant wait until next year."
Lake Wentworth - Wolfeboro, New Hampshire

Beautiful North Conway Chalet in Cathedral Ledge with 4 Bedrooms and 1.5 Bath

8.8 out of 10, Excellent, (14)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was great!"
Beautiful North Conway Chalet in Cathedral Ledge with 4 Bedrooms and 1.5 Bath

Rustic ski chalet in the heart of North Conway off West Side Road

9.8 out of 10, Exceptional, (37)
"The house was a good place to stay "
Rustic ski chalet in the heart of North Conway off West Side Road

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

10.0 out of 10, Exceptional, (87)
"The property was well appointed and located right in the middle of the area where our activities were planned."
The price is €213
includes taxes & fees
19 Oct - 20 Oct
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
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 €67 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.

How many holiday rentals are there in Madison?

Expedia has 47 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.