Madison holiday lettings

We found 1,283 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 60 homes, 13 cottages and other holiday rentals in Madison to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The lakeside setting of Madison is ready to explore

The lake and other outdoor surroundings create an inviting atmosphere in Madison. Well known for its shopping, canoeing and skiing, this welcoming city won't disappoint. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Madison

Do you want to find top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that makes Madison a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • King Pine Ski Area (3.4 mi / 5.5 km)
  • Kahuna Laguna (9.9 mi / 15.9 km)
  • Conway Scenic Railway (10.6 mi / 17.1 km)
  • North Conway Country Club (10.8 mi / 17.4 km)
  • Cranmore Mountain Resort (11.1 mi / 17.9 km)
  • Cathedral Ledge Lookout (11.4 mi / 18.3 km)

Exploring the natural features in Madison

Whether you're looking for adventure or just want to appreciate the scenery, Madison is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Saco River (5.9 mi / 9.5 km)
  • Ossipee Lake (7.6 mi / 12.3 km)
  • Echo Lake State Park (10.6 mi / 17.1 km)
  • Cathedral Ledge Lookout (11.4 mi / 18.3 km)
  • Diana's Baths (11.9 mi / 19.2 km)
  • White Mountain National Forest (14.5 mi / 23.3 km)

Transport to and around Madison

The nearest airport is in Fryeburg, ME (FRY-Eastern Slopes Regional), located 11.7 mi (18.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Laconia, NH (LCI-Laconia Municipal), which is 26.4 mi (42.5 km) away.

Frequently asked questions

What is the best area to stay in Madison when booking a holiday rental?

If you're planning to explore Madison, Eidelweiss Village is one of the most in-demand locations to stay. Whatever your travel style, Vrbo is sure to have a holiday property here that has everything you need.

What is the most popular type of holiday rental accommodation in Madison?

The most desirable types of holiday rentals in Madison are houses. Prefer something different? Vrbo has many options to match our guests' unique needs, so you'll see holiday properties in lots of shapes and sizes. The perfect home away from home is waiting for you — discover yours today.

How much does it cost to rent a holiday rental in Madison?

Different things determine how much you pay for a holiday rental in Madison, including the length of stay, season and type of property. But, all of our holiday homes have something in common — amazing value. Just enter your travel dates to find your home away from home.

How much does it cost to rent a beach house in Madison?

Prices for beach houses in Madison may differ depending on the size and style of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use the filters to tailor your search by ratings, nearby activities, amenities and more.

Are there pet-friendly holiday rentals in Madison?

Yes. You can pick from 113 holiday rentals that allow pets in Madison. Plenty of our pet-friendly holiday rentals even come with a garden for your fur baby to have fun in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your place on Vrbo.

Can I rent a house with a pool in Madison?

Pack your swimwear and inflatable swan, because there are 15 houses with a private pool in Madison. Kick back at one of these sought-after holiday rentals and let every day be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!

What are popular rental amenities in Madison?

Some of the most popular rental amenities people prefer in Madison include a barbecue grill, a garden and mountain views. Whether you're taking a trip with your besties, family or even pets, Vrbo holiday rentals include the best amenities for fun and relaxation with the people you love.

Are there large group holiday rentals in Madison?

There are 38 holiday rentals in Madison that can sleep 10 or more guests. Whether you're planning a holiday with extended family or a special event, there's plenty of space to get your group together under one roof.

Are there holiday rentals in Madison that welcome kids?

With 112 family-friendly holiday properties available in Madison, now is a fantastic time to introduce the little ones to the magic of travel. Click on our "Properties good for families" filter box to locate stays that come with amenities ideal for holidaying families, like full kitchens, patios, bunk beds and entertainment units.

What are the top attractions for families in Madison?

Keeping the kids happy during your stay in Madison is a snap with these exciting family-friendly attractions:

  • Conway Station
  • Silver Lake Railroad
  • Remick Country Doctor Museum and Farm

Are there one-bedroom holiday rentals in Madison?

There are three one-bedroom properties in Madison to select from. A one-bedroom holiday home is a wonderful choice if it's just you and your sweetheart or if you're travelling on your own. Add in more space, privacy and convenience than a standard hotel, and you've got the makings of a memorable trip.

Can I find two-bedroom holiday rentals in Madison?

Madison has 15 two-bedroom holiday rentals for you to select from. Go for a holiday home with all the comfort and privacy you're looking for at a fantastic price on Vrbo.

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