Madison holiday lettings

We found 71 holiday rentals — enter your dates for availability
Discover a selection of 10 homes and other holiday rentals in Madison that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Choose a holiday rental for your Madison getaway

Learn about the unique charm of Madison with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Madison

Are you searching for top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Madison a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Eaton Mountain (12.8 mi / 20.5 km)
  • Quarry Road Trails (18.4 mi / 29.6 km)

Exploring the natural features in Madison

Whether you're looking for fun outdoor activities or just want to take in the scenery, Madison is a great place to get outside. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Embden Pond (10.5 mi / 16.9 km)
  • Porter Lake (13.4 mi / 21.5 km)
  • Belgrade Lakes Chain (19.6 mi / 31.6 km)
  • Kennebec River (21 mi / 33.9 km)
  • East Pond (13.8 mi / 22.2 km)
  • Great Pond (18.1 mi / 29.1 km)

How to get to and around Madison

Fly into Waterville, ME (WVL-Robert Lafleur), the closest airport, located 20.7 mi (33.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Madison when booking a holiday rental?
When considering a holiday rental in Madison, Maine, a popular area to stay is near the charming downtown district. This area offers a delightful blend of convenience and local culture, making it a prime choice for visitors. Here, you'll find a variety of shops, cafes, and local eateries where you can savour the flavours of Maine.Another appealing neighbourhood is the vicinity of Lake Wesserunsett, which is great for those who enjoy outdoor activities. This area not only boasts stunning water views but also provides opportunities for swimming, kayaking, and fishing. The lake is a popular spot for relaxation and enjoying the serene natural beauty of the region.In terms of attractions, the nearby Madison Historical Society is worth a visit for those interested in the local history and heritage. Additionally, the scenic views and walking trails around the lake make for a wonderful day out.
How much does it cost to rent a holiday home in Madison?
Prices for holiday rentals in Madison vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Madison to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Madison holiday house rentals?
You can find great discounts on house rentals in Madison on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Madison ski resort rentals?
For the best ski resort rentals near Madison, Maine, travellers should focus on the areas surrounding Sugarloaf Mountain, which is a short drive away and offers one of the largest ski areas in the East. The nearby town of Carrabassett Valley is an excellent choice for accommodation, where visitors can find a range of rental options from rustic cabins to modern condos. Many properties in this area come equipped with amenities such as ski-in/ski-out access, fireplaces, and full kitchens, great for families or groups looking to relax after a day on the slopes.In Carrabassett Valley, you can also find properties that offer access to local trails for snowshoeing or cross-country skiing, enhancing your winter experience. Additionally, some rentals may feature communal hot tubs or saunas, ideal for unwinding.For those who prefer a more quaint experience, the nearby town of Kingfield offers charming lodges and bed-and-breakfasts. These accommodations often have cosy interiors, hearty breakfasts included, and are close to local dining options.
What is the most popular type of holiday rental accomodation in Madison?
In Madison, holiday houses are the most popular type of holiday rental, with around 10 available in the area. These houses typically offer spacious living areas, fully equipped kitchens, and amenities such as outdoor patios or decks for enjoying the scenic surroundings. Additionally, there are several cabins and chalets, which provide a rustic charm and often feature cosy interiors, fireplaces, and access to nature trails. For those preferring a more compact option, a number of apartments can also be found, suiting couples or solo travellers looking for convenience and comfort.
Are there any family house rentals in Madison?
In Madison, Maine, there are several family-friendly house rentals available, making it an appealing destination for those travelling with children. The area features spacious homes that often include amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces where families can enjoy barbecues or play games together.Visitors can explore the nearby Lake Wesserunsett, which offers opportunities for swimming, fishing, and kayaking, great for a day of outdoor fun. The local parks provide additional recreational options, including playgrounds and picnic areas suited for families looking to relax.
Can I find long-stay holiday rentals in Madison?
A long-stay holiday rental in Madison is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Madison?
In Madison, there are several pet-friendly house rentals available, making it an excellent choice for travellers looking to bring their furry companions. Many of these rentals offer amenities such as spacious yards, allowing pets to roam freely, and comfortable living spaces designed for relaxation after a day of exploring.The area is known for its beautiful natural surroundings, providing plenty of opportunities for outdoor activities with pets. Nearby, the scenic Kennebec River offers lovely walking trails and spots for leisurely strolls, great for enjoying the fresh air with your dog. Additionally, the local parks often welcome pets, enhancing the overall experience for pet owners.
Are there any remote work holiday rentals in Madison?
In Madison, Maine, there are about 16 holiday rentals that cater to remote work needs. This charming town, set against the backdrop of scenic lakes and rolling hills, offers a peaceful environment for those looking to balance work and leisure. Many of the available properties come equipped with essential amenities such as desks and ergonomic chairs, ensuring a comfortable workspace. Additionally, you'll find reliable Wi-Fi and internet access, allowing for smooth connectivity during work hours.When the workday is done, residents can explore the natural beauty of the area, with opportunities for hiking, fishing, and enjoying the serene lakeside views. Local shops and restaurants are also within reach, providing convenient options for meals and leisure activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madison holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Madison with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Madison?
In Madison, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature blenders, which are ideal for making smoothies or other refreshments. Outdoor spaces such as decks or patios are commonly available, providing a pleasant area for relaxation or dining al fresco. Additionally, accommodations often come with desks, making them suitable for those who may need to work during their visit. Onsite parking is also a typical amenity, offering convenience for travellers with vehicles.
When is the best time to visit Madison for a holiday rental?
The best time to visit Madison, Maine, is during the vibrant summer months of June to August, with July being the most popular month for holiday rentals. This peak season draws families and outdoor enthusiasts alike, all eager to soak in the sun and engage in a variety of activities, from swimming in picturesque lakes to hiking the beautiful trails in the surrounding areas.During this time, temperatures typically range from 15 to 30 degrees Celsius, providing warm weather that is superb for enjoying the outdoors. Visitors can partake in water sports, explore local parks, and relish the lively option of the town, all while making the most of the stunning natural scenery.For those looking for a more budget-friendly experience, November presents a wonderful opportunity to visit Madison. Although it falls outside the high tourist season, the crisp autumn air and stunning fall foliage create a serene backdrop for exploration. This quieter month is ideal for those who appreciate a peaceful retreat and the chance to enjoy local attractions without the crowds.
How early should I book a Madison holiday rental?
Book your Madison holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Madison?
In Madison, Maine, visitors can enjoy a range of attractions that highlight the area's natural beauty and local charm. The Kennebec River is a key feature, offering opportunities for fishing, kayaking, and scenic walks along its banks. The picturesque Lake Wesserunsett is another highlight, superb for swimming, boating, and picnicking during the warmer months.The town itself has a quaint downtown area where you can find local shops and eateries that reflect the community's character. Additionally, Madison is close to the larger town of Skowhegan, which hosts the annual Skowhegan State Fair, a popular event that showcases local culture and agriculture.For those interested in history, the nearby Somerset Historical Centre offers insights into the region's past through exhibits and preserved buildings. Outdoor enthusiasts will appreciate the numerous hiking trails and wildlife watching opportunities in the surrounding areas.
Can I change or cancel my Madison home rental booking on Vrbo?
To find Madison holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Madison holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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