Madison vacation rentals

We found 1,381 vacation rentals — enter your dates for availability

Select from 52 homes, 12 cottages, and other vacation rentals in Madison to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for hanging out with the people that matter most, which might include a garden and WiFi. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Madison

Showing deals for:Jun 5 - Jun 12

Image gallery for Grand Blanc Mountain Home

Mountain Perch
9.6 out of 10, Exceptional, (102 reviews)
Exceptional
(102 reviews)

Grand Blanc Mountain Home

Eaton

7% off
Price is $1,211
$8,476 for 7 nights
All fees included
Grand Blanc Mountain Home

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Find out more about Madison

Why visit Madison

  • Outdoor Adventures: Madison is perfect for hiking, kayaking, and exploring stunning lakes and rivers.
  • Scenic Getaways: Experience romantic landscapes and charming views, ideal for couples and families alike.
  • Historic Railroads: Discover the rich history of the area through its historic railroads and local museums.
  • Cozy Accommodations: Enjoy a range of vacation rentals, from charming cottages to spacious homes.
  • Welcoming Atmosphere: Explore inviting neighborhoods that promote a friendly and memorable experience.

Popular types of accommodation in Madison

Discover the perfect getaway with vacation rentals in Madison. Whether you're looking for houses, cozy cottages, or stylish condos, we have options to suit every traveler. Enjoy the best amenities and comforts during your stay while exploring all that Madison has to offer. From spacious house rentals to inviting vacation homes, find the ideal accommodation that fits your needs and budget. Your memorable Madison adventure awaits.

  • Houses: The top choice for visitors, offering spacious living and homey amenities perfect for families or groups.
  • Condos: A popular option featuring modern comforts and often convenient locations near attractions.
  • Cottages: Charming and cozy, these rentals provide a quaint atmosphere ideal for a relaxing getaway.
  • Cabins: Rustic and inviting, ideal for those looking to immerse themselves in nature.
  • Chalets: Stylish mountain retreats that combine comfort with stunning views.**

Top attractions near Madison

Madison, New Hampshire, is a perfect destination for outdoor enthusiasts and those seeking scenic or romantic getaways. Visitors can explore beautiful lakes, historic railroads, and picturesque rivers, making it ideal for adventure and nature experiences. Whether traveling solo, as a couple, or with family, Madison offers a range of attractions that cater to various interests, ensuring a memorable vacation.

  • Saco River: Located 6 miles from Madison, the Saco River offers breathtaking scenery and a perfect outdoor escape. Enjoy activities like kayaking, tubing, or simply relaxing by the shore while soaking in the natural beauty.
  • Conway Scenic Railway: Situated 11 miles away, the Conway Scenic Railway is a historic rail experience that immerses you in local culture. Ride vintage trains through picturesque landscapes, enjoying the charm of New England.
  • Ossipee Lake: Just 8 miles from Madison, Ossipee Lake is a romantic spot with beautiful beaches and stunning scenery. It's ideal for swimming, picnicking, and enjoying water activities while taking in the serene surroundings.

Things to do recommended for couples

For a romantic getaway in Madison, explore the snowy slopes at Cranmore Mountain Resort, just 11 miles away. Enjoy a fun round at Pirate's Cove Adventure Mini Golf, 9 miles away, or catch an intimate concert at Stone Mountain Arts Center, a mere 10 miles from your stay.

Things to do recommended for families

Families can splash around at Kahuna Laguna waterpark, just 10 miles from Madison, enjoy arcade fun at Monkey Trunk Chocorua only 4 miles away, or treat themselves to sweet delights at Sandwich Creamery, located 13 miles from Madison. Each offers a unique family-friendly experience.

Things to do recommended for groups

Explore the Settlers' Green Outlet Village for shopping and entertainment, just 9 miles from Madison. Visit Tuckerman Brewery, 5 miles away, for a taste of local brews in a romantic setting. Don't miss the L. L. Bean Factory Store, located 6 miles from Madison for unique finds.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Madison

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Madison with a group: Think about how many bedrooms you’ll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Madison with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you should think about how close you are to family-friendly attractions.
  • Taking your pets with you to Madison: For many families, a vacation just isn’t the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Madison: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Madison

Madison, New Hampshire is a charming destination perfect for outdoor enthusiasts and romantic getaways. Explore stunning state parks, family-friendly activities, and cozy vacation homes that offer mild temperatures year-round. Nearby, enjoy quaint neighborhoods with a welcoming atmosphere, ideal for creating unforgettable memories. Whether you're seeking adventure or relaxation, Madison promises a delightful experience filled with friendly faces and picturesque scenery.

  • North Conway: Nestled 11 miles from Madison, North Conway is a vibrant city known for its outdoor adventures and stunning natural beauty. This area is a haven for skiers and snowboarders, boasting access to top-notch ski resorts and fields. In addition to winter sports, visitors can enjoy scenic views of the surrounding mountains and lakes, making it a year-round destination. Don’t miss the chance to explore the local theme park, perfect for family outings, and take in the breathtaking landscapes that define this charming city.
  • Conway: Just 6 miles away from Madison, Conway offers a picturesque escape with its scenic views and adventure-filled activities. The city is renowned for its outdoor recreational opportunities, from skiing in the winter to hiking and beach outings in the warmer months. Conway’s proximity to lakes and mountains makes it a popular spot for nature enthusiasts. Whether you’re hitting the slopes or enjoying a leisurely day at the beach, Conway provides a fantastic blend of adventure and relaxation.
  • Bartlett: Located 11 miles from Madison, Bartlett is a city that thrives on adventure and outdoor experiences. Known for its excellent skiing options, Bartlett is home to several ski fields and resorts that attract winter sports enthusiasts. The surrounding natural beauty includes majestic mountains and serene lakes, offering ample opportunities for hiking, fishing, and exploring. Nearby theme parks add an extra layer of fun for families, making Bartlett an ideal destination for those seeking both excitement and tranquility.

Best time to go to Madison

If you're planning a trip to Madison, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.9°F (-7.3°C)Light RainMostly SunnyAverageSlightly High
February20.7°F (-6.3°C)Light RainMostly CloudySlightly HighSlightly High
March29.1°F (-1.6°C)Light RainMostly CloudyAverageAverage
April41.5°F (5.3°C)Light RainMostly CloudyAverageSlightly Low
May54.7°F (12.6°C)Light RainMostly SunnyAverageSlightly Low
June62.4°F (16.9°C)Light RainMostly SunnySlightly HighAverage
July68.9°F (20.5°C)Light RainMostly SunnySlightly HighAverage
August67.3°F (19.6°C)Light RainMostly SunnyAverageAverage
September60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
October48.2°F (9.0°C)Light RainMostly SunnySlightly LowSlightly Low
November35.4°F (1.9°C)Light RainMostly SunnySlightly LowAverage
December26.2°F (-3.2°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as you may find that prices fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your trip.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly has its advantages. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient place to plan new trips, pick up right where you left off, and manage your travel arrangements. You can easily access properties you've saved or booked, now categorized into Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Madison is a gateway to outdoor adventure

Discover New Hampshire’s most exciting outdoor adventures and an array of natural attractions with a stay in Madison. Whether you’re spending summer days swimming beneath a mountain waterfall, or taking breathtaking trips on the Conway Scenic Railroad amid blazing fall colors, you’ll be beguiled by the landscape. Come winter, you can go skiing and snowboarding down picture-perfect powdery slopes. Madison vacation rentals include everything from rustic cabins and village chalets to grand waterfront homes and secluded hideaways in the White Mountains, so it’s never been easier to experience this exciting part of the world.

Marvel at the Madison Boulder

Natural attractions are plentiful here, but taking center stage is the Madison Boulder. Scientists haven’t reached agreement about where this giant rock came from, only that a glacial drift swept it to its current location during the last ice age. Either way, this magnificent beast - thought to weigh the same as almost 40 blue whales - must be seen to be believed. Of course, not all New Hampshire’s attractions are of the natural variety. Barnstormers Theatre, an intimate space offering performances from June through August, and the bars and restaurants along the White Mountain Highway, help to turn action packed days into laidback nights.

Going for a dip in natural grandeur

If you’ve chosen a Madison vacation rental overlooking Silver Lake, then swimming in the crystal-clear water before topping up your tan at Nichols Beach is a must. Several lakeside companies offer kayak and canoe hire during the summer, should you fancy trying something different. In the nearby White Mountains National Forest, activities take on a different flavor. Hikes, for example, range from easy jaunts to the waterfall and swimming hole at Diana’s Baths, to the more strenuous trek to the top of Mount Washington. Feeling the wind in your hair as you speed down the Cranmore Mountain Coaster is another must for your bucket list.

Explore Madison’s diverse backyard

Madison vacation rentals offer a great base from which to explore a wide variety of landscapes. Day hikes can be the best way to enjoy the area’s diversity as you take on routes such as Cathedral Ledge, Tuckerman's Ravine, and Hedgehog Mountain. If strenuous hiking isn’t really your thing but you’d still like to soak up the beauty of the area, there are many stunning waterfalls within an hour’s drive of Madison. Those that are easy to reach include Rocky Gorge, Sabbaday Falls, and Flume Cascade. In the winter, the landscape is transformed, and skiing trails at the likes of Wildcat Mountain and Shawnee Peak beg to be discovered.

Transportation to and around Madison

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 45.3 mi (72.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Fryeburg, ME (FRY-Eastern Slopes Regional), which is 11.7 mi (18.8 km) away.

Frequently asked questions

What is the best area to stay in Madison, New Hampshire, United States of America when booking a vacation rental?
When considering the best area to stay in Madison, New Hampshire, vacation rentals in the vicinity of Silver Lake are a fantastic option. This picturesque neighborhood offers the charm of a serene lakeside setting, great for those seeking relaxation and outdoor activities. Visitors can enjoy swimming, kayaking, and fishing in the clear waters of Silver Lake or take leisurely strolls along the scenic shoreline.

Another appealing area is the region near the Madison Boulder, which is one of the largest glacial erratics in New England. This fascinating natural landmark draws attention for its impressive size and is surrounded by beautiful hiking trails that showcase the stunning landscapes of the White Mountains. The combination of outdoor adventure and tranquil beauty makes both these areas ideal for vacation rentals.

In terms of accommodations, Madison offers a variety of properties, from cozy cabins to spacious homes, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Madison?
Prices for vacation 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 vacation 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 areas for renting a beach house in Madison?
For renting a beach house in Madison, New Hampshire, the area around Lake Winnipesaukee is an ideal choice. The eastern shore of the lake, particularly near the town's public beaches, provides access to beautiful sandy shores and stunning lake views. Properties in this region often feature amenities such as private docks, outdoor decks, and spacious yards, making them great for families or groups looking to spend time by the water. Many rentals also come equipped with barbecue grills and picnic areas for outdoor dining.

Nearby, the Madison Park offers recreational opportunities including swimming, fishing, and kayaking, and many rental homes are just a short walk from these activities. In addition to the lakefront charm, travelers can find properties with cozy interiors, fireplaces, and fully equipped kitchens for a comfortable stay. The surrounding wooded areas provide a serene backdrop, and some homes may even offer access to hiking trails or snowshoeing paths in the winter months.
Where are the best Madison ski resort rentals?
For ski resort rentals in Madison, New Hampshire, travelers should consider properties near the nearby King Pine Ski Area, which is just a short drive away. In the town of Madison itself, visitors can find cozy cabins and chalets that provide a rustic feel while being conveniently located for skiing. Many of these accommodations come with amenities such as wood-burning stoves, fully equipped kitchens, and outdoor spaces great for enjoying the serene winter landscape.

Another excellent option is the nearby town of Freedom, where vacation rentals often feature stunning mountain views and easy access to the ski area. Here, travelers can find properties that offer amenities like hot tubs, fireplaces, and spacious living areas ideal for gathering after a day on the slopes.

For those looking to explore more than just skiing, the area around Madison offers beautiful trails for snowshoeing and cross-country skiing, as well as access to local shops and dining options in nearby towns.
What is the most popular type of vacation rental accomodation in Madison?
In Madison, vacation houses are the most popular rental option, with about 49 available throughout the area. These houses provide ample space and are often situated near Lake Winnipesaukee, offering beautiful views and easy access to outdoor activities. Most vacation houses come with fully equipped kitchens, spacious living areas, and outdoor decks or porches for enjoying the serene surroundings.

In addition to houses, there are around 11 chalets that cater to those seeking a cozy mountain retreat. These chalets typically feature rustic decor, fireplaces, and proximity to hiking trails and winter sports venues. There are also several cottages and cabins available, which provide a charming, more intimate experience, often with direct access to nature and local wildlife.
Are there any family house rentals in Madison?
In Madison, New Hampshire, there are numerous family-friendly vacation rentals available, with around 64 options to choose from. The area is surrounded by beautiful natural landscapes, including lakes and mountains, making it a great destination for families seeking outdoor adventures. Many of these homes come equipped with spacious living areas, full kitchens for family meals, and outdoor spaces where children can play and explore.

Visitors will find properties in close proximity to popular attractions like Silver Lake and the scenic hiking trails of the nearby White Mountain National Forest. Additionally, several homes may feature amenities such as private decks, game rooms, and access to kayaks or canoes for fun on the water.
Can I rent a vacation home with a pool or hot tub in Madison?
In Madison, New Hampshire, there are several vacation homes available for rent that feature pools and hot tubs, making it a great destination for travelers seeking relaxation and recreation. The area is known for its beautiful natural surroundings, including nearby lakes and mountains, offering a serene backdrop for your stay. Many of these rentals come equipped with amenities such as private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, allowing families and groups to enjoy both comfort and leisure during their vacation.
Can I find long-stay vacation rentals in Madison?
A long-stay vacation rental in Madison is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Madison?
In Madison, travelers will find a variety of pet-friendly house rentals available, with around 30 options to choose from. Many of these vacation homes come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces ideal for pets. Some rentals even feature private yards or decks where pets can enjoy the fresh air.

The area is known for its beautiful natural surroundings, including proximity to Lake Madison, where you can enjoy swimming, fishing, and hiking trails that cater to both humans and their furry companions. The nearby White Mountain National Forest offers additional opportunities for outdoor adventures, including pet-friendly hiking trails that allow pets on leashes.
Are there any remote work vacation rentals in Madison?
In Madison, New Hampshire, there are a variety of remote work vacation rentals available, with around 73 options to choose from. The area is known for its beautiful natural surroundings, including the scenic shores of Lake Winnipesaukee and the proximity to the White Mountain National Forest. Many properties come equipped with essential amenities for remote work, such as reliable Wi-Fi in both private rooms and common areas, ensuring that you can stay connected while enjoying a peaceful retreat.

Travelers can expect properties with comfortable workspaces, spacious living areas, and fully equipped kitchens for convenient meal preparation. Some rentals also allow events, providing flexibility for gatherings or meetings. In addition to work-friendly amenities, the charming town of Madison offers opportunities for outdoor activities like hiking, fishing, and exploring local parks, making it an excellent choice for those looking to blend work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Madison vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Madison with parking available—perfect for families or travelers 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 vacation rental amenities typically include kitchens, allowing guests to prepare meals during their stay. Many properties also feature decks or patios, providing outdoor spaces to relax and enjoy the surrounding natural beauty. Coffee and tea makers are commonly found in rentals, ensuring that travelers can start their day with a warm beverage. Onsite parking is another key amenity, making it convenient for guests to explore the area without worrying about finding parking.
When is the best time to visit Madison for a vacation rental?
February is the most popular time to visit Madison, New Hampshire, particularly for those seeking a winter wonderland experience. During this month, visitors can enjoy a range of outdoor activities such as skiing, snowshoeing, and ice fishing, all set against the stunning backdrop of snow-covered mountains and serene lakes. The crisp winter air and beautiful scenery create a friendly space for adventure travelers.

As the peak season runs from June to August, Madison transforms into a vibrant hub for summer activities. This is the ideal time for those who enjoy hiking, boating, and exploring the area's natural beauty. The warm summer temperatures, typically in the high 70s to mid-80s Fahrenheit, encourage visitors to take advantage of the expansive outdoor spaces, including the nearby White Mountain National Forest.

For those considering a visit during the shoulder season, November offers a unique charm with fewer crowds and the opportunity to witness the stunning autumn foliage. The vibrant fall colors create picturesque landscapes great for photography and leisurely walks, making it a delightful time for travelers who appreciate a quieter experience without compromising on beauty.

Overall, the best time to book a vacation rental in Madison depends on your preference for winter activities or summer adventures.
How early should I book a Madison vacation rental?
Book your Madison vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Madison, New Hampshire, United States of America?
In Madison, New Hampshire, visitors can enjoy a range of attractions that highlight the natural beauty and charm of the area. The scenic Lake Madison is a focal point for outdoor activities such as swimming, kayaking, and fishing, making it a popular spot for those looking to relax by the water. Nearby, the picturesque Mount Chocorua offers hiking trails with breathtaking views, suiting both casual walkers and seasoned hikers.

For those interested in local history, the Madison Historical Society provides insights into the town's past and often hosts events that celebrate the community's heritage. The surrounding White Mountain National Forest is great for hiking, camping, and exploring nature, providing numerous trails and scenic vistas.

The quaint town center features local shops and eateries where visitors can experience the local culture and cuisine.
Can I change or cancel my Madison home rental booking on Vrbo?
To find Madison vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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