Ashland holiday lettings

We found 868 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Ashland that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Ashland

Showing deals for:9 Oct - 16 Oct

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Why visit Ashland

  • Stunning natural beauty: Ashland boasts picturesque landscapes with beautiful lakes and charming waterfront views.
  • Outdoor adventures: Engage in activities such as hiking and boating, perfect for nature enthusiasts.
  • Local arts scene: Immerse yourself in the vibrant community arts centre, showcasing local talent.
  • Quaint streets: Stroll through Ashland’s charming streets, offering a delightful blend of history and culture.
  • Comfortable accommodations: Choose from a variety of private vacation homes, cosy cottages, and condos for a relaxing stay.

Popular types of accommodation in Ashland

Welcome to Ashland, New Hampshire, a charming town nestled in the heart of the Lakes Region. Known for its stunning natural beauty, Ashland offers a variety of attractions, including scenic waterfront views and outdoor adventures. When it comes to accommodation, you’ll find a delightful selection of houses, cosy cottages, and comfortable condos to suit every traveller’s needs. Enjoy your stay while exploring the quaint streets and picturesque landscapes that make Ashland a unique getaway.

  • Houses: The top choice for visitors to Ashland, these homes offer spacious and comfortable accommodations ideal for families and groups.
  • Condos: A popular option for those seeking modern amenities and communal facilities, perfect for couples or small families.
  • Cottages: These quaint and charming lodgings provide a delightful escape with a homely atmosphere.
  • Cabins: Rustic and inviting, cabins are great for nature enthusiasts looking for a peaceful retreat.
  • Apartments: Conveniently located, apartments are an excellent choice for independent travellers seeking flexibility.**

Top attractions near Ashland

Ashland, New Hampshire, is an enchanting destination perfect for outdoor enthusiasts and romantic getaways. Visitors can explore beautiful lakes and beaches, as well as immerse themselves in the local arts scene at the community arts centre. With a variety of activities available, Ashland offers a delightful blend of nature and culture, making it an ideal spot for both relaxation and adventure. Enjoy the stunning scenery and create lasting memories in this charming New England town.

  • Newfound Lake: A stunning lake renowned for its crystal-clear waters, Newfound Lake offers beautiful beaches and picturesque scenery, perfect for romantic picnics and outdoor activities.
  • Scribner-Fellows State Forest: This forest provides an adventurous escape, featuring various trails for hiking and exploring the natural beauty of the area, ideal for outdoor enthusiasts.
  • New Hampshire Audubon: An eco-friendly centre dedicated to wildlife conservation, offering educational programmes and opportunities to observe local flora and fauna in their natural habitat.

Things to do recommended for couples

For a romantic getaway in Ashland, explore the picturesque shores of Squam Lake, or take a leisurely hike in the White Mountain National Forest. Enjoy a candlelit dinner at a charming local eatery, and don't miss a sunset boat cruise for an unforgettable experience together.

Things to do recommended for families

Families will delight in exploring the scenic beauty of Squam Lake, where you can enjoy paddle boating and picnicking by the shore. The nearby Pemigewasset River offers fantastic opportunities for tubing and fishing, creating memorable moments for all ages.

Things to do recommended for groups

Explore the stunning beauty of the White Mountain National Forest on a guided hike or gather for a thrilling canoe trip on the pristine waters of Squam Lake. Enjoy local cuisine at charming eateries in Ashland, perfect for sharing experiences with your group.

*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 Ashland

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter according to your specific needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Ashland with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Ashland with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Ashland: For many families, a holiday isn’t truly satisfying unless their furry companion is by their side. 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, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Ashland: If you're seeking holiday rentals with special offers 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 rentals. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Ashland

Ashland, New Hampshire, offers a delightful blend of outdoor adventures and serene landscapes, perfect for a romantic getaway or a relaxing escape. Explore the scenic beauty of the area with opportunities for hiking, boating, and enjoying the charming local atmosphere. Whether you're wandering through the picturesque streets or soaking in the natural surroundings, Ashland provides a budget-friendly destination where you can unwind and create lasting memories during your weekend visit.

  • Moultonborough: Located 19km from Ashland, Moultonborough is a charming city known for its stunning natural landscapes and outdoor activities. The area is picturesque, offering breathtaking views of the surrounding mountains and lakes, making it an idyllic spot for romantic getaways. Visitors can enjoy a variety of outdoor pursuits, including skiing at local resorts and exploring the scenic beaches along Lake Winnipesaukee. With its blend of adventure and tranquillity, Moultonborough is perfect for those seeking a relaxing yet active holiday.
  • Meredith: Just 11km from Ashland, Meredith is a delightful town that attracts visitors with its captivating scenery and plethora of outdoor activities. Nestled on the shores of Lake Winnipesaukee, the town is well-regarded for its charming waterfront and beautiful beaches, ideal for leisurely strolls and picnics. Outdoor enthusiasts can partake in skiing at nearby resorts during the winter months. The romantic atmosphere and stunning views make Meredith an excellent destination for couples looking to unwind and reconnect with nature.
  • Plymouth: A mere 8km from Ashland, Plymouth is a vibrant city that offers a fantastic blend of outdoor recreation and scenic beauty. Set against a backdrop of mountains and lush landscapes, this city is perfect for those who enjoy outdoor activities such as skiing and hiking. The nearby lakes provide opportunities for swimming, fishing, and boating, while the local beaches are perfect for relaxation. With its welcoming community and array of attractions, Plymouth is a great base for exploring the natural wonders of New Hampshire.

Best time to go to Ashland

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January20.1°F (-6.6°C)Light RainMostly CloudyAverageAverage
February21.9°F (-5.6°C)Light RainMostly CloudySlightly LowAverage
March30.0°F (-1.1°C)Light RainMostly CloudyAverageSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyAverageSlightly Low
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June63.0°F (17.2°C)Light RainMostly SunnySlightly HighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
September60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
October48.7°F (9.3°C)Light RainMostly SunnyAverageSlightly Low
November36.5°F (2.5°C)Light RainMostly SunnySlightly LowAverage
December27.3°F (-2.6°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you aiming to make your next journey more affordable? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and review your bookings. Your saved or booked properties are neatly organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Why people love visiting relaxing Ashland

Enjoy the architecture and other features of Ashland. Well known for its lake, forests and mountain views, this relaxing 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.

Activities and attractions in and around Ashland

Are you looking for things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Ashland a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Squam Lakes Natural Science Center (3.4 mi / 5.5 km)
  • Owl's Nest Resort & Golf Club (12.2 mi / 19.6 km)
  • Rumney Rock Climbing (13.7 mi / 22.1 km)
  • Ellacoya State Park (16.2 mi / 26.1 km)
  • Gunstock Mountain Resort (17 mi / 27.3 km)
  • Jack O'Lantern Resort Golf Course (17.7 mi / 28.5 km)

Exploring the natural landscape of Ashland

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Ashland is a great place to get outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnipesaukee (16.5 mi / 26.6 km)
  • Little Squam Lake (2.3 mi / 3.7 km)
  • Lake Waukewan (5.9 mi / 9.5 km)
  • Squam Lake (6.3 mi / 10.1 km)
  • Newfound Lake (7.4 mi / 11.9 km)
  • Blair State Forest (8 mi / 12.9 km)

How to get to and around Ashland

The nearest airport is in Laconia, NH (LCI-Laconia Municipal), located 13.3 mi (21.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Lebanon, NH (LEB-Lebanon Municipal), which is 34.2 mi (55.1 km) away.

Frequently asked questions

What is the best area to stay in Ashland when booking a holiday rental?
When considering the best area to stay in Ashland, New Hampshire for a holiday rental, the vibrant community surrounding the town centre is an excellent choice. This area offers a charming atmosphere with easy access to local amenities and services, making it convenient for visitors. There are a variety of properties available, ranging from quaint cottages to more modern rentals, providing options for different group sizes and preferences.

One of the top attractions nearby is the beautiful Squam Lake, renowned for its stunning scenery and recreational opportunities, including boating, fishing, and hiking. The nearby White Mountain National Forest also draws outdoor enthusiasts, offering an array of trails and breathtaking views. Staying in this area allows guests to immerse themselves in the natural beauty of New Hampshire while being close to local restaurants and shops that enhance the holiday experience.
How much does it cost to rent a holiday home in Ashland?
Prices for holiday rentals in Ashland 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 Ashland 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 Ashland holiday house rentals?
You can find great discounts on house rentals in Ashland 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 Ashland?
For renting a beach house in Ashland, a visit to the nearby Lake Winnipesaukee area is highly recommended. The town of Ashland itself is situated near the lake's northern shore, making it a convenient base for exploring various waterfront properties. Popular spots along the lake, such as Meredith and Centre Harbor, offer a range of holiday rentals, including charming cottages and spacious lakefront homes. Many of these properties come equipped with amenities such as private docks, outdoor decks for barbecuing, and fully stocked kitchens, ideal for families or groups looking to enjoy a lakeside retreat.

In addition, properties in the vicinity often feature recreational facilities like kayaks, paddleboards, and access to swimming areas, which enhance the experience for outdoor enthusiasts. The area around Ashland is also known for its natural beauty, with nearby parks and trails great for hiking and exploring the picturesque landscapes of the Lakes Region.
Where are the best Ashland ski resort rentals?
For the best ski resort rentals near Ashland, New Hampshire, travellers should consider the area around nearby Waterville Valley and Loon Mountain, which are both within a short driving distance. In Waterville Valley, you can find a variety of rental properties, including cosy chalets and spacious condos that cater to families and groups. Many of these accommodations come with amenities such as fully equipped kitchens, fireplaces, and access to communal hot tubs, superb for unwinding after a day on the slopes.

In addition to Waterville Valley, Loon Mountain offers a range of rental options in the surrounding towns like Lincoln. Here, visitors can choose from charming lodges and modern condos that often feature ski-in/ski-out access, allowing for easy convenience when hitting the slopes. These properties typically include amenities like ski storage, laundry facilities, and sometimes even on-site dining options.

Moreover, the area is rich in natural beauty, with opportunities for snowshoeing and cross-country skiing in the surrounding White Mountain National Forest. Rentals in the Ashland area often provide a warm, inviting atmosphere, with many properties boasting mountain views and proximity to local shops and restaurants.
What is the most popular type of holiday rental accomodation in Ashland?
In Ashland, holiday houses are the most popular type of holiday rental, with about 24 available throughout the area. These homes offer spacious rooms, often featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many also come with outdoor spaces such as decks or patios, great for enjoying the natural surroundings. Additionally, there are around 12 cottages that provide a charming, cosy alternative, typically set in scenic locations close to local attractions.
Are there any family house rentals in Ashland?
In Ashland, New Hampshire, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming town sits near the beautiful Squam Lake, offering opportunities for swimming, boating, and hiking in the surrounding White Mountains. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can enjoy fresh air and play.

Visitors might find amenities such as Wi-Fi and laundry facilities, ensuring a comfortable and convenient stay. In addition, Ashland's proximity to local attractions like the Squam Lakes Natural Science Centre and the scenic trails of the White Mountain National Forest means families can easily engage in various outdoor activities.
Can I rent a holiday home with a pool or hot tub in Ashland?
In Ashland, New Hampshire, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation. This charming town is set in the picturesque Lakes Region, providing a lovely backdrop for a holiday. Many rental properties come equipped with amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, superb for families or groups looking to enjoy the natural beauty of the area while indulging in comfort.

Visitors can also take advantage of Ashland's proximity to nearby attractions, including Lake Winnipesaukee and the White Mountains, offering opportunities for various outdoor activities throughout the year.
Can I find long-stay holiday rentals in Ashland?
A long-stay holiday rental in Ashland 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 Ashland?
In Ashland, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. Many of these properties are equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.

The town is situated near the scenic Squam Lake, which offers lovely walking trails and opportunities for outdoor activities with pets, including hiking and swimming in designated areas. Additionally, the nearby White Mountain National Forest provides ample opportunities for exploration, with its vast network of trails suitable for both humans and pets.
Are there any remote work holiday rentals in Ashland?
In Ashland, New Hampshire, there are a popular number of remote work-friendly holiday rentals available, with around 36 options to choose from. This charming town, situated near the beautiful Lake Winnipesaukee and the White Mountains, provides an ideal backdrop for remote working. Many of the properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and in some cases, printers to facilitate a productive environment.

Travellers can expect comfortable accommodations that might include fully equipped kitchens, spacious living areas, and outdoor decks or balconies, superb for taking breaks amidst the stunning natural scenery. Additionally, the area's proximity to various outdoor activities, including hiking and skiing, makes it a great choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Ashland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Ashland 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 Ashland?
In Ashland, popular holiday rental amenities cater to a comfortable and home-like experience. Most rentals feature kitchens, allowing guests to prepare their own meals, alongside inviting living spaces equipped with fireplaces for warmth and ambience. Many properties also include decks or patios where visitors can relax and enjoy the natural surroundings. Additional conveniences such as coffee and tea makers, as well as blenders, are typically provided, enhancing the overall stay.
When is the best time to visit Ashland for a holiday rental?
The most popular time to visit Ashland for a holiday rental is during the summer months of June to August. This peak season attracts a lively crowd, with visitors flocking to enjoy the warm weather and the natural beauty of the area. July, in particular, stands out as a vibrant month where outdoor enthusiasts can partake in activities such as hiking, kayaking, and exploring the scenic shores of Lake Winnipesaukee.

During these summer months, temperatures typically range from 15 to 30 degrees Celsius, providing an ideal climate for outdoor adventures and sightseeing. The breathtaking landscapes of the White Mountains and the surrounding forests come alive, offering plenty of opportunities for exploration and relaxation.

For those seeking a more budget-friendly experience, November presents a wonderful option. While it may be considered the low season, this month showcases the charming tranquility of Ashland, with fewer tourists around. Visitors can enjoy the crisp autumn air, witness stunning fall foliage, and take part in peaceful hikes along the many trails without the hustle and bustle of peak season.

Ultimately, the best time to visit Ashland depends on your preferences.
How early should I book a Ashland holiday rental?
Book your Ashland 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 Ashland?
In Ashland, visitors can experience firsthand the beauty of New Hampshire's natural landscapes. One of the main attractions is the stunning Squam Lake, where outdoor enthusiasts can enjoy activities such as kayaking, fishing, and hiking along the scenic trails. The nearby White Mountain National Forest offers breathtaking views and numerous trails for hiking and biking, superb for those seeking adventure.

The town is also home to the Ashland Rail Trail, which provides a pleasant path for walking and cycling while exploring the surrounding nature. For a taste of local culture, the Ashland Historical Society offers insights into the town's rich history. Additionally, the annual Newfound Lake Summer Concert Series draws visitors for music and community spirit during the warmer months.
Can I change or cancel my Ashland home rental booking on Vrbo?
To find Ashland 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 Ashland 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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