Ashland holiday lettings

We found 816 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:19 Jun - 26 Jun

Image gallery for 🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Upper deck with the best view
9.4 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Laconia

8% off
Price is £2,401
for 7 nights, 1 houseboat
£343 per night
includes taxes & fees
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

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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)
  • Cascade Spa (7.3 mi / 11.8 km)
  • Owl's Nest Resort & Golf Club (12.2 mi / 19.6 km)
  • Tranquility Springs Wellness Spa (13.2 mi / 21.3 km)
  • Ellacoya State Park (16.2 mi / 26.1 km)
  • Gunstock Mountain Resort (17 mi / 27.3 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:

  • Winona Lake (3.2 mi / 5.2 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)
  • Tenney Mountain (8.2 mi / 13.2 km)
  • Polar Caves Park (9.7 mi / 15.6 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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