Ashland holiday rentals

We found 104 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Ashland that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as a fireplace and a washer and dryer. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Take in the lakeside beauty of Ashland

The lake and surrounding scenery provide a peaceful ambience to your holiday home in Ashland. This city's shopping, hiking and restaurants draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Ashland

Are you looking for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that Ashland has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Jordan's Furniture (4.2 mi / 6.7 km)
  • Fun and Games Family Entertainment Center (4.3 mi / 6.9 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (7.9 mi / 12.8 km)
  • Butternut Farm Golf Club (11.9 mi / 19.1 km)
  • Nashoba Valley Winery (14.1 mi / 22.7 km)
  • Fore Kicks Sports Complex and Golf Course (14.6 mi / 23.5 km)

Exploring the natural features in Ashland

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Ashland is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Cochituate State Park (5.5 mi / 8.9 km)
  • New England Baseball Complex (10.6 mi / 17 km)
  • Walden Pond (13.8 mi / 22.1 km)
  • DeCordova Sculpture Park and Museum (13.9 mi / 22.4 km)
  • Tower Hill Botanic Garden (15.2 mi / 24.4 km)
  • Chestnut Hill Reservoir (16.4 mi / 26.4 km)

How to get to and around Ashland

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 15.5 mi (24.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is 16.7 mi (26.8 km) away.

If you prefer train travel, the main station serving the city is Ashland Station.

Frequently asked questions

What is the best area to stay in Ashland when booking a holiday rental?
When considering a holiday rental in Ashland, Massachusetts, a popular area to stay is near the town centre. This location offers a charming atmosphere with a good selection of local shops and eateries, making it convenient for exploring the area. The properties available here often feature a mix of historic charm and modern amenities, suiting a variety of preferences.Another delightful option is the vicinity of the Ashland State Park. This area is particularly appealing for those who enjoy outdoor activities, as the park provides beautiful trails and opportunities for fishing and picnicking. It's a serene spot that allows for a peaceful retreat while still being close enough to the heart of town.In total, Ashland boasts a range of properties, from quaint cottages to larger family homes, making it suitable for different group sizes and budgets.
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 several available throughout the area. These homes typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas. Many also include outdoor spaces such as gardens or patios, providing a ideal setting for relaxation after exploring the local attractions.
When is the best time to visit Ashland for a holiday rental?
March is the most popular time to visit Ashland, Massachusetts, as it marks the beginning of the peak season that lasts through May. During these months, visitors flock to the area to enjoy the beautiful early spring weather and partake in various outdoor activities. With temperatures typically ranging from 0 to 15 degrees Celsius, it's a wonderful time for sightseeing and exploring the charming town and its surrounding natural beauty.As the snow melts and the flowers begin to bloom, you can take advantage of comfortable conditions for hiking the nearby trails or enjoying leisurely strolls through the local parks. Additionally, March offers a vibrant setting as the community hosts various events, making it an ideal time for those seeking both adventure and cultural experiences.If you're looking for a more budget-friendly option, consider visiting Ashland in December. While this is the low season, it has its own unique charm, with festive decorations and holiday spirit filling the air. You can enjoy a quieter experience while still finding plenty of local attractions to explore.Ultimately, your choice of when to visit Ashland will depend on whether you prefer the lively energy of the spring months or the serene, festive atmosphere of December.
What are the top attractions in Ashland?
In Ashland, visitors can enjoy a range of attractions that highlight the town's natural beauty and community spirit. The Ashland State Park is a popular spot, offering picturesque hiking trails, picnic areas, and a lovely lake for fishing and kayaking. This park is a fantastic choice for those looking to immerse themselves in nature right within the town.In the centre of Ashland, the historical district features charming architecture and local shops, providing a quaint atmosphere to explore. The nearby Ashland Historical Society offers insights into the town's rich history, making it an interesting stop for those keen on learning about the local heritage.For outdoor enthusiasts, the Sudbury River runs through the area, presenting opportunities for kayaking and canoeing. Additionally, the town hosts various community events throughout the year, allowing visitors to experience the local culture and hospitality.
Are all fees included in the Ashland holiday homes prices shown on Stayz?
Stayz 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.
Are there any Ashland holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Ashland holiday homes?
You can find great discounts on holiday homes in Ashland on Stayz, 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.
Can I change or cancel my Ashland holiday home booking on Stayz?
To find Ashland holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Ashland?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Ashland holiday home?
Book your Ashland holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Ashland?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Ashland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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