Photo by Swetha Srinivasan

Ashland holiday homes

We found 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.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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:

  • 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)
  • Westborough Country Club (8.2 mi / 13.1 km)
  • Nashoba Valley Winery (14.1 mi / 22.7 km)
  • Fore Kicks Sports Complex and Golf Course (14.6 mi / 23.5 km)
  • Southwick's Zoo (15 mi / 24.1 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)
  • Garden in the Woods (5.7 mi / 9.2 km)
  • New England Wild Flower Society Garden in the Woods (5.9 mi / 9.5 km)
  • New England Baseball Complex (10.6 mi / 17 km)
  • Walden Pond (13.8 mi / 22.1 km)
  • Walden Pond State Reservation (13.8 mi / 22.2 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

How much does it cost to rent a holiday home in Ashland?
The average price for a holiday home in Ashland is determined by several factors, such as length of stay, property type and season. Whether you’re searching for a sprawling villa with space for the whole family or a comfy cabin that’s perfect for two, just enter your dates of travel to discover stays with terrific value.
How much does it cost to rent a beach house in Ashland?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Enter your Ashland travel dates to see your options on Bookabach. Did someone just say “private pool”? Use the filters to select the features and amenities you need.
What are the top attractions for families in Ashland?
Keeping the kids occupied during your stay in Ashland is a snap with these cool family-friendly attractions:

  • Apex Entertainment Centre
  • Fun and Games Family Entertainment Centre
  • Stoddard Park

How old do you have to be to rent a holiday home in Ashland?
Age restrictions can vary across properties on Bookabach, so be sure to check the rules of the holiday home in Ashland you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Ashland for?
How long you can rent a holiday home in Ashland is down to the property. Just enter your preferred dates to display a list of options offering extended stays. With plenty of features like kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover a terrific place to call your home away from home in Ashland.

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