Ashland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Ashland

Aparthotel in South Side

3.0 star property
9.6 out of 10, Exceptional, (1134)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel

Apartment in Fenway–Kenmore

3.0 star property
8.8 out of 10, Excellent, (315)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
The price is AU$323
includes taxes & fees
25 Nov - 26 Nov
Maverick Suites at 28 Fenway

Aparthotel in Marlborough

3.5 star property
8.2 out of 10, Very good, (218)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
Residences at Solomon Pond

Aparthotel in Coolidge Corner South Side

2.0 star property
8.4 out of 10, Very good, (269)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
Maverick Suites at 89 Marion

Aparthotel in South End

2.0 star property
7.2 out of 10, Good, (131)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
Maverick Suites at 400 Columbus Ave

Aparthotel in Back Bay

2.0 star property
8.2 out of 10, Very good, (151)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
Maverick Suites at 245 Newbury St

Aparthotel in South End

2.5 star property
7.8 out of 10, Good, (66)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave

Aparthotel in Fenway–Kenmore

3.5 star property
9.4 out of 10, Exceptional, (199)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is AU$681
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites

Aparthotel in South End

4.0 star property
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is AU$666
includes taxes & fees
24 Nov - 25 Nov
The Chester Hotel

Apartment in Roxbury

9.8 out of 10, Exceptional, (44)
"I loved the location. It was convenient to everything I wanted to do. Madhouse Cafe being in walking distance was a phenomenal find."
United States
Marsha G.
Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Apartment in Fenway–Kenmore

7.8 out of 10, Good, (8)
"Broken refrigerator upon arrival; interior in general state of disrepair."
United States
matthew
The price is AU$862
includes taxes & fees
13 Dec - 14 Dec
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Apartment in West Cambridge

2.0 star property
9.0 out of 10, Wonderful, (27)
"We we were in town for the Red Sox series and had a great stay at Mike’s place. We highly recommend this place for anyone staying in Boston/ Cambridge."
Canada
Chris R.
The price is AU$373
includes taxes & fees
1 Dec - 2 Dec
Great Apartment on River/ Harvard Square two blocks

Apartment in West Cambridge

2.0 star property
8.2 out of 10, Very good, (28)
"Great place to stay! We loved our time there!"
United States
Melody
The price is AU$359
includes taxes & fees
23 Nov - 24 Nov
On River/Harvard Sq. two blocks

Apartment in Dorchester

8.2 out of 10, Very good, (10)
"The host was very responsive and the unit has everything you can think of to feel comfortable for your stay. Clean and very beautiful home. 10/10 experience I would highly recommend and book this unit again."
United States
Vey B.
The price is AU$1,381
includes taxes & fees
28 Nov - 29 Nov
Lovely 3 bedroom 2 bath “6 miles from downtown”

Condo in Mattapan

8.8 out of 10, Excellent, (6)
"Thank you for being an exceptional host! From the moment we booked, you were responsive, attentive, and incredibly gracious. You went above and beyond to make sure my wife and family felt welcome and comfortable throughout our stay. Your hospitality made a big difference in our trip, and we truly appreciated your kindness and quick communication. We would absolutely stay here again and highly recommend your place to others!"
United States
Mark A.
The price is AU$1,912
includes taxes & fees
22 Nov - 23 Nov
Large victorian home 15 mins from downtown lots of local restaurants and bars

Apartment in Jamaica Plain

9.8 out of 10, Exceptional, (26)
"Just as the pictures was fantastic! Plenty of space and accommodating to early check in and was very close drive to children’s hospital. Would stay here again. "
United States
Sara D.
Glamorous Luxury Apartment, Near T

Holiday Home in Hyde Park

9.6 out of 10, Exceptional, (24)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
United States
TIARA V.
The price is AU$633
includes taxes & fees
16 Dec - 17 Dec
Hidden Gem right in the city of Boston!

Apartment in Mattapan

9.4 out of 10, Exceptional, (15)
"Spacious and affordable property. Very clean, with a good location not too far from the city. Jenny was a great host and very accommodating."
United States
Vu N.
The price is AU$628
includes taxes & fees
24 Nov - 25 Nov
60-1 4BR Boston - Cozy New Apt near Franklin Park

Condo in Roxbury

9.8 out of 10, Exceptional, (23)
"We had a great stay! Location was perfect and the beds were super cozy. 5 min walk to train station."
United States
Krystyna N.
Stylish, Comfortable Luxury | Near T

Holiday Home in Worcester

10.0 out of 10, Exceptional, (5)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
United States
Harmony F.
The price is AU$794
includes taxes & fees
22 Dec - 23 Dec
Spacious 4-bedroom with four and half bathrooms
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Ashland Hotel Reviews

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as AU$323 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, or you can select a more secluded option if you're looking for a relaxing stay. Ashland is known for its shopping and restaurants. Make sure you have time to check out the lake views while you're in the area.

What are some of the best holiday rentals that Ashland has to offer?

Hidden Gem right in the city of Boston!: This holiday home rental outside of Ashland is located near skiing, and offers a selection of games, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Fun and Games Family Entertainment Center, or get outside and enjoy nature at Cochituate State Park. Other places in town to visit include Ashland State Park and Hopkinton State Park.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.