Photo by Swetha Srinivasan

Holiday Rentals in Ashland

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

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1106)
"The staff were friendly and the accommodation was good"
Crescent Suites Hotel
Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (297)
"Great location"
The price is €201
includes taxes & fees
11 Nov - 12 Nov
Maverick Suites at 28 Fenway
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
4.0 star property
8.2 out of 10, Very good, (527)
"beautiful stay"
The price is €188
includes taxes & fees
9 Nov - 10 Nov
907 Main Hotel Central Square, Sonder by Marriott Bonvoy
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
4.0 star property
9.2 out of 10, Wonderful, (940)
"The property was awesome, well located, not far to jump on trains etc Close to MGM musical hall, which was the reason for our trip. Would 100% recommend this property if your looking for a nice peaceful area but close enough to all the popular touristy areas. Loved our stay, thank you "
The price is €173
includes taxes & fees
9 Nov - 10 Nov
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
3.5 star property
8.8 out of 10, Excellent, (75)
"It is a perfect place to stay in Boston close to shopping and dining, in the heart of Newbury street. However, there is no elevator so check the floor you are staying in advance. "
The price is €278
includes taxes & fees
10 Nov - 11 Nov
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Maverick Suites at 89 Marion
2.0 star property
8.4 out of 10, Very good, (259)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
The price is €205
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 89 Marion
The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (24)
"The property was spacious and clean. We enjoyed our stay!"
The price is €330
includes taxes & fees
5 Nov - 6 Nov
The Chester Hotel
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
4.0 star property
8.8 out of 10, Excellent, (271)
"Easy check in and clean property with in unit laundry"
The price is €217
includes taxes & fees
11 Nov - 12 Nov
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (149)
"Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library"
The price is €230
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 245 Newbury St
Residences at Solomon Pond
3.5 star property
8.2 out of 10, Very good, (205)
"The property is clean and spacious. Quiet place."
Residences at Solomon Pond
Maverick Suites at 400 Columbus Ave
2.0 star property
7.2 out of 10, Good, (124)
"Good location -comfortable "
The price is €208
includes taxes & fees
11 Nov - 12 Nov
Maverick Suites at 400 Columbus Ave
Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (194)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
The price is €418
includes taxes & fees
19 Oct - 20 Oct
Charlesgate Suites
Maverick Suites at 402 Columbus Ave
2.5 star property
8.0 out of 10, Very good, (63)
"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. "
The price is €183
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 402 Columbus Ave
Free Parking at 1 Bed Basement Apt, Near BU & MIT
8.4 out of 10, Very good, (6)
"Great location for a long weekend in Boston! "
The price is €474
includes taxes & fees
16 Oct - 17 Oct
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Large victorian home 15 mins from downtown lots of local restaurants and bars
8.6 out of 10, Excellent, (4)
"Host was quick to respond and helpful. It had very spacious living area. There is a king bed, all the "queen" beds were actually doubles. There were bath towels but no washcloths. There was a Keurig, not coffee maker as advertised. It was sufficient for our two day stay. We had a great visit to Boston. The house location was easy driving to the harbor walk and seaport district. We were able to Uber relatively cheap to Fenway and downtown Boston. It was overall a good experience with this host. ...
The price is €1,083
includes taxes & fees
15 Oct - 16 Oct
Large victorian home 15 mins from downtown lots of local restaurants and bars
Lovely 3 bedroom 2 bath “6 miles from downtown”
9.4 out of 10, Exceptional, (8)
"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."
The price is €782
includes taxes & fees
19 Oct - 20 Oct
Lovely 3 bedroom 2 bath “6 miles from downtown”
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
10.0 out of 10, Exceptional, (69)
"The property is exceptional. Great location, clean, lots of space for our large group. It had everything we needed including ample parking in the back of the building. Maya is a wonderful host and was very accommodating with our requests. I would stay here again in a heartbeat."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
60/2 SPRING GETAWAY EARLY BIRD 10%! Newly built & stylish apartment in Boston
10.0 out of 10, Exceptional, (12)
"Great place to stay!! Everyone had their own bed, great restaurants a short drive from away. Owner was very responsive to any inquiry."
The price is €372
includes taxes & fees
19 Oct - 20 Oct
60/2 SPRING GETAWAY EARLY BIRD 10%! Newly built & stylish apartment in Boston
Stylish, Comfortable Luxury | Near T
9.8 out of 10, Exceptional, (18)
"Apt. Was so nice! Worked out great for us!"
Stylish, Comfortable Luxury | Near T
Great Apartment on River/ Harvard Square two blocks
2.0 star property
9.0 out of 10, Wonderful, (22)
"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."
The price is €283
includes taxes & fees
15 Oct - 16 Oct
Great Apartment on River/ Harvard Square two blocks
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.
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, apart-hotels, 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 favorite 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 depends 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 €173 per night. Entering your travel dates in the search wizard you might find 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?

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston: This holiday home rental outside of Ashland is located in the city centre, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. It has 7 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 Hopkinton State Park and Ashland 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.