Ashland Holiday Rentals

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Our top choices for Ashland holiday rentals

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (1 review)
"Our stay was very nice, in that there is plenty of space and the shared areas and bedrooms are large spaces. Communication with the host went well, as we needed to get the correct door code to access, and there was a small issue with the thermostat which the host addressed quickly."
United States
John W.
The price is NZ$489
includes taxes & fees
17 May - 18 May
Charming 3-bedroom house in delightful Ashland for your getaway

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is NZ$640
includes taxes & fees
14 May - 15 May
The Chester Hotel

Tranquil South End Studio

Tranquil South End Studio
Back Bay
The price is NZ$514
includes taxes & fees
19 May - 20 May
Tranquil South End Studio

Stellar South End Studio

Stellar South End Studio
Back Bay
The price is NZ$505
includes taxes & fees
18 May - 19 May
Stellar South End Studio

Newly renovated in a prime location in Kenmore Square. Walking distance to Downtown + Universities

Newly renovated in a prime location in Kenmore Square. Walking distance to Downtown + Universities
Fenway–Kenmore
The price is NZ$735
includes taxes & fees
18 May - 19 May
Newly renovated in a prime location in Kenmore Square. Walking distance to Downtown + Universities

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (167 reviews)
"Great place for a solo business trip. Great location"
United States
Eleazar
The price is NZ$556
includes taxes & fees
18 May - 19 May
Maverick Suites at 245 Newbury St

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (14 reviews)
"Overall, comfortable and well located. Host was quick to respond with any questions we had. "
United States
AJ V.
The price is NZ$783
includes taxes & fees
21 May - 22 May
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Modern 3BR nest near Franklin Park 558/2

Modern 3BR nest near Franklin Park 558/2
Dorchester
10.0 out of 10, Exceptional, (17 reviews)
"Very nice property, parking is safe, owner give clear checkin and checkout instructions. Very good."
United States
Kevin
The price is NZ$743
includes taxes & fees
17 May - 18 May
Modern 3BR nest near Franklin Park 558/2

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (147 reviews)
"The property is clean and for the money, is a win for the visitor. "
United States
Ramon S
The price is NZ$506
includes taxes & fees
18 May - 19 May
Maverick Suites at 400 Columbus Ave

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is NZ$441
includes taxes & fees
19 May - 20 May
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,195 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is NZ$262
includes taxes & fees
7 June - 8 June
Crescent Suites Hotel

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is NZ$807
includes taxes & fees
19 May - 20 May
Beautiful 1BR near Fenway Park + Kenmore!

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.8 out of 10, Exceptional, (18 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is NZ$373
includes taxes & fees
21 May - 22 May
Charming 2-bedroom apartment with WiFi, AC in superb Canton

The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End
South End
10.0 out of 10, Exceptional, (2 reviews)
"Nice room. Good location "
United States
Abenamar A.
The price is NZ$808
includes taxes & fees
19 May - 20 May
The Chester: Hip, Renovated, South End

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.2 out of 10, Wonderful, (59 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is NZ$412
includes taxes & fees
9 June - 10 June
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (41 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is NZ$519
includes taxes & fees
26 May - 27 May
On River/Harvard Sq. two blocks

Serene South End Studio

Serene South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Nice and clean room, close walking distance to Ma General hospital and also BU Hospital, and nice friendly staff. Would rent again!"
United States
Dylan S.
Serene South End Studio

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (239 reviews)
"Friendly staff, lots to do nearby "
United States
Emily
The price is NZ$192
includes taxes & fees
28 May - 29 May
Residences at Solomon Pond

Newly renovated pet friendly apt by parks and train!

Newly renovated pet friendly apt by parks and train!
Roxbury
8.0 out of 10, Very good, (36 reviews)
"Great location and very accommodating host. House was clean, beds extremely comfortable. Best of urban location with lovely home feel! On street parking was a dream and easy to get into downtown Boston, 93 or 128. Many great restaurants to enjoy in JP. Would definitely stay again. "
United States
Lisa L.
The price is NZ$657
includes taxes & fees
14 May - 15 May
Newly renovated pet friendly apt by parks and train!

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.8 out of 10, Excellent, (3 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is NZ$343
includes taxes & fees
18 May - 19 May
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
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.
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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 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 NZ$192 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?

Cozy Apartment | Near T: This holiday home rental outside of Ashland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.