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Holiday Rentals in Ashland

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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, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is €260
includes taxes & fees
6 Jul - 7 Jul
Charming 3-bedroom house in delightful Ashland for your getaway

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (24 reviews)
"Friendly hosts"
United States
Jan
The price is €272
includes taxes & fees
12 Jul - 13 Jul
Free Parking at 1 Bed Basement Apt, Near BU & MIT

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is €271
includes taxes & fees
6 Jul - 7 Jul
The Chester Hotel

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (382 reviews)
"Great stay. "
United States
Anna
The price is €169
includes taxes & fees
6 Jul - 7 Jul
Maverick Suites at 28 Fenway

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, (180 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is €205
includes taxes & fees
6 Jul - 7 Jul
Maverick Suites at 245 Newbury St

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
The price is €289
includes taxes & fees
7 Jul - 8 Jul
The Concord Hotel

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.0 out of 10, Very good, (5 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is €285
includes taxes & fees
9 Jul - 10 Jul
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

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, (5 reviews)
"Great place for our overnight stay. Red line was close by to get us in and out of Boston. Host was incredibly responsive. She suggested a restaurant close by, via Cannuccia.. stunning pastries on the weekend. "
United States
Ingrid
The price is €184
includes taxes & fees
14 Jul - 15 Jul
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

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 €519
includes taxes & fees
19 Jul - 20 Jul
The Chester: Hip, Renovated, South End

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (157 reviews)
"Great location!"
United States
Kevin
The price is €114
includes taxes & fees
6 Jul - 7 Jul
Maverick Suites at 400 Columbus Ave

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is €453
includes taxes & fees
18 Jul - 19 Jul
Charming 1 Bedroom | Newbury Street

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (6 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is €280
includes taxes & fees
6 Jul - 7 Jul
Symple Live

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
8.0 out of 10, Very good, (1 review)
"Although we enjoyed the property, the pics were deceiving."
United States
Barry G.
The price is €336
includes taxes & fees
6 Jul - 7 Jul
Beautiful 1BR near Fenway Park + Kenmore!

Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Nice place, good location. Would definitely stay again!"
United States
Amy K.
The price is €328
includes taxes & fees
6 Jul - 7 Jul
Stunning 1BR | Steps to Fenway!

South End Airy Studio

South End Airy Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Clean room efficient hosts that communicated terrifically easy check-in process great location pet friendly all added up to a great spot to stay. When we travel we need a reliable space to be home base as we explore the city and this place fit the bill splendidly."
United States
John J R.
The price is €448
includes taxes & fees
25 Jul - 26 Jul
South End Airy Studio

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (46 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is €276
includes taxes & fees
7 Jul - 8 Jul
On River/Harvard Sq. two blocks

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
9.0 out of 10, Wonderful, (12 reviews)
"Excellent location for restaurants, shops, sightseeing. Lovely buzz around the area, with park & river close by to escape if necessary. Large lounge area to put your feet up between trips, and adequate glasses etc for drinks and nibbles between the treats at the bakeries and restaurants nearby."
United Kingdom
Jude
The price is €300
includes taxes & fees
14 Jul - 15 Jul
Stylish Back Bay Retreat, Steps from Prudential

Modern & Stylish 1-Bedroom Condo near Downtown

Modern & Stylish 1-Bedroom Condo near Downtown
Roxbury
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and quiet neighborhood. Would love to rent again if the opportunity presents itself. "
United States
Bobby B.
The price is €357
includes taxes & fees
19 Jul - 20 Jul
Modern & Stylish 1-Bedroom Condo near Downtown

Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.0 out of 10, Very good, (1 review)
"Good use of space, comfortable bed and sofa, Very pleasant neighborhood walking distance to Fenway Park, Whole Foods and 2 subway stations. The kitchen is small but functional. The refrigerator either freezes salad or leaks water and the bathroom sink is tiny. But otherwise a sweet place to stay. Use Bounce if you need to stash your bags before check in or after check out."
United States
Donna L.
The price is €259
includes taxes & fees
19 Jul - 20 Jul
Stunning Back Bay Studio Apartment

Modern 3BR Boston Nest • Pet-Friendly • Franklin Park & Red Line 558-2

Modern 3BR Boston Nest • Pet-Friendly • Franklin Park & Red Line 558-2
Dorchester
10.0 out of 10, Exceptional, (19 reviews)
"Very nice property, parking is safe, owner give clear checkin and checkout instructions. Very good."
United States
Kevin
The price is €478
includes taxes & fees
19 Jul - 20 Jul
Modern 3BR Boston Nest • Pet-Friendly • Franklin Park & Red Line 558-2
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, 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 €113 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?

Charming 3-bedroom house in delightful Ashland for your getaway: This highly rated holiday home rental in Ashland comes with laundry facilities so that you can feel at home during your trip.

How many holiday rentals are there in Ashland?

Expedia has 3 holiday rentals for your stay in Ashland.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Massachusetts Horticultural Society's Gardens at Elm Bank, or get outside and enjoy nature at Framingham Town Common. 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.