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Ashland Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Ashland holiday rentals

Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1143)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Exterior
Maverick Suites at 245 Newbury St

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, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St
Interior entrance
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very good, (270)
"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
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (133)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
Maverick Suites at 400 Columbus Ave
Business centre
Residences at Solomon Pond

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (224)
"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
Private kitchen
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
7.8 out of 10, Good, (68)
"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
Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201)
"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 HK$1,339
HK$2,881 total
includes taxes & fees
15 Dec - 16 Dec
Charlesgate Suites
Egyptian cotton sheets, premium bedding, memory-foam beds
The Chester Hotel

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (28)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is HK$1,178
HK$2,742 total
includes taxes & fees
17 Dec - 18 Dec
The Chester Hotel
TV, fireplace
Lovely 3 bedroom 2 bath “6 miles from downtown”

Lovely 3 bedroom 2 bath “6 miles from downtown”

Lovely 3 bedroom 2 bath “6 miles from downtown”
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.
Lovely 3 bedroom 2 bath “6 miles from downtown”
Interior
Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!
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 HK$1,009
HK$3,030 total
includes taxes & fees
16 Dec - 17 Dec
Hidden Gem right in the city of Boston!
Outdoor dining
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Hyde Park
10.0 out of 10, Exceptional, (17)
"Lots of thoughtful touches, enjoyable spot for us to land while visiting Boston."
United States
Wendy K.
Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train
Private kitchen
Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
2.0 star property
West Cambridge
8.6 out of 10, Excellent, (29)
"Everything was great! We had a really fun stay and the place was perfect for what we needed! "
United States
millie p.
The price is HK$834
HK$1,836 total
includes taxes & fees
15 Dec - 16 Dec
Great Apartment on River/ Harvard Square two blocks
Dining
On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
2.0 star property
West Cambridge
8.2 out of 10, Very good, (30)
"Great place to stay! We loved our time there!"
United States
Melody
The price is HK$834
HK$1,783 total
includes taxes & fees
15 Dec - 16 Dec
On River/Harvard Sq. two blocks
Property grounds
Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Beautiful studio in historic neighborhood of Boston. Super close to downtown!
Roxbury
9.8 out of 10, Exceptional, (45)
"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!
Property grounds
NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)

NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)

NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)
Roxbury
8.8 out of 10, Excellent, (6)
"The house was clean. The house had all of the basic supplies. "
United States
Pam H.
NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)
Fridge, microwave, oven, stovetop
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Fenway–Kenmore
10.0 out of 10, Exceptional, (74)
"Fantastic home for a large group. Everyone was comfortable in their spaces and appreciated the easy access to the Fenway area."
United States
Christeen R.
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Fridge, microwave, oven, stovetop
Modern 2br with W/D in unit, Parking, central air

Modern 2br with W/D in unit, Parking, central air

Modern 2br with W/D in unit, Parking, central air
Roslindale
10.0 out of 10, Exceptional, (62)
"Lots of room and great location! Wonderful stay!"
United States
Amy C.
Modern 2br with W/D in unit, Parking, central air
TV, offices
Clean, Contemporary Escape | Near T

Clean, Contemporary Escape | Near T

Clean, Contemporary Escape | Near T
Roxbury
9.4 out of 10, Exceptional, (19)
"The vrbo was very clean and as pictured. Very happy with my stay and would stay again. "
United States
Brenden T.
Clean, Contemporary Escape | Near T
Interior
558/3 - 3BR Boston - Modern Nest near Franklin Park

558/3 - 3BR Boston - Modern Nest near Franklin Park

558/3 - 3BR Boston - Modern Nest near Franklin Park
Dorchester
9.2 out of 10, Wonderful, (7)
"Great clean place to stay!"
United States
Madeleine D.
The price is HK$986
HK$2,789 total
includes taxes & fees
18 Dec - 19 Dec
558/3 - 3BR Boston - Modern Nest near Franklin Park
Fridge, microwave, oven, stovetop
60-1 4BR Boston - Cozy New Apt near Franklin Park

60-1 4BR Boston - Cozy New Apt near Franklin Park

60-1 4BR Boston - Cozy New Apt near Franklin Park
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 HK$986
HK$2,995 total
includes taxes & fees
15 Dec - 16 Dec
60-1 4BR Boston - Cozy New Apt near Franklin Park
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

Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge

10/10 Excellent
"From the staff to the amenities everything was perfect. Thank you. "
Joshua 3-night trip
Posted 2 days ago
Courtyard by Marriott Boston-Cambridge

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in Ashland!

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 a Smart TV 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 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.