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Ashland Holiday Rentals

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Holiday Rentals in Ashland

Our top choices for Ashland holiday rentals

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (260)
"Great location "
The price is HK$989
HK$1,899 total
includes taxes & fees
23 Sept - 24 Sept
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1071)
"Very pleased with hotel. "
Crescent Suites Hotel

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (518)
"Great hotel!"
The price is HK$1,941
HK$2,251 total
includes taxes & fees
5 Sept - 6 Sept
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (250)
"Good nights sleep, cozy, nice amenities. "
The price is HK$1,272
HK$2,118 total
includes taxes & fees
25 Sept - 26 Sept
Maverick Suites at 89 Marion

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (19)
"Great place to stay in Boston and near colleges."
The price is HK$1,375
HK$2,970 total
includes taxes & fees
3 Sept - 4 Sept
The Chester Hotel

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (139)
"Clean. Great location. "
The price is HK$1,736
HK$2,713 total
includes taxes & fees
28 Sept - 29 Sept
Maverick Suites at 245 Newbury St

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (195)
"The property is clean and spacious. Quiet place."
Residences at Solomon Pond

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (59)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
The price is HK$1,425
HK$2,355 total
includes taxes & fees
28 Sept - 29 Sept
Maverick Suites at 402 Columbus Ave

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (932)
"Beautiful property "
The price is HK$2,021
HK$2,384 total
includes taxes & fees
21 Sept - 22 Sept
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (261)
"Great location for a family close to Fenway. Beds were a little hard. "
The price is HK$2,074
HK$2,446 total
includes taxes & fees
21 Sept - 22 Sept
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
8.8 out of 10, Excellent, (70)
"Great place , size of the apartment , very clean"
The price is HK$2,776
HK$3,275 total
includes taxes & fees
21 Sept - 22 Sept
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (185)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
The price is HK$1,356
HK$2,903 total
includes taxes & fees
2 Sept - 3 Sept
Charlesgate Suites

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (120)
"Great place to stay with close proximity to the city "
The price is HK$901
HK$1,753 total
includes taxes & fees
28 Sept - 29 Sept
Maverick Suites at 400 Columbus Ave

Fairfield Manner

2.0 star property
Fairfield Manner

85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

10.0 out of 10, Exceptional, (3)
"Everything was clean and pleasant "
The price is HK$1,551
HK$3,656 total
includes taxes & fees
2 Sept - 3 Sept
85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

60/2 SPRING GETAWAY EARLY BIRD 10%! Newly built & stylish apartment in Boston

9.8 out of 10, Exceptional, (7)
"The space looks like it was just renovated. It was clean and had new appliances. The bed rooms all have one bed and a bunk bed. You could really cram a lot of guess in the house. The living space is large with a sectional sofa that can fit 6-8, a kitchen table with room for 6. The parking spots in back are pretty tight, but there was plenty of street parking out front. If you have a bigger vehicle, I'd park out front."
The price is HK$1,319
HK$3,236 total
includes taxes & fees
3 Sept - 4 Sept
60/2 SPRING GETAWAY EARLY BIRD 10%! Newly built & stylish apartment in Boston

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 HK$3,313
HK$6,837 total
includes taxes & fees
2 Sept - 3 Sept
Lovely 3 bedroom 2 bath “6 miles from downtown”

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

9.8 out of 10, Exceptional, (37)
"nice "
Beautiful studio in historic neighborhood of Boston. Super close to downtown!

Hidden Gem right in the city of Boston!

9.6 out of 10, Exceptional, (22)
"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."
Hidden Gem right in the city of Boston!

558/2 - 3BR Boston - Modern Nest near Franklin Park

10.0 out of 10, Exceptional, (3)
"Great place with very usable space. Quiet yet very convenient --- walking distance to CVS and several restaurants, a grocery store, and more. "
The price is HK$987
HK$2,811 total
includes taxes & fees
4 Sept - 5 Sept
558/2 - 3BR Boston - Modern Nest 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

Find out more about Ashland

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!

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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 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.