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Ashland Vacation Rentals

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Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Ashland vacation rentals

Exterior
Maverick Suites at 245 Newbury St

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very Good, (155)
"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
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

Maverick Suites at 400 Columbus Ave
2.0 star property
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
Egyptian cotton sheets, premium bedding, memory foam beds
The Chester Hotel

Aparthotel in South End

The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (28)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is P8,775
P20,551 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Chester Hotel
Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (326)
"Good place"
United States
Elijah
The price is P5,022
P11,511 total
includes taxes & fees
Dec 28 - Dec 29
Maverick Suites at 28 Fenway
Business center
Residences at Solomon Pond

Aparthotel in Marlborough

Residences at Solomon Pond
3.5 star property
8.2 out of 10, Very Good, (225)
"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

Aparthotel in South End

Maverick Suites at 402 Columbus Ave
2.5 star property
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

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
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 P8,927
P20,389 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charlesgate Suites
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

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

10/10 Excellent
"Very conveniently located. Best location if taking Amtrak"
Dunnapar F 2-night trip
Posted 17 hours ago
The Westin Copley Place, Boston, a Marriott Hotel

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

Frequently asked questions

Are there vacation rentals in Ashland?

Yes, you can find vacation rentals near top local attractions in Ashland, or you can go with a more secluded option if you're looking for relaxation. 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 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 vacation rentals like in Ashland?

Vacation rentals are private properties you can reserve for a couple days or more in Ashland. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.