A river winding through a forest with autumn foliage.

Ashland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Ashland holiday rentals

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,354 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is RM617
RM689 total
includes taxes & fees
6 Dec - 7 Dec
Crescent Suites Hotel
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (268 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
The price is RM471
RM526 total
includes taxes & fees
12 Nov - 13 Nov
Residences at Solomon Pond
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

3. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (45 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is RM584
RM1,184 total
includes taxes & fees
25 Nov - 26 Nov
The Chester Hotel
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

4. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (477 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is RM416
RM875 total
includes taxes & fees
6 Dec - 7 Dec
Maverick Suites at 28 Fenway
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

5. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (352 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is RM730
RM1,204 total
includes taxes & fees
7 Dec - 8 Dec
Kasa Boston at Fenway
A wooden hallway with a patterned floor leading to a door.

6. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (356 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is RM321
RM721 total
includes taxes & fees
25 Nov - 26 Nov
Maverick Suites at 89 Marion
A row of brick buildings with storefronts, including a bakery and a liquor store.

7. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
The price is RM358
RM785 total
includes taxes & fees
6 Dec - 7 Dec
Maverick Suites at 245 Newbury St
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

8. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.2 out of 10, Very good, (17 reviews)
"Great location, easy to access, and quick to respond to questions"
United States
ANITA
The price is RM369
RM956 total
includes taxes & fees
12 Nov - 13 Nov
Furnished Apartment Near Longwood
A modern living room with a round dining table, grey sofas, and large windows offering city views.

9. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.4 out of 10, Very good, (18 reviews)
"Very safe, convenient, clean and quiet. Definitely recommend this place. Close to eateries and shops too."
United States
Sherri
The price is RM391
RM962 total
includes taxes & fees
12 Nov - 13 Nov
Furnished Apts near Harvard Stadium
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

10. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (39 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is RM650
RM1,260 total
includes taxes & fees
25 Nov - 26 Nov
The Concord Hotel
A modern hotel room with a bed, a desk, a sofa, and a dining area.

11. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (247 reviews)
"Great location if you go to the BCH"
Mexico
Ana
The price is RM698
RM1,501 total
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

12. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (100 reviews)
"Enjoyed the stay"
United States
Frances
The price is RM346
RM771 total
includes taxes & fees
25 Nov - 26 Nov
Maverick Suites at 402 Columbus Ave
Room

13. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (31 reviews)
"Great location. Exactly as pictured."
United States
Erica
The price is RM726
RM1,278 total
includes taxes & fees
23 Nov - 24 Nov
Symple Live
Interior

14. Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is RM3,091
RM5,309 total
includes taxes & fees
25 Nov - 26 Nov
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

15. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (186 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is RM321
RM742 total
includes taxes & fees
25 Nov - 26 Nov
Maverick Suites at 400 Columbus Ave
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

16. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
The price is RM909
RM1,835 total
includes taxes & fees
22 Nov - 23 Nov
Worcester Lakefront Cottage Apt w/ Shared Dock!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"Came in early and I was able to still check in with the help of the staff"
Ismael Alvaro 3-night trip
Posted less than an hour ago
Hyatt Regency Boston/Cambridge

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia.co.uk! 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.

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 Jordan's Furniture, 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.