A river winding through a forest with autumn foliage.

Ashland Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Ashland holiday rentals

A modern hotel lobby with a seating area, a bar, and a kitchen.

1. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (251 reviews)
"Wonderful!!"
United States
Huynh
The price is S$131
includes taxes & fees
3 Sept - 4 Sept
Residences at Solomon Pond
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,264 reviews)
"Friendly staff. Bed was very comfortable and the kitchen was a plus!"
United States
Evelyn
The price is S$225
includes taxes & fees
10 Sept - 11 Sept
Crescent Suites Hotel
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, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is S$449
includes taxes & fees
8 Sept - 9 Sept
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

4. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (20 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is S$434
includes taxes & fees
8 Sept - 9 Sept
The Concord Hotel
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
8.8 out of 10, Excellent, (311 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is S$433
includes taxes & fees
7 Sept - 8 Sept
Kasa Boston at Fenway
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

6. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (416 reviews)
"Great property beautiful vintage building great location"
United States
James
The price is S$415
includes taxes & fees
13 Sept - 14 Sept
Maverick Suites at 28 Fenway
A wooden hallway with a patterned floor leading to a door.

7. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (310 reviews)
"Stayed in the economy suite, very suitable for a couple! Very clean room and I have never had an easier check-in process!!"
United States
Paula
The price is S$310
includes taxes & fees
3 Sept - 4 Sept
Maverick Suites at 89 Marion
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

citizenM Boston Back Bay

citizenM Boston Back Bay

8/10 Good
"For the price I think breakfast should be offered for every one. Ice machines should be available in each floor instead of just the bar. And definitely need bigger mini fridges. Those were minuscule"
Adriana Ramirez 3-night trip
Posted 3 hours ago
citizenM Boston Back Bay

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 Fun and Games Family Entertainment Center, 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.