A river winding through a forest with autumn foliage.

Ashland Vacation Rentals

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Check prices for these dates

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

Our top choices for Ashland vacation 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
$142 nightly
The price is $159
Nov 13 - Nov 14
Total with taxes and fees
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
$110 nightly
The price is $122
Nov 22 - Nov 23
Total with taxes and fees
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
$270 nightly
The price is $310
Nov 11 - Nov 12
Total with taxes and fees
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, (476 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
$192 nightly
The price is $221
Nov 11 - Nov 12
Total with taxes and fees
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, (350 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
$270 nightly
The price is $297
Nov 23 - Nov 24
Total with taxes and fees
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, (355 reviews)
"The area was walkable and the room was great!"
United States
Edna
$159 nightly
The price is $178
Nov 15 - Nov 16
Total with taxes and fees
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
$168 nightly
The price is $193
Dec 6 - Dec 7
Total with taxes and fees
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
$220 nightly
The price is $245
Nov 11 - Nov 12
Total with taxes and fees
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
$217 nightly
The price is $249
Nov 11 - Nov 12
Total with taxes and fees
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
$270 nightly
The price is $311
Nov 11 - Nov 12
Total with taxes and fees
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
$322 nightly
The price is $370
Nov 23 - Nov 24
Total with taxes and fees
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
$161 nightly
The price is $185
Nov 26 - Nov 27
Total with taxes and fees
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
$261 nightly
The price is $301
Nov 23 - Nov 24
Total with taxes and fees
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
$1,172 nightly
The price is $1,309
Nov 19 - Nov 20
Total with taxes and fees
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
$159 nightly
The price is $183
Nov 15 - Nov 16
Total with taxes and fees
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
$395 nightly
The price is $452
Nov 22 - Nov 23
Total with taxes and fees
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.
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Top Ashland Hotel Reviews

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

8/10 Good
"The hotel itself was alright. Although the food I had for dinner was good at the restaurant, the service was mediocre. The cook at breakfast was also not friendly."
Hantamalala 1-night trip
Posted 9 hours ago
Embassy Suites by Hilton Boston Waltham

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 are some of the best vacation rentals that Ashland has to offer?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: You might want to consider this vacation home rental near Ashland, which has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Ashland?

Expedia has 3 vacation 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 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.