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 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Ashland vacation rentals

A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

1. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.2 out of 10, Very good, (14 reviews)
"Overall we had a great time"
United States
David W.
$139 nightly
The price is $155
Oct 29 - Oct 30
Total with taxes and fees
Private Luxury 2 Bedroom Suite
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, (266 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
$106 nightly
The price is $118
Oct 29 - Oct 30
Total with taxes and fees
Residences at Solomon Pond
A modern living room with a blue sofa, a leather armchair, and a patterned rug.

3. Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
$626 nightly
The price is $699
Nov 23 - Nov 24
Total with taxes and fees
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

4. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,336 reviews)
"Great place. Friendly staff and comfortable rooms. We always stay at crescent when visiting Boston"
United States
Michael
$139 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
Crescent Suites Hotel
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

5. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (35 reviews)
"We had a great stay."
United States
Jessica D.
$347 nightly
The price is $388
Nov 1 - Nov 2
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

6. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$214 nightly
The price is $239
Nov 2 - Nov 3
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A spacious living room with wooden beams, a sliding glass door to a patio, and a cozy seating area with a sofa and chairs.

7. Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
Framingham
10.0 out of 10, Exceptional, (3 reviews)
"Clean, pet friendly"
United States
Rebecca M.
$702 nightly
The price is $784
Nov 23 - Nov 24
Total with taxes and fees
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

8. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
$190 nightly
The price is $212
Nov 2 - Nov 3
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

9. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$284 nightly
The price is $317
Nov 8 - Nov 9
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

10. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
$246 nightly
The price is $283
Nov 1 - Nov 2
Total with taxes and fees
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

11. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (339 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
$270 nightly
The price is $297
Nov 10 - Nov 11
Total with taxes and fees
Kasa Boston at Fenway
A wooden hallway with a patterned floor leading to a door.

12. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (349 reviews)
"The area was walkable and the room was great!"
United States
Edna
$206 nightly
The price is $230
Nov 15 - Nov 16
Total with taxes and fees
Maverick Suites at 89 Marion
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

13. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (461 reviews)
"Great price for the place given the location."
United States
Beenish
$204 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
Maverick Suites at 28 Fenway
A row of brick buildings with storefronts, including a bakery and a liquor store.

14. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (212 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
$234 nightly
The price is $269
Nov 15 - Nov 16
Total with taxes and fees
Maverick Suites at 245 Newbury St
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

15. 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, (98 reviews)
"Enjoyed the stay"
United States
Frances
$202 nightly
The price is $232
Nov 23 - Nov 24
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
A modern hotel room with a bed, a desk, a sofa, and a dining area.

16. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (244 reviews)
"Spacers, convenient location"
United States
Svetlana
$322 nightly
The price is $370
Nov 23 - Nov 24
Total with taxes and fees
Charlesgate Suites
A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

17. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (16 reviews)
"This was a lovely place to stay! This site was meticulously clean, gardens and decor both zen and whimsical, trails well maintained, near a grocery and other shopping. I will stay again!"
United States
Melanie S.
$243 nightly
The price is $258
Nov 2 - Nov 3
Total with taxes and fees
Zen Inspired Retreat with Private Forest Trails
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

18. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (37 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
$259 nightly
The price is $298
Nov 2 - Nov 3
Total with taxes and fees
The Concord Hotel
A modern living room with a round dining table, grey sofas, and large windows offering city views.

19. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.6 out of 10, Excellent, (17 reviews)
"spacious, clean, central location"
United States
Gregory
$307 nightly
The price is $353
Oct 29 - Oct 30
Total with taxes and fees
Furnished Apts near Harvard Stadium
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

20. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
$100 nightly
The price is $115
Oct 28 - Oct 29
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
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 Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent
"Rooms are newly updated and close to everything."
Jeffrey 1-night trip
Posted less than an hour ago
The Midtown Hotel MOD Collection by Sonesta

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 $118 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.