Ashland Vacation Rentals from ￥18,607: Search Short-Term Rentals

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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

Framingham

David W.

￥24,436 total

includes taxes & fees

Nov 2 - Nov 3

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

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

Framingham

roger n.

￥35,751 total

includes taxes & fees

Nov 2 - Nov 3

A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

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

Hopkinton

Aaron R.

￥33,477 total

includes taxes & fees

Nov 3 - Nov 4

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

4. Residences at Solomon Pond

Marlborough

Tae

￥18,607 total

includes taxes & fees

Nov 1 - Nov 2

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

Framingham

Jessica D.

￥60,227 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with white cabinets, a central island, a microwave, and a stove.

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

Framingham

Karyn V.

￥51,441 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a blue sofa, a leather armchair, and a patterned rug.

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

Framingham

Tricia S.

￥112,719 total

includes taxes & fees

Nov 23 - Nov 24

A spacious living room with wooden beams, a sliding glass door to a patio, and a cozy seating area with a sofa and chairs.

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

Framingham

Rebecca M.

￥123,660 total

includes taxes & fees

Nov 23 - Nov 24

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

9. Crescent Suites Hotel

South Side

Michael

￥24,375 total

includes taxes & fees

Nov 13 - Nov 14

A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

10. Clean & Cozy Private- 3 floor_R 4

Union HIll

￥15,951 total

includes taxes & fees

Nov 16 - Nov 17

A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

11. Large 3BD 1st Floor Apartment Minutes from 290

Franklin Plantation

Taisha M.

￥52,725 total

includes taxes & fees

Nov 1 - Nov 2

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

12. The Chester Hotel

South End

Andrew

￥40,813 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living area with a large sectional sofa, a glass coffee table, and a view of the outdoors through large windows.

13. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Westwood

Eva O.

￥41,738 total

includes taxes & fees

Nov 6 - Nov 7

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

14. The Concord Hotel

South End

Rupintal

￥48,646 total

includes taxes & fees

Nov 2 - Nov 3

A row of brick buildings with storefronts, including a bakery and a liquor store.

15. Maverick Suites at 245 Newbury St

Back Bay

David

￥39,554 total

includes taxes & fees

Nov 23 - Nov 24

A wooden hallway with a patterned floor leading to a door.

16. Maverick Suites at 89 Marion

Coolidge Corner

Edna

￥34,058 total

includes taxes & fees

Nov 15 - Nov 16

A two-story house with a front porch and a garden with purple flowers.

17. ✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle

Brent H.

￥28,162 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with stainless steel appliances, wooden ceiling, and a dining area with a wooden table and chairs.

18. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Lincoln

Lindsey D.

￥33,970 total

includes taxes & fees

Nov 18 - Nov 19

19. Clean & Cozy Private-3 floor_R 2

Union HIll

Ekaterina

￥18,064 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with large windows, a wooden dining table with chairs, and a view of the outdoors.

20. Zen Inspired Retreat with Private Forest Trails

Uxbridge

Melanie S.

￥40,649 total

includes taxes & fees

Nov 9 - Nov 10

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Top Ashland Hotel Reviews

Four Points by Sheraton Boston Newton

10/10 Excellent

"I had a wonderful stay! The room was clean and comfortable, the staff was friendly and welcoming, and the breakfast was great. I also appreciated the convenient parking. Everything was well organized, and I truly enjoyed my experience. I would definitely recommend this hotel to other travelers!"

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent

"I liked it it was central to everything! And the price was pretty good, however I will say they have a bit of false advertisement, it says breakfast is included and then you get there and they only offer you some pre packaged pastries and orange juice for “breakfast” that is not breakfast for me! So just know you will have to be eating elsewhere for actual breakfast, but other than that no complaints."

Embassy Suites by Hilton Boston Waltham

10/10 Excellent

"Very comfortable room and we slept well. When we first arrived, the room had a terrible strong chlorine smell. The front desk person switched us to a different room. Glad they were able to do that. If that hadn't been possible, I don't know what we would have done. Front desk person suggested dinner take-out from Bertucci's, very close by, and that was really great."

Find out more about Ashland

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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.

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Check prices for these dates

Our top choices for Ashland vacation rentals

1. Private Luxury 2 Bedroom Suite

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

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

4. Residences at Solomon Pond

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

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

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

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

9. Crescent Suites Hotel

10. Clean & Cozy Private- 3 floor_R 4

11. Large 3BD 1st Floor Apartment Minutes from 290

12. The Chester Hotel

13. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

14. The Concord Hotel

15. Maverick Suites at 245 Newbury St

16. Maverick Suites at 89 Marion

17. ✨Private Studio w/ Loft Center Historic Carlisle✨

18. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

19. Clean & Cozy Private-3 floor_R 2

20. Zen Inspired Retreat with Private Forest Trails

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

Four Points by Sheraton Boston Newton

The Atlas Hotel Boston Cambridge

The Midtown Hotel MOD Collection by Sonesta

Arcadian Hotel

Bedford Plaza Hotel - Boston

Embassy Suites by Hilton Boston Waltham

Copley House

The Colonnade Hotel Back Bay

Boston Marriott Copley Place

Find out more about Ashland

Frequently asked questions

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