Ashland Vacation Rentals from AED 226: 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.

AED 556 total

includes taxes & fees

17 Nov - 18 Nov

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

2. Crescent Suites Hotel

South Side

Kasandra

AED 568 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

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

Framingham

Jessica D.

AED 1,350 total

includes taxes & fees

30 Nov - 1 Dec

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

4. Residences at Solomon Pond

Marlborough

Tae

AED 462 total

includes taxes & fees

22 Nov - 23 Nov

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

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

Framingham

roger n.

AED 780 total

includes taxes & fees

1 Dec - 2 Dec

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

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

Hopkinton

Aaron R.

AED 784 total

includes taxes & fees

30 Nov - 1 Dec

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

7. Kasa Boston at Fenway

Fenway–Kenmore

antonio

AED 1,091 total

includes taxes & fees

23 Nov - 24 Nov

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

8. The Chester Hotel

South End

Tracy

AED 1,057 total

includes taxes & fees

22 Nov - 23 Nov

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

9. Maverick Suites at 89 Marion

Coolidge Corner

Edna

AED 653 total

includes taxes & fees

15 Nov - 16 Nov

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

10. Maverick Suites at 245 Newbury St

Back Bay

Chloe

AED 654 total

includes taxes & fees

13 Dec - 14 Dec

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

11. Zen Inspired Retreat with Private Forest Trails

Uxbridge

Melanie S.

AED 889 total

includes taxes & fees

7 Dec - 8 Dec

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

12. Maverick Suites at 28 Fenway

Fenway–Kenmore

Judy

AED 786 total

includes taxes & fees

15 Nov - 16 Nov

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.

AED 1,136 total

includes taxes & fees

19 Nov - 20 Nov

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

14. The Concord Hotel

South End

Rupintal

AED 1,042 total

includes taxes & fees

7 Dec - 8 Dec

A modern hotel room with a bed, a desk, a sofa, and a dining area.

15. Charlesgate Suites

Fenway–Kenmore

Svetlana

AED 1,360 total

includes taxes & fees

23 Nov - 24 Nov

16. Symple Live

Fenway–Kenmore

Erica

AED 1,112 total

includes taxes & fees

24 Nov - 25 Nov

A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

17. Maverick Suites at 402 Columbus Ave

South End

Frances

AED 655 total

includes taxes & fees

23 Nov - 24 Nov

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

18. Clean & Cozy Private-3 floor_R 2

Union HIll

Ekaterina

AED 387 total

includes taxes & fees

15 Nov - 16 Nov

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.

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

Franklin Plantation

Taisha M.

AED 1,068 total

includes taxes & fees

16 Nov - 17 Nov

20. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Worcester

Sierra M.

AED 1,351 total

includes taxes & fees

15 Nov - 16 Nov

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Find vacation rentals that suit your style

Top Ashland Hotel Reviews

A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

Aloft by Marriott Framingham

Framingham

10/10 Excellent

Helaine

A modern hotel dining area with a long table, chairs, and a television on the wall.

Hampton Inn Boston - Westborough

Westborough

10/10 Excellent

Paul

A hotel lobby with a large flat-screen TV displaying news, a comfortable seating area with a sofa and cushions, a small table with a clock, and a view of the dining area through large windows.

Courtyard by Marriott Boston Natick

Natick

10/10 Excellent

Karen

A spacious lobby with a reception desk, seating area, and a wooden floor.

DoubleTree by Hilton Hotel Boston - Westborough

Westborough

10/10 Excellent

Kim

A multi-story hotel with a prominent "Hyatt Place" sign, a covered entrance, and a parking lot.

Hyatt Place Marlborough/Apex Center

Marlborough

10/10 Excellent

Beautiful hotel, very modern, enjoyed the daily breakfast. The pool and gym areas are spotless and up-to-date. The staff was absolutely wonderful - very attentive, couldn't be more helpful. The area itself has plenty of dining options at all price points, great shopping, and of course the Apex Center. The ONLY issue that I had with this hotel was the bathroom lock. One night it locked by itself while my husband was in there, and was almost impossible to unlock. Almost had to call the staff at...

Deirdre

A modern kitchen with a central island, bar stools, and a dining area with a large table.

Hampton Inn & Suites Boston/Waltham

Waltham

10/10 Excellent

William

A restaurant with multiple dining tables set for guests, large windows offering a view of the outdoors, and a variety of hanging pendant lights.

Hilton Garden Inn Boston/Marlborough

Marlborough

10/10 Excellent

Anonymous traveler

A patio area with outdoor seating and a grill, surrounded by stone walls and small plants.

Homewood Suites by Hilton Marlborough

Berlin

10/10 Excellent

Anonymous traveler

An outdoor patio area with a fire pit, seating, and a grill.

HYATT house Boston/Waltham

Waltham

10/10 Excellent

Donald

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Spark By Hilton Northborough

Northborough

10/10 Excellent

Julie-Anne

A modern dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows providing natural light.

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Hudson

10/10 Excellent

Anonymous traveler

A modern living room with a fireplace, sofas, a coffee table, and a TV mounted above the fireplace.

Residence Inn by Marriott Boston Waltham

Waltham

10/10 Excellent

Laurie

A modern living room with a fireplace, sofas, a dining area, and a TV mounted above the fireplace.

Fairfield Inn & Suites by Marriott Boston Waltham

Waltham

10/10 Excellent

Susan J

A modern bar area with seating, a fireplace, and a large TV screen.

Homewood Suites by Hilton Needham Boston

Needham

10/10 Excellent

I went to Boston with my son for a college even at Boston College and this hotel was at a reasonable distance, the room was clean, very spacious, the breakfast was good and included and the free parking was a plus. Also, the entire staff from the front desk to the cleaning personnel were all very friendly and professionals. I especially have to thank the front desk Heather that checked us in very late at night with no issues and provided us with an extra charger for our phones since we had...

Maria

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.

Ashland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashland vacation rentals

1. Private Luxury 2 Bedroom Suite

2. Crescent Suites Hotel

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

4. Residences at Solomon Pond

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

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

7. Kasa Boston at Fenway

8. The Chester Hotel

9. Maverick Suites at 89 Marion

10. Maverick Suites at 245 Newbury St

11. Zen Inspired Retreat with Private Forest Trails

12. Maverick Suites at 28 Fenway

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

14. The Concord Hotel

15. Charlesgate Suites

16. Symple Live

17. Maverick Suites at 402 Columbus Ave

18. Clean & Cozy Private-3 floor_R 2

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

20. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

Aloft by Marriott Framingham

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Ashland?

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

How many vacation rentals are there in Ashland?

What can I see and do in Ashland?

What are vacation rentals like in Ashland?