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Vacation rentals in Ashland

Vacation rentals in Ashland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Ashland

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Comfortable and convenient Ashland Townhouse
    Entire townhouse · 4 guests · 3 beds · 2 baths
    Comfortable and convenient Ashland Townhouse

    I love my condo! I bought it a couple of years ago when I got divorced so I could stay near my kids here in town. Now I find that I am not here that much and its senseless to let it stay un-used. So I have decided to advertise it here on AirBnB! You will have exclusive use of this comfortable townhouse style 2-level condo in quiet and conveniently located complex. Just minutes to retail areas of Framingham & Natick, Mass Pike Rt 90 and 30-40 minutes to Boston.

    What guests are saying:

    “Paul’s place was great, clean and quiet. We had a small issue on our first night that Paul came over to check out very quickly. He allowed us last minute access to the laundry facilities even after saying we wouldn’t need it. We would definitely stay again!”

  • Quiet Blue Room in Milford MA
    SUPERHOSTPrivate room · 1 guest · 0 beds · 1.5 shared baths
    Quiet Blue Room in Milford MA

    This is a very quiet street and quiet place. The room has a queen bed, a closet, a TV and a fridge.

    What guests are saying:

    “Helder is a host who is the embodiment of a great Airbnb experience. I highly recommend staying at his place to an individual who utilizes this service.”

  • Private 1 bed apt on the lake
    Entire apartment · 5 guests · 1 bed · 1 bath
    Private 1 bed apt on the lake

    Spacious private 1 bed adjacent to historic waterview home. 5 min drive to Framingham State University. Full kitchen with stove, dining room, bedroom and full bathroom. Conveniently located to all major routes Rt9, Mass pike, 495. 7 min uber ride to the commuter rail mbta station, 10 min drive to the Natick Mall, and a short walk to the beautiful Cushing Park. Easy access to restaurants and night life.Enjoy use huge backyard and overlooking the scenic pond. Pet negotiable.

    What guests are saying:

    “Nice place with a beautiful view on the lake. Chris is a really nice guy. He went above and beyond when he helped me jump my dead car battery outside in a pouring rain. Would certainly rent again.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Ashland vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Ashland

Cozy Home in Center of Town
SUPERHOSTPrivate room
Cozy Home in Center of Town
Price:$65 / night
Apartment Floris
SUPERHOSTEntire apartment
Apartment Floris
Price:$68 / night
Spacious 2 Br with All The Comforts Of Home
SUPERHOSTEntire apartment
Spacious 2 Br with All The Comforts Of Home
Price:$95 / night
A peaceful retreat on the pond.
SUPERHOSTEntire apartment
A peaceful retreat on the pond.
Price:$87 / night
Comfortable and Friendly
SUPERHOSTPrivate room
Comfortable and Friendly
Price:$54 / night
Lovely 1900s 2-Bedroom/25 Min to Boston/Near Train
SUPERHOSTEntire house
Lovely 1900s 2-Bedroom/25 Min to Boston/Near Train
Price:$113 / night
Sunny 3rd floor Studio - Near Boston
SUPERHOSTEntire guest suite
Sunny 3rd floor Studio - Near Boston
Price:$75 / night
🖤🤎💜Spacious Super Clean Room W/ Private Bathroom!!
SUPERHOSTPrivate room
🖤🤎💜Spacious Super Clean Room W/ Private Bathroom!!
Price:$50 / night
Large Private Room with Kitchenette & Private Bath
SUPERHOSTPrivate room
Large Private Room with Kitchenette & Private Bath
Price:$67 / night
1 Bedroom Private Apartment 
Newly Renovated
SUPERHOSTEntire guest suite
1 Bedroom Private Apartment Newly Renovated
Price:$90 / night
Private room&bath,ctr air,5 min to T,  to downtown
Private room
Private room&bath,ctr air,5 min to T, to downtown
Price:$43 / night
Country Charm minutes from the Hub - 1st Floor Apt
SUPERHOSTEntire apartment
Country Charm minutes from the Hub - 1st Floor Apt
Price:$69 / night
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