Photo by Swetha Srinivasan

Search Vacation Homes in Ashland

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

28 Saf. - 2 Rab. I

In two weeks

7 Rab. I - 9 Rab. I

In one month

21 Rab. I - 23 Rab. I

In two months

18 Rab. II - 20 Rab. II

Compare 238 Vacation Homes in Ashland with updated reviews, rates, and availability.

"Thank you for our little stay-cation! The property was beautiful and was exactly as expected. Plenty of rooms and bathrooms. My only wish was for more mirrors for us all to do our make up. But we made it work. "

SAR 1,494 total

includes taxes & fees

24 Feb - 25 Feb

"We had an incredible experience staying at this property! The house was absolutely beautiful and exceeded our expectations. It was clean, well-maintained, and had everything we needed for a comfortable and relaxing stay. My family loved it so much, and we're already planning to come back in the future. Thank you to our wonderful host for making this stay so memorable!"

"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."

"At this price point it was exactly as we expected, and we were very happy with the place and it met all our needs."

Sterling Vacation Rental | 3BR | 1.5BA | 1,840 Sq Ft | Stairs Required

"Great and cute place to stay. "

"I brought a group of teenagers for a robotics meet at WPI. The house was perfect for our group of teenage girls. The neighborhood was quiet and the house clean with new amenities. The hosts were very nice and super flexible to our needs, fantastic people to work with. Would highly recommend staying there and if we go back next year we will hopefully be able to stay again."

"Our crew have been up several times in the area for work and really enjoyed staying here. The house is lovely and is always clean and welcoming when they arrive for their stay. Susan is an excellent communicator and a wonderful host!"

"We had a pleasant stay. The house is cozy, clean and comfortable. It is in a convenient location with several restaurants in walking distance as well as a supermarket. The neighborhood is quiet with little traffic coming through. Victor the host was responsive and answered any questions we had. Would recommend without hesitation."

Your exclusive patio and garden off the deck outside the kitchen.

"Margaret was a wonderful host and communicated extremely promptly. Location was great, in close walking distance to public transportation and J.P. Downtown. We enjoyed making a cozy fire in the wood stove on a cool November evening. All in all a comfortable weekend with the family."

"A marvelous place. Parking spot was appeciated!"

"House was comfortable and cozy. Recommend this place for anyone looking to stay in the Marlborough area. "

SAR 3,326 total

includes taxes & fees

24 Feb - 25 Feb

Outdoor Swimming Pool (Open April to Sep)

"I was in town with my husband, sister and in-laws. Close to Framingham state and perfect for hanging out with family. This house if full of extra little things that make the stay super enjoyable. I highly recommend and look forward to staying again in the future. "

"fantastic stay … everything you need was provided… well done guys "

SAR 1,194 total

includes taxes & fees

2 Mar - 3 Mar

Belmont Vacation Rental | 3BR | 1.5BA | 1,400 Sq Ft | Stairs Required

"Just how we expected from the pictures. Plenty of space for 6 of us. Host was very helpful and accessible. Great location to drive any direction in Boston area. "