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Compare 289 Vacation Homes in Ashland with updated reviews, rates, and availability.

Clean, Contemporary Escape | Near T

10.0 out of 10, Exceptional, (2)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape | Near T

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (48)
"It was a great little house in a quiet neighborhood Victor was easy to get a hold of if we had issues and it was a very clean and comfortable little place. Would stay there again."
Boston's Best Vacation Home

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

9.4 out of 10, Exceptional, (3)
"Responsive owner, noce clean quiet property. "
The price is AED 926
AED 1,296 total
includes taxes & fees
10 Jun - 11 Jun
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

Remodeled Townhouse close to Boston

9.8 out of 10, Exceptional, (31)
"Very nice, well maintained apartment in a convenient location. Our friends were quite happy while staying there several weeks helping a family member in the area. Owner very responsive when any issues arose. Neighbors are respectful and friendly."
Remodeled Townhouse close to Boston

Cozy Apartment | Near T

9.6 out of 10, Exceptional, (8)
Cozy Apartment | Near T

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (59)
"We truly enjoyed our stay. The house is adorable and located in a beautiful suburban neighbourhoid. It was an excellent home base from which to explore Boston. The host is extremely accommodating and is easily contacted.We would 100% recommend this place as long as you have your own car to get around the city."
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

Waltham Vacation Rental ~ 12 Mi to Downtown Boston

8.8 out of 10, Excellent, (11)
"I traveled to Waltham with a teenager and older family members for an unfortunate and sad occasion (funeral) and this home was a perfect location & comfortable setting for us over the weekend. "
Waltham Vacation Rental ~ 12 Mi to Downtown Boston

Easy access! 1br, 5 min walk to T train, easy access to Highway

9.2 out of 10, Wonderful, (9)
"Very nice."
Easy access! 1br, 5 min walk to T train, easy access to Highway

Funky and cozy home ! A little bit of everything for everyone.

2.0 star property
10.0 out of 10, Exceptional, (12)
"This is a really great apartment in a very convenient location, Cherie was a very attentive host and really we couldn’t have asked for better accommodation for our needs as a family. Thank you."
The price is AED 1,150
AED 2,109 total
includes taxes & fees
15 Jun - 16 Jun
Funky and cozy home ! A little bit of everything for everyone.

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (4)
"Beautiful home outside Boston. Host was very responsive to our questions! Easy access to the T to travel around. Definitely recommend this beautiful home!"
Charming home with deck- walkable to transit, shops & restaurants

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (8)
"Nice place"
Belmont Home < 3 Mi to Harvard Square!

Wonderful Renovated Family Friendly Home Close to Boston and Lexington

10.0 out of 10, Exceptional, (63)
"Beautiful property, fully stocked, and great communication with the owner. Would definitely book again!"
Wonderful Renovated Family Friendly Home Close to Boston and Lexington

Lovely 2 bedroom condo 5 mins from downtown

5.0 out of 10, (2)
"Good. Part of neighborhood was a little sketchy. Good to get downtown."
The price is AED 1,653
AED 3,378 total
includes taxes & fees
5 Jun - 6 Jun
Lovely 2 bedroom condo 5 mins from downtown

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (61)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (19)
"Quick 2 night stay in this absolutely cute and clean place."
The price is AED 477
AED 1,448 total
includes taxes & fees
5 Jul - 6 Jul
Hidden Gem right in the city of Boston!

Terrific vacation house only 4.5 miles away from downtown Boston

10.0 out of 10, Exceptional, (37)
"Our host went out of his way to help us in every way Great location for all conveniences."
The price is AED 1,194
AED 2,516 total
includes taxes & fees
8 Jun - 9 Jun
Terrific vacation house only 4.5 miles away from downtown Boston

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

8.8 out of 10, Excellent, (21)
"Excellent property; easy to work with owners."
The price is AED 1,465
AED 2,379 total
includes taxes & fees
8 Jun - 9 Jun
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Perfect for large group 10 beds• 4.6 mi to Downtown •steps to T 5BD/2Bth

9.8 out of 10, Exceptional, (35)
"Perfect place for large groups. The beds and stay was very comfortable. Definitely recommend "
Perfect for large group 10 beds• 4.6 mi to Downtown •steps to T 5BD/2Bth

Home Away from Home!

10.0 out of 10, Exceptional, (3)
"Lots of bedrooms with a great family gathering space. Quiet neighborhood. Would stay again at this property. Nicely decorated. "
The price is AED 683
AED 1,429 total
includes taxes & fees
5 Jun - 6 Jun
Home Away from Home!

Cozy Duplex | Near T

10.0 out of 10, Exceptional, (2)
"I rented 2 units in this building to accommodate a group of 6 friends who were in town for a university event. The sleeping arrangements were perfect for us, and it was great to have a common area where we could all hang out and catch up on life. I would be happy to book this property again next time I’m in town with a group. "
Cozy Duplex | Near T
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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