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Our top choices for Ashland vacation homes

Charming 3-bedroom house in delightful Ashland for your getaway

2.0 star property
Ashland
The price is AED 441
AED 1,021 total
includes taxes & fees
12 Dec - 13 Dec
Charming 3-bedroom house in delightful Ashland for your getaway

Cozy Adventure filled Escape

2.0 star property
Worcester
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is AED 371
AED 1,063 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Adventure filled Escape

Hidden Gem right in the city of Boston!

Hyde Park
9.6 out of 10, Exceptional, (24)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
United States
TIARA V.
The price is AED 476
AED 1,425 total
includes taxes & fees
16 Dec - 17 Dec
Hidden Gem right in the city of Boston!

✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle
9.4 out of 10, Exceptional, (33)
"We had a great stay! The place was perfect for our weekend trip. We were able to hit all of the spots we planned, with the central location!"
United States
C Z.
The price is AED 364
AED 656 total
includes taxes & fees
14 Dec - 15 Dec
✨Private Studio w/ Loft Center Historic Carlisle✨

Stylish 4 Bedroom Townhouse in Boston, Walkable to Train, Quiet & Safe Area

Dorchester
9.6 out of 10, Exceptional, (14)
"Amazing location close to everything you are going to want to see in Boston, and great communication with the host."
United States
Shane M.
The price is AED 593
AED 1,484 total
includes taxes & fees
15 Dec - 16 Dec
Stylish 4 Bedroom Townhouse in Boston, Walkable to Train, Quiet & Safe Area

Cozy 3 bedroom - Free Parking, close to buses.

Dorchester
10.0 out of 10, Exceptional, (1)
"The space was great! Exactly what we needed as coworkers travelling for a conference. Host was very communicative, the place was clean and safe, and the beds were very comfortable. Would recommend to anyone!"
Canada
Melissa S.
The price is AED 628
AED 1,672 total
includes taxes & fees
30 Dec - 31 Dec
Cozy 3 bedroom - Free Parking, close to buses.

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is AED 683
AED 1,450 total
includes taxes & fees
11 Dec - 12 Dec
Home Away from Home!

Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi

Webster Square
9.0 out of 10, Wonderful, (2)
"Great house. Excellent back yard and privacy. "
United States
michael C.
The price is AED 562
AED 1,984 total
includes taxes & fees
11 Dec - 12 Dec
Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi

Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

Dorchester
10.0 out of 10, Exceptional, (11)
"We loved this home. It was clean, well equipped and very well located for our family of 8 to visit Boston. Had a great time and loved the house. "
United States
Arlene P.
The price is AED 929
AED 2,157 total
includes taxes & fees
15 Dec - 16 Dec
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

Cozy house close to Brandeis, Bentley, Moody St

South Side
9.2 out of 10, Wonderful, (7)
"We enjoy our stayed at the place.it’s nice and clean."
United States
Gabriel C.
Cozy house close to Brandeis, Bentley, Moody St

New renovation cozy house in Worcester

Worcester
9.8 out of 10, Exceptional, (16)
"A very lovely stay , calm and quiet "
United States
Alex R.
The price is AED 826
AED 1,778 total
includes taxes & fees
12 Dec - 13 Dec
New renovation cozy house in Worcester

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
8.8 out of 10, Excellent, (21)
"We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!"
United States
Susi K.
The price is AED 727
AED 1,509 total
includes taxes & fees
11 Dec - 12 Dec
Beautiful two-story home close to downtown worcester 5beds-4bedroom

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

Framingham
10.0 out of 10, Exceptional, (13)
"The house was comfortable and clean. "
United States
William B.
The price is AED 754
AED 1,080 total
includes taxes & fees
15 Dec - 16 Dec
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (5)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is AED 1,010
AED 1,875 total
includes taxes & fees
11 Dec - 12 Dec
Spacious 4-bedroom with four and half bathrooms

17 - 4BR Randolph - Cozy Single House

Randolph
10.0 out of 10, Exceptional, (2)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is AED 746
AED 1,863 total
includes taxes & fees
14 Dec - 15 Dec
17 - 4BR Randolph - Cozy Single House

Terrific vacation house only 4.5 miles away from downtown Boston

West Roxbury
9.8 out of 10, Exceptional, (52)
"Great house!"
United States
Jerzy S.
The price is AED 869
AED 2,093 total
includes taxes & fees
11 Dec - 12 Dec
Terrific vacation house only 4.5 miles away from downtown Boston

NEW! Boston Full Home Near MBTA! 3 Mi To Fenway!

Roxbury
10.0 out of 10, Exceptional, (5)
"This is a lovely place to stay with you and your friends"
United States
Emily H.
The price is AED 1,998
AED 4,370 total
includes taxes & fees
14 Dec - 15 Dec
NEW! Boston Full Home Near MBTA! 3 Mi To Fenway!

Entire Cozy House near Moody St, Bentley, Brandeis

South Side
8.4 out of 10, Very Good, (7)
"We stayed here for my oldest son’s graduation from Lasell university in nearby Auburndale. It was a quick drive to campus for the ceremony. Parking was a little tight but we made it work. The place was clean, bright and comfortable. It had everything we needed."
United States
Beth C.
The price is AED 1,263
AED 2,875 total
includes taxes & fees
3 Jan - 4 January 2026
Entire Cozy House near Moody St, Bentley, Brandeis

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

The Port
8.6 out of 10, Excellent, (35)
"Quiet. Nice park across the street with EV chargers."
United States
Nathan P.
The price is AED 744
AED 1,637 total
includes taxes & fees
11 Dec - 12 Dec
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway

West Somerville
8.8 out of 10, Excellent, (5)
"Had a great stay. Was initially nervous as we didn’t get arrival information until very late the day of arrival, however communication was good after that. House fit out family well and location was great for our visit to Boston."
United States
Kris W.
The price is AED 1,083
AED 2,146 total
includes taxes & fees
27 Dec - 28 Dec
Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway
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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Top Ashland Hotel Reviews