Holiday Homes in Ashland

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Our top choices for Ashland holiday homes

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (11 reviews)
"Nice visit"
United States
Nate P.
The price is €297
includes taxes & fees
31 Jan - 1 Feb
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Hidden Gem right in the city of Boston!

Hidden Gem right in the city of Boston!
Hyde Park
9.6 out of 10, Exceptional, (25 reviews)
"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 €281
includes taxes & fees
9 Feb - 10 Feb
Hidden Gem right in the city of Boston!

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna
Dorchester
The price is €117
includes taxes & fees
2 Feb - 3 Feb
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (15 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is €333
includes taxes & fees
31 Jan - 1 Feb
Home Away from Home!

17 - 4BR Randolph - Cozy Single House

17 - 4BR Randolph - Cozy Single House
Randolph
10.0 out of 10, Exceptional, (4 reviews)
"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 €348
includes taxes & fees
1 Feb - 2 Feb
17 - 4BR Randolph - Cozy Single House

Beautifully updated home located just minutes from downtown Worcester.

Beautifully updated home located just minutes from downtown Worcester.
Worcester
10.0 out of 10, Exceptional, (1 review)
"Great clean place. Groceries and restaurants very close and convenient."
United States
Binoy K.
The price is €303
includes taxes & fees
31 Jan - 1 Feb
Beautifully updated home located just minutes from downtown Worcester.

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

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
The price is €346
includes taxes & fees
31 Jan - 1 Feb
Beautiful two-story home close to downtown worcester 5beds-4bedroom

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

Funky and cozy home ! A little bit of everything for everyone.
Arlington
10.0 out of 10, Exceptional, (19 reviews)
"Larger than expected, nice amenities for both families and unaccompanied adults."
United States
Alexander G.
The price is €436
includes taxes & fees
18 Feb - 19 Feb
Funky and cozy home ! A little bit of everything for everyone.

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Dorchester
9.6 out of 10, Exceptional, (14 reviews)
"I stayed with friends for the Hyrox race, Boston. It was clean and quiet with plenty of space! We really enjoyed our stay. Thank you! "
United States
Kara G.
The price is €597
includes taxes & fees
24 Feb - 25 Feb
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Norwood
8.0 out of 10, Very good, (1 review)
"We booked this property because it was advertised as an “entire house,” but when we arrived we found that wasn’t the case—there are people living downstairs. We could clearly hear them talking through the door that separates the first and second floors, which took away from the privacy we expected. It looks like the listing has been updated since we booked, but just be aware that this rental is only the top floor of an occupied home. Nice house overall, but not the private stay we anticipated"
United States
Matthew M.
The price is €382
includes taxes & fees
7 Feb - 8 Feb
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

Garden Flat Near Boston and Gillette Stadium

Garden Flat Near Boston and Gillette Stadium
Stoughton
The price is €334
includes taxes & fees
31 Jan - 1 Feb
Garden Flat Near Boston and Gillette Stadium

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"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 €430
includes taxes & fees
1 Feb - 2 Feb
Spacious 4-bedroom with four and half bathrooms

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

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.8 out of 10, Exceptional, (16 reviews)
"Great place for us. Everything we needef"
United States
Anonymous traveller
The price is €224
includes taxes & fees
12 Feb - 13 Feb
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

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

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
The Port
8.6 out of 10, Excellent, (36 reviews)
"Clean, comfortable, as advertised. Would stay here again. "
United States
Charles F M.
The price is €373
includes taxes & fees
2 Feb - 3 Feb
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Dorchester
10.0 out of 10, Exceptional, (12 reviews)
"Very clean areas. We had some with mobility issues that had trouble with the stairs, but that's normal. Kitchen was very nice, but tight for 10 people. Location was perfect for what we wanted to see in Boston. Great to have parking."
United States
Marcy D.
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

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

NEW! Boston Full Home Near MBTA! 3 Mi To Fenway!
Roxbury
10.0 out of 10, Exceptional, (5 reviews)
"This is a lovely place to stay with you and your friends"
United States
Emily H.
NEW! Boston Full Home Near MBTA! 3 Mi To Fenway!

Entire Cozy House near Moody St, Bentley, Brandeis

Entire Cozy House near Moody St, Bentley, Brandeis
South Side
8.4 out of 10, Very good, (7 reviews)
"Clean, spacious, good locationCould use more air-conditioning is the only feedback"
United States
Jeffrey S.
The price is €912
includes taxes & fees
12 Feb - 13 Feb
Entire Cozy House near Moody St, Bentley, Brandeis

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Stoughton
10.0 out of 10, Exceptional, (11 reviews)
"Had an amazing stay with family for a wedding locally. House is very clean, well equipped, easy check in details and Dang was quick to respond to any queries before or after check in. Would definitely recommend or stay again."
United States
Bernice C.
The price is €898
includes taxes & fees
23 Feb - 24 Feb
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Boston Historical Urban Oasis

Boston Historical Urban Oasis
Allston
8.8 out of 10, Excellent, (9 reviews)
"Off road parking was a plus. Plenty of beds and comfortable. Very clean we enjoyed our stay there"
United States
Joni D.
Boston Historical Urban Oasis
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

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
194
Accommodation
270 Holiday Homes
Lowest Price
€224
Highest Price
€912