Holiday Homes in Ashland

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Our top choices for Ashland holiday homes

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
The price is NZ$493
includes taxes & fees
21 Apr - 22 Apr
Charming 3-bedroom house in delightful Ashland for your getaway

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, (13 reviews)
"Nice visit"
United States
Nate P.
The price is NZ$627
includes taxes & fees
12 Apr - 13 Apr
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.8 out of 10, Excellent, (3 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is NZ$347
includes taxes & fees
12 Apr - 13 Apr
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Garden Flat Near Boston and Gillette Stadium

Garden Flat Near Boston and Gillette Stadium
Stoughton
The price is NZ$634
includes taxes & fees
13 Apr - 14 Apr
Garden Flat Near Boston and Gillette Stadium

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, (19 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is NZ$481
includes taxes & fees
12 Apr - 13 Apr
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (17 reviews)
"Very comfortable home. We wish it had had a few more spices avaliable for cooking but overall it was perfect for our needs. Would definitely come back"
United States
michael B.
Home Away from Home!

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17
Randolph
10.0 out of 10, Exceptional, (5 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 NZ$683
includes taxes & fees
12 Apr - 13 Apr
Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is NZ$462
includes taxes & fees
12 Apr - 13 Apr
totally remodeled house with fitness room, close to Boston and Worcester

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)
"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 NZ$773
includes taxes & fees
15 Apr - 16 Apr
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is NZ$522
includes taxes & fees
12 Apr - 13 Apr
Beautiful Worcester Downtown King Bd/Office World Cup Boston

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (9 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 NZ$864
includes taxes & fees
12 Apr - 13 Apr
Spacious 4-bedroom with four and half bathrooms

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
The price is NZ$326
includes taxes & fees
22 Apr - 23 Apr
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

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, (22 reviews)
"Fantastic home, very clean, great location, and wonderful communication with the host. Truly a 5 star stay!"
United States
Tim S.
The price is NZ$1,026
includes taxes & fees
12 Apr - 13 Apr
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)
"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 NZ$701
includes taxes & fees
12 Apr - 13 Apr
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

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, (13 reviews)
"Wonderful for family. "
United States
Karen C.
The price is NZ$1,648
includes taxes & fees
13 Apr - 14 Apr
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.

Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.
Framingham
The price is NZ$899
includes taxes & fees
12 Apr - 13 Apr
Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.

The Amazing Black & White Experience 4Bd 2Bh close to Moody St European Flair

The Amazing Black & White Experience 4Bd 2Bh close to Moody St European Flair
South Side
The price is NZ$1,161
includes taxes & fees
14 Apr - 15 Apr
The Amazing Black & White Experience 4Bd 2Bh close to Moody St European Flair

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!

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is NZ$1,178
includes taxes & fees
13 Apr - 14 Apr
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool

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

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Norwood
9.0 out of 10, Wonderful, (2 reviews)
"Nice location. Close to everything. Quiet neighborhood. House was very clean and ready for us. Communication with host was excellent."
United States
David S.
The price is NZ$656
includes taxes & fees
3 May - 4 May
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
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

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Ashland Holiday Homes information

Number of reviews
133
Accommodation
270 Holiday Homes
Lowest Price
NZ$347
Highest Price
NZ$1,648