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
10.0 out of 10, Exceptional, (1 review)
"Our stay was very nice, in that there is plenty of space and the shared areas and bedrooms are large spaces. Communication with the host went well, as we needed to get the correct door code to access, and there was a small issue with the thermostat which the host addressed quickly."
United States
John W.
Charming 3-bedroom house in delightful Ashland for your getaway

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 €451
includes taxes & fees
8 Jun - 9 Jun
totally remodeled house with fitness room, close to Boston and Worcester

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 €177
includes taxes & fees
10 May - 11 May
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
Beautiful Worcester Downtown King Bd/Office World Cup Boston

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 €405
includes taxes & fees
10 May - 11 May
Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17

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, (14 reviews)
"Overall, comfortable and well located. Host was quick to respond with any questions we had. "
United States
AJ V.
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

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, (21 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is €266
includes taxes & fees
12 May - 13 May
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Angel Sky Challenge

Angel Sky Challenge
Worcester
Angel Sky Challenge

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 €671
includes taxes & fees
11 May - 12 May
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (11 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
11 May - 12 May
Spacious 4-bedroom with four and half bathrooms

Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Relaxing Getaway: Entire 3-BR Home w/ Fireplace
Marlborough
10.0 out of 10, Exceptional, (16 reviews)
"Great, convenient location, close to shops and restaurants. Responsive and communicative owners; clean and spacious was just perfect for our quick holiday trip!"
United States
Stella S.
The price is €368
includes taxes & fees
3 Jun - 4 Jun
Relaxing Getaway: Entire 3-BR Home w/ Fireplace

4BR Family Home • Parking • Near Boston & Gillette FIFA

4BR Family Home • Parking • Near Boston & Gillette FIFA
Norwood
The price is €533
includes taxes & fees
9 May - 10 May
4BR Family Home • Parking • Near Boston & Gillette FIFA

Spacious Home ~Families & Groups~ Parking~Backyard

Spacious Home ~Families & Groups~ Parking~Backyard
Roxbury
Spacious Home ~Families & Groups~ Parking~Backyard

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 €840
includes taxes & fees
11 May - 12 May
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 €382
includes taxes & fees
11 May - 12 May
Beautiful,Spacious 4BR Home Free Parking in North Framingham Easy Access boston.

Cozy house close to Brandeis, Bentley, Moody St

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

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

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Norwood
9.6 out of 10, Exceptional, (4 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is €342
includes taxes & fees
8 Jun - 9 Jun
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

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, (23 reviews)
"Fantastic home, very clean, great location, and wonderful communication with the host. Truly a 5 star stay!"
United States
Tim S.
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 €826
includes taxes & fees
8 Jun - 9 Jun
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

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 €603
includes taxes & fees
11 May - 12 May
Luxury Boston Ranch –Sleeps 8|Pet+|Private pool
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
148
Accommodation
323 Holiday Homes
Lowest Price
€177
Highest Price
€840