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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Ashland holiday homes

Private kitchen

1. Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
9.4 out of 10, Exceptional, (3 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
United States
John W.
The price is £231
includes taxes & fees
22 Sept - 23 Sept
Charming 3-bedroom house in delightful Ashland for your getaway
Private kitchen

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (15 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is £244
includes taxes & fees
14 Sept - 15 Sept
totally remodeled house with fitness room, close to Boston and Worcester
Private kitchen

3. 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
9.6 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is £291
includes taxes & fees
23 Sept - 24 Sept
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Private kitchen

4. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
The price is £480
includes taxes & fees
14 Sept - 15 Sept
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Living area

5. Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is £551
includes taxes & fees
14 Sept - 15 Sept
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Outdoor dining

6. Private Garden Estate, Jacuzzi, Cinema & Games

Private Garden Estate, Jacuzzi, Cinema & Games
Southborough
10.0 out of 10, Exceptional, (1 review)
"Jillian provided a wonderful home to stay in. Quiet areas are always a plus. Communications were quick and properly responsive. Very comfortable home. Pool table and pinball made for enjoyable evenings."
United States
John R.
The price is £626
includes taxes & fees
20 Sept - 21 Sept
Private Garden Estate, Jacuzzi, Cinema & Games
Exterior

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

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (4 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is £172
includes taxes & fees
28 Sept - 29 Sept
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Room

8. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is £212
includes taxes & fees
21 Sept - 22 Sept
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Interior

9. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is £197
includes taxes & fees
5 Sept - 6 Sept
Angel Sky Challenge
Private kitchen

10. Modern Upper-Level Oasis, Minutes to Boston.

Modern Upper-Level Oasis, Minutes to Boston.
Norwood
9.8 out of 10, Exceptional, (8 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is £303
includes taxes & fees
10 Sept - 11 Sept
Modern Upper-Level Oasis, Minutes to Boston.
Exterior

11. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
The price is £145
includes taxes & fees
14 Sept - 15 Sept
✨Private Studio w/ Loft Center Historic Carlisle✨
Private kitchen

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.0 out of 10, Wonderful, (6 reviews)
"The apartment was perfect for our needs & the host communicated everything we needed without us needing to ask! Wonderful stay."
United States
Arwen D.
The price is £155
includes taxes & fees
15 Sept - 16 Sept
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Interior

13. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is £212
includes taxes & fees
6 Sept - 7 Sept
Game Room + Bar Lounge, 35 Min to Boston
Living area

14. 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.
The price is £430
includes taxes & fees
6 Sept - 7 Sept
Cozy house close to Brandeis, Bentley, Moody St
Interior

15. Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2

Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Was clean and easy to get into. Good amount of parking and easy to contact host with questions!"
United States
Julie C.
The price is £312
includes taxes & fees
6 Sept - 7 Sept
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Living area

16. 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, (17 reviews)
"We were in Boston to attend graduation. The location is perfect, in a quiet neighborhood yet still central and close to everything. T was readily accessible and just a few minutes walking. Onsite parking space was convenient. Check out was a breeze, hassle free, nothing extra for us to take care of. Great stay. "
United States
Elaine W.
The price is £352
includes taxes & fees
9 Sept - 10 Sept
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Interior

17. Boston College Room conveniently near Harvard & BC

Boston College Room conveniently near Harvard & BC
Brighton
9.4 out of 10, Exceptional, (32 reviews)
"Over all fine place for a few day stay"
United States
jeannine g.
The price is £203
includes taxes & fees
30 Sept - 1 Oct
Boston College Room conveniently near Harvard & BC
Dining

18. Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17

Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17
Randolph
10.0 out of 10, Exceptional, (7 reviews)
"Great stay! Host was very responsive to any questions. Family friendly house with lots of beds and a wide open living room. Easy check in and check out process. Nice central location to all that the Boston area has to offer."
United States
Anonymous traveller
The price is £395
includes taxes & fees
7 Sept - 8 Sept
Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17
Interior

19. 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
9.8 out of 10, Exceptional, (18 reviews)
"Our stay was excellent, the property was clean and spacious with everything we needed. The host was responsive and very helpful before and throughout the trip."
United States
Clark A.
The price is £419
includes taxes & fees
9 Sept - 10 Sept
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Private kitchen

20. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (18 reviews)
"Perfect location"
United States
Harmony F.
The price is £381
includes taxes & fees
10 Sept - 11 Sept
Spacious 4-bedroom with four and half bathrooms
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

Copley House

Copley House

10/10 Excellent
"👍"
John 4-night trip
Posted 4 hours ago
Copley House

Find out more about Ashland

Ashland Holiday Homes information

Number of reviews
5,436
Accommodation
317 Holiday Homes
Lowest Price
£74
Highest Price
£148