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Our top choices for Southborough vacation homes

1. 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, (35 reviews)
"We had a great stay."
United States
Jessica D.
The price is ¥36,104
¥58,016 total
includes taxes & fees
Nov 30 - Dec 1
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"The property was just what we wanted and worked very well for our family of six."
United States
Levi O.
The price is ¥34,727
¥57,262 total
includes taxes & fees
Nov 12 - Nov 13
totally remodeled house with fitness room, close to Boston and Worcester

3. 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 ¥61,931
¥109,506 total
includes taxes & fees
Nov 23 - Nov 24
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

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 house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is ¥54,996
¥89,225 total
includes taxes & fees
Nov 11 - Nov 12
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

5. Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
Framingham
10.0 out of 10, Exceptional, (3 reviews)
"Clean, pet friendly"
United States
Rebecca M.
The price is ¥83,799
¥149,319 total
includes taxes & fees
Nov 28 - Nov 29
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

6. 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 ¥25,198
¥38,933 total
includes taxes & fees
Dec 7 - Dec 8
Angel Sky Challenge

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

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.2 out of 10, Wonderful, (37 reviews)
"Wonderful stay"
United States
Brent H.
The price is ¥22,836
¥35,292 total
includes taxes & fees
Nov 17 - Nov 18
✨Private Studio w/ Loft Center Historic Carlisle✨

8. 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, (8 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 ¥35,435
¥48,378 total
includes taxes & fees
Nov 19 - Nov 20
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

9. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
The price is ¥31,341
¥37,118 total
includes taxes & fees
Dec 7 - Dec 8
Cozy & Stylish 2-bedroom Home in Leominster

10. Renovated 3rd-Floor Retreat | 1 Bedroom, Sleeps 4 | Walk-Up,

Renovated 3rd-Floor Retreat | 1 Bedroom, Sleeps 4 | Walk-Up,
Roslindale
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely situated for our needs between Boston and the suburbs where we were traveling. It’s a quick less than 15 minute drive into downtown Boston. Property was clean. Access was easy and check in and out process was smooth. It is a third floor walk up with dormers so if you are taller, you do have to watch your head a bit. Was a great stay! Thanks. "
United States
Jesse B.
The price is ¥20,110
¥59,612 total
includes taxes & fees
Nov 7 - Nov 8
Renovated 3rd-Floor Retreat | 1 Bedroom, Sleeps 4 | Walk-Up,

11. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
8.0 out of 10, Very good, (1 review)
"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."
United States
Laura P.
The price is ¥40,466
¥49,938 total
includes taxes & fees
Nov 7 - Nov 8
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

12. Superb 2-bedroom townhome in cool Dedham neighborhood

Superb 2-bedroom townhome in cool Dedham neighborhood
Dedham
The price is ¥28,348
¥51,896 total
includes taxes & fees
Nov 10 - Nov 11
Superb 2-bedroom townhome in cool Dedham neighborhood

13. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean location to stay."
United States
Mike O.
The price is ¥43,310
¥76,786 total
includes taxes & fees
Dec 7 - Dec 8
Spacious 4-bedroom with four and half bathrooms

14. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is ¥49,609
¥113,290 total
includes taxes & fees
Nov 17 - Nov 18
Entire home in Sterling, Massachusetts, United States

15. Newly Renovated 3BR Private Home in Newton

Newly Renovated 3BR Private Home in Newton
Newton Center
The price is ¥35,470
¥55,007 total
includes taxes & fees
Nov 8 - Nov 9
Newly Renovated 3BR Private Home in Newton

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

Modern Upper-Level Oasis, Minutes to Boston.
Norwood
9.8 out of 10, Exceptional, (9 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is ¥28,503
¥59,608 total
includes taxes & fees
Nov 9 - Nov 10
Modern Upper-Level Oasis, Minutes to Boston.

17. Clifford Luxury Retreat 3BR Self Check In Home

Clifford Luxury Retreat 3BR Self Check In Home
Northbridge
8.6 out of 10, Excellent, (7 reviews)
"We loved our stay here. The home and the host were both exceptional. We highly recommend this home!"
United States
Martin G.
The price is ¥60,949
¥69,417 total
includes taxes & fees
Nov 11 - Nov 12
Clifford Luxury Retreat 3BR Self Check In Home

18. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (24 reviews)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
United States
Diane B.
The price is ¥49,806
¥114,777 total
includes taxes & fees
Nov 8 - Nov 9
Lake Access 4 Bed 3 Full Bath

19. Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub
Billerica
9.4 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
KrackleJak
The price is ¥41,656
¥90,472 total
includes taxes & fees
Nov 9 - Nov 10
Lakeview Getaway with Hot Tub

20. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (3 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is ¥59,381
¥84,692 total
includes taxes & fees
Nov 7 - Nov 8
4-bedroom house in nice Holden with WiFi, AC
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 Southborough Hotel Reviews

Find out more about Southborough

Southborough Vacation Homes information

Number of reviews
147
Accommodation
152 Vacation Homes
Lowest Price
¥35,292
Highest Price
¥149,319

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