A river with a waterfall, surrounded by autumn-colored trees.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Southborough vacation homes

A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

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 ￥35,946
￥60,227 total
includes taxes & fees
Nov 30 - Dec 1
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

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)
"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 ￥28,237
￥50,033 total
includes taxes & fees
Nov 8 - Nov 9
totally remodeled house with fitness room, close to Boston and Worcester
A modern living room with a blue sofa, a leather armchair, and a patterned rug.

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 ￥61,025
￥112,719 total
includes taxes & fees
Nov 23 - Nov 24
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

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 ￥55,055
￥93,723 total
includes taxes & fees
Nov 2 - Nov 3
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
A spacious living room with wooden beams, a sliding glass door to a patio, and a cozy seating area with a sofa and chairs.

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 ￥58,602
￥123,574 total
includes taxes & fees
Nov 23 - Nov 24
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

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 ￥25,226
￥38,976 total
includes taxes & fees
Oct 31 - Nov 1
Angel Sky Challenge
A two-story house with a front porch and a garden with purple flowers.

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 ￥15,608
￥28,162 total
includes taxes & fees
Nov 2 - Nov 3
✨Private Studio w/ Loft Center Historic Carlisle✨
A spacious living room with a high ceiling, a wooden floor, a black sofa, a white armchair, a small round table, and a window with curtains.

8. 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 ￥40,290
￥52,428 total
includes taxes & fees
Nov 2 - Nov 3
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

9. 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 ￥31,217
￥64,781 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

10. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (19 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
The price is ￥27,748
￥72,358 total
includes taxes & fees
Nov 22 - Nov 23
Worcester Lakefront Cottage Apt w/ Shared Dock!
A spacious living area with a large sectional sofa, a glass coffee table, and a view of the outdoors through large windows.

11. 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, (7 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 ￥28,379
￥41,738 total
includes taxes & fees
Nov 6 - Nov 7
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

12. Superb 2-bedroom townhome in cool Dedham neighborhood

Superb 2-bedroom townhome in cool Dedham neighborhood
Dedham
The price is ￥28,379
￥53,360 total
includes taxes & fees
Nov 3 - Nov 4
Superb 2-bedroom townhome in cool Dedham neighborhood
A staircase with dark wooden steps and white handrails, leading to a door at the top.

13. Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.

Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
Leominster
The price is ￥31,354
￥38,542 total
includes taxes & fees
Nov 2 - Nov 3
Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.
A modern kitchen with a marble island, white cabinetry, and pendant lighting.

14. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is ￥44,697
￥111,564 total
includes taxes & fees
Nov 5 - Nov 6
Entire home in Sterling, Massachusetts, United States
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

15. 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 ￥59,123
￥88,323 total
includes taxes & fees
Nov 10 - Nov 11
4-bedroom house in nice Holden with WiFi, AC
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

16. 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 ￥43,357
￥80,478 total
includes taxes & fees
Nov 1 - Nov 2
Spacious 4-bedroom with four and half bathrooms
A modern kitchen with white cabinets, a marble countertop, and pendant lighting.

17. 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 ￥29,798
￥66,921 total
includes taxes & fees
Nov 2 - Nov 3
Modern Upper-Level Oasis, Minutes to Boston.
A kitchen with a granite countertop, stainless steel sink, and dishwasher. There is a window with a view of greenery outside.

18. 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 ￥41,701
￥88,632 total
includes taxes & fees
Nov 1 - Nov 2
Lakeview Getaway with Hot Tub
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

19. 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 ￥49,860
￥115,957 total
includes taxes & fees
Nov 2 - Nov 3
Lake Access 4 Bed 3 Full Bath
A gazebo with a cushioned seating area and wooden chairs, surrounded by a gravel area with string lights.

20. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Norwood
10.0 out of 10, Exceptional, (3 reviews)
"Not only was Joseph, our host, very accommodating, but the house was amazing! Each bed was comfortable, and each room had a TV. The life size connect 4, the video games, and the fact that every room had AC was an exciting surprise. I would definitely recommend staying here."
United States
Chris B.
The price is ￥63,852
￥130,495 total
includes taxes & fees
Nov 1 - Nov 2
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
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

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

10/10 Excellent
"Wonderful staff, clean all around, spacious room / suite . . . ."
Paul 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Boston Waltham

Find out more about Southborough

Southborough Vacation Homes information

Number of reviews
159
Accommodation
191 Vacation Homes
Lowest Price
￥28,162
Highest Price
￥130,495

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