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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (33 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is ￥36,024
￥60,358 total
includes taxes & fees
Oct 29 - Oct 30
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A spacious living room with wooden beams, a sliding glass door to a patio, and a cozy seating area with a sofa and chairs.

2. 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 ￥42,376
￥103,103 total
includes taxes & fees
Oct 13 - Oct 14
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
A living room with a sofa, a clock, a floor lamp, and a rug.

3. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Easy in and out. Place was dated but clean. The host was welcoming and easy to work with. Parking is good. A little pricy but safe neighborhood."
United States
Thomas M.
The price is ￥25,454
￥47,316 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

4. 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 ￥31,442
￥55,592 total
includes taxes & fees
Nov 2 - Nov 3
totally remodeled house with fitness room, close to Boston and Worcester
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

5. 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 ￥63,990
￥105,187 total
includes taxes & fees
Oct 18 - Oct 19
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
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 ￥25,280
￥41,410 total
includes taxes & fees
Oct 9 - Oct 10
Angel Sky Challenge
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

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

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is ￥28,322
￥36,032 total
includes taxes & fees
Oct 13 - Oct 14
Game Room + Bar Lounge, 35 Min to Boston
A stone wall, a metal gate, and a building with a blue door and a number '74' sign.

8. A Timeless Retreat at Historic Crompton House

A Timeless Retreat at Historic Crompton House
Elm Park
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful property! Great location and amazing hosts! We had everything we needed and were very comfortable. I highly recommend this place!"
United States
Jessica H.
The price is ￥31,161
￥79,113 total
includes taxes & fees
Oct 12 - Oct 13
A Timeless Retreat at Historic Crompton House
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 ￥34,760
￥69,801 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A spacious living area with a large sectional sofa, a glass coffee table, and a view of the outdoors through large windows.

10. 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, (5 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 ￥31,600
￥46,239 total
includes taxes & fees
Nov 1 - Nov 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
A two-story residential building with a front porch, a satellite dish, and a small front yard.

11. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
The price is ￥38,394
￥86,979 total
includes taxes & fees
Oct 13 - Oct 14
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A modern kitchen with a marble island, stainless steel appliances, and bar stools.

12. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is ￥44,793
￥110,922 total
includes taxes & fees
Oct 12 - Oct 13
Entire home in Sterling, Massachusetts, United States
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

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)
"10/10 great place to stay"
United States
Tyler B.
The price is ￥43,450
￥80,651 total
includes taxes & fees
Oct 14 - Oct 15
Spacious 4-bedroom with four and half bathrooms
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

14. Spacious 5-bedroom home with three full bathrooms in charming Worcester location

Spacious 5-bedroom home with three full bathrooms in charming Worcester location
Worcester
The price is ￥56,880
￥77,938 total
includes taxes & fees
Oct 18 - Oct 19
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
A kitchen with a granite countertop, stainless steel sink, and dishwasher. There is a window with a view of greenery outside.

15. Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub
Billerica
9.0 out of 10, Wonderful, (2 reviews)
"Great stay!"
United States
KrackleJak
The price is ￥38,157
￥93,120 total
includes taxes & fees
Oct 11 - Oct 12
Lakeview Getaway with Hot Tub
A modern kitchen with white cabinets, a marble countertop, and pendant lighting.

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 ￥33,970
￥69,713 total
includes taxes & fees
Oct 20 - Oct 21
Modern Upper-Level Oasis, Minutes to Boston.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

17. 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, (2 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 ￥59,250
￥89,682 total
includes taxes & fees
Nov 4 - Nov 5
4-bedroom house in nice Holden with WiFi, AC
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

18. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (23 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 ￥45,623
￥114,660 total
includes taxes & fees
Oct 12 - Oct 13
Lake Access 4 Bed 3 Full Bath
A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

19. 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)
The price is ￥71,100
￥84,840 total
includes taxes & fees
Oct 12 - Oct 13
Clifford Luxury Retreat 3BR Self Check In Home
A spacious room with a wooden floor, a white door, and a large window with a view of a staircase.

20. The Harvard Room conveniently near BC & Harvard

The Harvard Room conveniently near BC & Harvard
Brighton
9.0 out of 10, Wonderful, (40 reviews)
"The stay here was perfect for my wife and me. It is close ( 0.5 miles) to the purple line, even closer (.2 miles) to a bus stop, and close to restaurants and a brewery (Notch).Note: Big Daddy's Pizza is very close.2 miles) and was superb!"
United States
Michael D.
The price is ￥33,654
￥57,659 total
includes taxes & fees
Oct 22 - Oct 23
The Harvard Room conveniently near BC & Harvard
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

The Westin Waltham-Boston

The Westin Waltham-Boston

10/10 Excellent
"The hotel staff was very kind and accommodating. My friend had left her clothes in the closet and they made sure to retrieve it and hold onto it for us until we could get it,"
Laritza 3-night trip
Posted less than an hour ago
The Westin Waltham-Boston

Find out more about Southborough

Southborough Vacation Homes information

Number of reviews
186
Accommodation
191 Vacation Homes
Lowest Price
￥36,032
Highest Price
￥114,660

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