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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ￥36,170
￥60,602 total
includes taxes & fees
Oct 29 - Oct 30
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 ￥31,569
￥55,286 total
includes taxes & fees
Nov 8 - Nov 9
totally remodeled house with fitness room, close to Boston and Worcester
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 ￥25,557
￥47,686 total
includes taxes & fees
Oct 14 - Oct 15
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A modern living room with a blue sofa, a leather armchair, and a patterned rug.

4. 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 ￥65,491
￥118,516 total
includes taxes & fees
Oct 15 - Oct 16
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
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 ￥55,683
￥120,143 total
includes taxes & fees
Oct 20 - Oct 21
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
A two-story house with a front porch and a garden with purple flowers.

6. ✨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 ￥23,003
￥36,053 total
includes taxes & fees
Oct 25 - Oct 26
✨Private Studio w/ Loft Center Historic Carlisle✨
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

7. 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 ￥49,258
￥86,032 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.

8. 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 ￥25,330
￥41,129 total
includes taxes & fees
Oct 25 - Oct 26
Angel Sky Challenge
A bedroom with a large bed, a desk, a chair, a mirror, and a clock on the wall.

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

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
The price is ￥33,203
￥41,633 total
includes taxes & fees
Oct 14 - Oct 15
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
A stone wall, a metal gate, and a building with a blue door and a number '74' sign.

10. 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.
A Timeless Retreat at Historic Crompton House
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 ￥39,660
￥88,786 total
includes taxes & fees
Oct 19 - Oct 20
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

12. 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 ￥34,901
￥70,084 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.

13. 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 ￥31,662
￥46,507 total
includes taxes & fees
Nov 1 - Nov 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

14. 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)
"Very clean and readily met the needs of our family of 7 traveling on vacation from Washington DC to Maine. Would stay again."
United States
Jim O.
The price is ￥43,535
￥81,354 total
includes taxes & fees
Oct 25 - Oct 26
Spacious 4-bedroom with four and half bathrooms
A modern kitchen with a marble island, stainless steel appliances, and bar stools.

15. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is ￥44,974
￥111,725 total
includes taxes & fees
Oct 14 - Oct 15
Entire home in Sterling, Massachusetts, United States
A staircase with wooden steps and black balusters, a potted plant on a side table, and a framed floral artwork on the wall.

16. 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 ￥57,110
￥78,617 total
includes taxes & fees
Oct 27 - Oct 28
Spacious 5-bedroom home with three full bathrooms in charming Worcester location
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 ￥30,697
￥68,664 total
includes taxes & fees
Oct 19 - Oct 20
Modern Upper-Level Oasis, Minutes to Boston.
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 ￥45,807
￥115,655 total
includes taxes & fees
Oct 18 - Oct 19
Lake Access 4 Bed 3 Full Bath
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

19. 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 ￥59,490
￥89,543 total
includes taxes & fees
Nov 1 - Nov 2
4-bedroom house in nice Holden with WiFi, AC
A living room with a glass coffee table, two sofas, a dining table with chairs, and lamps.

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, (2 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 ￥52,005
￥116,797 total
includes taxes & fees
Oct 15 - Oct 16
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

Studio Allston Hotel

Studio Allston Hotel

8/10 Good
"Walkable distance to Harvard"
Michal 3-night trip
Posted less than an hour ago
Studio Allston Hotel

Find out more about Southborough

Southborough Vacation Homes information

Number of reviews
185
Accommodation
191 Vacation Homes
Lowest Price
￥36,053
Highest Price
￥120,143

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