Southborough Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Southborough vacation rentals

Living area

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (43 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is ￥27,034
￥49,677 total
includes taxes & fees
Jun 7 - Jun 8
On River/Harvard Sq. two blocks
2 bedrooms, iron/ironing board, WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (11 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is ￥21,456
￥42,606 total
includes taxes & fees
Jun 2 - Jun 3
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Smart TV, fireplace, books

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

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
The price is ￥28,607
￥42,073 total
includes taxes & fees
Jun 2 - Jun 3
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
2 bedrooms, WiFi, bed sheets

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.6 out of 10, Excellent, (34 reviews)
"Perfect location for Head of the Charles Regatta!"
United States
Kristy R.
The price is ￥27,034
￥50,769 total
includes taxes & fees
Jun 2 - Jun 3
Great Apartment on River/ Harvard Square two blocks
Smart TV, fireplace

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ￥20,661
￥33,906 total
includes taxes & fees
Jun 14 - Jun 15
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (2 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 ￥23,877
￥49,298 total
includes taxes & fees
Jun 10 - Jun 11
Charming 3-bedroom house in delightful Ashland for your getaway
Fridge, microwave, stovetop, coffee/tea maker

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is ￥17,908
￥39,028 total
includes taxes & fees
May 27 - May 28
totally remodeled house with fitness room, close to Boston and Worcester
TV, fireplace

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
9.0 out of 10, Wonderful, (4 reviews)
"Extra spacious facility, very clean, lots of room to move around. I was traveling with my adult son, and it was nice to have the privacy of two bedrooms. We loved the setup in the living room—-large TV, easy access to multiple stations, and comfy throws, and a “fireplace.” We also appreciated the large shower and wonderful towels in the bathroom. All in all, a wonderful experience!"
United States
Marjorie M.
The price is ￥17,880
￥23,522 total
includes taxes & fees
Jun 2 - Jun 3
Private Luxury 2 Bedroom Suite
Exterior

✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (33 reviews)
"Wonderful stay"
United States
Brent H.
The price is ￥25,469
￥40,212 total
includes taxes & fees
Jun 21 - Jun 22
✨Private Studio w/ Loft Center Historic Carlisle✨
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is ￥27,857
￥61,215 total
includes taxes & fees
May 27 - May 28
Beautiful Worcester Downtown King Bd/Office World Cup Boston
4 bedrooms, iron/ironing board, free WiFi, bed sheets

16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat

16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat
Worcester
The price is ￥38,771
￥80,935 total
includes taxes & fees
Jun 9 - Jun 10
16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat
Smart TV, fireplace, books

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
9.8 out of 10, Exceptional, (22 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is ￥32,612
￥50,984 total
includes taxes & fees
Jun 2 - Jun 3
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Property grounds

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.2 out of 10, Wonderful, (59 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is ￥21,967
￥37,161 total
includes taxes & fees
Jun 1 - Jun 2
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dining

Cottage Suite "B" - Walk to Shops, Train, History

Cottage Suite "B" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7 reviews)
"Convenient location and peaceful respite. "
United States
Maria S.
The price is ￥20,853
￥48,364 total
includes taxes & fees
May 28 - May 29
Cottage Suite "B" - Walk to Shops, Train, History
Exterior detail

Funky and cozy home ! A little bit of everything for everyone.

Funky and cozy home ! A little bit of everything for everyone.
Arlington
10.0 out of 10, Exceptional, (24 reviews)
"Fantastic home, very clean, great location, and wonderful communication with the host. Truly a 5 star stay!"
United States
Tim S.
The price is ￥61,347
￥109,887 total
includes taxes & fees
May 31 - Jun 1
Funky and cozy home ! A little bit of everything for everyone.
Interior

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Main South
10.0 out of 10, Exceptional, (1 review)
The price is ￥30,395
￥66,073 total
includes taxes & fees
Jun 9 - Jun 10
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Private kitchen

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Dedham
9.8 out of 10, Exceptional, (7 reviews)
"Wonderful house with great open space for fun together. Very clean and well appointed. Excellent communication with the host from beginning to end."
United States
David B.
The price is ￥33,375
￥91,780 total
includes taxes & fees
May 31 - Jun 1
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Interior

NEW! Cozy Adventure Filled Escape Free parking

NEW! Cozy Adventure Filled Escape Free parking
Worcester
NEW! Cozy Adventure Filled Escape Free parking
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is ￥34,090
￥40,976 total
includes taxes & fees
Jun 8 - Jun 9
Zen Inspired Retreat with Private Forest Trails
Interior

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (245 reviews)
"Excellent stay, clean and very kind"
United States
Michael
The price is ￥17,048
￥19,043 total
includes taxes & fees
May 28 - May 29
Residences at Solomon Pond
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

Archer Hotel Boston/Burlington

Archer Hotel Boston/Burlington

10/10 Excellent
"room clean, staff was friendly, and the restaurant area I love it and the service was excellent"
Illia 3-night trip
Posted 1 hour ago
Archer Hotel Boston/Burlington

Find out more about Southborough

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Look no further and take a look at our great range of rental properties in Southborough!

Frequently asked questions

Are there vacation rentals in Southborough?

Yes, we give you a choice of vacation rentals close to popular points of interest in Southborough, or you can select a more remote option if you're looking for a relaxing stay. Our travelers say Southborough has a good selection of restaurants. Make sure you have time to check out the live music while you're in the area.

What are some of the best vacation rentals in Southborough?

Relaxing Getaway: Entire 3-BR Home w/ Fireplace: This vacation home rental near Southborough offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Southborough?

Explore the area and family-friendly sights such as Apex Entertainment Center, or get out into nature at a spot like Sudbury Reservoir. Hopkinton State Park and Callahan State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Southborough like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Southborough. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.