Southborough Vacation Rentals

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Our top choices for Southborough vacation rentals

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, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ¥20,649
¥33,887 total
includes taxes & fees
Apr 28 - Apr 29
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

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 ¥21,443
¥42,581 total
includes taxes & fees
Apr 23 - Apr 24
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (38 reviews)
"Great stay!"
United States
Ryan K.
The price is ¥27,109
¥49,449 total
includes taxes & fees
Apr 21 - Apr 22
On River/Harvard Sq. two blocks

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, (19 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is ¥31,268
¥45,073 total
includes taxes & fees
Apr 16 - Apr 17
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.
Watertown
10.0 out of 10, Exceptional, (51 reviews)
"Pefect location for us to be near family. Hosts were extremely accomodating and apartment had every little detail provided for. We would absolutely stay again!"
United States
Sherry K.
The price is ¥31,609
¥50,389 total
includes taxes & fees
May 3 - May 4
NEW Modern Apartment Near Boston & Harvard Square.

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
The price is ¥21,443
¥47,011 total
includes taxes & fees
Apr 20 - Apr 21
Charming 3-bedroom house in delightful Ashland for your getaway

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is ¥18,584
¥46,721 total
includes taxes & fees
Apr 28 - Apr 29
Beautiful Worcester Downtown King Bd/Office World Cup Boston

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is ¥28,846
¥69,272 total
includes taxes & fees
May 12 - May 13
Lakefront Cottage 2 Mi to Palladium in Worcester!

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 ¥20,014
¥30,518 total
includes taxes & fees
May 1 - May 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

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

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is ¥14,343
¥35,958 total
includes taxes & fees
Apr 26 - Apr 27
Cottage Suite "A" - Walk to Shops, Train, History

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (232 reviews)
"Plenty of drawers, cabinets in room. Modern appliances fostered a pleasant place. "
United States
Anonymous traveler
The price is ¥16,044
¥17,921 total
includes taxes & fees
May 14 - May 15
Residences at Solomon Pond

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts
3.0 star property
Worcester
The price is ¥27,652
¥66,363 total
includes taxes & fees
Apr 16 - Apr 17
Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.4 out of 10, Very Good, (32 reviews)
"Perfect location for Head of the Charles Regatta!"
United States
Kristy R.
The price is ¥27,019
¥50,740 total
includes taxes & fees
Apr 28 - Apr 29
Great Apartment on River/ Harvard Square two blocks

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.0 out of 10, Very Good, (2 reviews)
"Good stay! Host was extremely nice and welcoming! It snowed during the night of the stay, and they were nice enough to still shovel a path in the morning and even cleared a path around my vehicle. Thank you! There is only a microwave, but easy to make work for food options. "
United States
Logan R.
The price is ¥17,870
¥23,509 total
includes taxes & fees
Apr 28 - Apr 29
Private Luxury 2 Bedroom Suite

Bright and Airy newly renovated, 2 bedroom apartment with office!

Bright and Airy newly renovated, 2 bedroom apartment with office!
Brighton
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great amenities, could comfortably sleep 5 people!"
United States
Joseph Z.
The price is ¥32,086
¥62,810 total
includes taxes & fees
Apr 28 - Apr 29
Bright and Airy newly renovated, 2 bedroom apartment with office!

King Bed 3 min > Washington Sq 1 min >T

King Bed 3 min > Washington Sq 1 min >T
Aspinwall Hill
The price is ¥18,877
¥62,564 total
includes taxes & fees
Apr 22 - Apr 23
King Bed 3 min > Washington Sq 1 min >T

Spacious 4BR Family Home in Worcester near Parks 16/2

Spacious 4BR Family Home in Worcester near Parks 16/2
Worcester
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was great! The home was beautiful and well kept. Plenty of room for a group of us to stay comfortably. The host was fantastic and very attentive. Overall, it was exactly what we were looking for. Would highly recommend."
United States
Kristen S.
The price is ¥31,998
¥70,072 total
includes taxes & fees
Apr 28 - Apr 29
Spacious 4BR Family Home in Worcester near Parks 16/2

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
The price is ¥33,595
¥42,450 total
includes taxes & fees
Apr 28 - Apr 29
Heart of Shrewsbury St – 2BR Stay

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, (58 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is ¥21,920
¥37,081 total
includes taxes & fees
May 3 - May 4
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

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 ¥30,378
¥63,855 total
includes taxes & fees
Apr 28 - Apr 29
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
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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Find out more about Southborough

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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?

Home Away from Home!: 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 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

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.