Southborough Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Southborough holiday rentals

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, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is HK$1,018
HK$1,670 total
includes taxes & fees
14 May - 15 May
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
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 HK$951
HK$1,963 total
includes taxes & fees
11 May - 12 May
totally remodeled house with fitness room, close to Boston and Worcester
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 HK$1,057
HK$2,099 total
includes taxes & fees
11 May - 12 May
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Living area

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (41 reviews)
"Very convenient for our stay with a grandson attending Harvard"
United States
Christy
The price is HK$1,332
HK$2,393 total
includes taxes & fees
11 May - 12 May
On River/Harvard Sq. two blocks
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 HK$1,080
HK$1,819 total
includes taxes & fees
13 May - 14 May
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Interior

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 HK$1,104
HK$2,344 total
includes taxes & fees
13 May - 14 May
Cottage Suite "A" - Walk to Shops, Train, History
4 bedrooms, iron/ironing board, free WiFi, bed sheets

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)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is HK$1,364
HK$3,524 total
includes taxes & fees
18 May - 19 May
Spacious 4BR Family Home in Worcester near Parks 16/2
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is HK$1,057
HK$2,527 total
includes taxes & fees
21 May - 22 May
Beautiful Worcester Downtown King Bd/Office World Cup Boston
TV, fireplace

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.8 out of 10, Excellent, (3 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 HK$881
HK$1,159 total
includes taxes & fees
18 May - 19 May
Private Luxury 2 Bedroom Suite
Dining

Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is HK$1,245
HK$1,837 total
includes taxes & fees
1 Jun - 2 Jun
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
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 HK$1,332
HK$2,501 total
includes taxes & fees
12 May - 13 May
Great Apartment on River/ Harvard Square two blocks
Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is HK$1,417
HK$3,403 total
includes taxes & fees
12 May - 13 May
Lakefront Cottage 2 Mi to Palladium in Worcester!
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, (1 review)
"Our stay was very nice, in that there is plenty of space and the shared areas and bedrooms are large spaces. Communication with the host went well, as we needed to get the correct door code to access, and there was a small issue with the thermostat which the host addressed quickly."
United States
John W.
The price is HK$1,057
HK$2,317 total
includes taxes & fees
11 May - 12 May
Charming 3-bedroom house in delightful Ashland for your getaway
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, (21 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is HK$1,536
HK$2,433 total
includes taxes & fees
12 May - 13 May
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (22 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 HK$2,516
HK$6,123 total
includes taxes & fees
11 May - 12 May
Lake Access 4 Bed 3 Full Bath
Terrace/patio

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Shrewsbury
9.2 out of 10, Wonderful, (17 reviews)
"The place was perfect for my stay. Ebenezer was an awesome host. He was very responsive and accommodating. I will stay here again. "
United States
Lori S.
The price is HK$1,550
HK$2,834 total
includes taxes & fees
18 May - 19 May
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Smart TV

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
The price is HK$1,214
HK$2,527 total
includes taxes & fees
11 May - 12 May
Grand Worcester Getaway! Pets Welcome! Comfortable
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
The price is HK$1,253
HK$2,025 total
includes taxes & fees
11 May - 12 May
Angel Sky Challenge
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 HK$1,715
HK$4,688 total
includes taxes & fees
11 May - 12 May
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
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 HK$1,737
HK$3,807 total
includes taxes & fees
25 May - 26 May
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southborough Hotel Reviews

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

6/10 Okay
"Hotel was good. Friendly staff. Bar was great. Relatively upscale. My only issue was with the highway noise. This is over the Mass Pike. They have a noise machine to help. But the sleep was not the best. Blinds did not fully close either. "
Peter 2-night trip
Posted 2 hours ago
Four Points by Sheraton Boston Newton

Find out more about Southborough

Search for holiday rentals in Southborough on Expedia! You can easily find your home rentals, villas, holiday apartments in Southborough using one of the methods below:

  • View our selection of featured holiday rentals in Southborough
  • Use the map to find apartments and other holiday homes in the Southborough neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southborough while they last

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

Frequently asked questions

Are there holiday rentals in Southborough?

Yes, there are holiday rentals close to the most popular sights in Southborough, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Southborough has to offer?

Home Away from Home!: This holiday home rental outside of 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 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 wider area.

What’s a holiday rental in Southborough like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southborough. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.