Southborough Vacation Rentals

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Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Southborough vacation rentals

Exterior
Cozy Adventure filled Escape

Vacation Home in Worcester

Cozy Adventure filled Escape
2.0 star property
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is ￥13,538
￥41,736 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Adventure filled Escape
Outdoor dining
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Condo in Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
10.0 out of 10, Exceptional, (4)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ￥20,276
￥33,275 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Exterior
✨Private Studio w/ Loft Center Historic Carlisle✨

Vacation Home in Carlisle

✨Private Studio w/ Loft Center Historic Carlisle✨
9.4 out of 10, Exceptional, (33)
"We had a great stay! The place was perfect for our weekend trip. We were able to hit all of the spots we planned, with the central location!"
United States
C Z.
The price is ￥13,918
￥26,281 total
includes taxes & fees
Jan 1 - Jan 2, 2026
✨Private Studio w/ Loft Center Historic Carlisle✨
Private kitchen
Great Apartment on River/ Harvard Square two blocks

Apartment in West Cambridge

Great Apartment on River/ Harvard Square two blocks
2.0 star property
8.6 out of 10, Excellent, (29)
"Everything was great! We had a really fun stay and the place was perfect for what we needed! "
United States
millie p.
The price is ￥16,704
￥36,791 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Great Apartment on River/ Harvard Square two blocks
Interior
Grand Worcester Getaway! Pets Welcome! Comfortable

Apartment in Worcester

Grand Worcester Getaway! Pets Welcome! Comfortable
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
Grand Worcester Getaway! Pets Welcome! Comfortable
Dining
On River/Harvard Sq. two blocks

Apartment in West Cambridge

On River/Harvard Sq. two blocks
2.0 star property
8.0 out of 10, Very Good, (32)
"Great place to stay! We loved our time there!"
United States
Melody
The price is ￥16,748
￥35,812 total
includes taxes & fees
Jan 1 - Jan 2, 2026
On River/Harvard Sq. two blocks
Outdoor dining
Renovated 3-bedroom apartment in Dedham - Legacy Mall

Apartment in Dedham

Renovated 3-bedroom apartment in Dedham - Legacy Mall
10.0 out of 10, Exceptional, (3)
"Super clean, comfortable beds, host responded quickly when needed, thanks!"
United States
Lynne M.
Renovated 3-bedroom apartment in Dedham - Legacy Mall
Property grounds
Crescent Suites Hotel

Aparthotel in South Side

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1145)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Interior
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

Apartment in Dedham

Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥33,315
￥91,047 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Exterior
Spacious Private Entrance Master Bedroom/Bath

Apartment in Wellesley

Spacious Private Entrance Master Bedroom/Bath
10.0 out of 10, Exceptional, (90)
"Great place to stay. "
United States
Alexa
The price is ￥13,569
￥24,295 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spacious Private Entrance Master Bedroom/Bath
Exterior
Charming 3-bedroom house in delightful Ashland for your getaway

Vacation Home in Ashland

Charming 3-bedroom house in delightful Ashland for your getaway
2.0 star property
The price is ￥18,716
￥43,192 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming 3-bedroom house in delightful Ashland for your getaway
Business center
Residences at Solomon Pond

Aparthotel in Marlborough

Residences at Solomon Pond
3.5 star property
8.2 out of 10, Very Good, (225)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
Residences at Solomon Pond
House | 3 bedrooms
Lakeview Getaway With Hot Tub

Vacation Home in Billerica

Lakeview Getaway With Hot Tub
2.0 star property
The price is ￥37,011
￥98,490 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Lakeview Getaway With Hot Tub
1 bedroom, desk, iron/ironing board, free WiFi
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Apartment in Watertown

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
9.8 out of 10, Exceptional, (61)
"Exactly what we were looking for! The apartment was spacious and loved looking out on the balcony in the morning. When we come back to Watertown we will definitely try to stay here again!"
United States
Jay T.
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Property grounds
Cottage Suite "A" - Walk to Shops, Train, History

Apartment in Concord

Cottage Suite "A" - Walk to Shops, Train, History
9.8 out of 10, Exceptional, (7)
"It was easy to find close to the main road and centrally located close to the commuter rail."
United States
Marilyn J.
The price is ￥14,037
￥35,191 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Cottage Suite "A" - Walk to Shops, Train, History
Fridge, microwave, oven, stovetop
Lake Access 4 Bed 3 Full Bath

Vacation Home in Billerica

Lake Access 4 Bed 3 Full Bath
9.8 out of 10, Exceptional, (21)
"A spacious recently remolded house. Nice common areas and large bedrooms. (Could use more furniture in the bedrooms. :). "
United States
scott r.
The price is ￥39,632
￥106,259 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Lake Access 4 Bed 3 Full Bath
Microwave, oven, stovetop, dishwasher
Cozy large 2 bedrooms apartment on Historic Mt Auburn • 5 Min to Harvard

Apartment in Watertown

Cozy large 2 bedrooms apartment on Historic Mt Auburn • 5 Min to Harvard
2.0 star property
8.0 out of 10, Very Good, (1)
"location was very convenient"
United States
Lauren W.
The price is ￥35,093
￥43,729 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy large 2 bedrooms apartment on Historic Mt Auburn • 5 Min to Harvard
Smart TV, fireplace
Home Away from Home!

Vacation Home in Worcester

Home Away from Home!
9.4 out of 10, Exceptional, (14)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is ￥29,010
￥62,121 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Home Away from Home!
Fridge, microwave, oven, stovetop
Funky and cozy home ! A little bit of everything for everyone.

Vacation Home in Arlington

Funky and cozy home ! A little bit of everything for everyone.
2.0 star property
10.0 out of 10, Exceptional, (16)
"We had a great time, and look forward to staying the next time we are in town."
United States
Alex J.
The price is ￥37,433
￥75,262 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Funky and cozy home ! A little bit of everything for everyone.
Property grounds
Electric House - Cozy Downtown stay

Apartment in Canal District

Electric House - Cozy Downtown stay
2.0 star property
The price is ￥26,671
￥65,157 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Electric House - Cozy Downtown stay
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 Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

10/10 Excellent
"Friendly, helpful staff. Clean hotel. Very comfortable stay."
James 1-night trip
Posted 2 days ago
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

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 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?

Historic house renovated for modern convenience: This vacation home rental near Southborough is located near skiing and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 Framingham State University 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.