Southborough Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Southborough

Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

3.0 star property
South Side
9.6 out of 10, Exceptional, (1132)
"Great Hotel. Super friendly staff."
United States
Michael
Crescent Suites Hotel
Business center
Residences at Solomon Pond

Residences at Solomon Pond

3.5 star property
Marlborough
8.2 out of 10, Very Good, (216)
"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
Private kitchen
Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks

2.0 star property
West Cambridge
9.0 out of 10, Wonderful, (25)
"Great location, everything we needed for Boston Calling!"
United States
Kathleen
The price is ￥17,953
￥38,599 total
includes taxes & fees
Nov 15 - Nov 16
Great Apartment on River/ Harvard Square two blocks
Dining
On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks

2.0 star property
West Cambridge
8.2 out of 10, Very Good, (28)
"Overall, "
United States
Madison K.
The price is ￥16,561
￥35,412 total
includes taxes & fees
Nov 20 - Nov 21
On River/Harvard Sq. two blocks
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (5)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
United States
Harmony F.
The price is ￥42,523
￥78,931 total
includes taxes & fees
Nov 16 - Nov 17
Spacious 4-bedroom with four and half bathrooms
Property grounds
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking

Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking

West Cambridge
9.4 out of 10, Exceptional, (114)
"My granddaughter and I came down so she could attend a program at Harvard. This location was very convenient. "
United States
Debra L.
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
Exterior detail
Historic house renovated for modern convenience

Historic house renovated for modern convenience

Brighton
9.8 out of 10, Exceptional, (131)
"Comfortable stay with 5 adults. Beautiful neighborhood with plenty of amenities within walking distance. "
United States
Jeremy M.
Historic house renovated for modern convenience
Smart TV, video games, computer monitors, printers
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal

West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal

West Roxbury
9.8 out of 10, Exceptional, (77)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
United States
Robert B.
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal
Lake
Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury
9.4 out of 10, Exceptional, (181)
"Great vacation week at this house. The beds were comfortable. The kitchen is huge. It was great having air conditioning. The property was beautiful, nice and shady, and we were able to do a lot of fishing, kayaking and swimming by the dock."
United States
Charlene K.
Beautiful Lakefront Home with Private Beach
Exterior
✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨

Carlisle
9.4 out of 10, Exceptional, (33)
"Great"
United States
J Rhoads R.
The price is ￥17,009
￥29,584 total
includes taxes & fees
Nov 16 - Nov 17
✨Private Studio w/ Loft Center Historic Carlisle✨
Private kitchen
Relax with family or friends to this elegant apartment in the heart of Waltham

Relax with family or friends to this elegant apartment in the heart of Waltham

South Side
9.6 out of 10, Exceptional, (15)
"We had a wonderful time!"
United States
Paul H.
The price is ￥34,019
￥81,871 total
includes taxes & fees
Nov 15 - Nov 16
Relax with family or friends to this elegant apartment in the heart of Waltham
Smart TV, fireplace
Home Away from Home!

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is ￥28,761
￥61,055 total
includes taxes & fees
Nov 21 - Nov 22
Home Away from Home!
Interior
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham

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

2.0 star property
Dedham
The price is ￥23,009
￥75,964 total
includes taxes & fees
Nov 16 - Nov 17
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Fridge, microwave, oven, stovetop
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access

Framingham
10.0 out of 10, Exceptional, (13)
"No complaints. Would stay again if ever in the area in the future."
United States
matt c.
The price is ￥35,256
￥49,916 total
includes taxes & fees
Dec 15 - Dec 16
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access
Outdoor dining
Terrific vacation house only 4.5 miles away from downtown Boston

Terrific vacation house only 4.5 miles away from downtown Boston

West Roxbury
9.8 out of 10, Exceptional, (51)
"This property worked very well for our family. Very clean and the kitchen was well stocked with silverware,plates,etc,very good location in a lovely neighborhood."
United States
Lenore V.
The price is ￥41,611
￥95,291 total
includes taxes & fees
Nov 16 - Nov 17
Terrific vacation house only 4.5 miles away from downtown Boston
Condo, 2 Bedrooms | Exterior detail
Charming Belmont Condo Near Boston 2 Bedroom Condo

Charming Belmont Condo Near Boston 2 Bedroom Condo

3.0 star property
Waverly
10.0 out of 10, Exceptional, (1)
"The beds were good but funny enough the sofa was easier to sleep on. Good Price for the place. "
United States
Kevin
Charming Belmont Condo Near Boston 2 Bedroom Condo
Microwave, oven, stovetop, dishwasher
Peaceful 2-bedroom condo with AC in charming Roslindale

Peaceful 2-bedroom condo with AC in charming Roslindale

Roslindale
10.0 out of 10, Exceptional, (1)
"Fantastic apartment with everything you could possibly need. Smooth check-in / check-out process and a very responsive owner. We had a great weekend staying and going to the Red Sox game."
United States
Jim S.
Peaceful 2-bedroom condo with AC in charming Roslindale
Interior
Lavish Boston Estate for Short or Mid Term Stays | 🏊 Pool, 🌸 Gardens, 📚 Office

Lavish Boston Estate for Short or Mid Term Stays | 🏊 Pool, 🌸 Gardens, 📚 Office

Dedham
10.0 out of 10, Exceptional, (1)
"An amazing and peaceful stay at the Commonwealth Estate. The property and home are completely breathtaking. I can only imagine how wonderful it’d be to stay in summertime. Would definitely come back. Host was very accomodating & quick to respond. The private chef service is beyond exceptional. A great recommendation for your stay. "
United States
Jackie G.
Lavish Boston Estate for Short or Mid Term Stays | 🏊 Pool, 🌸 Gardens, 📚 Office
Property grounds
Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub

Billerica
9.0 out of 10, Wonderful, (2)
"Great stay!"
United States
KrackleJak
The price is ￥30,037
￥80,259 total
includes taxes & fees
Nov 16 - Nov 17
Lakeview Getaway with Hot Tub
Fridge, microwave, oven, stovetop
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, (52)
"Very clean property. Excellent location. The owners were super informational and easy to speak with, as well. "
United States
Ashley D.
The price is ￥21,339
￥36,098 total
includes taxes & fees
Nov 17 - Nov 18
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
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

Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel

10/10 Excellent
"Friendly convenient food"
Harry 2-night trip
Posted 6 hours ago
Sheraton Boston Needham Hotel

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?

Spacious 4-bedroom with four and half bathrooms: This vacation home rental near Southborough is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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.

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.