A river with a waterfall, surrounded by autumn-colored trees.

Southborough Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southborough vacation rentals

Private kitchen

1. Private Garden Estate, Jacuzzi, Cinema & Games

Private Garden Estate, Jacuzzi, Cinema & Games
Southborough
10.0 out of 10, Exceptional, (1 review)
"Jillian provided a wonderful home to stay in. Quiet areas are always a plus. Communications were quick and properly responsive. Very comfortable home. Pool table and pinball made for enjoyable evenings."
United States
John R.
$768 nightly
The price is $779
Sep 20 - Sep 21
Total with taxes and fees
Private Garden Estate, Jacuzzi, Cinema & Games
TV, fireplace

2. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.0 out of 10, Very Good, (11 reviews)
"Excellent basement apartment with a luxurious shower and bathroom. Host was communicative and accommodating! Would recommend it!"
United States
Lois D.
$133 nightly
The price is $148
Sep 2 - Sep 3
Total with taxes and fees
Private Luxury 2 Bedroom Suite
Interior

3. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (251 reviews)
"Wonderful!!"
United States
Huynh
$110 nightly
The price is $122
Sep 2 - Sep 3
Total with taxes and fees
Residences at Solomon Pond
Smart TV, fireplace, books, stereo

4. 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, (8 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$203 nightly
The price is $227
Sep 29 - Sep 30
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Coffee/tea maker, fridge, microwave, stovetop

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (14 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$282 nightly
The price is $314
Sep 2 - Sep 3
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
Dining

6. 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.
$191 nightly
The price is $213
Sep 8 - Sep 9
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Private kitchen

7. Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
9.4 out of 10, Exceptional, (3 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.
$297 nightly
The price is $314
Sep 22 - Sep 23
Total with taxes and fees
Charming 3-bedroom house in delightful Ashland for your getaway
Coffee/tea maker, fridge, microwave, oven

8. 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
9.6 out of 10, Exceptional, (30 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
$316 nightly
The price is $353
Sep 2 - Sep 3
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
2 bedrooms, WiFi (free)

9. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
$260 nightly
The price is $291
Sep 21 - Sep 22
Total with taxes and fees
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Private kitchen

10. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
$466 nightly
The price is $521
Sep 2 - Sep 3
Total with taxes and fees
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
TV

11. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$280 nightly
The price is $320
Sep 3 - Sep 4
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
Living area

12. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
$100 nightly
The price is $115
Sep 16 - Sep 17
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 4
Interior

13. Spacious 3-bedroom apartment in lovely Millis with AC, WiFi

Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Millis
9.6 out of 10, Exceptional, (15 reviews)
"Great place to stay! "
United States
Jennifer B.
$314 nightly
The price is $332
Oct 1 - Oct 2
Total with taxes and fees
Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
Exterior

14. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
$165 nightly
The price is $174
Sep 2 - Sep 3
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
Smart TV

15. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
$316 nightly
The price is $361
Sep 2 - Sep 3
Total with taxes and fees
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Terrace/patio

16. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,264 reviews)
"Friendly staff. Bed was very comfortable and the kitchen was a plus!"
United States
Evelyn
$177 nightly
The price is $198
Sep 6 - Sep 7
Total with taxes and fees
Crescent Suites Hotel
Exterior

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

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (4 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
$204 nightly
The price is $228
Sep 28 - Sep 29
Total with taxes and fees
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
2 bedrooms, iron/ironing board, WiFi

18. 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, (13 reviews)
"Good little spot, would reccommend."
Canada
Julien Alfred Joseph
$240 nightly
The price is $268
Sep 7 - Sep 8
Total with taxes and fees
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Interior

19. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
$229 nightly
The price is $262
Sep 2 - Sep 3
Total with taxes and fees
Angel Sky Challenge
Smart TV, DVD player, books

20. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very Good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
$211 nightly
The price is $241
Sep 8 - Sep 9
Total with taxes and fees
Heart of Shrewsbury St – 2BR 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

Courtyard by Marriott Boston Billerica/Bedford

Courtyard by Marriott Boston Billerica/Bedford

10/10 Excellent
"It's okay"
Ayman 1-night trip
Posted 10 hours ago
Courtyard by Marriott Boston Billerica/Bedford

Find out more about Southborough

Everything you need to know about Southborough vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southborough vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southborough vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southborough vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southborough. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southborough in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southborough rentals

At Expedia, we put the best Southborough vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southborough rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southborough vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southborough. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

How many vacation rentals will I find in Southborough?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Southborough stay.

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.