Southborough Vacation 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
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Southborough vacation 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, (5 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ￥23,723
￥37,779 total
includes taxes & fees
Jun 22 - Jun 23
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
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 ￥21,639
￥42,970 total
includes taxes & fees
Jun 8 - Jun 9
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Smart TV

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.6 out of 10, Exceptional, (47 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
The price is ￥31,737
￥54,787 total
includes taxes & fees
Jun 22 - Jun 23
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Bathroom

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is ￥24,380
￥46,032 total
includes taxes & fees
Jun 8 - Jun 9
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shower, hair dryer, towels, soap

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, (1 review)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is ￥22,441
￥34,735 total
includes taxes & fees
Jul 1 - Jul 2
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
1 bedroom, desk, iron/ironing board, free WiFi

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (64 reviews)
"We had a wonderful stay, the place was perfect for 3 adults, had everything we needed, very clean and well kept. Mehmet was very nice and attentive to all our needs."
United States
Svetlana A.
The price is ￥25,486
￥42,611 total
includes taxes & fees
Jun 24 - Jun 25
Newly refurbished, Sunny bright In-law suite.15 minute easy 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
8.4 out of 10, Very Good, (36 reviews)
"Clean apartment. Close to Harvard Square. Stairs not user-friendly."
United States
Jeffrey
The price is ￥30,295
￥55,220 total
includes taxes & fees
Jun 24 - Jun 25
Great Apartment on River/ Harvard Square two blocks
TV

Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (3 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is ￥24,044
￥50,817 total
includes taxes & fees
Jun 8 - Jun 9
Large 3BD 1st Floor Apartment Minutes from 290
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, (60 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is ￥28,852
￥45,477 total
includes taxes & fees
Jun 24 - Jun 25
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
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, (2 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.
The price is ￥21,639
￥46,931 total
includes taxes & fees
Jun 10 - Jun 11
Charming 3-bedroom house in delightful Ashland for your getaway
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 ￥23,803
￥45,745 total
includes taxes & fees
Jun 9 - Jun 10
totally remodeled house with fitness room, close to Boston and Worcester
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, (22 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is ￥46,885
￥69,201 total
includes taxes & fees
Jun 21 - Jun 22
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,212 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ￥25,823
￥28,844 total
includes taxes & fees
Jul 5 - Jul 6
Crescent Suites Hotel
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is ￥32,058
￥66,410 total
includes taxes & fees
Jun 8 - Jun 9
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Dining

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is ￥34,382
￥41,327 total
includes taxes & fees
Jun 8 - Jun 9
Zen Inspired Retreat with Private Forest Trails
Interior

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.
The price is ￥25,646
￥41,460 total
includes taxes & fees
Jun 8 - Jun 9
Angel Sky Challenge
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 ￥25,486
￥36,525 total
includes taxes & fees
Jun 29 - Jun 30
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
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 ￥29,493
￥57,294 total
includes taxes & fees
Jun 10 - Jun 11
Cottage Suite "A" - Walk to Shops, Train, History
Exterior

✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (33 reviews)
"Wonderful stay"
United States
Brent H.
✨Private Studio w/ Loft Center Historic Carlisle✨
Fridge, microwave, oven, stovetop

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors

Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
Norwood
9.6 out of 10, Exceptional, (4 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is ￥31,737
￥68,216 total
includes taxes & fees
Jun 8 - Jun 9
Upper-Level Oasis – Ideal for 2026 World Cup 2026 visitors
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

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

8/10 Good
"The breakfast was really good as was the room, and the happy hour drink prices were reasonable and the snacks were adequate. The only improvements I would suggest are they regularly check the ice makers on the floor because the ice maker on the floor I was on was non-functioning and the front desk staff I interacted with were okay, but a little on the indifferent side of things... They need to remember they're in the hospitality business and be a little warmer and more welcoming. I understand they had a lot of tour groups coming through and also that the hotel was pretty full but a little personal warmth goes a long way. Overall I would stay there again when in the Waltham area especially given that I got it at a decent discount through one of the online travel sites...."
Abigail 2-night trip
Posted 7 hours ago
Embassy Suites by Hilton Boston Waltham

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?

Relaxing Getaway: Entire 3-BR Home w/ Fireplace: 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 3 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.