Southborough Vacation Rentals

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Our top choices for Southborough vacation rentals

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 CA $181
CA $297 total
includes taxes & fees
Apr 9 - Apr 10
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.0 out of 10, Wonderful, (10 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is CA $188
CA $373 total
includes taxes & fees
Apr 9 - Apr 10
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (37 reviews)
"Great stay!"
United States
Ryan K.
The price is CA $237
CA $438 total
includes taxes & fees
Apr 15 - Apr 16
On River/Harvard Sq. two blocks

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (17 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is CA $259
CA $551 total
includes taxes & fees
Apr 25 - Apr 26
Home Away from Home!

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is CA $151
CA $417 total
includes taxes & fees
Apr 5 - Apr 6
Beautiful Worcester Downtown King Bd/Office World Cup Boston

NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.
Watertown
10.0 out of 10, Exceptional, (51 reviews)
"Pefect location for us to be near family. Hosts were extremely accomodating and apartment had every little detail provided for. We would absolutely stay again!"
United States
Sherry K.
The price is CA $180
CA $319 total
includes taxes & fees
Apr 15 - Apr 16
NEW Modern Apartment Near Boston & Harvard Square.

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, (31 reviews)
"Perfect location for Head of the Charles Regatta!"
United States
Kristy R.
The price is CA $237
CA $446 total
includes taxes & fees
Apr 9 - Apr 10
Great Apartment on River/ Harvard Square two blocks

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, (18 reviews)
"Great place for us. Everything we needef"
United States
Anonymous traveller
The price is CA $292
CA $418 total
includes taxes & fees
Apr 15 - Apr 16
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

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)
"Prakash’s apartment was perfect for our weekend away. It is conveniently located and easy to find. The area is spacious and had everything we needed. We would happily stay there again. "
United States
Barbara K.
The price is CA $199
CA $296 total
includes taxes & fees
Apr 8 - Apr 9
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

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, (56 reviews)
"Convenient location, comfortable stay, had everything we needed! Ping pong table is a plus."
United States
Ethan K.
The price is CA $192
CA $323 total
includes taxes & fees
May 3 - May 4
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (14 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 CA $299
CA $359 total
includes taxes & fees
Apr 20 - Apr 21
Zen Inspired Retreat with Private Forest Trails

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
10.0 out of 10, Exceptional, (1 review)
"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 CA $174
CA $225 total
includes taxes & fees
Apr 27 - Apr 28
Private Luxury 2 Bedroom Suite

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts
3.0 star property
Worcester
The price is CA $244
CA $584 total
includes taxes & fees
Apr 8 - Apr 9
Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
The price is CA $295
CA $387 total
includes taxes & fees
Apr 7 - Apr 8
Heart of Shrewsbury St – 2BR Stay

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 CA $291
CA $530 total
includes taxes & fees
Apr 5 - Apr 6
Cottage Suite "A" - Walk to Shops, Train, History

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

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
The price is CA $175
CA $267 total
includes taxes & fees
Apr 20 - Apr 21
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

2 bedroom condo close to Boston and Cambridge with free parking

2 bedroom condo close to Boston and Cambridge with free parking
Brighton
9.8 out of 10, Exceptional, (16 reviews)
"The property was easy access, secure, clean and pet friendly. There was not enough seating in the main living area for my family an extra chair would be a great addition. But overall met our needs for our stay during the holidays."
United States
Mary Helen H.
The price is CA $303
CA $636 total
includes taxes & fees
Apr 8 - Apr 9
2 bedroom condo close to Boston and Cambridge with free parking

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 CA $361
CA $600 total
includes taxes & fees
Apr 22 - Apr 23
totally remodeled house with fitness room, close to Boston and Worcester

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (9 reviews)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is CA $383
CA $720 total
includes taxes & fees
Apr 20 - Apr 21
Spacious 4-bedroom with four and half bathrooms

Bright and Airy newly renovated, 2 bedroom apartment with office!

Bright and Airy newly renovated, 2 bedroom apartment with office!
Brighton
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great amenities, could comfortably sleep 5 people!"
United States
Joseph Z.
The price is CA $264
CA $531 total
includes taxes & fees
Apr 6 - Apr 7
Bright and Airy newly renovated, 2 bedroom apartment with office!
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

Find out more about Southborough

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southborough. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.

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.