Holiday Rentals in Southborough

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Southborough

Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

3.0 star property
South Side
9.6 out of 10, Exceptional, (1138)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Business centre
Residences at Solomon Pond

Residences at Solomon Pond

3.5 star property
Marlborough
8.2 out of 10, Very good, (220)
"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
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, (29)
"Great place to stay! We loved our time there!"
United States
Melody
The price is €206
includes taxes & fees
30 Nov - 1 Dec
On River/Harvard Sq. two blocks
Private kitchen
Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks

2.0 star property
West Cambridge
8.8 out of 10, Excellent, (28)
"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 €212
includes taxes & fees
1 Dec - 2 Dec
Great Apartment on River/ Harvard Square two blocks
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, (116)
"Very comfortable accommodation in a good area"
Canada
David E.
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
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, (78)
"Family farewell to freshman son at BC. Good stay with family. Great neighborhood, close to BC and restaurants."
United States
Darrell G.
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal
Exterior detail
Historic house renovated for modern convenience

Historic house renovated for modern convenience

Brighton
9.8 out of 10, Exceptional, (132)
"Comfortable stay with 5 adults. Beautiful neighborhood with plenty of amenities within walking distance. "
United States
Jeremy M.
Historic house renovated for modern convenience
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 €287
includes taxes & fees
15 Dec - 16 Dec
Newly Renovated Luxury 3-Bed 2-Bath Home with Easy Airport Access
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 €460
includes taxes & fees
1 Dec - 2 Dec
Spacious 4-bedroom with four and half bathrooms
Fridge, microwave, oven, stovetop
Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Relaxing Getaway: Entire 3-BR Home w/ Fireplace

Marlborough
10.0 out of 10, Exceptional, (3)
"We would highly recommend staying at this VRBO, everything we needed was there. It was central to everything that we wanted to see the host was amazing, and communicated on everything promptly we very much enjoyed the stay would highly recommend it."
Canada
Debby R.
Relaxing Getaway: Entire 3-BR Home w/ Fireplace
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 €528
includes taxes & fees
2 Dec - 3 Dec
Elegant 4BR/3BR Home w/Yard & 4 Parking in Dedham
Fridge, microwave, oven, stovetop
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking

Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking

Allston
10.0 out of 10, Exceptional, (45)
"Perfect location! Close enough to walk less 15 minutes to restaurants, Trader Joe’s, and an enormous park. Perfect place to stay with two other families! "
United States
Tina H.
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking
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, (53)
"A great location for exploring Boston and surrounding areas. We enjoyed the spacious rooms, very comfortable double bed, lounge with TV and access to Netflix. Hosts provided excellent instructions. We would stay here again, thank you for a lovely stay."
United States
Anonymous traveller
The price is €205
includes taxes & fees
30 Nov - 1 Dec
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Lake
Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury
9.4 out of 10, Exceptional, (181)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
United States
PeterJanet S.
Beautiful Lakefront Home with Private Beach
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 €351
includes taxes & fees
30 Nov - 1 Dec
Home Away from Home!
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
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
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
Children’s area
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

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

Shrewsbury
9.6 out of 10, Exceptional, (31)
"I stayed at this property for almost a month and thoroughly enjoyed it. It had everything I needed and is conveniently located to Route 9 and I-435. The host was very responsive, which I greatly appreciated. It's nice to know such a comfortable place is available in Shrewsbury."
United States
Patty S.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Fridge, microwave, oven, stovetop
Newly updated/furnished 3 bedrooms house

Newly updated/furnished 3 bedrooms house

Worcester
8.8 out of 10, Excellent, (13)
"House had everything you needed. Front of house parking. Large bedrooms, great back patio ,quiet neighborhood. Very comfortable definitely would stay again."
United States
Donald S.
Newly updated/furnished 3 bedrooms house
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

Hampton Inn Boston Bedford Burlington

Hampton Inn Boston Bedford Burlington

10/10 Excellent
"The breakfast was delicious! The stay overall was very good and everything was clean. The girl at the front was very wonderful and super helpful. Would definitely stay here again. "
Adriana 1-night trip
Posted 2 days ago
Hampton Inn Boston Bedford Burlington

Find out more about Southborough

Everything you need to know about Southborough holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southborough holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southborough holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southborough holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southborough holiday rentals we have selected for you start as low as €205 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southborough rentals

At Expedia, we put the best Southborough holiday 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 holiday.

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 holiday rentals in Southborough?

Yes, there are holiday rentals close to the most popular sights in Southborough, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Southborough has to offer?

West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal: This holiday home rental outside of Southborough is located next to a golf course, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 wider area.

What’s a holiday rental in Southborough like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southborough. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.