Southborough Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Holiday Rentals in Southborough

Property grounds
Crescent Suites Hotel
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1107)
"The staff were friendly and the accommodation was good"
Crescent Suites Hotel
Business centre
Residences at Solomon Pond
Residences at Solomon Pond
3.5 star property
8.2 out of 10, Very good, (205)
"The property is clean and spacious. Quiet place."
Residences at Solomon Pond
Microwave, oven, stovetop, dishwasher
Spacious 5-bedroom house with theatre and gym
Spacious 5-bedroom house with theatre and gym
10.0 out of 10, Exceptional, (1)
"Beautiful property, easily accessible with excellent amenities"
The price is HK$6,219
HK$10,916 total
includes taxes & fees
19 Oct - 20 Oct
Spacious 5-bedroom house with theatre and gym
Private kitchen
Great Apartment on River/ Harvard Square two blocks
Great Apartment on River/ Harvard Square two blocks
2.0 star property
9.0 out of 10, Wonderful, (22)
"We we were in town for the Red Sox series and had a great stay at Mike’s place. We highly recommend this place for anyone staying in Boston/ Cambridge."
The price is HK$1,322
HK$2,492 total
includes taxes & fees
20 Oct - 21 Oct
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
8.2 out of 10, Very good, (27)
"Great place to stay! We loved our time there!"
The price is HK$1,322
HK$2,412 total
includes taxes & fees
19 Oct - 20 Oct
On River/Harvard Sq. 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
9.4 out of 10, Exceptional, (113)
"Really nice flat, we would book it again. "
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking
Lake
Beautiful Lakefront Home with Private Beach
Beautiful Lakefront Home with Private Beach
9.4 out of 10, Exceptional, (178)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
Beautiful Lakefront Home with Private Beach
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
9.8 out of 10, Exceptional, (72)
"Our family of 4adults and two children had a great stay at Susan’s house. It was super clean and very comfortable for our family. The location is great for easy access into Boston and Centre Street only a mile away, had nice restaurants, bakeries and coffee shops. We loved the PAC Man game too would definitely stay again if we were in the area. "
West Roxbury Retreat–Near Downtown Boston, Steps to Train & Bus,member only deal
Exterior detail
Cozy private bedroom in a shared Cambridge apartment.
Cozy private bedroom in a shared Cambridge apartment.
Cozy private bedroom in a shared Cambridge apartment.
Fridge, microwave, oven, stovetop
Lake Access 4 Bed 3 Full Bath
Lake Access 4 Bed 3 Full Bath
9.8 out of 10, Exceptional, (20)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
The price is HK$2,792
HK$6,455 total
includes taxes & fees
22 Oct - 23 Oct
Lake Access 4 Bed 3 Full Bath
2 bedrooms, iron/ironing board, WiFi, bed sheets
Peaceful 2-bedroom condo with AC in charming Roslindale
Peaceful 2-bedroom condo with AC in charming 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."
Peaceful 2-bedroom condo with AC in charming Roslindale
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
10.0 out of 10, Exceptional, (43)
"Clean, bright, and spacious—a lovely place to stay in Allston!"
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking
Outdoor dining
Terrific vacation house only 4.5 miles away from downtown Boston
Terrific vacation house only 4.5 miles away from downtown Boston
10.0 out of 10, Exceptional, (48)
"Had everything as listed and was a good location."
The price is HK$2,449
HK$5,264 total
includes taxes & fees
19 Oct - 20 Oct
Terrific vacation house only 4.5 miles away from downtown Boston
Exterior
✨Private Studio w/ Loft Center Historic Carlisle✨
✨Private Studio w/ Loft Center Historic Carlisle✨
9.2 out of 10, Wonderful, (32)
"Charming and impeccably clean place to stay for a quick trip out to the Greater Boston Area for travel and exploration. Easy access to main roads and visiting Kimball Farm for some great ice cream right down the road is an absolute must! "
The price is HK$833
HK$1,456 total
includes taxes & fees
16 Oct - 17 Oct
✨Private Studio w/ Loft Center Historic Carlisle✨
Fridge, microwave, oven, stovetop
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (39)
"WE enjoyed our stay."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Fridge, microwave, oven, stovetop
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Spacious 4-bedroom house in charming Worcester with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (20)
"Great space to hang out with family while in town. "
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Property grounds
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
10.0 out of 10, Exceptional, (134)
"It was our 4 lake vacation there. We absolutely love it and our dog Charlie enjoys the beautiful yard and and a swim in a little bay at this property."
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
Property grounds
Lakeview Getaway with Hot Tub
Lakeview Getaway with Hot Tub
9.0 out of 10, Wonderful, (2)
"Great stay!"
The price is HK$1,877
HK$4,489 total
includes taxes & fees
22 Oct - 23 Oct
Lakeview Getaway with Hot Tub
Smart TV, fireplace
Home Away from Home!
Home Away from Home!
9.4 out of 10, Exceptional, (13)
"The property was nice and accommodating for my family! "
The price is HK$1,446
HK$3,096 total
includes taxes & fees
19 Oct - 20 Oct
Home Away from Home!
Interior
Home Near Skiing & Downtown Worcester
Home Near Skiing & Downtown Worcester
3.0 star property
Home Near Skiing & Downtown Worcester
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 Natick

Courtyard by Marriott Boston Natick

10/10 Excellent
"Stayed her to visit my daughter at BU. Clean, modern, updated. Staff was very friendly and attentive. Food options were very $$$. I could be nit-picky, but i wont be because compared to Boston prices vs. quality, I was very pleased and felt like I got my money's worth. My only real complaint would be that the beds were somewhat old/worn out/uncomfortable, which was a bit surprising, based on how updated and new the rest of the property looked, but I will definitely come again. All the walking we did in the city, I slept like a baby the second night. Bonus: we had an amazing dinner at Margarita's down the street, highly recommend."
Sarah 2-night trip
Posted 2 days ago
Courtyard by Marriott Boston Natick

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
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Look no further and take a look at our great range of rental properties in Southborough!

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 Lake Chauncy Public Beach 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.