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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 198 Vacation Homes in Southborough with updated reviews, rates, and availability.

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Smart TV, video games, computer monitors, printers

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (55)
"We truly enjoyed our stay. The house is adorable and located in a beautiful suburban neighbourhoid. It was an excellent home base from which to explore Boston. The host is extremely accommodating and is easily contacted.We would 100% recommend this place as long as you have your own car to get around the city."
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
2 bedrooms, free WiFi

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

9.8 out of 10, Exceptional, (21)
"Love this place. Quiet and has everything you need to feel welcome. Thank you to Eben the host as he is always on top of things"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Belmont Home < 3 Mi to Harvard Square!
Interior

Belmont Home < 3 Mi to Harvard Square!

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice place"
The price is AED 698
AED 1,231 total
includes taxes & fees
26 May - 27 May
Belmont Home < 3 Mi to Harvard Square!
Charming home with deck- walkable to transit, shops & restaurants
Fridge, microwave, oven, stovetop

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (2)
"Everything was great! Our host was very quick to respond if there was a question. Plenty of room for all 5 adults (and then some). The only negative about the location is pulling out of the driveway. Easy enough to deal with though. For us, the proximity of this location to our family and friends for this visit was great. 20-25 minutes at most whether going into Boston or heading out to family in the suburbs."
Charming home with deck- walkable to transit, shops & restaurants
Worcester Home on Indian Lake w/ Shared Boat Dock!
Terrace/patio

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (15)
"We enjoyed our stay. It was quiet and relaxing"
Worcester Home on Indian Lake w/ Shared Boat Dock!
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Property grounds

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

10.0 out of 10, Exceptional, (51)
"Lovely house with great amenities. Stayed for 5 nights over the holidays and it felt like home. "
The price is AED 1,102
AED 1,957 total
includes taxes & fees
6 May - 7 May
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Fridge, microwave, oven, stovetop

Beautiful two-story home close to downtown worcester 5beds-4bedroom

8.4 out of 10, Very Good, (8)
"Wonderful Spot for a small group"
The price is AED 668
AED 1,408 total
includes taxes & fees
19 May - 20 May
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
Property grounds

Waterfront Lake house near Gillette Stadium and central to Boston and Providence

10.0 out of 10, Exceptional, (14)
"Great location with all the amenities to make for a memorable weekend with friends!"
Waterfront Lake house near Gillette Stadium and central to Boston and Providence
Historic house renovated for modern convenience
Exterior detail

Historic house renovated for modern convenience

9.8 out of 10, Exceptional, (121)
"Really great location and the right size for our group! We had a great time"
Historic house renovated for modern convenience
Beautiful Lakefront Home with Private Beach
Lake

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (166)
"We had a great time staying at this property for a post-Christmas family celebration"
Beautiful Lakefront Home with Private Beach
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Fridge, microwave, oven, stovetop

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
9.8 out of 10, Exceptional, (10)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Norwood Luxe Suite- Pet friendly & Commuter friendly
Pool

Norwood Luxe Suite- Pet friendly & Commuter friendly

9.8 out of 10, Exceptional, (10)
"Wonderful accommodations, was able to fit all of us in comfortably 6 adults 4 children"
Norwood Luxe Suite- Pet friendly & Commuter friendly
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly
Property grounds

Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

10.0 out of 10, Exceptional, (8)
"Very comfortable 3 bedroom house. Great location."
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly
Home w/ Backyard ~ 2 Mi to Downtown Lexington!
Fridge, microwave, stovetop, dishwasher

Home w/ Backyard ~ 2 Mi to Downtown Lexington!

8.4 out of 10, Very Good, (9)
"Had a great stay here for a family event."
Home w/ Backyard ~ 2 Mi to Downtown Lexington!
Funky and cozy home ! A little bit of everything for everyone.
Fridge, microwave, oven, stovetop

Funky and cozy home ! A little bit of everything for everyone.

2.0 star property
10.0 out of 10, Exceptional, (11)
"Were very accommodating. Even let us check in early when we asked if it was available. Felt like a second home for our guests!"
The price is AED 1,021
AED 1,932 total
includes taxes & fees
6 May - 7 May
Funky and cozy home ! A little bit of everything for everyone.
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (16)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
The price is AED 1,242
AED 2,941 total
includes taxes & fees
6 May - 7 May
Lake Access 4 Bed 3 Full Bath
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Fridge, microwave, oven, stovetop

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (33)
"The property is very cozy and clean.Excellent location we loved it. Thank you very much."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Nature’s Haven Boston
Highchair, dining tables

Nature’s Haven Boston

10.0 out of 10, Exceptional, (18)
"This property was clean and safe and exactly what we needed! We will definitely be back! Thank you Hitesh! "
The price is AED 966
AED 2,229 total
includes taxes & fees
7 May - 8 May
Nature’s Haven Boston
New 5B3B Single Family with Central AC
Exterior

New 5B3B Single Family with Central AC

10.0 out of 10, Exceptional, (24)
"Nice size for 6-7 people. "
New 5B3B Single Family with Central AC
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
Exterior

Wonderful Renovated Family Friendly Home Close to Boston and Lexington

10.0 out of 10, Exceptional, (62)
"Beautiful property, fully stocked, and great communication with the owner. Would definitely book again!"
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
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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Other property types in Southborough

Crescent Suites Hotel
Property grounds

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (987)
"On the Charles, cute walking area"
The price is AED 621
AED 693 total
includes taxes & fees
11 May - 12 May
Crescent Suites Hotel
Residences at Solomon Pond
Business center

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very Good, (171)
"Laundry on site for a fraction of what most cost, easy going residents that make you feel welcome and a great staff "
The price is AED 455
AED 508 total
includes taxes & fees
11 May - 12 May
Residences at Solomon Pond
On River/Harvard Sq. two blocks
Dining

On River/Harvard Sq. two blocks

2.0 star property
9.0 out of 10, Wonderful, (9)
"Conveniently located. Nice view of the river. Good space for 4 people. "
The price is AED 492
AED 979 total
includes taxes & fees
26 May - 27 May
On River/Harvard Sq. two blocks
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.