Search Vacation Homes in Southborough

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

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

9.8 out of 10, Exceptional, (57)
"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.

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!

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice place"
The price is AED 536
AED 1,013 total
includes taxes & fees
26 May - 27 May
Belmont Home < 3 Mi to Harvard Square!

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

10.0 out of 10, Exceptional, (3)
"Beautiful home outside Boston. Host was very responsive to our questions! Easy access to the T to travel around. Definitely recommend this beautiful home!"
Charming home with deck- walkable to transit, shops & restaurants

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (17)
"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

10.0 out of 10, Exceptional, (52)
"Lovely house with great amenities. Stayed for 5 nights over the holidays and it felt like home. "
The price is AED 1,102
AED 1,928 total
includes taxes & fees
18 May - 19 May
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

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 540
AED 1,278 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

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

9.8 out of 10, Exceptional, (122)
"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

9.2 out of 10, Wonderful, (167)
"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

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

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

Home w/ Backyard ~ 2 Mi to Downtown Lexington!

8.4 out of 10, Very Good, (10)
"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.

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 1,949 total
includes taxes & fees
26 May - 27 May
Funky and cozy home ! A little bit of everything for everyone.

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (17)
"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
19 May - 20 May
Lake Access 4 Bed 3 Full Bath

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (34)
"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

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 962
AED 2,229 total
includes taxes & fees
21 May - 22 May
Nature’s Haven Boston

New 5B3B Single Family with Central AC

10.0 out of 10, Exceptional, (25)
"Nice size for 6-7 people. "
The price is AED 1,627
AED 3,249 total
includes taxes & fees
2 Jun - 3 Jun
New 5B3B Single Family with Central AC

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

Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities

9.2 out of 10, Wonderful, (28)
"The place was easy to get into. Clean but a little run down. Close to town. We only slept there so it was ok for our group. "
Spacious family friendly 3BR 1st FL apt. Kelly SQ, collages & universities
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

3.0 star property
9.6 out of 10, Exceptional, (996)
"We stayed here for 3 nights for the ACC softball tournament at Boston college. It was a perfect location!"
The price is AED 657
AED 734 total
includes taxes & fees
26 May - 27 May
Crescent Suites Hotel

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very Good, (176)
"Great stay"
The price is AED 441
AED 492 total
includes taxes & fees
20 May - 21 May
Residences at Solomon Pond

On River/Harvard Sq. two blocks

2.0 star property
9.0 out of 10, Wonderful, (10)
"Conveniently located. Nice view of the river. Good space for 4 people. "
The price is AED 694
AED 1,236 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.