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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, (53)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
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)
"The apartment was very clean and cozy but if you are tall watch out for the low ceilings. Being in an old home it has some wonderful character! The bed was very comfortable as well and has a nice living room with TV. I would highly recommend this place to stay. The host is also very receptive and on top of everything, thank you Ebenezer."
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, (6)
"We were in town for a family gathering nearby, and Joanne’s home was the perfect resting spot for the four of us. The beds were very comfortable, the shower was great, and the kitchen was well stocked with cooking supplies. Joanne was an incredibly thoughtful, kind, and responsive host. We will definitely stay here next time we are in town. Thank you, Joanne!"
The price is SAR 510
SAR 1,015 total
includes taxes & fees
22 Apr - 23 Apr
Belmont Home < 3 Mi to Harvard Square!

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

10.0 out of 10, Exceptional, (1)
"My family and I were in town to tour Boston College because our son starts there in the fall and we wanted to stay near the school and get the feel of the neighborhood. The home was in a perfect location and great neighborhood. We were only a few minutes from the college and about 20 minutes from downtown Boston. The host was great with recommendations to stores and restaurants both near the home and downtown. I would definitely stay here again. Also, I drive a big truck so off street parking...
Charming home with deck- walkable to transit, shops & restaurants

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (15)
"Clean, beautiful home"
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, (49)
"Super clean, quiet, and easy place to stay. Bathroom is really fancy/cool. Owner is very easy to work with!"
The price is SAR 1,126
SAR 2,012 total
includes taxes & fees
29 Apr - 30 Apr
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)
"Nice place."
The price is SAR 1,013
SAR 1,915 total
includes taxes & fees
30 Apr - 1 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, (13)
"The property is absolutely lovely and overlooks Mirror Lake. Everything was well stocked and immaculately clean inside. Check in/out process was seamless. We were able to drive into Boston, Salem and Rhode Island with ease and had a fabulous time. Would definitely stay here again."
Waterfront Lake house near Gillette Stadium and central to Boston and Providence

Historic house renovated for modern convenience

9.8 out of 10, Exceptional, (121)
"The place was in a perfect location. Short walk down the hill to coffee shops, bakeries, restaurants and shops. Plenty of off street parking. Plenty of room in the house and fully stocked with what is needed. Some of the decor is a bit dated but it does give the place a homey feel. Would happily stay here again."
Historic house renovated for modern convenience

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (166)
"Comfortable, large living areas and bedrooms. Pool table provided hours of family fun!"
Beautiful Lakefront Home with Private Beach

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"I just wanna say that everything about the listing is on point. My cousins and I had a great snowboarding weekend at Mount Wachusett and this property was the perfect location for us. Both Spacious and Clean the property is near everything and just a 25 min drive to the slopes..Will definitely stay there again.. "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Norwood Luxe Suite- Pet friendly & Commuter friendly

9.8 out of 10, Exceptional, (9)
"Nice property, great location. Stayed for a week for work, quiet neighborhood. Owner very committed to a welcoming stay"
Norwood Luxe Suite- Pet friendly & Commuter friendly

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

10.0 out of 10, Exceptional, (8)
"Lovely home, beautifully decorated, safe fenced yard for our furry family. Val responded immediately for something small we needed assistance wuth. Would cone back again."
Brand new house close to downtown & attractions. Fenced in- Pet/family friendly

Home w/ Backyard ~ 2 Mi to Downtown Lexington!

8.4 out of 10, Very Good, (9)
"The home is in a nice and safe location. Lovely exterior and interior. Nicely updated kitchen and bathrooms. Comfortable beds, good quality bed linens and plenty of absorbent towels. Very clean.Hot water is slow to heat up in sinks, showers and bathtub. House needs to add more kitchen flatware - there were only 5 teaspoons, 1 tablespoon, but sufficient forks and knives. Also would be nice to have a non-plastic tea kettle.Please add indoor mat at back door to wipe shoes and avoid puddles and dirt...
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)
"The space was much larger than we expected. Plenty of space for all 8 of us to be in one room but also lots of space to sit quietly and read a book while other socialized. Beds were very comfortable, especially the pillows! Home was stocked with all you need. 10-15 minute drive to the T and tons of restaurants within walking distance. "
The price is SAR 1,381
SAR 2,355 total
includes taxes & fees
30 Apr - 1 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, (16)
"What a great place to cook dinner and have a night with the girls! "
The price is SAR 1,170
SAR 2,865 total
includes taxes & fees
1 May - 2 May
Lake Access 4 Bed 3 Full Bath

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (33)
"Easy parking and entry even at night. Comfortable and clean."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Nature’s Haven Boston

10.0 out of 10, Exceptional, (18)
"The purpose of our four-night stay in Roslindale was a family get-together with our son and daughter-in-law who live there. This property in a residential area close to the town center served that purpose perfectly.The property was exceptionally clean and neat. The street parking proved adequate and convenient during our stay. We especially appreciated the speedy snow and ice removal, which would otherwise have been difficult for us to deal with and would have delayed our planned activities."
The price is SAR 1,081
SAR 2,403 total
includes taxes & fees
7 May - 8 May
Nature’s Haven Boston

New 5B3B Single Family with Central AC

10.0 out of 10, Exceptional, (23)
"The house is very spacious and the layout of the 4 bedrooms upstairs offered privacy and soundproofing which was great because we had 2 infants. Bathrooms are terrific and well designed. The neighborhood is adorable and walkable and felt very safe. While we were looking forward to using the finished basement space, we weren’t able to because of the musty smell. Also, I highly recommend that the host use non toxic laundry detergent. I had to wash some of our bedding in some that I brought as some...
New 5B3B Single Family with Central AC

Wonderful Renovated Family Friendly Home Close to Boston and Lexington

10.0 out of 10, Exceptional, (61)
"This is one of the most well stocked, clean and beautiful homes I’ve ever stayed at. It was perfect for our family."
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

3.0 star property
9.6 out of 10, Exceptional, (979)
"Doesn’t look fancy from outside. But rooms are very clean, renovated. Definitely will stay again. Usually a 4-5 star traveler, very happy for what I got for the money. "
The price is SAR 628
SAR 701 total
includes taxes & fees
22 Apr - 23 Apr
Crescent Suites Hotel

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very Good, (163)
"It was very cosy "
The price is SAR 372
SAR 416 total
includes taxes & fees
21 Apr - 22 Apr
Residences at Solomon Pond

On River/Harvard Sq. two blocks

2.0 star property
9.6 out of 10, Exceptional, (5)
"Conveniently located. Nice view of the river. Good space for 4 people. "
The price is SAR 503
SAR 988 total
includes taxes & fees
19 May - 20 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.