Search Vacation Homes in Boston Highland Station
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Boston Highland Station vacation homes
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 dealWest Roxbury
9.8 out of 10, Exceptional, (81)
"Nice property in a nice location. It worked really well for our weekend trip."
Deborah M.
Terrific vacation house only 4.5 miles away from downtown Boston
Terrific vacation house only 4.5 miles away from downtown BostonWest Roxbury
9.8 out of 10, Exceptional, (52)
"Great house!"
Jerzy S.
The price is SAR 1,497
SAR 2,955 total
includes taxes & fees
16 Jan - 17 January 2026
Spacious Single Family House - Great Privacy, 19' train ride to Back Bay Station
Spacious Single Family House - Great Privacy, 19' train ride to Back Bay StationWest Roxbury
10.0 out of 10, Exceptional, (7)
"Nice place for 9 of us"
Terence A.
Stylish Boston Getaway Near Arboretum & T Station!
Stylish Boston Getaway Near Arboretum & T Station!Roslindale
8.6 out of 10, Excellent, (4)
"It was very nice, clean and in a good safe location "
Keri C.
Budget-Friendly Basement 2BR Retreat
Budget-Friendly Basement 2BR RetreatRoslindale
10.0 out of 10, Exceptional, (19)
"This property was clean and safe and exactly what we needed! We will definitely be back! Thank you Hitesh! "
Kristin L.
3 bed 2 bath Boston Condo
3 bed 2 bath Boston CondoRoslindale
10.0 out of 10, Exceptional, (6)
"This place is always clean & the host is really accomodating when more towels r needed.Looking forward to returning again!"
Francine W.
Renovated 2nd-Floor Home
Renovated 2nd-Floor HomeRoslindale
9.6 out of 10, Exceptional, (31)
"Our family really enjoyed our stay in this spacious, comfortable, and extremely well kept home. The attention to details both big and small (chargers in rooms, power strips thoughout, full soap/shampoo in showers among MANY other things) made this even more convenient and relaxing. Couldn’t be more pleased with our choice to stay here!"
Mary H.
Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village
Renovated 3rd-Floor Retreat | 3 Beds | Roslindale VillageRoslindale
10.0 out of 10, Exceptional, (1)
"Property was nicely situated for our needs between Boston and the suburbs where we were traveling. It’s a quick less than 15 minute drive into downtown Boston. Property was clean. Access was easy and check in and out process was smooth. It is a third floor walk up with dormers so if you are taller, you do have to watch your head a bit. Was a great stay! Thanks. "
Jesse B.
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.
Find vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Boston Highland Station Hotel Reviews
Copley Square Hotel, a FOUND Hotel
10/10 Excellent
Explore a world of travel with Expedia
Popular Destinations
- Vacation Homes in Westborough
- Vacation Homes in Milford
- Vacation Homes in Lincoln
- Vacation Homes in Marlborough
- Vacation Homes in Lowell
- Vacation Homes in Worcester
- Vacation Homes in Mansfield
- Vacation Homes in Lawrence
- Vacation Homes in Foxboro
- Vacation Homes in Framingham
- Vacation Homes in Tewksbury
- Vacation Homes in Brockton
- Vacation Homes in Andover
- Vacation Homes in Gloucester
- Vacation Homes in Boston
- Vacation Homes in Seekonk