Vacation Rentals in Highland Park, MA

26 rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Highland Park, MA

Book a vacation rental in Highland Park that has the highest visitor rating. Here are 6 of the best vacation rentals in Highland Park.
Special! Bostons Best!!!*** L@@K** 1.5 miles to center of Attractions!
10

Excellent

·
Highland Park
·
1 br
·
Sleeps 4
·
Air Conditioning · Furnished · Dishwasher ·
From
$242/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Dishwasher
In Unit Laundry
Fireplace
Wifi
Oven
Wheelchair Accessible
Other spaces
Kitchen
Stylish Modern Home | near South End
10

Excellent

·
Highland Park
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1 br
·
Sleeps 5
·
Wifi · Air Conditioning · Kitchen ·
From
$173/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Furnished
Dishwasher
In Unit Laundry
Package Service
Oven
Other spaces
Kitchen
Beautiful 3 Bedroom located 10 minutes from Downtown
10

Excellent

·
Highland Park
·
3 br
·
Sleeps 6
·
Air Conditioning · Wifi · Furnished ·
From
$195/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Air Conditioning
Wifi
Furnished
In Unit Laundry
Oven
*Fort Hill Inn *Sunny* Penthouse Duplex!! L@@K 3 bed, 2 bath, 1.5 miles Center
10

Excellent

·
Highland Park
·
3 br
·
Sleeps 6
·
Fireplace · Wifi · Dishwasher ·
From
$485/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Fireplace
Wifi
Dishwasher
Air Conditioning
Elevator
Hardwood Floor
Furnished
Oven
Other spaces
Kitchen
Fort Hill Inn, Boston *Sunny* 2 bed Duplex, Spacious! ! Minutes to Center!!
10

Excellent

·
Highland Park
·
2 br
·
Sleeps 6
·
Furnished · Air Conditioning · Workspace ·
From
$285/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Furnished
Air Conditioning
In Unit Laundry
Dishwasher
Wifi
Oven
Free Parking
Fireplace
Other spaces
Workspace, Kitchen
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
10

Excellent

·
Highland Park
·
1 br
·
Sleeps 4
·
Air Conditioning · In Unit Laundry · Wifi ·
From
$213/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Wifi
Furnished
Dishwasher
Fitness Center
Fireplace
Oven
Other spaces
Workspace, Kitchen, Outdoor Space

Our Recommended Vacation Rentals in Highland Park, MA

We analyzed vacation rentals in Highland Park from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Highland Park to help you find a deal for your next trip.
Cozy Boston Home | Near T

No rating

·
Highland Park
·
2 br
·
Sleeps 6
·
Oven · Dishwasher · Workspace ·
From
$380/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Oven
Dishwasher
Wifi
Package Service
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen, Balcony
Expansive Luxury Triplex | near T

No rating

·
Highland Park
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7 br
·
Sleeps 29
·
Furnished · Kitchen · Oven ·
From
$602/night
Check availability
Property
Apartment · 7 Beds · 5 baths
Amenities
Furnished
Oven
Package Service
Central Heat
Wifi
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Charming Luxury Duplex | near T

No rating

·
Highland Park
·
3 br
·
Sleeps 14
·
In Unit Laundry · Package Service · Furnished ·
From
$259/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Package Service
Furnished
Air Conditioning
Oven
Wifi
Dishwasher
Other spaces
Kitchen
3BD 1.5BTH Bright and Spacious Apt

No rating

·
Highland Park
·
3 br
·
Sleeps 6
·
Oven · Hardwood Floor · Kitchen ·
From
$430/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Oven
Hardwood Floor
Wifi
Dishwasher
In Unit Laundry
Furnished
Air Conditioning
On Site Laundry
Other spaces
Kitchen, Workspace

Budget-Friendly Vacation Rentals in Highland Park, MA

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Highland Park starting at $80. Use the price filter at the top of the page to search for more specific prices.
Furnished Studio Apartment very close to Hospitals

No rating

·
Highland Park
·
1 br
·
On Site Laundry · Microwave · Furnished ·
From
$80/night
Min stay: 30 nights
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Microwave
Furnished
Assigned Parking
In Unit Laundry
Beautiful Two Bedroom Apartment.

No rating

·
Highland Park
·
2 br
·
Sleeps 3
·
In Unit Laundry · Hot Tub · Oven ·
From
$115/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
In Unit Laundry
Hot Tub
Oven
Dishwasher
Wifi
Furnished
Air Conditioning
Other spaces
Kitchen
Charming 2 level apartment

No rating

·
Highland Park
·
1 br
·
Sleeps 1
·
Air Conditioning · Wifi · Oven ·
From
$121/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Wifi
Oven
Furnished
In Unit Laundry
Dishwasher
Other spaces
Outdoor Space, Kitchen
Spacious 2 bedroom apartment
10

Excellent

·
Highland Park
·
2 br
·
Sleeps 4
·
Balcony · Furnished · Dishwasher ·
From
$125/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Furnished
Dishwasher
Fitness Center
Air Conditioning
In Unit Laundry
Wifi
Oven
Other spaces
Balcony, Kitchen
Lovely two bedroom Apartment on a two floor unit.

No rating

·
Highland Park
·
2 br
·
Sleeps 4
·
In Unit Laundry · Balcony · Beach ·
From
$142/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
In Unit Laundry
Beach
Furnished
Wifi
Air Conditioning
Oven
Dishwasher
Other spaces
Balcony, Workspace, Kitchen
*Fort Hill Inn*Best Value in Boston! Private Guest Room/Bath* Minutes to center
10

Excellent

·
Highland Park
·
1 br
·
Sleeps 2
·
Free Parking · Elevator · Air Conditioning ·
From
$150/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Free Parking
Elevator
Air Conditioning
Furnished
In Unit Laundry
Wifi
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Updated: February 29, 2024