Find Vacation Rentals in Highland Park

We have 38 properties to choose from
Highland Park
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Popular Highland Park Vacation Rentals

Find the perfect Highland Park vacation rental

Condo Highland Park
$389 per night
Condo ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (124 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Apartment Highland Park
$133 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.8
"Excellent" (86 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Apartment Highland Park
$395 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (134 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Apartment Highland Park
$218 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
"Excellent" (66 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Details
Apartment Highland Park
$392 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (16 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Details
Apartment Highland Park
$229 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
"Outstanding" (36 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Apartment Highland Park
$462 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (57 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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House Highland Park
$518 per night
House ∙ 8 guests ∙ 5 bedrooms
4.9
"Excellent" (174 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Apartment Highland Park
$435 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (87 ratings)
Highland Park, Boston, Massachusetts, United States
Details
Vrbo
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Recommended Rentals With Pools

Apartment Pool Highland Park
$335 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Highland Park, Boston, Massachusetts, United States
Pool
Details
Vrbo
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Apartment Pool Highland Park
$436 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.9
"Excellent" (12 ratings)
Highland Park, Boston, Massachusetts, United States
Pool
Details
Vrbo
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Apartment Pool Highland Park
$335 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Highland Park, Boston, Massachusetts, United States
Pool
Details
Vrbo
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Pet-Friendly Homes and Apartments

Apartment Pet-friendly Highland Park
$159 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.9
"Excellent" (48 ratings)
Highland Park, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
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Apartment Pet-friendly Highland Park
$204 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (10 ratings)
Highland Park, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
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Apartment Pet-friendly Highland Park
$363 per night
Apartment ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (21 ratings)
Highland Park, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
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Best vacation rentals with a balcony

Apartment Balcony Highland Park
$295 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
4.9
"Excellent" (10 ratings)
Highland Park, Boston, Massachusetts, United States
Balcony
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Vrbo
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Condo Balcony Highland Park
$345 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (152 ratings)
Highland Park, Boston, Massachusetts, United States
Balcony
Details
Vrbo
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Condo Balcony Highland Park
$416 per night
Condo ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (5 ratings)
Highland Park, Boston, Massachusetts, United States
Balcony
Details
Vrbo
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Frequently Asked Questions

How much does it cost to stay in Highland Park?

The price per night in Highland Park starts at $94.

Can I book a vacation rental in Highland Park?

Tripping.com offers great selection on vacation rentals with 38 offers currently available in Highland Park.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Highland

Find the best Highland vacation rentals on Tripping.com. With over 101 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Highland range from $33 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 95 homes in Highland offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 8 rentals with pool or jacuzzi, or relax with the family in one of the 90 homes with cable TV. For all those pet owners with dogs or cats, Highland offers 14 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 6 vacation rental sites in Highland where the top providers in that area are HomeAway, TripAdvisor, and RedAwning. There are 81 HomeAway rentals, 12 TripAdvisor short term rentals and 2 RedAwning vacation rentals.

Popular Day Trips Near Highland Park

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