Highland Park vacation rentals
Find the best place to stay - Highland Park
Beautiful Retreat close to Downtown Boston. Pets friendly.
Photo gallery for Cozy & comfy in-law suite with Boston skyline view
Cozy & comfy in-law suite with Boston skyline view
Photo gallery for Boston's Most Charming Bed & Breakfast - Heart of the City
Boston's Most Charming Bed & Breakfast - Heart of the City
Photo gallery for Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Photo gallery for Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Photo gallery for Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
Find spaces that suit your style
Top rated rentals - Highland Park
Photo gallery for **Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!
St. Patty’s Day Weekend
Photo gallery for New building, fully equipped apt, steps to all Boston has to offer!
Good views from the top of Parker Hill!
Photo gallery for Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!
Stairs and character
Photo gallery for Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
Great location
Photo gallery for Entire Family House by the parks
Charming family home
Photo gallery for Spacious Egleston Sq 2 Bedroom (Dog Friendly)
Great Stay in Jamaica Plains
Photo gallery for Special! Bostons Best!!!*** L@@K** 1.5 miles to center of Attractions!
Fun Boston Long Weekend
Photo gallery for Fresh Modern City Loft Apt! Easy Access to the city!
4 night stay for Spring break
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental accommodation in Highland Park?
Apartments are the most popular kind of vacation rental in Highland Park, according to our data. Even if you have something a little different in mind, Vrbo has properties in a variety of shapes and sizes. Filter our options to find your ideal fit.
How much does it cost to rent a vacation rental in Highland Park?
Several factors can influence how much you pay for a vacation rental in Highland Park, including the season, length of stay and type of property. Still, all our vacation homes have something in common — amazing value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Highland Park?
When you travel and the style and size of the property will influence the cost of your beachside stay. Enter your Highland Park travel dates to view your available options on Vrbo. Can't live without a hot tub? Use the filters to choose the amenities and features you want.
Are there pet-friendly vacation rentals in Highland Park?
Pack a travel bag and a bone for your canine companion because Highland Park has 17 properties that welcome pets with open arms. Let your four-legged pal get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
What are popular rental amenities in Highland Park?
Nearby museums, a garden and a nearby river are rated the most popular rental amenities in Highland Park. Whether you're heading away on your own, with your other half or as a family, Vrbo can help you find a vacation home that matches your style with all the extras you're looking for.
Are there large group vacation rentals in Highland Park?
With seven Highland Park vacation properties that can host five or more people, you can invite a few extra friends or family members along. Whether you're planning a casual gathering or a celebratory event, we'll help you find the ideal space to fit the occasion.
Are there vacation rentals in Highland Park that welcome kids?
Highland Park has 17 family-friendly vacation rentals. And securing a stay that welcomes kids is super easy with Vrbo's "Properties good for families" filter. As well as having the whole place to yourselves, you'll also get access to conveniences and perks like living rooms, kitchens and pools.
What are the top attractions for families in Highland Park?
You'll find loads of exciting things to do and see with the family in Highland Park, including:
- New England Aquarium
- Museum of Science
- Boston Tea Party Ship
Are there one-bedroom vacation rentals in Highland Park?
Yes, there are six one-bedroom properties in Highland Park to pick from. A one-bedroom vacation property is a great choice if it's just two of you or if you're traveling solo. Throw in more space, convenience and privacy than a standard hotel, and you've got yourself a getaway to remember.
Can I find two-bedroom vacation rentals in Highland Park?
Highland Park has four two-bedroom properties for you to pick from. Find a vacation home with all the comfort and space you're looking for at a price you'll love on Vrbo.
Are there vacation rentals with WiFi in Highland Park?
There are eight vacation rentals with WiFi in Highland Park. If you'd like to disconnect from the world on your vacation, but still need to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Highland Park?
You'll have your pick of 17 vacation homes with air conditioning in Highland Park offering that gentle, cool breeze and extra element of comfort. Simply enter your preferred dates of travel and then make use of our filter tool to locate properties with air conditioning.