Stay well, then step out and discover Highlands.
Best Stays by Sonder
Highlands
Find places to stay in Highlands. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Popular stays in Highlands
Start where you want to be in Highlands. Then compare space, amenities and style.
-
Private Pool -
Breakfast -
EV Charge Station -
Parking
-
Breakfast
-
Parking
-
Pool -
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
Close to everything worth your time.
Stay genuinely central in Highlands when you want dinner, sights, and the best neighborhoods within an easy walk, without sorting through places too far from the reason you came.
Sonder hasn't arrived in Highlands yet. You may like these stays from trusted partners
-
Private Pool
-
Breakfast
-
EV Charge Station
-
Parking
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
Highlands answers before you book.
There are a lot of options in Highlands. If you plan on staying in the Highlands area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highlands:
- Tranquil Getaway Perfect for Outdoor Enthusiasts Near Boston Attractions
- Double Room at Fairfield Waltham | EV Charger, Pool & Fitness Center| 2 Units
- Spacious Room | Modern Retreat Near Famous Prudential Tower
- Refresh and Recharge in a Clean Room Near Cedarwood Playground
- Contemporary Room | Free Breakfast, Parking & Gym Access
- Crescent Suites Hotel
- Hampton Inn & Suites Boston/Waltham
- Hilton Garden Inn Boston Waltham
- Courtyard by Marriott Boston Waltham
- Holiday Inn Express Boston-Waltham by IHG
There are 2 vacation rentals with private pools near Highlands. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Highlands, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highlands:
Currently, the total number of properties listed in 2026 is over 16 in the Highlands area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Highlands.