High Street Hill Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in High Street Hill, Brookline, Massachusetts, USA

|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
From GB £114 per night
9.6 (1224 Reviews)
1 Bedroom 2 Guests
New 4BR 3Bath + Game Room | Harvard MIT Apt
New
4 Bedrooms 16 Guests
|
10.0 (2 Reviews)
1 Bedroom 4 Guests
From GB £281 per night
|
9.4 (1004 Reviews)
1 Bedroom 2 Guests
New 4-bedroom Lux House in Cambridge
From GB £790 per night
New
4 Bedrooms 14 Guests
From GB £255 per night
|
10.0 (2 Reviews)
3 Bedrooms 10 Guests
From GB £427 per night
|
9.2 (242 Reviews)
1 Bedroom 2 Guests
New 4BR3B 14G Walk to Harvard MIT BU and Outdoor
New
4 Bedrooms 14 Guests
|
10.0 (2 Reviews)
1 Bedroom 4 Guests
From GB £320 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
New Tranquil 2-bedroom 2 bath condo in charming Boston
New
2 Bedrooms 4 Guests
From GB £156 per night
|
10.0 (1 Review)
4 Bedrooms 11 Guests
New Raffles Pied-A-Tier Studio
From GB £199 per night
New
1 Bedroom 2 Guests
|
10.0 (1 Review)
5 Bedrooms 13 Guests
|
10.0 (1 Review)
1 Bedroom 2 Guests
New Blueground | St. Elizabeth's, pool, nr Brighton Park
From GB £367 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
New Blueground | St. Elizabeth's, pool, nr Boston Common
|
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £236 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (100 Reviews)
2 Bedrooms 5 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
From GB £256 per night
10.0 (99 Reviews)
1 Bedroom 2 Guests
|
9.9 (15 Reviews)
5 Bedrooms 8 Guests
10.0 (95 Reviews)
1 Bedroom 2 Guests
|
9.8 (16 Reviews)
4 Bedrooms 10 Guests
10.0 (90 Reviews)
2 Bedrooms 4 Guests
|
9.8 (4 Reviews)
3 Bedrooms 6 Guests
From GB £407 per night
10.0 (78 Reviews)
2 Bedrooms 4 Guests
From GB £498 per night
|
9.7 (4 Reviews)
2 Bedrooms 8 Guests
|
9.6 (9 Reviews)
2 Bedrooms 6 Guests
10.0 (20 Reviews)
2 Bedrooms 4 Guests
10.0 (18 Reviews)
2 Bedrooms 6 Guests
10.0 (18 Reviews)
2 Bedrooms 4 Guests
10.0 (17 Reviews)
2 Bedrooms 4 Guests
|
9.6 (9 Reviews)
1 Bedroom 4 Guests
From GB £171 per night
|
9.0 (1828 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
From GB £344 per night
|
9.6 (8 Reviews)
3 Bedrooms 6 Guests
From GB £170 per night
|
8.8 (270 Reviews)
1 Bedroom 2 Guests
From GB £447 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
|
9.6 (7 Reviews)
1 Bedroom 2 Guests
|
8.2 (619 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 5 Guests
|
9.5 (2 Reviews)
3 Bedrooms 10 Guests
From GB £285 per night
10.0 (1 Review)
1 Bedroom 3 Guests
From GB £638 per night
|
9.5 (2 Reviews)
2 Bedrooms 8 Guests
|
9.4 (9 Reviews)
2 Bedrooms 6 Guests
From GB £373 per night
|
9.4 (5 Reviews)
6 Bedrooms 12 Guests
Bed & Breakfast
From GB £229 per night
9.3 (91 Reviews)
8 Bedrooms 18 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
|
9.3 (3 Reviews)
4 Bedrooms 14 Guests
|
9.3 (3 Reviews)
3 Bedrooms 5 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
|
9.2 (11 Reviews)
3 Bedrooms 6 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
From GB £329 per night
|
9.2 (8 Reviews)
1 Bedroom 2 Guests

About High Street Hill Vacation Rentals

With more than 2252 High Street Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in High Street Hill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner High Street Hill, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in High Street Hill. Places to stay near High Street Hill are 574.7 ft² on average, with prices averaging GB £312 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in High Street Hill with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About High Street Hill?

What are the top vacation rentals in High Street Hill?

How many Rentbyowner vacation rentals are available in High Street Hill?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2252 in the High Street Hill area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in High Street Hill.