Weekend Getaways - Vacation Rentals in High Street Hill

Harmony Medical Suites on Canal From US $210
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
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  • Pet Friendly
Homestay In Boston - From US $72
         

10.0 (1 Review)
Bed & Breakfast
  • Air Conditioner
  • Bedding/Linens
  • Fireplace/Heating
Great South End/Back Bay location, 1 bed condo near T station From US $414
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Chic South End Studio With Patio From US $357
         

10.0 (103 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Modern townhome,Boston vacation,2 bath,pkg,deck From US $367
         

9.8 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly renovated pet friendly apt by parks and train! From US $180
         

8.0 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Brookline Village, Central Air, 2B, Near Longwood From US $219
         

9.6 (63 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in High Street Hill

Over 2352+ Luxury Places to Stay in or Near High Street Hill
Luxury Apartments by Hyatus at Boston Cambridge From US $7,670
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Top-Rated Vacation Rentals with a Pool in High Street Hill

Over 246+ Top-Rated Vacation Rentals with a Pool in or Near High Street Hill
South End Club Suites by Orchard From US $344
         

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10.0 (2 Reviews)
Apartment
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  • Parking
  • Pet Friendly
Hyatus Luxury Residences Boston South Bay Designer Collection From US $361
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in High Street Hill

Over 1111+ Pet-Friendly Vacation Rentals in or Near High Street Hill
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking From US $817
         

10.0 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bluebird Suites near MIT From US $143
         

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8.0 (1 Review)
Apartment
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  • Pet Friendly
Harvard Square Hotel From US $177
         

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8.4 (653 Reviews)
Hotel
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  • Pet Friendly
Budget-Friendly Basement 2BR Retreat From US $188
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Steps to Longwood Medical,MBTA,Boston,shopping,pkg From US $221
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly furnished 1 bed, 1 bath. Views of the whole city! From US $153
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Back-Bay Upscale Central Condo Bos Common Downtown From US $463
         

10.0 (10 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
5 Bed 3 bath Boston Condo From US $341
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Large Vacation Homes & Villas in High Street Hill

Over 203+ Large Vacation Homes & Villas in or Near High Street Hill
15 minutes to Historic Sights and World Cup Transport. From US $850
         

The Upton From US $129
         

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6.5 (13 Reviews)
Apartment
  • Air Conditioner
  • Breakfast
  • Internet
5BR 2BTH Bright & Spacious Apt in Brighton From US $528
         

8.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Mid-Century Glam Retreat, Near T From US $356
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Boston Hospitality Homes, Harvard From US $473
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Oasis | Near South End From US $810
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

Wheelchair Accessible Vacation Homes in High Street Hill

Over 1045+ Wheelchair Accessible Vacation Homes in or Near High Street Hill
Back-Bay Lux Central 2BR Condo with Rooftop and Parking From US $420
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Renovated, Chic, one bed, Sleeps 4,Steps to Transit From US $89
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The College Club of Boston From US $229
         

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9.4 (1011 Reviews)
Bed & Breakfast
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Central Serene Condo King Bed by MIT Harvard GYM From US $408
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Nice 2bd/1.5ba Next to BU 8149 From US $505
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Beautiful 2bd/1.5ba Next to BU 9195 From US $222
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Fenway BU & Harvard & MIT Steps Away From US $1,142
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Central Penthouse City Skyline Views, Gym sleep 8 From US $598
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

High Street Hill Varoom and Airbnb Places to Stay Under $200

Over 693+ High Street Hill Varoom and Airbnb Places to Stay Under $200
Renovated 1BED, Steps to MBTA, Shops & Restaurants From US $159
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Homestay Near South Bay Mall & Andrew Train Station From US $147
         

10.0 (1 Review)
House
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  • Parking
  • Security/Safety
Oasis Guest House From US $151
         

9.4 (1386 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Sunny,spacious, sleeps 4, steps to MBTA,Hospitals. From US $160
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village From US $190
         

Renovated 2B, In-unit Laundry, Longwood, 1st Flr From US $177
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 2 bedroom near Central Square! From US $175
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in High Street Hill

Over 1426+ Instantly Bookable Vacation Homes in or Near High Street Hill
Stunning South End/Back Bay Penthouse! From US $543
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Beautiful Boston Brownstone! From US $540
         

10.0 (83 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
UltraLuxe Apt in Boston Brownstone in Prime Area From US $550
         

10.0 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Remodeled Spacious Apartment in Perfect Location From US $720
         

10.0 (30 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Hidden Gem 2 BR/1BA near Zoo 3 mil downtown Fenway From US $334
         

10.0 (20 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Charming Tree Top Victorian - Two Bedroom Retreat From US $403
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About High Street Hill Vacation Rentals

With more than 2361 High Street Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Weekendgetaways 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 a rental 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 Weekendgetaways High Street Hill, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in High Street Hill. Places to stay near High Street Hill are 537.31 ft² on average, with prices averaging $396 a night.

Weekendgetaways 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.

Top Rental Accommodation Types in High Street Hill

Type Count
Holiday Apartments 1575
Vacation Homes 367
Hotels with Suites 295
B&B 15
Hostels 2
Others 1

Use these Quick Filters to Find a Vacation Rental in High Street Hill

Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in High Street Hill.

Weather in High Street Hill

View the weather forecast for High Street Hill before booking your High Street Hill Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F