Women In Travel - Vacation Rentals in Prospect Hill

Boston Harbor Yacht, AC/Heat, Walk to North End WiFi From US $543
         

9.6 (144 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly
Harmony Medical Suites on Canal From US $210
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cambridge Common House From US $262
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Accessibility
Historic and Charming Brownstone From US $1,588
         

9.8 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Great South End/Back Bay location, 1 bed condo near T station From US $470
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Prospect Hill

Over 3968+ Luxury Places to Stay in or Near Prospect Hill
Near Boston Landing | Fitness + On-Site Dining From US $9,097
         

By Charles River | Luxe Stay. Fitness + Dining From US $8,115
         

Luxury Apartments by Hyatus at Boston Cambridge From US $7,670
         

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9.3 (22 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
NEW 9BR6Bth Parking MIT Harvard Boston Walk to T From US $7,591
         

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

Top-Rated Vacation Rentals with a Pool in Prospect Hill

Over 517+ Top-Rated Vacation Rentals with a Pool in or Near Prospect Hill
Elegant Oasis with Pool and Gym From US $419
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Curated Designer Retreat Pool Gym Dining From US $426
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatus Luxury Residences Boston Everett Signature Collection From US $341
         

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10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatus Luxury Residences Boston Assembly Row From US $775
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Lux 2BR in Assembly Square | Pool & Fitness Center From US $661
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Elegant 2BR - 2BA Oasis with Pool & Gym From US $442
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Prospect Hill

Over 2001+ Pet-Friendly Vacation Rentals in or Near Prospect Hill
Houseboat in Boston Harbor Wifi A/C/Heat Be rocked to sleep From US $471
         

Cambridge From US $236
         

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8.8 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Boston Harbor Hotel From US $795
         

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9.8 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Top Of The World Charlestown Boston Ma. From US $966
         

9.8 (63 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful renovated 3 bedroom apt near Boston. From US $261
         

9.8 (94 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern 4 Bed 2.5 Bath Home near Harvard with FREE Parking From US $715
         

10.0 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces From US $827
         

10.0 (25 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Prospect Hill

Over 256+ Large Vacation Homes & Villas in or Near Prospect Hill
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
Family-Friendly Rose Cottage | Near Encore | 4 Beds 3 Baths From US $591
         

5 Bedroom Historic Home minutes to Boston with Yard From US $1,072
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
MODERN MASSIVE LARGE GROUP 3800sf MIT HARVARD BOS From US $1,810
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Boston Hospitality Homes, Harvard From US $1,227
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Prospect Hill

Over 1800+ Wheelchair Accessible Vacation Homes in or Near Prospect Hill
Spacious Sunlit 3BR Downtown Boston Family Favorite Iconic Location From US $959
         

10.0 (61 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Bluebird Suites near MIT From US $143
         

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8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The College Club of Boston From US $309
         

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9.4 (1003 Reviews)
Bed & Breakfast
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Bright & Spacious Loft Steps to the Freedom Trail From US $683
         

10.0 (54 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
King Bed Loft in the Heart of Downtown Boston From US $572
         

10.0 (39 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Premier Lofty 3BR&2BA Iconic Location Steps to Boston Common From US $1,041
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Nice 2bd/1.5ba Next to BU 4199 From US $509
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Modern/Brand New!/Harvard/MIT/Fenway/WIFI From US $778
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Prospect Hill Vacation Rentals and Airbnb Places to Stay Under $200

Over 690+ Prospect Hill Vacation Rentals and Airbnb Places to Stay Under $200
Amsden Place (@Tufts, Harvard, MIT) From US $119
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bluebird Suites in Kendall Square From US $169
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Oasis Guest House From US $130
         

9.4 (1409 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Charming 2 bedroom near Central Square! From US $175
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Stylish Back Bay Retreat, Steps from Prudential From US $194
         

8.6 (10 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Peaceful 2Br House in Cambridge From US $165
         

6.0 (5 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Prospect Hill

Over 2483+ Instantly Bookable Vacation Homes in or Near Prospect Hill
Cozy Harvard/MIT Victorian From US $482
         

9.4 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Charming 2-bedroom apartment with AC, in Historic Bunker Hill area of Boston. From US $293
         

4.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Loft Condo Free Parking/MIT/Harvard/TD Garden From US $694
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Home At Freedom Trail From US $338
         

10.0 (185 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Stunning South End/Back Bay Penthouse! From US $663
         

10.0 (104 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About Prospect Hill Vacation Rentals

With more than 3977 Prospect Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Womenintravel 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 Prospect Hill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Womenintravel Prospect 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 Prospect Hill. Places to stay near Prospect Hill are 554.93 ft² on average, with prices averaging US $502 a night.

Womenintravel makes it easy and safe to find and compare vacation rentals in Prospect 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 Prospect Hill

Type Count
Holiday Apartments 2803
Hotels 522
Vacation Homes 475
B&B 16
Hostels 5
Resorts 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Prospect Hill

Pro Tip: Womenintravel makes it easy to compare the best listings on Womenintravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Womenintravel 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 Prospect Hill.

Weather in Prospect Hill

View the weather forecast for Prospect Hill before booking your Prospect 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

Complexes around Prospect Hill, MA


Prospect Hill Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Prospect Hill?
How many vacation rentals are available in Prospect Hill?

Currently, the total number of properties listed in 2026 is over 3977 in the Prospect Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Prospect Hill.