Villa Bay - Vacation Rentals in Brookline

Modern townhome,Boston vacation,2 bath,pkg,deck From US $367
         

9.8 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Walk to Restaurants, Shopping, near BU and Hosp From US $237
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Coolidge Corner Guest House From US $153
         

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8.2 (625 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Brookline Village, Central Air, 2B, Near Longwood From US $219
         

9.6 (63 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Boston vacation,Longwood Medical,mins to MBTA,pkg From US $144
         

7.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
UltraLuxe Apt in Boston Brownstone in Prime Area From US $550
         

10.0 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Steps to Longwood Medical,MBTA,Boston,shopping,pkg From US $222
         

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

Luxury Places to Stay in Brookline

Over 308+ Luxury Places to Stay in or Near Brookline
Modern townhome,Boston vacation,2 bath,pkg,deck From US $696
         

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8.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Brookline

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Brookline
Hilton Garden Inn Boston Brookline, MA From US $118
         

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9.0 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $169
         

Courtyard by Marriott Boston Brookline From US $151
         

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8.6 (1016 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $307
         

Hilton Garden Inn Boston Brookline, Ma From US $328
         

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8.2 (555 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard by Marriott Boston Brookline From US $311
         

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8.0 (383 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Luxury apartment in a quiet neighborhood in the Heart of Boston From US $1,249
         

4.2 (8 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
luxury apt and river view From US $599
         

4.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Brookline

Over 72+ Pet-Friendly Vacation Rentals in or Near Brookline
Cozy 1BR Private Unit w/Patio & Parking From US $264
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Boston vacation,Longwood Medical,mins to MBTA,pkg From US $211
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful 2bd/1.5ba Next to BU 8315 From US $218
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Sunny,spacious, sleeps 4, steps to MBTA,Hospitals. From US $160
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Nice 2bd/1.5ba near BU 6847 From US $292
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
2bd/1.5ba Next to BU 1183 From US $285
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Gorgeous 2BR Next to BU 7718 From US $258
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Gorgeous 2BR Next to BU 9837 From US $252
         

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

Large Vacation Homes & Villas in Brookline

Over 19+ Large Vacation Homes & Villas in or Near Brookline
88 Boylston Street · Skyrise Two Stories - Centrally Located From US $426
         

9.6 (41 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Skyrise Two Stories - Centrally Located From US $500
         

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8.4 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilltop Luxury House 5 Bedrooms and 3.5 Bath From US $449
         

7.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Brookline

Over 107+ Wheelchair Accessible Vacation Homes in or Near Brookline
The Arcadian powered by Sonder | Double Bunk Room w/Corridor View From US $196
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
A Stylish Stay w/a Queen Bed, Heated Floors. #21 From US $299
         

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8.5 (43 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Iris Hotel Boston From US $230
         

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9.4 (481 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Walking to Fenway Sunny Perfect Home From US $319
         

9.4 (22 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Gorgeous 2bd/1.5ba Next to BU 7803 From US $252
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Beautiful 2bd/1.5ba near BU 7835 From US $266
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
The Arcadian powered by Sonder | Queen Room w/Corridor View From US $122
         

8.8 (8 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Brookline Varoom and Airbnb Places to Stay Under $200

Over 94+ Brookline Varoom and Airbnb Places to Stay Under $200
Sun-filled 1 bed, 1 bath in Brookline Village From US $168
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 1Bed, 1Bath in Brookline, MBTA From US $132
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beacon Inn 1087 From US $122
         

8.0 (778 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
½ mile to Longwood Medical, Renovated, Pub Trans From US $163
         

9.4 (48 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Great 1 bed close to Longwd Med, Fenway, parkng From US $156
         

9.0 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Near Public Transport, Fenway, BU, Longwood Med From US $140
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
0.5mile to Boston Children’s, Brigham, Dana F, BI From US $167
         

8.8 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Arcadian powered by Sonder | Superior King Room w/Corridor View From US $170
         

2.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Instantly Bookable Vacation Homes in Brookline

Over 140+ Instantly Bookable Vacation Homes in or Near Brookline
65inTV:Free Parking:Longwood:King Bed:Full Kitchen From US $389
         

10.0 (1 Review)
Apartment
  • Parking
  • Security/Safety
  • Bedding/Linens
UltraLuxe Apt in Boston Brownstone2 in Prime Location From US $518
         

9.8 (79 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Boston Children’s, Beth Israel, Dana F, Brigham From US $332
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful 2BR Next to BU 7378 From US $239
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
①min>Coolidge: Full Kitchen- 2
New
From US $385
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxurious condo in the heart of Coolidge Corner !
New
From US $324
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Brookline Vacation Rentals

With more than 317 Brookline vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villa Bay 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 Brookline.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villa Bay Brookline, 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 Brookline. Places to stay near Brookline are 494.07 ft² on average, with prices averaging $334 a night.

Villa Bay makes it easy and safe to find and compare vacation rentals in Brookline 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 Brookline

Type Count
Holiday Apartments 185
Vacation Homes 90
Hotels with Suites 33
B&B 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Brookline

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

Weather in Brookline

View the weather forecast for Brookline before booking your Brookline 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