Irish Ridge Cabins - Vacation Rentals in South Brookline

Newly renovated pet friendly apt by parks and train! From US $287
         

8.0 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
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
A Village Bed and Breakfast From US $151
         

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10.0 (69 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
City's Hippest Neighborhood. n From US $850
         

10.0 (104 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Budget-Friendly Basement 2BR Retreat From US $318
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Charming Tree Top Victorian - Two Bedroom Retreat From US $481
         

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

Luxury Places to Stay in South Brookline

Over 470+ Luxury Places to Stay in or Near South Brookline
New Luxury Renovation | Near T From US $1,758
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Sleek Boston Home | Near T From US $1,641
         

Brookline Haven - Rooftop + Deck + Game Room +T From US $1,429
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
4BR/4BA Gillette Transit Basecamp Parking From US $1,408
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Plannetsmart From US $1,344
         

New
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Top-Rated Vacation Rentals with a Pool in South Brookline

Over 50+ Top-Rated Vacation Rentals with a Pool in or Near South Brookline
Brand New Modern Private House in Newton. From US $996
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Boston Brookline, MA From US $269
         

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9.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $312
         

Courtyard by Marriott Boston Brookline From US $347
         

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8.6 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $375
         

Pet-Friendly Vacation Rentals in South Brookline

Over 178+ Pet-Friendly Vacation Rentals in or Near South Brookline
Newly furnished 1 bed, 1 bath. Views of the whole city! From US $153
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfy & Chic Apartment for 2026 World Cup FREE PARKING From US $240
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
182 Heath st From US $163
         

3.6 (4 Reviews)
Apartment
  • Pet Friendly
  • Child Friendly
  • Internet
Modern Condo First Floor Boston From US $571
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Cozy 1BR Private Unit w/Patio & Parking From US $468
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Old Brookline Charm 5 min Longwood In-Unit Laundry From US $764
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish & Cozy Boston Retreat Near Train Station, Parks & Cafés From US $707
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village From US $316
         

Large Vacation Homes & Villas in South Brookline

Over 45+ Large Vacation Homes & Villas in or Near South Brookline
Natalie House From US $308
         

9.4 (102 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • View
Modern Boston Condo | near T From US $960
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Historic house renovated for modern convenience From US $498
         

9.8 (139 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
FIFA World Cup Stay! Luxury 6,000 Sq Ft Home Near Boston From US $1,142
         

88 Boylston Street · Skyrise Two Stories - Centrally Located From US $787
         

9.4 (43 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Boston Renovation | Near T From US $962
         

9.4 (13 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in South Brookline

Over 85+ Wheelchair Accessible Vacation Homes in or Near South Brookline
A Stylish Stay w/a Queen Bed, Heated Floors. #21 From US $481
         

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7.8 (46 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Iris Hotel Boston From US $360
         

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9.4 (546 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Sun-Filled w/City Views public transportation From US $246
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Cozy 1B, Green Line, Boston Coll, Elev, Roof Deck From US $144
         

South Brookline Vacation Rentals and Airbnb Places to Stay Under $200

Over 144+ South Brookline Vacation Rentals and Airbnb Places to Stay Under $200
Kailyn Apartment Boston, Massachusetts From US $73
         

9.1 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Coolidge Corner Guest House From US $146
         

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8.2 (630 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Renovated 1BED, Steps to MBTA, Shops & Restaurants From US $184
         

9.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in South Brookline

Over 206+ Instantly Bookable Vacation Homes in or Near South Brookline
Luxury 3brm/1bath Duplex in JP From US $900
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Under the Sun Apartment From US $524
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
The Arbor Retreat From US $1,164
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
3-bedroom 2 baths beautiful victorian with WiFi, AC From US $603
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Bright & Spacious Boston Retreat From US $527
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Sunny 4 Bed/2 Bath Victorian Oasis in the City! From US $631
         

9.8 (155 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

About South Brookline Vacation Rentals

With more than 479 South Brookline vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Irishridgecabins 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 South Brookline.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Irishridgecabins South 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 South Brookline. Places to stay near South Brookline are 606.18 ft² on average, with prices averaging US $398 a night.

Irishridgecabins makes it easy and safe to find and compare vacation rentals in South 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 South Brookline

Type Count
Holiday Apartments 318
Vacation Homes 102
Hotels 14
B&B 4

Use these Quick Filters to Find a Vacation Rental in South Brookline

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

Weather in South Brookline

View the weather forecast for South Brookline before booking your South 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

South Brookline Vacation Rental Frequently Asked Questions

Which vacation homes in South Brookline are best for families?

If you are looking for a family-friendly vacation home in South Brookline, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Brookline:

How many vacation rentals are available in South Brookline?

Currently, the total number of properties listed in 2026 is over 479 in the South Brookline area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Brookline.