Search for vacation rentals in Brookline.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Brookline area to find the perfect spot for your vacay.

94 Boylston St

94 Boylston St

Brookline, MA
$6,000
Vacation Rentals, Unknown
Avail: SEP 1. Spacious (approx 2500 sq ft) 5+ bed/3 full bath HOUSE in Brookline Village very close to GREEN D/E Line, Longwood Medical Ctr and Northeastern. Rent: $6000. NO FEE (only small move-in......

27 Somerset Rd

27 Somerset Rd

Brookline, MA
$8,995
Vacation Rentals, Unknown
Nestled on a quiet street in Brookline, this gorgeous Tudor single-family home blends original woodworking with modern upgrades. Recently renovated, the kitchen boasts an extra-large island and a......

Boylston St

Boylston St

Brookline, MA
$6,000
Vacation Rentals, Unknown
Avail: SEP 1. Spacious (approx 2500 sq ft) 5+ bed/3 full bath HOUSE in Brookline Village very close to GREEN D/E Line, Longwood Medical Ctr and Northeastern. Rent: $6000. NO FEE (only small move-in......

11 City View Rd

11 City View Rd

Brookline, MA
$3,500
Vacation Rentals, Unknown
Contact EDGE for more information on this listing and hundreds of others! See why more people are choosing the highest and most-reviewed real estate firm in Massachusetts. Brokerage fee applies.......

63 Rawson Rd

63 Rawson Rd

Brookline, MA
$7,900
Vacation Rentals, Unknown
This lovely home on Aspinwall Hill was built in 1994 has had many updates and renovations since.The home features a gracious first floor with a large step-down living room with wood burning......

25 Winthrop Rd

25 Winthrop Rd

Brookline, MA
$9,750
Vacation Rentals, Unknown
Welcome home to this spacious and beautifully appointed five-bedroom single-family home in the heart of the bustling Washington Square neighborhood of Brookline. This modern home offers four......

199 Boylston St

199 Boylston St

Brookline, MA
$7,000
Vacation Rentals, Unknown
Rent $7,000 Avail Date 09/01/2023 Beds 4 Baths 3.5 Fee Info No Fee Paid by Owner Rent Includes Garbage, Water Square Footage - Laundry Washer/Dryer in Unit Pet Cats Allowed, Dogs Negotiable Parking......

120 Rawson Rd

120 Rawson Rd

Brookline, MA
$14
Vacation Rentals, Unknown
This eclectic one of a kind carriage house sits high atop Aspinwall Hill and is complimented by breathtaking details and lush private gardens. Designed by prominent Boston Architects, Hartwell &......

4 Alton Ct #A

4 Alton Ct #A

Brookline, MA
$1,850
Vacation Rentals, Unknown
Walk to everything in Coolidge Corner! Trader Joe's, Stop and Shop, bus 66, Green C-line, and other shops and restaurants are just steps away! Cute modern studio with its own laundry machine!......

12 Harris St #1

12 Harris St #1

Brookline, MA
$6,900
Vacation Rentals, Unknown
One of the most highly regarded residential neighborhoods in the Greater Boston area. 12 Harris Street is situated in the coveted Coolidge Corner neighborhood of Brookline, an affluent highly......

129 Brook St #101

129 Brook St #101

Brookline, MA
$4,600
Vacation Rentals, Unknown
Laundry In-Building Dishwasher Gas Stove Hardwood Floors High Ceilings Cat OK Students Welcome Four Occupants ONLY Nice bedrooms. Open living room and kitchen. On quiet street No Dogs Allowed......

Somerset Rd

Somerset Rd

Brookline, MA
$8,995
Vacation Rentals, Unknown
Nestled on a quiet street in Brookline, this gorgeous Tudor single-family home blends original woodworking with modern upgrades. Recently renovated, the kitchen boasts an extra-large island and a......

122 Summit Ave #1

122 Summit Ave #1

Brookline, MA
$4,500
Vacation Rentals, Unknown
1st floor of 2 family Renovated Kitchen & Bathroom, Spacious Living and Dining Room, Working Fireplace, high speed internet access, Private Laundry in basement, Enclosed Back Porch, Easy access to......

51 Mason Ter

51 Mason Ter

Brookline, MA
$5,250
Vacation Rentals, Unknown
This enormous recently renovated duplex is on the second and third floors of a 2-family home. Features include a formal dining room, sunroom, large foyer, sundeck, working fireplace, laundry room,......

Lancaster Ter

Lancaster Ter

Brookline, MA
$6,000
Vacation Rentals, Unknown
Welcome to The Corey Hills! One of Washington Square Brookline's top locations! Ultra luxurious, very Large living room and formal dining room area with decorative fireplace, Modern kitchen with......

1592 Beacon St #3

1592 Beacon St #3

Brookline, MA
$4,800
Vacation Rentals, Unknown
Fully renovated 4 bed 2 bath in building nestled between Beacon St and Lancaster Ter. with central air and modern appliances Pet friendly, laundry in unit, and Half fee paid....

16 Linden Pl

16 Linden Pl

Brookline, MA
$7,000
Vacation Rentals, Unknown
Enjoy the convenience of the city in a picturesque Brookline Village neighborhood, in your own private home. The sunny home is located on an urban, quiet residential cul-de-sac in a quaint area of......

526 Harvard St

526 Harvard St

Brookline, MA
$6,100
Vacation Rentals, Unknown
Revel in the grandeur of this 5-bed, 2-bath Brookline residence on two levels. Discover a recently updated kitchen with stainless appliances and granite tops. Conveniently located on Harvard......

18 Aspinwall Ave

18 Aspinwall Ave

Brookline, MA
$5,000
Vacation Rentals, Unknown
Avail June 1st Spacious 4bed 2 bath Duplex on 18 Ashpinwaal near Coolidge Corner. Four Queen size bedroom Two Full Bath Large living room Laundry in basement Rent included water...

11 Naples Rd

11 Naples Rd

Brookline, MA
$3,200
Vacation Rentals, Unknown
One bedroom apartment, across from Prudential Center, close to shops and all the best restaurants. Spacious living room area. Easy access to Green Line (Prudential Center), Orange Line......

150 Winchester St

150 Winchester St

Brookline, MA
$13
Vacation Rentals, Unknown
Prime Coolidge Corner location home. Divided into 2 separate units with a total of 4 floors and a private roof deck on top. Gut renovated in 2018 with stunning hardwood floors. Neutral paint colors......

56 Rawson Rd

56 Rawson Rd

Brookline, MA
$8,000
Vacation Rentals, Unknown
Bright, Spacious, 3500SF, 5BR/3.5BA, Single Family in Aspinwall Hill Brookline! This sunlit offering features high ceilings, an open floor plan, hardwood floors throughout, a spacious living room......

33A Saint Paul St #33A

33A Saint Paul St #33A

Brookline, MA
$3,250
Vacation Rentals, Unknown
Discover the allure of single-level, first-floor living with two private entrances in this ideally situated property. Enjoy scenic views of St. Paul's Church from every window in this tranquil......

3 Euston St

3 Euston St

Brookline, MA
$4,900
Vacation Rentals, Unknown
Prime Location! Multiple Tenants Allowed (Dorm Style) BU Central apartment on St. Mary's street Right on BU Campus! Easy Access to Whole Foods, Restaurants and Coffee Shops! Heat and Hot Water......

689 Boylston St

689 Boylston St

Brookline, MA
$7,500
Vacation Rentals, Unknown
Fisher Hill! Nestled at the end of a semi private drive, this elegant brick Georgian colonial offers style and functionality. As is typical of homes built in the 1920 s, this home boasts high......

22 Winslow Rd

22 Winslow Rd

Brookline, MA
$8,100
Vacation Rentals, Unknown
Available June 1st, 2024 or September 1st 2024. ** Attached single family house in North Brookline. 3 full floors of living space. Hardwood floors throughout. Updated kitchen w/ granite countertops......

30 Stetson St

30 Stetson St

Brookline, MA
$5,000
Vacation Rentals, Unknown
Located on one of the best tree-lined streets in Coolidge Corner, this side entrance Colonial single family home is available for rent starting December 20th. On the first floor you will find the......

1731 Beacon St

1731 Beacon St

Brookline, MA
$3,200
Vacation Rentals, Unknown
Located in the Regency Park condo complex; Full-service concierge building whose features include elevators, card-operated laundry machines on every floor, 24-hour concierge/securityA Heated......

Francis St

Francis St

Brookline, MA
$8,250
Vacation Rentals, Unknown
Come check out this Luxurious place in Brookline! Featuring 6bedrooms and 4bathrooms an a HUGE beautiful newly renovated modern eat-in kitchen, stainless steel appliances, double door fridge, gas......

170 Hyslop Rd

170 Hyslop Rd

Brookline, MA
$25
Vacation Rentals, Unknown
This Fisher Hill brick Georgian Colonial is a true masterpiece, situated on almost an acre of meticulously manicured land. Step inside and be captivated by the expansive first level, featuring......

16 Beals St

16 Beals St

Brookline, MA
$2,000
Vacation Rentals, Unknown
PLEASE NOTE, ACTUAL ADDRESS IS 10 BEALS STREET. Basement level studio+ unit available near heart of Coolidge Corner. The unit features beautiful kitchen area, space for seating or office, laundry......

81 Gibbs St #2J

81 Gibbs St #2J

Brookline, MA
$7,900
Vacation Rentals, Unknown
Basement Deck Dishwasher High Ceilings Large Bedrooms Laundry in Building Porch Sunny No Pets Allowed (RLNE8318258)...

8 Kilsyth Rd #102

8 Kilsyth Rd #102

Brookline, MA
$6,000
Vacation Rentals, Unknown
4 Bedrooms + Office 2 Full Bathrooms In-Unit Laundry Hardwood Floors High Ceilings Modern Kitchen, Granite Counter-Tops Stainless-Steel Appliances, Gas Stove & Dishwasher New HVAC system Gas Heat......

152 Winchester St #2D

152 Winchester St #2D

Brookline, MA
$7,200
Vacation Rentals, Unknown
A/C Dining Room Dishwasher Disposal Duplex Eat-in Kitchen Granite Counter Tops Hardwood Floors High Ceiling Laundry in Unit Microwave Modern Bath Modern Kitchen New/Renovated Bath New/Renovated......

Washington St

Washington St

Brookline, MA
$3,700
Vacation Rentals, Unknown
Lovely rarely available two bedroom plus office close to Coolidge Corner and Washington Square. Newly renovated kitchen and bathroom. Charming original built ins, trim, and decorative fireplace.......

58 Brook St

58 Brook St

Brookline, MA
$9,999
Vacation Rentals, Unknown
Spring Semester rental, 1.1.24 to 6.1.24. Luxurious house in Brookline Village on a lovely quiet tree lined street. Comfortable and elegant with high end furnishings, and a fully applianced chefs......

77 Somerset Rd

77 Somerset Rd

Brookline, MA
$8,800
Vacation Rentals, Unknown
ASPINWALL HILL - 5 BED 2.5 BATH - BROOKLINE SINGLE FAMILY - GARAGE Experience luxury and charm in this elegant 5-bedroom, 2.5-bathroom brick residence, situated just a street away from Brookline......

Mason Ter

Mason Ter

Brookline, MA
$5,750
Vacation Rentals, Unknown
32 Mason Terrace, Brookline 3 floor tree-top oasis located between Coolidge Corner and Washington Square. 5 Large bedrooms (with spacious custom closets), 3.5 bathrooms, open living room with......

44 Washington St #513

44 Washington St #513

Brookline, MA
$2,100
Vacation Rentals, Unknown
500 Sq Ft. large sunny studio in desirable Brook House. Walk-in closet, central air conditioning, and heating. Near Greenline E (Riverway) and D (Brookline Village) Stations, Bus lines, and......

322 Tappan St

322 Tappan St

Brookline, MA
$9,000
Vacation Rentals, Unknown
Three full floors of luxurious space in the heart of Brookline. Located on Tappan Street, this triplex townhouse condo spans nearly 3,000 sq. ft. and lives like a single fam. The unit offers 3......

Brookline, MA

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