Search for vacation rentals in Boston.

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

1611 Tremont St #1C
	1611 Tremont St #1C Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Newly renovated 2 bedroom unit located next to Huntington Circle and the Green Line. This unit just had in-unit laundry added!...

822 Huntington Ave #4
	822 Huntington Ave #4 Boston, MA (Contact seller for price) Vacation Rentals, Unknown Rent $3,600 Avail Date 09/01/2025 Beds 2 split Baths 1 Fee Paid By Landlord No Fee Paid Rent Includes Hot Water Square Footage 900 Laundry Laundry in Building Pet Cats & Small Dogs Only, Breed and......

839 Parker St #3D
	839 Parker St #3D Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Nice top floor 3-bedroom apartment in a prime Mission Hill location available September 1st and featuring: **New doors and trim throughout unit as of November 2023 **New......

Bolton St
	Bolton St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Absolutely stunning totally renovated townhouse unit on Southie's West Side that features: - Hardwood flooring shining throughout! - Fully equipped gourmet eat in kitchen! - Stainless appliances......

560 E 5th St #PENTHOUSE
	560 E 5th St #PENTHOUSE Boston, MA (Contact seller for price) Vacation Rentals, Unknown Experience luxury living in this stunning, fully renovated 1,545 SF penthouse in South Boston's highly sought-after Eastside. This spacious 3-bedroom, 2-bath home boasts a flawless modern design......

5 Darling St #7E
	5 Darling St #7E Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Top Floor - Two Bed Apartment / 1 Bath in Mission Hill New Modern & Bright Kitchen, Hardwood Floors Throughout, All New Appliances, New Bath - Large Equal Sized Bedrooms &......

521 Beacon St #5D
	521 Beacon St #5D Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available June 1. Nice, sunny 1 bed unit located in Back Bay near the Green Line. Cats are ok, sorry, no dogs or undergrads....

11 Keswick St
	11 Keswick St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Sun drenched apartment Modern recess lighting throughout Modern kitchen with stainless appliances Built-in microwave, dishwasher, and disposal Polished granite counters Gleaming hardwood floors......

45 Westland Ave #13C
	45 Westland Ave #13C Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available September 1st. Large 2 bedroom unit located in a prime location near a bunch of Colleges in the area. With this unit the landlord pays for the heat and water. Cats and small dogs are ok.......

523 Beacon St #8D
	523 Beacon St #8D Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025! Nicely renovated studio located in a prime neighborhood in Back Bay, near the Green Line, Cambridge and BU! With this unit the landlord is paying 1/2 the broker's fee! Cats are......

20 Greenwich St
	20 Greenwich St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Spacious 3-Bed, 1-Bath Duplex with Hardwood Floors and In-Unit Laundry Available 9/1 This bright and inviting 3-bedroom, 1-bath duplex offers plenty of space and comfort. Featuring beautiful......

W 3rd St
	W 3rd St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Located in South Boston s desirable and convenient West Side! Just blocks from the Red Line at Broadway station, as well as many major MBTA bus routes! Close to shopping, dining, and nightlife on......

24 Maverick St #2
	24 Maverick St #2 Boston, MA (Contact seller for price) Vacation Rentals, Unknown This spacious two-story, five-bedroom unit in the heart of East Boston offers ample room for families or roommates. The newly renovated kitchen, equipped with modern appliances, adds a touch of......

52 Calumet St
	52 Calumet St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Explore a remarkable rental opportunity with immense potential in this expansive three-family home, offering 15 bedrooms and six full bathrooms. and a finished basement. In well-maintained as-is......

1 Colebrook St
	1 Colebrook St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Open House Thursday 3/13 from 6-7pm. First showings at open house. Available 9/1/2025! Beautifully renovated 4 bedroom / 2 bathroom Single Family home with your own private roof deck! This 1,800+......

114 Everett St #1
	114 Everett St #1 Boston, MA (Contact seller for price) Vacation Rentals, Unknown 3 bed 1 bath unit available in Jeffries Point area. Close to Maverick Station. Surronded by many restaurants and parks near by. Dishwasher. Built in microwave. Backyard space. Laundry in building.......

31-33 Thornton St
	31-33 Thornton St Boston, MA (Contact seller for price) Vacation Rentals, Unknown 31-33 Thornton St, Roxbury | 6 Bed | 9/1 Move-In Entire House Spacious and fully renovated first-floor 3-bedroom in historic Fort Hill. This modern unit was recently gut-renovated down to the studs......

99 Westland Ave #8C
	99 Westland Ave #8C Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Nicely renovated 2 bed located near Berklee, Northeastern and the Green and Orange Lines. This building has a concierge front desk, updated kitchen and bathrooms and all the......

Vale St
	Vale St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Beautiful 5 bed, 2 bath located in Fort Hill. This unit features stainless steel appliances, granite countertops, an eat-in kitchen, hardwood floors, and in-unit laundry. Perfect for Northeastern......

137 Wrentham St
	137 Wrentham St Boston, MA (Contact seller for price) Vacation Rentals, Unknown South Dorchester Adams Village/ Neponset/ Ashmont area. Large 1 bedroom with additional office on 2nd floor Easy access to downtown Boston, Cambridge, 93, walking distance to Ashmont T Adams......

47 Hillside St #4
	47 Hillside St #4 Boston, MA (Contact seller for price) Vacation Rentals, Unknown 5 Bed 2 Bath Avail Sept 1 2025 -- Hardwood Floors Throughout -- Fully equipped eat-in kitchen -- Large pantry for extra storage -- Spacious bay front living room -- 5th smaller bedroom or office --......

7 Westmoreland St
	7 Westmoreland St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Enjoy all that Boston has to offer with this beautiful Adam's Village Single Family! This 3 Bedroom, 2.5 Bathroom home offers space, privacy, and modern updates throughout. The first floor includes......

111 Queensberry St #15
	111 Queensberry St #15 Boston, MA (Contact seller for price) Vacation Rentals, Unknown Rent $3,100 Avail Date NOW (02/25/2025) Beds 1 Baths 1 Fee Paid By Landlord No Fee Paid Rent Includes Heat, Hot Water Laundry in Unit Pet Cats Allowed...

11 Belvidere St #1C
	11 Belvidere St #1C Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Nicely updated 2 bed located right next to Berklee. This unit has mini-split A/Cs, fully updated kitchen and bathrooms and has heat and water included with the rent....

34 Salina Rd
	34 Salina Rd Boston, MA (Contact seller for price) Vacation Rentals, Unknown Welcome to this spacious 5-bedroom, 3-bathroom house located in the desirable Dorchester neighborhood. Enter into from the dedicated garage space into an oversized mudroom, making unloading the car......

1109 Boylston St #10A
	1109 Boylston St #10A Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. * Very large and TOTALLY RENOVATED condo quality true 3-bed unit (not a split)! * Large equal size bedrooms * Separate large living room! * Views of the PRUDENTIAL Building from......

19 Aberdeen St #5C
	19 Aberdeen St #5C Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Presenting a refined living experience at 19 Aberdeen St., #6, in the Fenway area of Bostonan inviting 3-bedroom residence that comfortably accommodates four tenants. Spanning......

1046 Commonwealth Ave #8
	1046 Commonwealth Ave #8 Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available 9/1/2025. Huge updated studio steps away from Boston University. This unit has an updated kitchen, A/C and laundry in the building!...

873 E 2nd St #2
	873 E 2nd St #2 Boston, MA (Contact seller for price) Vacation Rentals, Unknown 4 bedroom 1.5 bathroom on the 2nd floor of a multi family. Sunny apartment open kitchen with granite counter tops and stainless steel appliances. Large bedrooms!! Washer and dryer in your apartment......

48 Guild St
	48 Guild St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Massive 11 Bed 4.5 Bath Three Family House with Basement on Guild St in Boston - Fort Hill Three units **Can be rented as together or separately** Unit #1: 3 Bed 1.5 Bath - $4600/month Unit #2: 4......

297 Fuller St
	297 Fuller St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Come and enjoy this spacious craftsman style home in a diverse and thriving neighborhood. The first floor features a foyer, formal dining area, living room, and a powder room. The expansive grounds......

99 Sydney St
	99 Sydney St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Located in Boston's Dorchester neighborhood, this property offers multiple apartment units catering to various needs. Unit 2 is a spacious three-bedroom, two-bathroom apartment available for rent......

97 Myrtle St #3E
	97 Myrtle St #3E Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available June 1, 2025. Nicely renovated, pet friendly unit in the heart of Beacon Hill. With this unit the landlord pays for the heat and water. Cats, small dogs and students are ok!...

6 Cleveland Pl #1D
	6 Cleveland Pl #1D Boston, MA (Contact seller for price) Vacation Rentals, Unknown Available June 1st. Nicely renovated 2 bed unit located in the North End! Sorry, no dogs or post grads....

518 E 8th St
	518 E 8th St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Don't miss this rare opportunity to rent a single-family home with off-street parking in one of South Boston's most coveted locations! Situated on a corner lot just one block from the beach, this......

65 Pleasant St
	65 Pleasant St Boston, MA (Contact seller for price) Vacation Rentals, Unknown First floor bedroom for rent in a shared historic farmhouse with all new heating, plumbing and electrical systems. The owner of the house is one of the roommates. The house is at the foot of Jones......

13 Cumston St
	13 Cumston St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Welcome to 13 Cumston Street, a rare four-level single-family home on a charming South End street. The main level features a gracious living and dining area with a fireplace, while the spacious......

505 Washington St #3
	505 Washington St #3 Boston, MA (Contact seller for price) Vacation Rentals, Unknown 3 bedroom 1 bathroom on the 3rd floor of a multi family. Open kitchen with plenty of natural light and a dishwasher! Laundry in unit. There a deck and yard to enjoy in the warmer weather. Just a......

Pleasant St
	Pleasant St Boston, MA (Contact seller for price) Vacation Rentals, Unknown First floor bedroom for rent in a shared historic farmhouse with all new heating, plumbing and electrical systems. The owner of the house is one of the roommates. The house is at the foot of Jones......

1 Atlantic St
	1 Atlantic St Boston, MA (Contact seller for price) Vacation Rentals, Unknown Recently remodeled 4 bedroom, 2 bathroom single family property available April 1st! This amazingly kept single family boasts 4 bedrooms, 2 bathrooms, with a bonus room! Perfect for an office or......