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.

49 Worthington St #A8
	49 Worthington St #A8 Boston, MA $2,450 Vacation Rentals, Unknown  NEW! Don't miss this wonderful Studio apartment! Close to Green Line. Walk to Mass College of Art, Wentworth, Northeastern, supermarket, museums, shops and restaurants! Secure, professionally managed......

883 Huntington Ave #A12
	883 Huntington Ave #A12 Boston, MA $2,495 Vacation Rentals, Unknown  NEW! Great 2Br/1Bth. Right on Green Line E, walk to Green Line D. Hardwood floors, modern kitchenette and bathroom, plenty of closet space. Laundromat on premises. Cats welcome!...

117 Centre St
	117 Centre St Boston, MA $6,900 Vacation Rentals, Unknown One of a Kind 4 Bed 3.5 Bath 3 Floors 9/1/26 ! 3.5 Newly Updated Bathrooms! Newly Updated Kitchen! 3 Floors 4 Large Sized Bedrooms Huge Living Room Central Air! Laundry in Unit! Dishwasher Deck......

16 Pompeii St #2
	16 Pompeii St #2 Boston, MA $1,850 Vacation Rentals, Unknown This renovated 1 bed 1 bath features -Stainless Steel Appliances -Dishwasher -Private back porch -Laundry in building Available NOW!! Landlord paying full fee!...

84 Milton Ave
	84 Milton Ave Boston, MA $1,500 Vacation Rentals, Unknown This home has three private bedrooms to offer. It is a three-story home and is furnished with everything needed for a comfortable single occupancy stay. Each room has a queen-size bed, full......

88 Hammond St #6
	88 Hammond St #6 Boston, MA $3,500 Vacation Rentals, Unknown Spacious beautiful 2 bedroom unit on the first floor in a multi-family house located in Roxbury/South End for a month. Unit features a living room, new kitchen with granite counter tops and......

15 Rosseter St
	15 Rosseter St Boston, MA $5,500 Vacation Rentals, Unknown Feel at home in this historic 5 bedroom Dutch colonial walking distance from Four Corners Genevar commuter rail. You will have plenty of space and off-street parking while still being very close to......

19 Linden St
	19 Linden St Boston, MA $6,100 Vacation Rentals, Unknown *NO BROKER'S FEE* Flexible Move in date: Anytime between now and September 1st. Lease for 1 year. Brand new 2020 Renovation. HUGE 6 Bed with 2.5 bath. Dinning room could also be features as......

11 Belvidere St #8A
	11 Belvidere St #8A Boston, MA $4,000 Vacation Rentals, Unknown AVAILABLE SEPTEMBER 1ST, 2026 - Renovated 2 Bed/1.5 Bath unit in Back Bay. Stainless steel and granite kitchen with dishwasher and disposal, new bathroom, new hardwoods, laundry and on site. Heat......

94 Gladstone St
	94 Gladstone St Boston, MA $4,650 Vacation Rentals, Unknown Disclaimer: - Info only; verify independently; subject to change. - Viewing/inquiring does not create agency, contract, or fee obligation. - Any broker fee (if any) is owed only by the party who......

130 Alleghany St #3
	130 Alleghany St #3 Boston, MA $7,500 Vacation Rentals, Unknown 5 Bedroom available September 1 Hardwood floors Updated appliances Private porch Large bedrooms Right behind Brigham Circle 3 minutes from the green line Two floors Washer and dryer in unit...

77 Windsor St
	77 Windsor St Boston, MA $8,250 Vacation Rentals, Unknown Elegant Multi-Level Brownstone in South End No Broker Fee!! This private townhome features: Bedrooms: Five well-sized bedrooms Bathrooms: Three and one half modern full baths Kitchen: Gorgeous......

12 Stoneholm St
	12 Stoneholm St Boston, MA $5,100 Vacation Rentals, Unknown Updated 3 Bed 1.5 Bath Deal 9/1/26 Listing ! No Fee! Laundry in Building! Elevator in Building! Concierge ! Fitness Center ! Roof Deck ! Roof Deck Pool! - Updated Kitchen !- Dishwasher 2 Level......

173 Hillside St
	173 Hillside St Boston, MA $4,950 Vacation Rentals, Unknown Mission Hill Large 4 Bed ** Steps to Brigham Circle, Northeastern, Longwood, & Green-Line ** Hardwood floors, large kitchen, big living room, back porch * Top floor * Eat in Kitchen ** Dishwasher |......

14 Eldora St
	14 Eldora St Boston, MA $10,500 Vacation Rentals, Unknown Brand-New 2-Family Duplex Modern Living in Mission Hill, Boston Welcome to 14 Eldora Street, a new construction two-family duplex located in the heart of Mission Hill, Boston. This exceptional......

101 Mount Pleasant Ave
	101 Mount Pleasant Ave Boston, MA $4,000 Vacation Rentals, Unknown A rare Colonial retreat in the heart of Roxbury, blending 19th-century craftsmanship with the space and lifestyle today's buyers crave. This 4 bed, 2.5 bath attached single-family offers 2,216 sqft......

83 Windsor St
	83 Windsor St Boston, MA $8,250 Vacation Rentals, Unknown One of a Kind 5 Bed 3.5 Bath 4 Floor Apartment! 4 Floors! 9/1/26 Listing No Brokers Fee! Central Air! Laundry in Unit! Dishwasher 4 Floors 3.5 Bathrooms! 5 Queen Sized Bedrooms Living Room Updated......

2 Centre Street Ter
	2 Centre Street Ter Boston, MA $3,200 Vacation Rentals, Unknown Updated 2 Bed! 9/1/26 Listing No Fee! Laundry in Building Dishwasher Updated Kitchen! Updated Bathroom! Open Kitchen & Living Room! 2 Large Bedrooms! Bay Windows Hardwood Floors 9/1/26 Listing Call......

130 Marcella St
	130 Marcella St Boston, MA $5,900 Vacation Rentals, Unknown Spacious Fort Hill Four-Bedroom Duplex with Deck & Central Air NO BROKER FEE Bedrooms: Four generously sized bedrooms Bathrooms: Two full bathrooms Living Space: Duplex-style home offering flexible......

15 Copley St
	15 Copley St Boston, MA $1,800 Vacation Rentals, Unknown I have one room available in a beautiful Victorian home, in the Jamaica Plain neighborhood of Boston. The home is a 5 minute walk to the Stonybrook T station on the orange line. Large home fully......

1085 Boylston St #A404
	1085 Boylston St #A404 Boston, MA $3,375 Vacation Rentals, Unknown Don't miss this great 1Br/1Bth apartment in a professionally managed building! Open layout, very bright and sunny! Located between Fenway and Back Bay. Luxury finishes that include stainless steel......

18 Spring Garden St
	18 Spring Garden St Boston, MA $4,500 Vacation Rentals, Unknown Beautiful spacious single-family home offering three full living levels. The main floor features two inviting living rooms, a formal dining room, a kitchen that opens to a private rear deck, and a......

12 Knowlton St
	12 Knowlton St Boston, MA $5,800 Vacation Rentals, Unknown Newly updated 4 bedroom, 2 bathroom unit with in-unit laundry, brand new appliances, modern and sleek tile in the kitchen and bathrooms, hardwood floors, and roof deck access with sweeping views of......

8 Fox Point Rd
	8 Fox Point Rd Boston, MA $4,000 Vacation Rentals, Unknown Charming Cape-style single-family home in one of Dorchesters' favorite neighborhoods (Savin Hill "over the bridge"). Located on a quiet cul-de-sac street. This three-bedroom, two-bath home features......

448 Park Dr #1
	448 Park Dr #1 Boston, MA $7,800 Vacation Rentals, Unknown Excellent 4 bedroom 2 bath apartment on Park Drive. This beautiful apartment has two new bathrooms and new kitchen with granite countertops. The apartment is a duplex unit, about 1,600sf in size......

90 Calumet St #2
	90 Calumet St #2 Boston, MA $6,900 Vacation Rentals, Unknown Perfect 4 bedroom available Sept 1 Apply now before it's scooped up! 3 minutes from the Green line and 10 minutes from the Orange Line!! Close to Northeastern! Private porch Central Heat and Air......

1170 Boylston St #24
	1170 Boylston St #24 Boston, MA $2,495 Vacation Rentals, Unknown Great 1 bedroom in Fenway. 8 min walk to the Green Line Fenway Gardens(Back Bay Fens) across the street. High ceilings Great view of the Prudential building Laundry in building Super on Site Grad......

41 Bay State Rd #5
	41 Bay State Rd #5 Boston, MA $3,550 Vacation Rentals, Unknown Beautiful 2 bedroom apartment in Kenmore Square. Heat and How Water included. This is a front facing unit with a view of the street....

203 Calumet St
	203 Calumet St Boston, MA $8,400 Vacation Rentals, Unknown Great "townhouse" style 6 Bedroom for rent AVAILABLE 09/01/26 Great 6 bed with lots of space. 2 floors! Dishwasher Washer and Dryer in unit 10 Min walk to Green Line 1st, Last, Security and......

35 Calumet St #2
	35 Calumet St #2 Boston, MA $6,250 Vacation Rentals, Unknown Located in one of Mission Hill's most popular student areas, this 4-bedroom, 1.5-bath apartment offers an excellent layout and unbeatable convenience for students and young professionals. Just......