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.

91 Bolton St
	91 Bolton St Boston, MA $5,600 Vacation Rentals, Unknown  NEW! Large 3 bedroom home with two baths chefs kitchen, laundry, 2 living room areas, deck and private yard. This newly renovated beauty is a cant miss...

159 Lexington St
	159 Lexington St Boston, MA $4,200 Vacation Rentals, Unknown Sprawling 3 bedroom 2 bathroom in vibrant Eagle Hill neighborhood in East Boston! Fully renovated. A commuter's dream with a short walk to Logan Airport, T-stations (Maverick, Airport), MBTA Buses,......

1111 Boylston St #26C
	1111 Boylston St #26C Boston, MA $1,325 Vacation Rentals, Unknown Room for rent - Shared apartment Available Now - ONLY SUMMER Fantastic room located near Berklee within walking distance to Fenway, Hynes T Stop, and all Boston has to offer! This room offers......

1196 Boylston St #44
	1196 Boylston St #44 Boston, MA $2,245 Vacation Rentals, Unknown Studio located in the Fenway section of Boston available 9/1! *NO FEE* Heat & Hot Water included Laundry in Building Close to trains and bus stops with easy access to universities, stores,......

15 Blackinton St
	15 Blackinton St Boston, MA $4,500 Vacation Rentals, Unknown FOR RENT AUG/SEPT: Rare opportunity to lease a pristine 1233SF single-family home that blends suburban perks with city convenience! Enjoy a fenced yard, garage, and generous living space just 2......

194 London St
	194 London St Boston, MA $5,000 Vacation Rentals, Unknown Single family home in East Boston available for rent September 1st. Fantastic location to quickly get downtown or Logan airport. 4 bedrooms plus a study. In unit washer and dryer and central air......

66 Brooks St #3
	66 Brooks St #3 Boston, MA $3,100 Vacation Rentals, Unknown Sunny third-floor apartment in excellent condition featuring 3 bedrooms, a large living and dining room, modern eat-in kitchen with dishwasher, updated bath, beautiful hardwood floors, and plenty......

16 Sewall St #3-02120
	16 Sewall St #3-02120 Boston, MA $6,600 Vacation Rentals, Unknown Spacious 4 BED 2 BATH located in the Mission Hill section of Boston! Close to Northeastern/Universities Beautifully remodeled A/C Central Ceramic Tiles Dishwasher Disposal Granite Counter Tops......

141 Park Dr #2
	141 Park Dr #2 Boston, MA $2,625 Vacation Rentals, Unknown 1 Bed 1 Bath located in the Fenway section of Boston Available 9/1 NO FEE!! Side unit facing courtyard Heat & Hot Water included Laundry in building...

Newport St
	Newport St Boston, MA $1,050 Vacation Rentals, Unknown All utilities included. Available 9/1. No broker fee or application fee! If you are interested, please email with your self introduction, move in date, and phone number. Thanks! Room: * Room: quiet......

58 Marion St
	58 Marion St Boston, MA $3,600 Vacation Rentals, Unknown Available September 1st! Rarely available entire single family home for rent in East Boston's historic Eagle Hill neighborhood. This nearly 1,500 square foot 3 bed/2.5 bath home features 3 living......

244 Everett St
	244 Everett St Boston, MA $3,700 Vacation Rentals, Unknown AVAILABLE 9/1/25! 3BED+1.5BATH attached single family rental in sought-after Jeffries Point! A short stroll to Harborwalk Park, Porzio Park, Piers Park, & The Tall Ship! 1st floor features an......

54 Rogers St
	54 Rogers St Boston, MA $5,200 Vacation Rentals, Unknown Ready for an 9/1 move-in, this brand-new townhouse from 2024 offers exceptional features. Boasting 3 spacious bedrooms alongside 3 high-quality bathrooms. The kitchen is equipped with stainless......

24 Jenkins St
	24 Jenkins St Boston, MA $4,500 Vacation Rentals, Unknown Available 9/1. Rare opportunity to live in a renovated single-family home in the heart of South Boston! This 3 bedroom, 1.5 bathroom home offers generous living space, including a bonus 3rd floor......

35 E Concord St #4
	35 E Concord St #4 Boston, MA $5,800 Vacation Rentals, Unknown Located just off Washington St, this South End gem is surrounded by Blackstone Square, Flour, Toro, and Stella. With hardwood floors, exposed brick walls, and central air conditioning, this unit......

18 O St #3B
	18 O St #3B Boston, MA $3,895 Vacation Rentals, Unknown Available between now and September 1! Nicely renovated 3 bed unit located in a prime location in South Boston! This unit is pet friendly and has in-unit laundry!...

32 Clarendon St
	32 Clarendon St Boston, MA $105 Vacation Rentals, Unknown Single Family home positioned in an A+ location in South End' Ellis Neighborhood offers 3 bedrooms, additional space for an office and ample storage, 3 outdoor spaces including 2 decks and a......

Newport St
	Newport St Boston, MA $1,050 Vacation Rentals, Unknown All utilities included. Available 9/1. No broker fee or application fee! If you are interested, please email with your self introduction, move in date, and phone number. Thanks! Room: * Room: quiet......

1211 Boylston St #1
	1211 Boylston St #1 Boston, MA $3,400 Vacation Rentals, Unknown Sunny 2 BED 1 BATH located in the Fenway section of Boston! AVAILABLE NOW! 50% of fee paid! Heat & Hot Water Included Hardwood Floors Laundry in Building...

2 Ellery St
	2 Ellery St Boston, MA $2,900 Vacation Rentals, Unknown No brokers fee! Great two bedroom two bath single family house with updated kitchen, living and dining room, good size bedrooms and an office 9/1 move in Pets welcome!...

285 Roxbury St
	285 Roxbury St Boston, MA $4,400 Vacation Rentals, Unknown Spacious 4-bed, 2-bath single-family home available now in Roxbury. In-unit laundry, free street parking, and two bonus rooms ideal for storage or office use. Conveniently located near an MBTA......

62 Queensberry St
	62 Queensberry St Boston, MA $2,600 Vacation Rentals, Unknown -Fenway/Kenmore Neighborhood -Recently renovated kitchen/updates to bathroom -Laundry on first floor -Professionally managed building -Access to all Green Line Ts -Walking distance to restaurants,......

23 Saint Stephen St #4
	23 Saint Stephen St #4 Boston, MA $3,800 Vacation Rentals, Unknown 2-bedroom, 1-bathroom apartment in Boston combines modern living, convenience, and an unbeatable location, making it a perfect choice for those seeking a sophisticated urban lifestyle. Don't miss......

71 Fulkerson St #105
	71 Fulkerson St #105 Boston, MA $3,900 Vacation Rentals, Unknown This is a fantastic 2BR/1.5BA apartment located at 71 Fulkerson Street. Walking distance to MIT, Biotechs, Broad Institute, Sloan School, Harvard Square, and Kendall Square. Close to Red Line......

194 Orient Ave
	194 Orient Ave Boston, MA $2,200 Vacation Rentals, Unknown PERFECT LOCATION FOR AIRPORT WORKERS Fully furnished (1 year old) Garden level in-law, in a quiet single family home, on lovely tree-lined street. Includes ALL utilities, plus WiFi, private......

88 Saint Stephen St
	88 Saint Stephen St Boston, MA $3,500 Vacation Rentals, Unknown Available 9/1/2025! Check out this PRIME location 2 bedroom / 1 bathroom condominium at 86 St. Stephen Street. Includes 1 parking space (half of a tandem parking space) behind the building. This......

17 Atlantic St
	17 Atlantic St Boston, MA $6,200 Vacation Rentals, Unknown AVAILABLE 9/1 or EARLIER! Stunning Victorian single family perched upon a quiet Thomas Park side street. As you enter you're greeted w/ an open concept living/kitchen space, complete w/ custom......

10 E Concord St
	10 E Concord St Boston, MA $7,500 Vacation Rentals, Unknown This 4bed/ 4.5 bath Single Family! The first floor has a large living room and dining area. Stainless steel kitchen appliances and hardwood floors throughout. Garden level features a live in au......

24 Joy St #4
	24 Joy St #4 Boston, MA $2,550 Vacation Rentals, Unknown Quaint Studio in the historical Beacon Hill section of Boston! Available 9/1 Amazing Location Hardwood Floors Heat & Hot Water Included Pet Friendly...

1175 Boylston St #31
	1175 Boylston St #31 Boston, MA $3,250 Vacation Rentals, Unknown 1 BED with small office/living room (or can be a small second bedroom). *NO FEE* Heat & Hot Water included Laundry in Building Close to trains and bus stops, universities, restaurants, stores, live......

995 Dorchester Ave #2
	995 Dorchester Ave #2 Boston, MA $3,300 Vacation Rentals, Unknown Renovated 3 Bed 2 Bath located near the UMASS train stop in Dorchester! Stainless Steel Appliances Central Air Balcony Bicycle Storage Fenced Yard Modern Bath Disposal Dishwasher Hardwood Floors......

48 Gold St #101
	48 Gold St #101 Boston, MA $4,500 Vacation Rentals, Unknown 2 Bedroom/2 Bath city-side condo one block from the Broadway T Station. Features include Viking appliance package with under cabinet wine cellar, granite counter-tops, open floor plan, master bath......

167 Sydney St
	167 Sydney St Boston, MA $1,300 Vacation Rentals, Unknown Room 3 is one of 5 other rooms in newly renovated home of 3 floors. 5 minute walk from JFK/Umass station and UMB. Room 3 includes private access to a porch overlooking the highway. Room 3 has lots......

299 Sumner St #1
	299 Sumner St #1 Boston, MA $4,500 Vacation Rentals, Unknown Enjoy a stylish local experience staying in our brand new 2BR/2BA condo, conveniently located in East Boston's Jefferies Point. The condo is just a 3 min walk to Maverick Train station (blue line),......

48 Hereford St #3D
	48 Hereford St #3D Boston, MA $2,600 Vacation Rentals, Unknown Available 9/1/2025. Large Studio / 1 Bathroom Apartment for rent located on the corner of Hereford and Newbury Streets. Unit features modern kitchen and bathroom, granite counters, hardwood floors.......

127 Saint Botolph St
	127 Saint Botolph St Boston, MA $1,725 Vacation Rentals, Unknown Roommate Needed Classic Boston architecture, Traditional Boston elegance, Blend of old & new Boston styles, Spectacular full floor , Striking details throughout , High ceilings , Exposed brick,......

1 Parker Hill Ter #1A
	1 Parker Hill Ter #1A Boston, MA $9,900 Vacation Rentals, Unknown -- Spacious 6 Bed Ideal Spot for Students + Young Professionals -- High Ceilings + Large Windows Let in Plenty of Natural Light -- Modern Kitchen Equipped with Updated Appliances + Dishwasher +......

521 Massachusetts Ave #3D
	521 Massachusetts Ave #3D Boston, MA $5,100 Vacation Rentals, Unknown Available anytime between now and 9/1! Nicely renovated 3 bed unit located about a 5 minute walk to Northeastern! With this unit the landlord pays for the heat and water. Cats are ok, sorry, no......

557 E 7th St
	557 E 7th St Boston, MA $5,900 Vacation Rentals, Unknown Welcome home to this spacious and beautifully maintained 3-bedroom, 2.5-bath single-family home offering two full floors of living space. Enjoy generously sized bedrooms, gleaming hardwood floors......

Playstead Rd
	Playstead Rd Boston, MA $5,500 Vacation Rentals, Unknown This historic residence is located a short walk to the Savin Hill public train line stop and is a stone throw to the beach, ocean and yacht club. The home features a beautiful open floor plan......