Find short term rentals in Winthrop, MA at the best prices
166 available short term rental offers
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Best Short term and Weekly rentals in Winthrop, MA
10 54 reviews
Winthrop, MA
22/09 – 23/09
$636/nightfor 1 night
Casa De Los Clarey Boston Airport Beaches Off Street Parking Available
3 2
apartment , Winthrop Town
This apartment is located in Winthrop, just a short 6-mile drive from Boston's downtown attractions such as Suffolk University, Faneuil Hall Marketplace, and TD Garden. It's situated in a peaceful neighbourhood, offering a relaxing retreat from the bustling city. The apartment has received excellent user ratings, suggesting a comfortable and enjoyable stay. This two-bedroom property is spacious, covering 111 square metres and comfortably accommodating up to 6 guests. The apartment offers a range of amenities including a fully equipped kitchen, a terrace or balcony, a garden, parking, and free Wi-Fi.
9.4 1120 reviews
Winthrop, MA
22/09 – 23/09
$657/nightfor 1 night
The College Club Of Boston
1 2
B&B , Boston
The College Club of Boston, a three-star hotel, is ideally located in the Back Bay district, a short walk from Boston Public Garden and Boston Common, and approximately 2.1km from Symphony Hall. This 800 sq ft establishment offers 12 guest rooms, complimentary continental breakfast, free Wi-Fi, on-site meeting space, and a quiet library; pets are welcome.
9.8 68 reviews
Winthrop, MA
22/09 – 23/09
$298/nightfor 1 night
Spacious & Modern Bd - Near Subway & Logan Airport
1 2
apartment , Boston
This East Boston flat provides excellent access to Boston Logan International Airport, just 5 minutes away, and is two underground stops from Downtown Boston, the North End, and the Seaport District. This private, secure one-bedroom flat accommodates two guests and features air conditioning, high-speed Wi-Fi, a shared kitchen with a freezer, and two bathrooms, with free street parking available nearby.
10 14 reviews
Winthrop, MA
22/09 – 23/09
$247/nightfor 1 night
Third Floor Room - Free Parking
1 2
apartment , Boston
This East Boston flat offers convenient access to Logan Airport, just two stops away on the Blue Line T, and is less than a 2-kilometre drive to downtown Boston. This one-bedroom flat for two guests includes a microwave, dishwasher, air conditioning, and parking, with living, kitchen, and dining areas, and is a 2-minute walk to Constitution Park and a 5-kilometre drive to Revere Beach.
9.7 194 reviews
Winthrop, MA
22/09 – 23/09
$235/nightfor 1 night
Beautiful Place With Old Character
1 2
apartment , Chelsea
This Chelsea guest house enjoys a peaceful Admirals Hill location, approximately 16km from Boston Logan International Airport and offering easy access to major routes. The top-floor room, sleeping two, includes a mini-fridge, coffee maker, and tea kettle, plus free on-site parking.
9.7 23 reviews
Winthrop, MA
22/09 – 23/09
$247/nightfor 1 night
Free Parking 2
1 2
apartment , Boston
This East Boston flat offers excellent connectivity, being just two stops on the Blue Line T from Logan International Airport and a 10-minute drive or five T stops from downtown Boston, with Constitution Park a 2-minute walk away and Revere Beach a 5-minute drive. This one-bedroom flat, accommodating up to three guests, features a shared kitchen and living room and is situated on the second floor, with the Orient Heights T station a convenient 3-minute walk away.
9.2 309 reviews
Winthrop, MA
22/09 – 23/09
$522/nightfor 1 night
Stylish Downtown Studio In The Southend, C.ave# 2
1 2
studio , Boston
This studio apartment is situated in the South End, a lively neighbourhood just a short walk from Back Bay and close to the Hynes Convention Center. It has received excellent ratings for its cleanliness, location, and overall experience. The self-catering apartment, which has a floor area of 23 square meters, sleeps up to two guests and offers a separate bedroom for privacy. Guests can enjoy free Wi-Fi, a flat-screen TV, a fully equipped kitchenette, and city views.
9.8 240 reviews
Winthrop, MA
22/09 – 23/09
$558/nightfor 1 night
Walk To Fenway Park With Free Breakfast & Pool
1 2
B&B , Boston
This Boston guesthouse, The Verb Hotel, is located in Kenmore Square, a short walk from Fenway Park and the House of Blues. Offering one bedroom sleeping up to four guests, it features a retro-rock theme, a heated outdoor pool, on-site Japanese tavern (Hojoko), complimentary breakfast, and valet parking (fees apply); dog-friendly rooms are also available.
8.1 12 reviews
Winthrop, MA
22/09 – 23/09
$280/nightfor 1 night
Ocean Spray Inn
1 2
B&B , Winthrop Town
Ocean Spray Inn, a bed and breakfast in Winthrop Town, offers direct access to Winthrop Beach and is conveniently located 2 kilometres from Logan Airport, with Boston's Old State House and TD Garden approximately 10.3 kilometres and 10 kilometres away respectively. This accommodation provides one bedroom, one bathroom, and can host up to seven guests, featuring air conditioning, a terrace, and parking, with bed linen and towels supplied for your convenience.
9.9 108 reviews
Winthrop, MA
22/09 – 23/09
$439/nightfor 1 night
Guest Suite On The Hill
1 2
apartment , Boston
This Boston apartment, a recently renovated two-room suite in a Victorian house in Jones Hill, Dorchester, is conveniently located near Savin Hill station. The self-contained flat offers a luxurious bathroom with steam room, a well-equipped sitting room with wet bar, a queen-size bedroom, private patio, and free on-street parking; it sleeps two guests and boasts unique antique furnishings.
9.7 93 reviews
Winthrop, MA
22/09 – 23/09
$165/nightfor 1 night
Chelsea Downtown - Room 2
1 2
apartment , Chelsea
This Chelsea guesthouse is centrally located, minutes from Boston and Logan International Airport, offering easy access to public transport. The self-contained unit features one bedroom, one bathroom, sleeping up to two guests, and includes a kitchen, air conditioning, parking, and internet access.
9.9 1248 reviews
Winthrop, MA
22/09 – 23/09
$250/nightfor 1 night
Large Private Room In Savin Hill
1 2
apartment , Boston
This charming bed and breakfast is situated in a peaceful residential neighbourhood in Boston, just a short distance from the T (subway) and a few stops from the city centre. It has consistently received excellent ratings for its cleanliness, location and overall experience. The house is a traditional family home, providing a warm and welcoming atmosphere. Guests can enjoy a continental breakfast in the morning, relax in the large garden or explore the nearby beaches.
Best family friendly Winthrop, MA Short term rentals
Among the 166 accommodations in Winthrop, MA, here are the 4 best family friendly rentals
Winthrop, MA
22/09 – 23/09
$1979/nightfor 1 night
Family Fun In Boston: Rooftop Pool & City Views
1 2
apartment , Boston
This South End, Boston penthouse flat is conveniently located near the Museum of Fine Arts and Boston Harbour. The 70 square metre (753 square feet) property, sleeping three, boasts a bedroom, bathroom, kitchen with fridge, microwave, and dishwasher, plus Wi-Fi, air conditioning, parking, and a swimming pool; nearby attractions include the TD Garden and Encore Boston Harbor.
8.2 27 reviews
Winthrop, MA
22/09 – 23/09
$1115/nightfor 1 night
233-3 - 4br Boston - Comfortable Family Stay Near Park Zoo
4 2
apartment , Boston
This family-friendly Boston apartment, located approximately 4.8-6.4km from attractions including the John F. Kennedy Presidential Library and Museum, the Museum of Fine Arts, Boston South Station, and Back Bay, offers convenient access to the city's key sights. The 158 square metre property comprises four bedrooms, two bathrooms, and accommodates up to 23 guests, boasting amenities such as a fully equipped kitchen, private parking, a terrace, and a garden; concierge services are also available.
Winthrop, MA
22/09 – 23/09
$2733/nightfor 1 night
Boston 2 Bedroom Suite
2 2
apartment , Boston
This accessible two-bedroom, two-bathroom flat is situated in Boston's South End, offering immediate access to major attractions, markets, and parks within walking distance. This 111 square metre residence accommodates up to eight guests and features a versatile living room with a sofa bed, a well-equipped kitchen, a primary suite with a large tub, and a second bedroom with a cot, ensuring a comfortable stay with amenities such as a swimming pool, garden, and parking.
8.5 12 reviews
Winthrop, MA
22/09 – 23/09
$770/nightfor 1 night
30-3 - 3br Boston - Cozy Apt Near Franklin Park Zoo
3 2
apartment , Boston
This newly renovated three-bedroom apartment in Boston is conveniently located a short distance (approximately 2.9km) from Carson Beach and within 4.5km of the John F. Kennedy Presidential Library and Museum, the Museum of Fine Arts, and Boston South Station. The 111-square-metre property boasts a spacious layout, accommodating up to 15 guests, with a fully equipped kitchen, private balcony, terrace, free Wi-Fi, free private parking, and concierge services.
Best Winthrop, MA lodging with a balcony
9.0 736 reviews
Winthrop, MA
22/09 – 23/09
$832/nightfor 1 night
Boston Lodge And Suites
2 2
B&B , Boston
Boston Lodge and Suites is located in a quiet suburban area, just a short distance from the JFK Presidential Library & Museum and the Boston Convention Exhibitors Center. The hotel has consistently received very good user ratings, with excellent marks for location and cleanliness. The accommodation offers a range of rooms and suites, some with dining and seating areas. Guests can enjoy a variety of amenities, including a swimming pool, tennis court, and restaurant, as well as a garden and terrace.
9.2 10 reviews
Winthrop, MA
22/09 – 23/09
$906/nightfor 1 night
30-1 - 4br Boston - Cozy Apt Near Geneva Cliffs
4 2
apartment , Boston
This spacious Boston apartment, located near Carson Beach (2.9km) and convenient to the John F. Kennedy Presidential Library and Museum (4.5km) and the Museum of Fine Arts (6.1km), offers easy access to public transport via South Station (6.6km). The 130 square metre property features four bedrooms, one bathroom, sleeps eighteen guests, includes a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; making it ideal for families or large groups visiting the city.
10 9 reviews
Winthrop, MA
22/09 – 23/09
$728/nightfor 1 night
Modern & Cozy 3-bedroom Condo Near Downtown
3 2
apartment , Boston
This Roxbury, Boston apartment, less than 5km from the city centre and under 3km from Carson Beach, offers easy access to major highways, public transport, and attractions such as the John F. Kennedy Presidential Library and Museum. This three-bedroom, two-bathroom property boasts 139 square metres of living space, comfortably accommodating five guests with amenities including a fully equipped kitchen, free on-street parking, and 42" smart TVs in each room.
8.2 32 reviews
Winthrop, MA
22/09 – 23/09
$1563/nightfor 1 night
Luxury 2br Backbay Boston Common T-station Roof Top Lounge Gym
2 2
apartment , Boston
This two-bedroom apartment is situated in Boston's Back Bay district, a short 0.4 km walk from the Boston Public Garden and 0.6 km from the Hynes Convention Center. The 93 square metre flat features a private pool, a fitness centre, a bar and a terrace, accommodating up to 9 guests.
Frequently Asked Questions about short term rentals in Winthrop, MA
What are the best short term rentals in Winthrop, MA?
This Boston Proper guesthouse is located in the Eagle Hill neighbourhood of East Boston, a short 8km journey from downtown Boston via the 'T' subway. The self-contained first-floor unit offers a queen bed, a twin air mattress, and a living area, comfortably sleeping three guests and including a fully equipped kitchen with a dishwasher, fridge, and freezer, plus private parking at an extra cost.
8.5 31 reviews
Winthrop, MA
22/09 – 23/09
$246/nightfor 1 night
Homestay In Boston Pearl Street
1 2
B&B , Boston
This Boston B&B offers a prime location, placing guests within easy walking distance of historic sites such as Custom House and Old State House, as well as attractions including the Freedom Trail, Old North Church, and Boston Common. This 19 square meter guesthouse accommodates up to five guests in one bedroom and one bathroom, featuring complimentary WiFi, air conditioning, a fridge, and kettle, with private parking available at an extra charge, and is situated 5 kilometres from Logan Airport.
8.7 406 reviews
Winthrop, MA
22/09 – 23/09
$628/nightfor 1 night
Charming Studio In Boston Brownstone, #6
1 2
studio , Boston
This studio apartment is located in the Back Bay district of Boston, a short walk from both the Back Bay neighbourhood and the Hynes Convention Center, offering easy access to the city's attractions and a lively, vibrant atmosphere. The studio has received very good user ratings and excellent ratings for location and cleanliness. The studio apartment is a comfortable and well-equipped one-bedroom apartment with a floor area of 28 square metres, perfect for a couple or solo traveller. It offers modern amenities such as free Wi-Fi, a flat-screen TV, a washing machine, and a kitchenette with a microwave and toaster.
9.1 473 reviews
Winthrop, MA
22/09 – 23/09
$614/nightfor 1 night
Cozy Studio In Downtown Boston, #46
1 2
studio , Boston
This studio apartment is conveniently located in Boston's South End, a short walk from Back Bay and close to the Hynes Convention Center, making it ideal for exploring the city's attractions. The studio has received excellent user ratings for its location, cleanliness, and overall experience. The apartment offers a comfortable and compact living space, spanning 23 square metres. Guests can enjoy amenities such as a fully equipped kitchenette, free Wi-Fi, and air conditioning, ensuring a pleasant stay.
Best Winthrop, MA lodging with laundry available
8.6 50 reviews
Winthrop, MA
22/09 – 23/09
$631/nightfor 1 night
Cheap, Furnished Studio In Downtown Boston #7
1 2
studio , Boston
This studio apartment is located in Downtown Boston, just 800 metres from Back Bay and 1.5 kilometres from Boston Common, offering easy access to the city's main attractions. It has received very good ratings for cleanliness, user experience, and location. This self-catering apartment is 28 square metres in size and can comfortably accommodate two guests. The studio comes with a kitchenette equipped with a fridge and microwave, allowing guests to prepare simple meals, as well as free Wi-Fi, a private entrance, and basic amenities.
9.8 93 reviews
Winthrop, MA
22/09 – 23/09
$270/nightfor 1 night
Boston Escape – Close To Downtown & Airport
1 2
apartment , Boston
This East Boston flat offers excellent access to Boston's attractions, being just a 5-minute drive from Logan Airport and a short subway ride to Downtown, the North End, and Seaport, with Piers Park located 966 metres away. This modern apartment, ideal for two guests, features a private room with a queen-size bed, a shared fully equipped kitchen, air conditioning, Wi-Fi, and nearby free street parking.
10 2 reviews
Winthrop, MA
22/09 – 23/09
$154/nightfor 1 night
Luxury King Bedroom10min To Boston/airport
1 2
apartment , Chelsea
This Chelsea flat offers excellent access to Boston Logan International Airport and the city centre, both within a 16-kilometre radius, with numerous local amenities a short walk away. This one-bedroom flat, accommodating two guests, features a private living room, a fully equipped kitchen with fridge and freezer, air conditioning, and on-site laundry facilities.
9.7 853 reviews
Winthrop, MA
22/09 – 23/09
$535/nightfor 1 night
Second Oldest Home In Beacon Hill
1 2
B&B , Boston
This studio apartment is situated on Beacon Hill, a short walk from the Massachusetts State House and Boston Common, offering a peaceful escape in a historic neighbourhood. The property has consistently received excellent ratings for its cleanliness, location, and guest experience. The studio comfortably accommodates three guests and features a queen-size bed, a well-equipped kitchenette, and a private washer and dryer. Guests can enjoy amenities such as a TV with Roku, a work/dinner table, and personalised touches like coffee, to-go cups, and plates.