Charming 4r Boston Home W/parking, 5 Min To Casino
4 10
apartment , Everett
This four-bedroom property is conveniently located in Everett, just a short drive or public transport ride from downtown Boston, Fenway Park, and Logan Airport. The apartment has received excellent ratings for its cleanliness, location, and overall user experience. The spacious home features a dedicated office space, a comfortable living area, and a private master suite with its own bathroom. Guests can enjoy the convenience of a fully equipped kitchen, air conditioning, internet access, and a choice of outdoor spaces, including a covered front deck and a relaxing patio in the backyard.
9.0 8 reviews
Winthrop, MA
14/08 – 21/08
345 €/nighttotal: 2415 € (7 )
Spacious 4 Bdroom Apt In East Boston
4 10
apartment , Boston
This four-bedroom flat in Boston offers a spacious retreat within a family-oriented district, providing convenient access to key Boston landmarks, including the Freedom Trail, approximately 2 kilometres away, and the Museum of Fine Arts, situated 3 kilometres from the property. This professionally managed accommodation, registered as STR-546284, accommodates up to 10 guests with air conditioning, a kitchen equipped with a fridge, off-street parking, and a garden, making it suitable for larger families or groups seeking ample living space and comfort.
10 12 reviews
Winthrop, MA
14/08 – 21/08
949 €/nighttotal: 6643 € (7 )
5 Bedroom Historic Home Minutes To Boston With Yard
5 10
apartment , Medford
This five-bedroom Medford property, approximately 6.4 kilometres from Boston, offers easy access to Assembly Row and Station Landing, and is a three-minute walk from a local park and playground. The 186-square-metre house features a newly renovated sunroom, a private garden with patio and gas grill, ample parking, and sleeps up to twelve guests, with all modern conveniences including a fully equipped kitchen and five queen-sized bedrooms.
9.9 110 reviews
Winthrop, MA
14/08 – 21/08
992 €/nighttotal: 6944 € (7 )
Heart Of Southie - Hot Tub + Walk To Top Bars
1 10
apartment , Boston
This four-bedroom house in South Boston is just a short walk from the beach and within easy reach of bars and restaurants, making it ideal for exploring the city. The property has received excellent ratings for location, cleanliness and overall user experience. The house is spread over three floors and can comfortably accommodate up to 13 guests. With a fully equipped kitchen, a hot tub, a garden, and secure parking, this house offers everything you need for a relaxing and enjoyable stay.
10 54 reviews
Winthrop, MA
18/10 – 24/10
279 €/nighttotal: 1674 € (6 )
Casa De Los Clarey Boston Airport Beaches Off Street Parking Available
3 1
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.
9.7 472 reviews
Winthrop, MA
18/10 – 30/10
300 €/nighttotal: 3600 € (12 )
Boston Rooftop Retreat-logan Airport & Train
1 5
apartment , Boston
This two-bedroom apartment is conveniently located near Logan Airport, a short walk from the Blue Line airport station and a 10-minute train journey to downtown Boston. The apartment has received excellent ratings for location, cleanliness, and overall user experience. This comfortable home sleeps up to eight guests and features a fully equipped kitchen, a private roof terrace with stunning views, and multiple sleeping arrangements including a king bed and bunk beds. The apartment also offers amenities such as free parking on weekends, cable TV, Wi-Fi, and a range of toiletries.
10 2 reviews
Winthrop, MA
18/10 – 24/10
355 €/nighttotal: 2130 € (6 )
Cozy & Modern Entire Home
2 1
apartment , Winthrop Town
This Winthrop Town flat offers convenient access to Boston's attractions, situated an 11-minute drive from TD Garden and the New England Aquarium, with other cultural sites such as the Science Museum and Boston Museum of Fine Arts, as well as shopping destinations like Faneuil Hall Marketplace and Harvard Square, all within easy reach. This 202-square-metre residence accommodates up to four guests, featuring two bedrooms, one bathroom, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher, alongside complimentary Wi-Fi, air conditioning, and on-site parking.
9.9 47 reviews
Winthrop, MA
18/10 – 24/10
257 €/nighttotal: 1542 € (6 )
1 Bdrm Retreat | King Bed, Pool, Gym, Parking+ Bus
1 1
apartment , Chelsea
This Chelsea flat is conveniently located near Boston, offering easy access to Logan Airport (under 8km away) and Encore Boston Harbor casino. Sleeping up to nine guests, this one-bedroom apartment boasts a king-size and queen-size bed, bunk beds, a sofa bed, a full kitchen, and access to an on-site swimming pool, fitness centre, and parking.
9.8 86 reviews
Winthrop, MA
18/10 – 24/10
325 €/nighttotal: 1950 € (6 )
Cozy & Modern Entire Residential Home ❤️
2 1
apartment , Winthrop Town
This apartment is situated just 5 kilometres from Winthrop Beach, offering a peaceful retreat within easy reach of Boston (32 kilometres), Logan Airport (24 kilometres), and Encore Casino (24 kilometres). The property has received excellent ratings for location, cleanliness, and overall user experience. The two-bedroom apartment comfortably accommodates four guests and features a fully equipped kitchen, a spacious deck, and a garden. Guests can enjoy a range of amenities, including air conditioning, parking, and internet access, making it ideal for a relaxing and convenient stay.
9.8 58 reviews
Winthrop, MA
29/06 – 05/07
247 €/nighttotal: 1482 € (6 )
2026 World Cup Peaceful Top-floor Condo Near Beach
1 4
apartment , Revere
This Revere apartment, situated on the top floor with Point of Pines beach access, is a short 24km drive or bus journey from Boston Logan International Airport and offers convenient access to the Essex Coastal New England Byway. The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, washer/dryer, double parking, fast WiFi, Roku Smart TV, and smart locks; enjoy oceanfront views and proximity to Revere's restaurants and shops.
8.7 406 reviews
Winthrop, MA
18/10 – 24/10
335 €/nighttotal: 2010 € (6 )
Charming Studio In Boston Brownstone, #6
1 1
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.
9.9 65 reviews
Winthrop, MA
18/10 – 24/10
284 €/nighttotal: 1704 € (6 )
Cozy Modern 2br | Beach/train Access + Boston
2 1
apartment , Revere
This Revere apartment, a short walk (under 0.6km) from Revere Beach, offers easy access to Boston city centre by train (approx. 15 minutes) and Logan International Airport by taxi or train (approx. 10-15 minutes). The two-bedroom flat sleeps four, features a fully equipped kitchen with dishwasher, a recently renovated bathroom, complimentary refreshments, and parking; guests can enjoy proximity to Revere Beach and the convenience of self-catering.
Best family friendly Winthrop, MA Holiday Apartments and Self Catering Accommodations
Among the 172 accommodations in Winthrop, MA, here are the 4 best family friendly holiday apartments
9.2 10 reviews
Winthrop, MA
14/08 – 21/08
1009 €/nighttotal: 7063 € (7 )
30-1 - 4br Boston - Cozy Apt Near Geneva Cliffs
4 10
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.
Winthrop, MA
14/08 – 21/08
669 €/nighttotal: 4683 € (7 )
Chic 3br1.5ba City Stay - Near T + Parking
3 10
apartment , Boston
This 3-bedroom flat in Boston's Dorchester district is a convenient 7-10 minute walk from the Savin Hill T station, providing easy access to the city's attractions. This family-friendly accommodation offers off-street parking, air conditioning, a kitchen with essential appliances, and a terrace, comfortably sleeping up to 11 guests with its adaptable futon sofas.
Winthrop, MA
14/08 – 21/08
924 €/nighttotal: 6468 € (7 )
Sage Apartments Boston Logan Airport Chelsea
2 10
apartment , Chelsea
Sage Apartments Boston Logan Airport Chelsea is located in the Chelsea district, just 1.9 kilometres from Logan Airport and 5.8 kilometres from the Freedom Trail. The apartment has received excellent ratings for its location, cleanliness, and overall experience. Each apartment has a fully equipped kitchen with a dishwasher and oven, allowing guests to prepare their own meals. Guests can also enjoy free parking, Wi-Fi, a fitness room, and a private bathroom with amenities.
10 4 reviews
Winthrop, MA
18/10 – 24/10
572 €/nighttotal: 3432 € (6 )
Lux 2br In Assembly Square | Pool & Fitness Center
6 1
apartment , Somerville
This six-bedroom flat is centrally located in Somerville, a short walk of 500 meters from Assembly Row shopping and LEGOLAND Discovery Centre, with convenient five-minute access to the Assembly subway station for exploring Boston. This 98 square meter residence accommodates up to five guests and features a communal swimming pool, garden, barbecue area, pool table, air conditioning, a well-equipped kitchen with a dishwasher, and in-unit laundry facilities.
Best Holiday Apartments and Self Catering Accommodations in Winthrop, MA with a pool
Among the 172 accommodations in Winthrop, MA, here are the 4 best apartments with a pool
Winthrop, MA
29/06 – 05/07
1313 €/nighttotal: 7878 € (6 )
Boston 2 Bedroom Suite
2 4
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.
Winthrop, MA
29/06 – 05/07
300 €/nighttotal: 1800 € (6 )
Sterling 1br At Everett | Pool & Gym
5 4
apartment , Everett
This Everett flat is centrally located, offering a 3-kilometre drive to Encore Boston Harbor and a 5-kilometre drive to the shops and restaurants at Assembly Row. This 46 square metre dwelling accommodates up to four guests and features a communal swimming pool, garden, billiards, and a fully equipped kitchen with a washer and dryer.
Winthrop, MA
29/06 – 05/07
1064 €/nighttotal: 6384 € (6 )
South End Escape Your Family's Dream Getaway
1 4
apartment , Boston
This South End flat is a 16-minute walk from Boston South Station and 1.1 kilometres from Back Bay, placing you close to attractions such as the Freedom Trail and Boston Common. This 111 square metre residence offers three bedrooms, two bathrooms, a fireplace, and a water park, with on-site amenities including a fitness centre and swimming pool, and allows pets.
10 2 reviews
Winthrop, MA
29/06 – 05/07
2003 €/nighttotal: 12018 € (6 )
Luxury Apartments By Hyatus At Boston Everett
2 4
apartment , Everett
This Everett flat offers proximity to key destinations, situated within 4.8 kilometres of Encore Boston Harbor and Assembly Row, with Chelsea Station a 14-minute walk away. This serviced apartment provides a swimming pool, fitness centre, and rooftop terrace, alongside in-unit laundry and complimentary public area Wi-Fi, with free on-site parking and gas grills for guest convenience.
Frequently asked questions about apartment rentals in Winthrop, MA
What are the top cultural and historical sites in Winthrop, MA?
Winthrop is steeped in history! The Winthrop Historical Society Museum showcases local artifacts and exhibits, while the Winthrop Town Hall, built in 1892, is a beautiful example of Victorian architecture. For a glimpse into the town's maritime past, visit the Winthrop Yacht Club or the Winthrop Boating Club.
Where can you find the best local markets and street food in Winthrop, MA?
Winthrop doesn't have many street food vendors, but you can find fresh produce and local goods at the Winthrop Farmers Market, held every Saturday during the summer months. For a taste of local cuisine, head to the Winthrop Seafood Festival, which takes place in August and features a variety of seafood dishes.
What are the best apartments with a pool in Winthrop, MA?
How is the public transportation system in Winthrop, MA?
Winthrop is a small town, so getting around is easy, especially if you're staying in the town centre. You can walk or bike to most places, or use the local bus service, which connects to Boston and surrounding areas. The MBTA's Blue Line subway runs to the nearby town of Revere, which is a short drive or bus ride from Winthrop.
What are the best apartments with a jacuzzi in Winthrop, MA?
Which seasonal events or festivals should apartment renters look forward to in Winthrop, MA?
Winthrop is a lively town with lots of events throughout the year. The Winthrop Beach Sandcastle Competition in July is a fun event for all ages. In August, the Winthrop Seafood Festival is a popular event that features live music, food stalls, and a parade. The Winthrop Christmas Parade in December is a festive event that brings the community together.
What are the best apartments for families and kids in Winthrop, MA?
What amenities are typically included in apartments in Winthrop, MA?
Apartments in Winthrop usually include basic amenities like a stove, refrigerator, and central heating. Some apartments might also have laundry facilities, parking, and a balcony or patio. You can find a variety of apartment types, from studio apartments to larger family homes.
What are the best pet friendly apartments in Winthrop, MA?
What leisure activities are available for relaxation in Winthrop, MA?
Winthrop offers a variety of leisure activities for relaxation. You can stroll along the Winthrop Beach Boardwalk, enjoy a picnic at the Winthrop Town Common, or take a walk through the Winthrop Woods. For a more active experience, try kayaking or paddleboarding in the Winthrop Harbor.
What are the best apartments with parking in Winthrop, MA?
Best Winthrop, MA holiday apartments with air conditioning
9.8 146 reviews
Winthrop, MA
18/10 – 30/10
305 €/nighttotal: 3660 € (12 )
Massive Luxury 4 Br Near Boston Cambridge Salem
1 5
apartment , Malden
This spacious Malden apartment, a 4-bedroom property perfect for families or groups, is situated approximately 2.5km from Malden Centre and offers easy access to Boston (a 16-minute drive) via public transport or car, with Assembly Row and Encore Boston Harbor casino also nearby. The 4-bedroom, 1-bathroom dwelling boasts a fully equipped kitchen, including a dishwasher, private laundry facilities, keyless entry, and on-site parking, accommodating up to 8 guests and featuring a 65” Smart TV and high-quality memory foam mattresses.
8.5 12 reviews
Winthrop, MA
14/08 – 21/08
577 €/nighttotal: 4039 € (7 )
30-3 - 3br Boston - Cozy Apt Near Franklin Park Zoo
3 10
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.
9.9 147 reviews
Winthrop, MA
18/10 – 24/10
420 €/nighttotal: 2520 € (6 )
Steps From Short Beach - Nahant - 3 Bedroom
3 1
apartment , Nahant
This apartment is located in Nahant, just a short walk from Short Beach and Doggy Beach, offering views of Boston's skyline and a peaceful, coastal escape. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The apartment is a spacious three-bedroom property with one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen, air conditioning, a garden, and parking, making it a perfect choice for families or groups looking for a relaxing and comfortable stay.
9.9 17 reviews
Winthrop, MA
14/08 – 21/08
852 €/nighttotal: 5964 € (7 )
Boston Group 6br Sleeps 15 Near Downtown Parking
1 10
apartment , Boston
This spacious Boston apartment, near major universities and 6.3 km from Fenway Park, offers easy access to beaches (3.2 km away) and the city centre. The self-catering property comprises two fully equipped units, sleeping up to 15 guests, with six bedrooms, two bathrooms, a garden, parking, high-speed Wi-Fi, and central air conditioning.
Best pet-friendly Winthrop, MA holiday apartments
Among the 172 accommodations in Winthrop, MA, here are the 4 best pet friendly holiday apartments
9.0 2 reviews
Winthrop, MA
18/10 – 24/10
344 €/nighttotal: 2064 € (6 )
Airy 1br Walkable To Everywhere In Boston
1 1
apartment , Boston
This Boston apartment, located less than 1.6km from Boston Common and within walking distance of the Freedom Trail, King's Chapel Burying Ground, and South Station, offers easy access to the city's historical attractions and transport links. The 50 square metre flat comprises one bedroom, one bathroom, and can accommodate three guests; amenities include a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, and free toiletries.
10 3 reviews
Winthrop, MA
14/08 – 21/08
586 €/nighttotal: 4102 € (7 )
Family-friendly 3br Easy Blue Line Access Near Boston
3 10
apartment , Boston
This East Boston flat offers convenient access to Revere Beach, approximately 8 kilometres away, and Boston Common, just under 5 kilometres distant, placing you within easy reach of the New England Aquarium and Museum of Science. This three-bedroom flat accommodates up to ten guests and includes amenities such as air conditioning, Wi-Fi, and a hairdryer, with nearby transport links providing access to TD Garden and Fenway Park for sporting events and concerts.
10 6 reviews
Winthrop, MA
29/06 – 05/07
463 €/nighttotal: 2778 € (6 )
Curated Designer Retreat Pool Gym Dining
6 4
apartment , Everett
This Everett flat is centrally located, offering convenient access to Encore Boston Harbor (approximately 640 metres) and LEGOLAND Discovery Center (approximately 960 metres). This 92 square metre residence accommodates up to 5 guests with 6 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, garden, spa, and covered parking, with an 11:00 check-out time.
9.5 134 reviews
Winthrop, MA
29/06 – 05/07
248 €/nighttotal: 1488 € (6 )
(42l5) Celtics Bruins Td Garden Outside Your Door!
1 4
apartment , Boston
This West End flat is ideally located near Boston's North Station and TD Garden, offering easy access to public transport and major sporting events. The one-bedroom apartment sleeps four, features a fully equipped kitchen, and includes Celtics and Bruins themed décor; on-site parking is available via SpotHero (reservations required).