Best apartment offers in Winthrop, MA

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Winthrop, MA apartments
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172 Best apartments in Winthrop, MA

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

Casa De Los Clarey Boston Airport Beaches Off Street Parking Available - Winthrop, MA
10 55 reviews
Winthrop, MA
29/06 – 05/07
₹48026/nighttotal: ₹288156 (6 )

Casa De Los Clarey Boston Airport Beaches Off Street Parking Available

3 4
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.
The Maverick Downstairs - Lux Apartment - Close To Downtown Boston & Airport - Winthrop, MA
9.2 21 reviews
Winthrop, MA
14/08 – 21/08
₹55385/nighttotal: ₹387695 (7 )

The Maverick Downstairs - Lux Apartment - Close To Downtown Boston & Airport

4 10
apartment , Chelsea
This Chelsea apartment is just 3.2 kilometres from Boston Logan Airport and within 4.8 kilometres of attractions like the Freedom Trail, Boston North Station, and TD Garden. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for travellers seeking a comfortable and convenient stay.
The apartment has four bedrooms, one bathroom, and a floor area of 130 square metres, accommodating up to 10 guests. Guests can enjoy a fully equipped kitchen, a patio and terrace, free parking, free Wi-Fi, and laundry service.
Curated Designer Retreat  Pool  Gym  Dining - Winthrop, MA
10 6 reviews
Winthrop, MA
29/06 – 05/07
₹51137/nighttotal: ₹306822 (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.
Elegant 2br - 2ba Oasis With Pool & Gym - Winthrop, MA
10 5 reviews
Winthrop, MA
18/10 – 24/10
₹48057/nighttotal: ₹288342 (6 )

Elegant 2br - 2ba Oasis With Pool & Gym

3 1
apartment , Everett
This centrally located Everett apartment offers easy access to Encore Boston Harbor (a 4-minute drive) and Assembly Row (a 6-minute drive), and is a 14-minute walk from Chelsea station.
The 93-square-metre (1000 sq ft) property boasts six bedrooms, two bathrooms, accommodates six guests, and includes amenities such as a swimming pool, garden, and a fully equipped kitchen.

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

Boston 2 Bedroom Suite - Winthrop, MA
Winthrop, MA
29/06 – 05/07
₹144908/nighttotal: ₹869448 (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.
Family Fun In Boston: Rooftop Pool & City Views - Winthrop, MA
Winthrop, MA
18/10 – 24/10
₹97977/nighttotal: ₹587862 (6 )

Family Fun In Boston: Rooftop Pool & City Views

1 1
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.
Sterling 1br At Everett | Pool & Gym - Winthrop, MA
Winthrop, MA
18/10 – 24/10
₹41796/nighttotal: ₹250776 (6 )

Sterling 1br At Everett | Pool & Gym

5 1
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.
Seaport Apartment Fireplace Gym & Pool Access - Winthrop, MA
Winthrop, MA
26/08 – 07/09
₹124623/nighttotal: ₹1495476 (12 )

Seaport Apartment Fireplace Gym & Pool Access

1 2
apartment , Boston
This Seaport District flat is ideally situated for convention attendees and history enthusiasts, offering a mere 11-minute walk to the Boston Convention Exhibitors Centre and being 0.8 miles from the historic Boston Tea Party Ship & Museum.
This spacious 111 square metre apartment accommodates up to 10 guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a fireplace, and access to an on-site fitness centre, swimming pool, and garden.

Frequently asked questions about apartment rentals in Winthrop, MA

  • What makes Winthrop, MA unique or famous?

    Winthrop is known for its beautiful beaches, especially the long stretch of sand at Winthrop Beach. It's also a popular spot for fishing and boating, with a vibrant maritime culture. The town's proximity to Boston makes it an attractive option for those looking for a quieter, more relaxed lifestyle while still being close to the city.
  • Where can you find the best local markets and street food in Winthrop, MA?

    Winthrop doesn't really have a bustling street food scene, but you can find local produce and fresh seafood at the Winthrop Farmers Market, which takes place on Saturdays during the summer months. For a more casual dining experience, there are a few local restaurants and cafes in the town centre.
  • What leisure activities are available for relaxation in Winthrop, MA?

    Winthrop offers a variety of options for relaxation, from strolling along the beach to exploring the scenic trails at the Winthrop Shore Reservation. You can also enjoy a round of golf at the Winthrop Golf Course or simply relax with a book at the Winthrop Public Library.

Destinations nearby

Best Winthrop, MA holiday apartments with air conditioning

Chic 3br1.5ba City Stay | Near T + Parking - Winthrop, MA
9.6 5 reviews
Winthrop, MA
14/08 – 21/08
₹52093/nighttotal: ₹364651 (7 )

Chic 3br1.5ba City Stay | Near T + Parking

3 10
apartment , Boston
This Dorchester apartment, situated a 0.8-1.6km walk from Savin Hill T station, provides easy access to Boston's attractions.
Sleeping up to 11 guests in a three-bedroom property with one bathroom, this Boston flat boasts a garden, parking, and amenities including a kitchen with dishwasher, plus internet access; nearby restaurants include the Mofongo Factory and Milkweed Café.
Bright 2br By Boston Waterfront - Winthrop, MA
9.6 225 reviews
Winthrop, MA
29/06 – 05/07
₹32685/nighttotal: ₹196110 (6 )

Bright 2br By Boston Waterfront

1 4
apartment , Boston
This 2-bedroom flat is located in East Boston, a historic waterfront neighbourhood, just 0.8km from Piers Park, offering stunning views of the harbour and skyline. The property has received excellent ratings for its location, cleanliness and overall user experience.
The apartment is newly renovated and can accommodate up to five guests. It features a fully equipped kitchen, free on-street parking, air conditioning, and comfortable bedding. Guests can enjoy picturesque views of Boston Harbour, easy access to public transport, and proximity to Logan Airport.
Sunny East Boston Apartment•water View•airport - Winthrop, MA
9.9 33 reviews
Winthrop, MA
18/10 – 24/10
₹27186/nighttotal: ₹163116 (6 )

Sunny East Boston Apartment•water View•airport

1 1
apartment , Boston
This East Boston flat, a five-minute walk from the Blue Line subway offering easy access to Boston city centre (a four-stop journey) and Logan International Airport, is ideally situated near Constitutional Beach and a scenic cycle path.
The self-contained apartment, sleeping two guests in one bedroom and one bathroom, features a well-equipped kitchenette, free Wi-Fi, laundry facilities, a private porch, and excellent guest reviews.
3br Pet-friendly Boston Apartment W/parking  Near Franklin Park Zoo 30/3 - Winthrop, MA
9.0 20 reviews
Winthrop, MA
14/08 – 21/08
₹55362/nighttotal: ₹387534 (7 )

3br Pet-friendly Boston Apartment W/parking Near Franklin Park Zoo 30/3

3 10
apartment , Boston
This Dorchester apartment, situated near Savin Hill and Fields Corner stations, offers easy access to the University of Massachusetts Boston (2.3 km) and Franklin Park Zoo (4.8 km).
This three-bedroom, two-bathroom property sleeps up to ten guests and boasts free parking, Wi-Fi, a balcony, and a garden, making it ideal for families or groups visiting Boston.

Best pet-friendly Winthrop, MA holiday apartments

Among the 172 accommodations in Winthrop, MA, here are the 4 best pet friendly holiday apartments

Spacious 5br Home In Malden With Ac & Heat - Winthrop, MA
Winthrop, MA
26/08 – 07/09
₹70303/nighttotal: ₹843636 (12 )

Spacious 5br Home In Malden With Ac & Heat

1 2
apartment , Malden
This Malden flat is situated 5.4 kilometres from Cambridge College and 7.7 kilometres from Boston North Station, offering convenient access to the city.
This five-bedroom residence accommodates up to nineteen guests, featuring a fully equipped kitchen, complimentary WiFi, private parking, air conditioning, and a balcony, with pets welcome.
Beacon Hill Nights - Winthrop, MA
Winthrop, MA
26/08 – 07/09
₹36390/nighttotal: ₹436680 (12 )

Beacon Hill Nights

1 2
apartment , Boston
This Beacon Hill flat offers a prime Boston location, being 550 metres from Boston Common and 730 metres from Boston Public Garden, with the Freedom Trail, Old State House, and King's Chapel and Burying Ground also within easy walking distance.
This 40 square metre, one-bedroom flat accommodates up to three guests and features a fully equipped kitchen with a dishwasher and oven, air conditioning, and free WiFi, making it ideal for exploring historical Boston.
Unit 22 Luxurious 1br Apartment Long-term Stays - Winthrop, MA
Winthrop, MA
29/06 – 05/07
₹29900/nighttotal: ₹179400 (6 )

Unit 22 Luxurious 1br Apartment Long-term Stays

1 4
apartment , Chelsea
This newly built flat in Chelsea Square offers a 10-minute bus journey to Downtown Boston and is situated 0.7 kilometres from MGH Chelsea and 6.4 kilometres from MGH.
This 72-square-metre dwelling accommodates up to four guests and features a fully equipped kitchen, air conditioning, complimentary internet, and on-site laundry facilities, with secure garage parking available for an additional charge.
Excellent 2 Bedroom Condo In South Boston - Winthrop, MA
9.8 40 reviews
Winthrop, MA
18/10 – 24/10
₹38596/nighttotal: ₹231576 (6 )

Excellent 2 Bedroom Condo In South Boston

2 1
apartment , Boston
This South Boston apartment, near Andrew Station, offers easy access to UMass Boston (1.3 km) and major attractions such as the Boston Convention and Exhibition Centre, Northeastern University, Copley Square, and Boston Common (all within 4.8 km).
The 74 square metre property comprises two bedrooms, one bathroom, and accommodates six guests, boasting a fully equipped kitchen, private patio, free Wi-Fi, and access to a spa.
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