
Apartment holiday rentals in Winthrop
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Top-rated apartment rentals in Winthrop
Guests agree: these apartments are highly rated for location, cleanliness and more.

Spacious 2B Entire Home near Boston, Salem& Encore
Unwind at this spacious & stylish home near Boston & Encore Casino. Conveniently located in Lynn, it's 10 minutes away from Nahant and Revere Beaches, and 15 minutes from the historic town of Salem. The house was recently renovated, and is fully equipped with necessary amenities and items, for you to enjoy your stay & have fun exploring the nearby attractions with family & friends. Shops and restaurants are only a 5 minute drive away and the home is walking distance to public transportation

Cody's Place Boston Airport Pool/Beaches ParkFree
Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

Oceanfront Pool. Close to Boston. Free Parking.
Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Spacious 3 Bedroom Apartment with King Bed
Family friendly, walk-out basement style apartment close to everything! Clean and safe neighborhood. A 10 minute walk to two beaches: Revere Beach - America's first public beach & Short Beach - a neighborhood favorite. 5 minute walk to Beachmont T station and bus lines - 15 minutes to Downtown Boston! 10 minute drive to Logan or 20 minute drive to the Casino. 25 minute drive to Salem. Walkable to an Italian Bakery, Dunkin Donuts and Starbucks as well as a number of restaurants and eateries.

Beachmont Guest Suite
Experience tranquility in our modern guest suite with stunning ocean views and a private deck overlooking the Atlantic. Wake up to breathtaking sunrises and relax by the cozy gas fireplace. Features a fully equipped kitchen with island seating, a comfortable queen bed, a plush sectional couch, and a luxurious bathroom. Just minutes from Boston, enjoy beachfront livingāideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

Stunning Oceanview-4 Train Stop Logan Airport
Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.

AKBrownstone: cozy private studio by T
š Live like a local: designed micro studio, in a classic Boston Brownstone š³ Your very own cozy 170sqft (15sqm) pied-Ć -terre on the ground level, overlooking Victorian homes on a tree lined street š 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path š£ Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park šŗšø Located in residential & historic Fort Hill/Highland Park, free street parking

Modern & Cozy Apt close to Boston and Salem
New & Modern, Close to the beach , 15 minutes to the airport & BOSTON. Close to the beach, Salem, & Boston. minutes away from the commuter rail 5 People can comfortably stay here. minutes away from the commuter rail 10 minutes away from Salem 15 minutes to the Airport Several basic amenities included like snacks, water, mouthwash, toothbrushes, toothpastes, etc. Washing and Drying machine are included in the stay. Free Parking (Private Driveway) Smart TV with Netflix access included

1 BR Gem 5min to Train & Airport explore the city
This modern stylish place to stay is perfect to explore the city of Boston. Itās a hidden gem 1 block away from the Blue Line T station, two stops away from downtown, the aquarium, TD Garden, Faneuil Hall, and multiple museums. 2 mins walking distance from the apartment to Piers Park and spectacular views of Boston Harbor and the skyline.Hop on the ferry to explore Seaport restaurants and bars close by with differing cultures and cuisines. Only 2 min from Logan Airport via train or car.

Stylish and Cozy at Revere Beach
Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ā Fully Equipped Kitchen ā Comfortable Bedroom w/ Full Bed ā Office Desk ā High-Speed Wi-Fi ā Free Parking ā Pool ā Gym

2 Bedroom Apartment with Ocean Views
Quiet, newly renovated 2 bedroom apartment just outside Boston 180 degree ocean views 10-15 min walk to subway with quick access to Goverment Center, MGH, Aquarium, North End and TD Garden. Beach access accross the street and short walk to Revere Beach. Lots of good resturaunts and cafes nearby. Unit is located on the 3rd floor. 3 sets of stairs to access apartment. Perfectly safe but not handicap accessible or convenient for anyone with impaired mobility or small children.

Couples Retreat - Apt in Charming Colonial Home
Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.
Popular amenities for Winthrop apartment rentals
Weekly apartment rentals

Sunny 2br appt close to Boston/Airport/Beaches.

Home away from home

Pleasant Place 2

Beacon Hills Studio next to State house

Charming condo steps from beach

Boston Beach Pad Logan Airport

The Watkins : Elevated Cozy ⢠W/D ⢠Amenities!

Spacious designer new condo near beach, 2 parking
Private apartment rentals

#5 Modern Suite w/ King Bed & Jacuzzi near Boston

10 min Logan Airport- 2 Bed/2 Bath, Sleep 5

Stylish | mins from airport | Modern | Clean

walking distance from wonderland station

Boston / Charlestown Apartment

Bright & Private 700sq ft 1 bedroom/Gilman Sq

Studio in E. Boston #1

Chic Condo near T Station & Airport.
Apartment rentals with a hot tub

South Boston. Minutes away from Convention Center

Your Cozy 1 BR Apt & Relaxing Retreat

Lakeside apartment, patio, hot tub, outside shower

Bluebird Cove

Modern 2BR near downtown + free Parking

The Sapphire House with Hot Tub and Deck view

Cozy Waterfront Home with Jacuzzi and Fireplace

Studio Apt private bath+ Hot Tub, free parking
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 SGD | $185 SGD | $210 SGD | $213 SGD | $252 SGD | $229 SGD | $255 SGD | $258 SGD | $240 SGD | $255 SGD | $208 SGD | $184 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about flat rentals in Winthrop

Total holiday rentals
Explore 90 holiday rentals in Winthrop

Nightly prices starting at
Winthrop holiday rentals start at $64Ā SGD per night before taxes and fees

Verified guest reviews
Over 5,260 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Winthrop holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winthrop rentals

4.8 Average rating
Winthrop stays are highly rated by guests ā averaging 4.8 out of 5!

Nearby attractions
Winthropās top spots include Orient Heights Station, Beachmont Station and Suffolk Downs Station
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- Fitness-friendly rentalsĀ Winthrop
- Rentals with a patioĀ Winthrop
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- Rentals with outdoor seatingĀ Winthrop
- Rentals with a washing machine and dryerĀ Winthrop
- Rentals with beach accessĀ Winthrop
- Waterfront rentalsĀ Winthrop
- Beachfront rentalsĀ Winthrop
- House rentalsĀ Winthrop
- Rentals with a fireplaceĀ Winthrop
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- Flat rentalsĀ Suffolk County
- Flat rentalsĀ Massachusetts
- Flat rentalsĀ United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Seaport
- New England Aquarium
- Freedom Trail
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo




