
Apartment holiday rentals in Winthrop
Find and book unique apartments on Airbnb
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

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.

Newly Renovated & Oh-So-Convenient!
On the lower level of a beautiful Victorian home, this one-bedroom apartment is completely new construction with loads of amenities and a fun, modern vibe. Excellent location in trendy, quaint East Cambridge. Get anywhere fast! Short walks to MIT/Kendall Square/Biotech, the Museum of Science, the Charles River, and the red and green subway lines, which allow quick access to Harvard, MGH, and historic Boston. The neighborhood is full of life with restaurants and cafes, yet our street is serene.

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 living—ideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

Chic Condo near T Station & Airport.
Welcome to our brand new, luxurious apartment. Conveniently located just two T stops away from Logan Airport and 2min walking distance from Orient Heights T station, Constitution Beach and just 12min to downtown. You'll have easy access to explore the city's top attractions including Fenway Park, Boston’s theater district, Beacon Hill, Harvard and MIT universities, the Aquarium, Quincy Market, museums, public garden, ducklings and swan boats, Newbury Street and even Salem MA (Witch City).

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.

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

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.

Cozy suite in the city!
Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

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.

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,
Discover comfort and style in our 2-bed, 2-bath apartment. Modern decor, fully equipped kitchen, and cozy bedrooms await. Enjoy the convenience of nearby attractions, like Revere Beach and downtown Boston. Parking onsite is free. Your home away from home for a memorable Boston experience! The two bedrooms are thoughtfully designed to ensure a restful night's sleep. Both bedrooms are equipped with King sized beds. You will have the apartment all to yourself.
Popular amenities for Winthrop apartment rentals
Weekly apartment rentals

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

Home away from home

Home Away from Home | Next to Boston & Beach, EV+

Pleasant Place 2

Charming condo steps from beach

Victorian Charm MIT/Harvard/ Central Square, private deck

Boston Beach Pad Logan Airport

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

walking distance from wonderland station

Boston / Charlestown Apartment

New England Charm - Minutes From Boston

Beacon Hills Studio next to State house

Bright & Private 700sq ft 1 bedroom/Gilman Sq

Studio in East Boston #1

Entire guest suite in Stoneham

The Creaky Cauldron-Wizards and Witches Welcome!
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 $64 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 – averaging 4.8 out of 5!

Nearby attractions
Winthrop’s top spots include Orient Heights Station, Beachmont Station and Suffolk Downs Station
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- Rentals with a patio Winthrop
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- Rentals with outdoor seating Winthrop
- Rentals with a washing machine and dryer Winthrop
- Rentals with beach access Winthrop
- Waterfront rentals Winthrop
- Beachfront rentals Winthrop
- House rentals Winthrop
- Rentals with a fireplace Winthrop
- Family-friendly rentals Winthrop
- Flat rentals Suffolk County
- Flat rentals Massachusetts
- Flat rentals 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




