
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.

Cody’s Place | Boston Area Pool, Beach & Parking
Cody’s Place is a clean, comfortable stay mins from Boston, airport & beach - with heated pool & free parking. Thoughtfully hosted for a smooth, stress-free stay perfect for travelers, couples, or a quick getaway seeking convenience, comfort & prime location Private entry basement directly across from the ocean. Enjoy fresh sea air, sunrises & a restaurant steps away • Steps to beach • Mins to Airport • Boston access (ferry/Uber) • Free on-site parking • Fast WiFi + Smart TV • Easy self check-in

Studio in East Boston #1
Peaceful and comfortable studio located in East Boston, Ma! It is located 10 mins away from the airport and 15 away from downtown Boston. It is also a 2 min walk from the train station. Guest will have full access to this studio which offers a bedroom, bathroom and kitchen area. Airport train station (10 mins), free shuttles to terminals. Kids under 3 years old don’t count as a guest. We offer a pack n play with a mattress! There is NO SMOKING inside the apt or hallways, fine will be charged.

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.

Ocean view studio with hot tub & access to Boston
All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

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.

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

The 1870 Langmaid House Suite
Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.

Ikram's Place Close to Boston,Subway,Airport,Beach
Our place is located in North of Boston, in a very quite neighborhood , it has a Great Ocean view, free parking in the property, front yard and back yard. We offer coffee, milk, Tea, toast, bottled of water, OJ,eggs, etc. 1 min walking to the Beach,7 min to the T and 10 min to Downtown Boston via subway. total Privacy in the whole apartment .Our place is good for couples, solo adventurers, business travelers, and families.

Boston 3 Room Apt 5 Min Walk to Train & Beach
Sunny 3 room apartment with private entrance, in 150 year old renovated home. A short walk to Revere Beach and the MBTA Blue Line, be at Logan Airport or Downtown Boston in minutes. The apartment has a full kitchen, spacious bedroom with very comfortable king size bed and TV. The living room has a leather sofa, recliner, desk and TV. Laundry on site. Free Driveway Parking.
Popular amenities for Winthrop apartment rentals
Weekly apartment rentals

-2 Traditional 3 BR/2 Bath/Prkng By Arprt/Bos

Light-Filled Luxury Apartment with View

Large 1-Bed. Condo in the Heart of the North End

Modern yet Historic Pad steps from Derby Street

House of Three Gables

The Ghoul’s Attic-For 90s Witches and Wannabes

Barton: Heart of Salem, Walk Everywhere, Parking!

Luxury Penthouse w/ Private Roof Deck By The Ocean
Private apartment rentals

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

Coastal Living near city and airport with parking

Pleasant Place 2

Beautiful Place to Stay In Salem

Charming condo steps from beach

Danvers Port Studio

2 bedroom-fast reliable wifi, 5 min walk to T stop

Boston Beach Pad Logan Airport
Apartment rentals with a hot tub

South Boston. Minutes away from Convention Center

Romantic Getaway w/private Jacuzzi• Fire Pit•

Lakeside apartment, patio, hot tub, outside shower

Bluebird Cove

Modern 2BR near downtown + free Parking

Cozy Waterfront Home with Jacuzzi and Fireplace

Studio Apt private bath+ free parking

Amazing Location in Little Italy with Roof Deck
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 SGD | $186 SGD | $212 SGD | $214 SGD | $254 SGD | $231 SGD | $257 SGD | $259 SGD | $241 SGD | $257 SGD | $209 SGD | $185 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
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals Winthrop
- Rentals with outdoor seating Winthrop
- Beachfront rentals Winthrop
- House rentals Winthrop
- Waterfront rentals Winthrop
- Rentals with a patio Winthrop
- Rentals with a fireplace Winthrop
- Family-friendly rentals Winthrop
- Rentals with beach access Winthrop
- Rentals with a washing machine and dryer Winthrop
- Fitness-friendly rentals Winthrop
- Flat rentals Suffolk County
- Flat rentals Massachusetts
- Flat rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Onset Beach
- Roxbury Crossing Station
- Prudential Center




