
Apartment holiday rentals in Winthrop
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Top-rated apartment rentals in Winthrop
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Popular amenities for Winthrop apartment rentals
Weekly apartment rentals

Home away from home Beach,Logan,Encore, DownTown
I felt at home, the host was very kind, respectful and responsive. Great neighborhood, near to the Logan Airport, shopping centers and restaurants. The house is very clean and well arranged. It’s also very peaceful. We had so much fun staying there.

Ideal for long stays | Modern suite on top floor
The apartment was great - comfortable, stylish and met my needs perfectly. Communication was excellent and check in was very easy. Would definitely recommend !

Nxt to ocean, 5 min dntwn by T
Nice apartment in really good location. So easy to get into town - bus - T - ferry. Also so easy to get to from the Airport. Apartment was very spacious - clean and tidy. Bar with restaurant at end of the street which also did take away. 20 minute walk to large supermarket. There was the facility to leave bags on final day after checkout as flight was late evening which was very helpful. Overall would recommend. Thank you.

“Very Modern Apartment” Dedicated Driveway Parking
We stayed here with two toddlers and had a great time! The hosts were very responsive: * We flew in from the west coast on a red eye, and asked if it would be possible to check in early. The hosts very graciously let us check in super early, so we could take a post-flight family nap. * It was cold and snowy during our visit, and the host was on-site right after the storm to shovel and salt the walkways and driveways. Their proactive actions made it possible for us to safely ferry our young children back and forth to/from our car. In addition, the Airbnb was very clean, and came stocked with enough cookware/etc for us to cook and eat family meals together. The travel crib was excellent and fit, assembled, into the closet of the main bedroom. The bedding was clean and warm. And the entire place, despite being in a basement, is centrally heated; we could keep it warm enough for our young kids despite the cold weather. And there were some toys! A great place for families

Large 4 Bedroom apartments, 2ND FL/Brighton
Mikes place was great for our stay while visiting BC! Easy walk to campus, and Cleveland Circle. Everything was clean and organized. It was nice to have parking as well.

Luxury 4 BR near Boston-Assembly-Train Station
Ryan’s place was one of the best Air BnB’s I’ve stayed in. It was super clean with a very functional kitchen, comfortable bed, and nice bathroom. Parking was easy and it is on a quiet street. It felt like a home away from home. I enjoyed curling up on the sofa, reading a book and drinking a cup of tea. Ryan was super helpful and provided easy to follow directions and provided some recommendations for places nearby. I would definitely stay again!

✨Well Located Apt ✨ 10Mins from Encore Casino 🎰
10/10! Patricia is a wonderful host who went above and beyond during our stay. We stayed during the marathon - and it was a great location to get in and out of Boston with a rental car. Free parking right out front and we never had trouble finding a parking space. 5 minute drive to a grocery store (Wegmans), and delicious Italian restaurant close as well! We felt safe and comfortable during our stay. Patricia even helped make our stay special for our kids - so very thoughtful! We will stay here again when we are back in Boston for the race next year!

Hidden Gem right in the city of Boston !
La casa de Gladys es un alojamiento ideal para una estancia en Boston, zona tranquila, bien comunicada con el centro en bus y metro y siempre atenta a atender nuestras necesidades. Si volviéramos a Boston no dudariamos en volver a su casa. Gracias por todo Gladys.
Private apartment rentals

Historical period home with modern amenities..
Lisa and Bob were so kind and accommodating. I felt right at home and would definitely stay again!

A King Bed | Apartment | Middle of Boston
This place was everything that we were hoping for during our visit in Boston. The Host was incredibly responsive and helpful. Thank you for everything !

New one bedroom with private entrance
Great little spot for an extended stay! Really walkable, with lots of restaurants and coffee shops nearby. I would come back if I stay in Boston again.

Bright & Private 700sq ft 1 bedroom/Gilman Sq
The place was very safe, and I felt right at home. Bathroom was very nice, bedroom was super spacious. Host was very reliable, and went the extra mile to ensure we were comfortable while staying here. I would stay here again. Good place to be. Easy access to trains to get into Boston. Great concert venues, restaurants, ballgames, and so much more to do. I mean… the neighborhood, the apartment, the price, the privacy, the atmosphere. Hard NOT to enjoy every second of the stay.

Entire Apartment in Newton, Close to Boston!
Fit our needs perfectly and we felt right at home.

2 bedroom-fast reliable wifi, 5 min walk to T stop
My daughter and I loved our stay. It felt like a home. Great location, with lots to do in the area. Being so close to the redline, it was easy to get around.

2bd Apt, 3 min walk to train, 7min to airport
Loved staying at Isabel’s, location was so great, easy way to get into the city. The place was extremely clean and accommodating. Would 100% stay here again!

Private apartment
Clean and quiet, the apartment was exactly as described. Plenty of reading material and board games to explore. An enjoyable stay!
Apartment rentals with a hot tub

Your Cozy 1 BR Apt & Relaxing Retreat
Nous avons adoré la petite zone intime de la cour... Nous avon écouter la game de hockey à même le spa 😍... le lit était super confortable... les environs étaient tranquille... beaucoup de commodités à deux pas de l'appartement... vraiment super ☺️

Step Into Spacious Vintage Charm in West Revere
This place is huge and has 9 queen sized beds. Highly recommend.

Oceanfront Pool. Close to Boston. Free Parking.
This was a perfect location for a long weekend getaway! Proximity to public transportation makes this place an awesome option for Boston travels, the ocean is absolutely gorgeous! I ran the Boston marathon on my visit and the hot tub was incredible for recovery! The bed is so comfortable and even though we didn’t cook anything, we easily could have! Having a washer and dryer in the unit available meant that I don’t have piles of laundry to do when I get home!

Cozy, premium condo for families and travelers
Booked the place on behalf of my boss for a trip. Raphael was very responsive with clear and easy instructions for everything about the space.

Two Bedrooms with a Jacuzzi Tub
What a wonderful place to stay. Very pleasant, quiet, and comfortable. The jacuzzi tub was so relaxing! I highly recommend staying here if you are ever in the Woonsocket area!

Lakeside apartment, patio, hot tub, outside shower
We had the best time in Arlington this past week! We came for the Boston marathon. The place was beautiful and the location was perfect. It was close to Boston but far enough out for the peace and quiet. Doug and Hope were the most exceptional hosts. They were accommodating and very responsive. They went above and beyond to make our stay and everything we needed as easy as possible. They were so great and we hope to come back in the future!!

Amazing Location in Little Italy with Roof Deck
Beautiful condo, perfect for 2 people! Everything you need was provided. Deck was lovely. The location can’t be beat. Highly recommend for a Fun Boston Experience!

Central Penthouse Harvard MIT Spacious Gym & Work
Plenty of room and great views. We found a ton of great restaurants to try. Our daughter came and stayed the weekend and it was a nice place to hang out.
Quick stats about flat rentals in Winthrop
Total rentals
100 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hampton Beach
- Boston Common
- Revere Beach
- TD Garden
- Fenway Park
- Lynn Beach
- Harvard University
- Duxbury Beach
- North Hampton Beach
- Brown University
- New England Aquarium
- Sandwich Glass Museum
- Freedom Trail
- Faneuil Hall Marketplace
- Sagamore Beach
- Prudential Center
- Onset Beach
- Roger Williams Park Zoo
- Crane Beach
- Rye North Beach
- Symphony Hall
- Pinehills Golf Club
- Boston Public Library
- Scusset Beach