
Beachfront vacation rentals in Winthrop
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Winthrop
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winthrop beachfront rentals
Pet-friendly beachfront home rentals

Beverly Beach House- Upper Deck
Had a great stay! House was stocked with all the basics and very spacious for the family! great area easy to get into Salem and surrounding towns.

2-Bedroom Ocean View Walk to Beach and Downtown
Amazing location, close to Salem, beautiful views right from the living room window! We brought our bikes and were able to ride everywhere, didn’t move the car all weekend! This home will exceeded our expectations. So much care has went into this home and it really shows. Exquisitely decorated, and well stocked. The owners (and their pups) are all very nice. We would recommend this home over and over again!

Sunny 3 bedroom on beach
I had a very nice time. The place was perfect. Couldn't have asked for anymore.

Stunning Waterfront Condo with Boston Skyline View
We had an amazing stay. The home looks as depicted in the photos. Beautiful spaces indoors and out. We were very comfortable and had everything we needed. The property manager, Jay, lives nearby and came over upon our arrival to show us around the property and make suggestions for things to do in the area.

Coastal Home Walk to Beach
This home was very cozy and beautiful! We had a Wedding to attend at the Nantasket Beach Resort and this was only a 5 minute drive. We only stayed one night but would love to bring the whole family back for a beach vacation. Wonderful host, great communication, easy check-in and check-out.

Rooftop View & King-Size Comfort
Beautiful apartment in the Neck - probably the pettiest place I’ve been to in all of Boston. Highly recommended!

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!!

Spectacular Ocean Sunsets I Pet Friendly
I wanted to take my mom to the Boston area and settled on just south of Boston I was lucky to come across Asha’s Airbnb listing. We had the most wonderful relaxing enjoyable stay far better than any hotel in the area . The house is exactly as stated super well appointed. Asha thought of everything to make guests comfortable and we truly enjoyed three days of beautiful sunny weather… So much so that we did not even set foot in Boston. Asha, thank you for a five star stay and we will definitely be returning maybe even this summer
Beachfront home rentals with a pool

Historical Experience | Boat Tour. Free Breakfast
everything was perfect

Hidden Gem near Boston w/ Private lake access
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!

Just Chill'inn Cottage
It was exactly what my family was looking for. It was relaxing and private. It allowed us to not feel cramped like a hotel stay, but allowed us to cook and enjoy the relaxing day. If you have a small kid, the golf cart is a must!

Nantasket Beach Resort - Two Queen Ocean View
As described - great hidden gem in south Boston. Very nice pool and hot tub area for our family. The bakery and place called Crave up the street were great breakfast options!

Nantasket Beach Resort - One King Ocean View
Really lovely room, clean, great stay

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
Beautiful location and great house! We had a great time celebrating my 30th birthday with friends. The hot tub/pool is perfect for hanging out after sunset.

Deep Historical Dive | Karting . Free Shuttle
It’s a hotel. Right on the ocean with a Starbucks in the building. What more could you ask for in a spot?

Beachfront Designer Cottage
Private beachfront home rentals

Beach House on a Private Beach!
Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.

Historic Salem Willows With Water View
This place is very charming. The neighborhood is so quiet and scenic with a really nice park one block away. If you want to go to the city it is a short 1 mile drive. This is a true New England feel. The parking is easy and next to the door.

T-Stop Getaway: Stylish Condo by the Logan Airport
Had a lovely stay at Jader’s place for a wedding weekend in Boston. The constitution beach trail was a short walk away and so beautiful. Jader sent a lot of local info but was sometimes unresponsive to my actual queries.

Old Shoe Inn
Beautiful topnotch cottage. 2nd time staying here and will return! Super hosts in a great location.

Newly remodeled home with ocean views!
My family very much enjoyed our stay at this beautiful harbor town home. It was clean, spacious, had beautiful views and all the basic amenities you'd hope to have when you're away from home. Jerry was friendly, helpful, and very responsive when we reached out to him. I would absolutely stay here again!

Rocky Neck Studio/Loft, Gloucester, Mass.
What a wonderful stay! Mary and Dave were so kind and friendly…the dogs too! We would absolutely stay here again. It was so peaceful, beautiful, clean and comfortable! Thank you Mary and Dave for letting us stay in your beautiful home. We can’t wait to come back!

City Escape By the Water
Lovely place close by the water with a very nice view of Boston and the sea. Thom was always quick to respond & flexible with check in & check out times. Place was cozy & cute just like the description. Very easy access to public transport, bus stop is literally less than 1 min walk from Airbnb which is very convenient

Sea View Guest Suite
Bre was great! She was super responsive and was good with tips for places to go to in Salem when we asked. She also provided a manual for the stay that had tons of recommendations of things to do in and around the area. The home was exactly as it looked and was super duper cute, we also loved being able to come back from our time out and have a nice cozy place to stay.
Quick stats about beachfront rentals in Winthrop
Total rentals
20 properties
Nightly prices starting at
R896 ZAR before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Sagamore Beach
- Freedom Trail
- Sandwich Glass Museum
- Crane Beach
- Canobie Lake Park
- Roger Williams Park Zoo
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Onset Beach
- Museum of Fine Arts, Boston