Beachfront vacation rentals in Winthrop

Find and book unique beachfront homes on Airbnb

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Popular amenities for Winthrop beachfront rentals

Pet-friendly beachfront home rentals

Superhost
Home in Beverly
4.86 out of 5 average rating, 181 reviews

Beverly Beach House- Upper Deck

JenRating, 5 stars2 weeks ago
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.
Top guest favorite
Apartment in Salem
5 out of 5 average rating, 123 reviews

2-Bedroom Ocean View Walk to Beach and Downtown

AdamRating, 5 stars5 days ago
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!
Superhost
Home in Winthrop
4.84 out of 5 average rating, 75 reviews

Sunny 3 bedroom on beach

KenRating, 5 stars3 weeks ago
I had a very nice time. The place was perfect. Couldn't have asked for anymore.
Superhost
Condo in East Boston
4.88 out of 5 average rating, 25 reviews

Stunning Waterfront Condo with Boston Skyline View

Anne MarieRating, 5 stars1 week ago
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.
Guest favorite
Apartment in Hull
4.96 out of 5 average rating, 79 reviews

Coastal Home Walk to Beach

JennaRating, 5 stars6 days ago
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.
Guest favorite
Apartment in Lakeside Marblehead
4.95 out of 5 average rating, 21 reviews

Rooftop View & King-Size Comfort

DoronRating, 5 stars1 week ago
Beautiful apartment in the Neck - probably the pettiest place I’ve been to in all of Boston. Highly recommended!
Guest favorite
Apartment in Arlington
4.98 out of 5 average rating, 194 reviews

Lakeside apartment, patio, hot tub, outside shower

ParkerRating, 5 stars1 month ago
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!!
Superhost
Home in North Weymouth
4.89 out of 5 average rating, 88 reviews

Spectacular Ocean Sunsets I Pet Friendly

StephanieRating, 5 stars1 month ago
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

Hotel room in Revere
4.72 out of 5 average rating, 96 reviews

Historical Experience | Boat Tour. Free Breakfast

SantiagoRating, 5 stars3 weeks ago
everything was perfect
Superhost
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars3 weeks ago
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!
Top guest favorite
Cottage in Westford
5 out of 5 average rating, 5 reviews

Just Chill'inn Cottage

JJRating, 5 stars10 months ago
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!
Hotel room in Hull
4.69 out of 5 average rating, 160 reviews

Nantasket Beach Resort - Two Queen Ocean View

JustinRating, 5 stars2 weeks ago
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!
Hotel room in Hull
4.58 out of 5 average rating, 137 reviews

Nantasket Beach Resort - One King Ocean View

LauraRating, 5 stars2 months ago
Really lovely room, clean, great stay
Home in North Weymouth
4.93 out of 5 average rating, 44 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

MiaRating, 5 stars1 month ago
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.
Hotel room in Revere
4.57 out of 5 average rating, 65 reviews

Deep Historical Dive | Karting . Free Shuttle

RebeccaRating, 5 stars2 weeks ago
It’s a hotel. Right on the ocean with a Starbucks in the building. What more could you ask for in a spot?
Superhost
Apartment in Revere
New place to stay

Beachfront Designer Cottage

Private beachfront home rentals

Top guest favorite
Home in Annisquam
4.96 out of 5 average rating, 28 reviews

Beach House on a Private Beach!

ToriRating, 5 stars6 days ago
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.
Top guest favorite
Apartment in Salem
4.98 out of 5 average rating, 358 reviews

Historic Salem Willows With Water View

BenjaminRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in East Boston
4.98 out of 5 average rating, 85 reviews

T-Stop Getaway: Stylish Condo by the Logan Airport

JeremyRating, 5 stars1 week ago
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.
Top guest favorite
Guesthouse in Lakeside Marblehead
5 out of 5 average rating, 52 reviews

Old Shoe Inn

ChrisRating, 5 stars2 weeks ago
Beautiful topnotch cottage. 2nd time staying here and will return! Super hosts in a great location.
Top guest favorite
Home in North Weymouth
4.94 out of 5 average rating, 127 reviews

Newly remodeled home with ocean views!

JordanRating, 5 stars6 days ago
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!
Guest favorite
Loft in Gloucester
4.9 out of 5 average rating, 199 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

GinaRating, 5 stars1 week ago
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!
Guest favorite
Guest suite in Quincy
4.89 out of 5 average rating, 72 reviews

City Escape By the Water

XavierRating, 5 stars1 month ago
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
Top guest favorite
Home in Salem
5 out of 5 average rating, 52 reviews

Sea View Guest Suite

GregoryRating, 5 stars3 weeks ago
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

    G$10,449 GYD 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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