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 Winthrop
4.85 out of 5 average rating, 72 reviews

Sunny 3 bedroom on beach

SarahRating, 5 stars1 week ago
Thoroughly enjoyed our stay at Alex's place and highly recommend it! - Spacious, clean, well-maintained 2nd floor unit. Appreciated the balconies with view of water, bonus room with workspace, daybed and cozy electric fireplace, new full bath with nice washer/dryer, large TV, and plenty of parking for 2+ vehicles. - Family & pet friendly. - Safe, pleasant neighborhood with a local feel. Close to the beach sidewalk that stretched for miles from Winthrop Beach to Deer Island–great for scenic walks, scootering, dog walking, and beach combing. Playgrounds, parks and restaurants within walking distance. - Minor notes: Located near the airport flyover route, although we weren't bothered by the air traffic noise–it was more like the sound of the waves that came and went. We never heard the 1st floor guests and had separate entrances. - Excellent communication with the host.
Guest favourite
Condo in Salem
4.89 out of 5 average rating, 9 reviews

Waterfront Getaway in Historic SALEM

HilaryRating, 5 stars3 months ago
We had a great stay here! Location is perfect! Extremely dog friendly area, lots to see and do and very walkable. We’d love to return when it’s warmer! Gary’s place is beautiful and even nicer in person.
Guest favourite
Guest suite in Lakeside Marblehead
4.91 out of 5 average rating, 271 reviews

Ocean Park Retreat

DanielleRating, 5 starstoday
I can’t say enough about how wonderful this beautiful little spot is! We felt so cared for and welcomed, and truly they thought of everything. We had an amazing visit to Boston, and spent mornings in Salem and Marblehead, which was such a perfect New England town. We would recommend and would certainly stay again if given the chance! Absolutely wonderful hosts!
Guest favourite
Home in Swampscott
4.9 out of 5 average rating, 83 reviews

Ocean Views at Casa de Mar near Salem & Boston

TracyRating, 5 stars1 week ago
We had a wonderful time in Somerset. Linda’s place is amazingly clean. Had everything we needed. Loved the view! I would stay here again.
Top guest favourite
Bungalow in Gloucester
4.98 out of 5 average rating, 58 reviews

mermaid surf bungalow on good harbor beach

SarahRating, 5 stars1 month ago
We had a wonderful stay! The house was even nicer than I expected and being able to walk to good harbor beach every day with our dog was amazing. Everything was clean, comfortable and the kitchen was in great condition. Would love to stay there again sometime when it is warm out to enjoy the rest the area has to offer!
Guest favourite
Home in Marshfield
4.92 out of 5 average rating, 25 reviews

Ocean front with panoramic views - walk to beach!

LisaRating, 5 stars8 months ago
We absolutely loved Peter and Sally’s house, especially the front porch. We spent all of our time out there watching the world go by and taking in the beautiful view of the water. The house was clean and incredibly well stocked with kitchen and bathroom supplies. The beds were comfortable and the living room was great for family movie nights. The little beach across the road was perfect for our quicker beach trips (we have an 11 month old). I was worried about noise from the road but traffic really dies down at night and we hardly noticed it during the day. We thoroughly enjoyed our time and would stay here again!
Superhost
Home in Weymouth
4.89 out of 5 average rating, 84 reviews

Spectacular Ocean Sunsets I Pet Friendly

LisaRating, 5 stars1 month ago
This was such an artistically decorated home with breathtaking ocean views and yet so comfortable and functional ! The sunsets are amazing and we would highly recommend this to anyone visiting the Nee England area a true gem ! Many thanks !
Top guest favourite
Home in Scituate
5 out of 5 average rating, 35 reviews

Pebble House/BEACHfront Home walk to Harbor Shops

BRating, 5 stars3 months ago
My wife and I thoroughly enjoyed our stay at the pebble house. Our host, Pietrina was amazing. A response time is almost instantaneous, the house was beautifully clean, and wonderfully maintained. The interior decor was absolutely spot on . You felt like you were Home as soon as you walked in the front door. Our trip was in the in the dead of winter, and having the fireplace made all the difference in the world. We thoroughly enjoyed our time and would go back an instant. The view of the Harbour while you’re sitting in the sunroom with a nice cup of coffee was priceless. Thank you The Hyde’s.

Beachfront home rentals with a pool

Cottage in Westford
5 out of 5 average rating, 4 reviews

Just Chill'inn Cottage

JJRating, 5 stars8 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!
Home in Weymouth
4.93 out of 5 average rating, 42 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

JessicaRating, 5 stars2 weeks ago
We had a great time staying here. It was raining our entire stay but the closed in porch area allowed us to still feel like we were on vacation and enjoy the view of the harbor.
Guest favourite
Home in Hull
4.96 out of 5 average rating, 23 reviews

Spacious 3-BR Furnished Beach Home

BriannaRating, 5 stars10 months ago
We had a wonderful stay. Perfect place for families with children. So close to the beach with all the beach and home necessities you need while on vacation! Quaint town that was quiet but still has plenty of restaurants to visit. Overall, a great place!
Hotel room in Revere
4.7 out of 5 average rating, 91 reviews

Historical Experience | Boat Tour. Free Breakfast

CourtneyRating, 5 stars2 days ago
Great stay. Looking forward to going back soon.
Superhost
Home in Canton
4.87 out of 5 average rating, 23 reviews

Hidden Gem near Boston w/ Private lake access

ShannonRating, 5 stars6 months ago
The property was stunning and impeccably clean, matching the description perfectly. We had a wonderful time and enjoyed the convenient location with a trail to see horses and access to the lake. The host was incredibly accommodating, and we are looking forward to returning with our family. One suggestion for improvement would be to provide garage access to the house for elderly guests who may have difficulty with stairs, as the pathway, although beautiful, was quite lengthy for my elderly parents. Nonetheless, we all had a fantastic time. Thank you.
Hotel room in Hull
4.7 out of 5 average rating, 156 reviews

Nantasket Beach Resort - Two Queen Ocean View

GwendalynRating, 5 stars3 weeks ago
The host was very responsive and helpful. The hotel was very nice. It was clean, decorated nicely, looked recently updated and right across the street from the beach. We went off season so not a lot going in the area but there were a few restaurants that we went to close by. I would recommend staying there and it was a little over an hour away from Logan airport.
Hotel room in Hull
4.61 out of 5 average rating, 132 reviews

Nantasket Beach Resort - One King Ocean View

CamrynRating, 5 stars1 month ago
Was extremely good everything about it was perfect
Hotel room in Revere
4.61 out of 5 average rating, 59 reviews

Deep Historical Dive | Karting . Free Shuttle

PaolaRating, 5 stars4 days ago
Good very good 👍

Private beachfront home rentals

Guest favourite
Home in Scituate
5 out of 5 average rating, 10 reviews

Oceanfront Scituate House

GinaRating, 5 stars3 months ago
We had a great stay at the house. The view of the ocean was absolutely stunning. Great location, close to everything. Kitchen was well equipped. Bathrooms had plenty of linens and toiletries. Access was very simple and easy. Would love to stay again someday!
Guest favourite
Home in Scituate
4.88 out of 5 average rating, 8 reviews

On the Rocks- dog friendly Scituate Oceanfront!

KathyleenRating, 5 stars6 months ago
On The Rocks is such a beautiful place. The views were just spectacular (sunset and sunrise). Everything was extremely clean and well stocked. The location is perfect. We would definitely stay here again. 5 starts across the board 4 stars on the price because Airbnb seems to be increasing their rates every time we use their services.
Guest favourite
Apartment in Scituate
4.85 out of 5 average rating, 41 reviews

ABC - Apartment by the Sea

CarolynRating, 5 stars3 months ago
This cozy space in a beautiful coastal neighborhood was perfect for a 1-night stay for myself, my husband, and our two dogs. Hosts were friendly and easy to work with. We found everything we needed.
Top guest favourite
Home in Duxbury
5 out of 5 average rating, 64 reviews

Welcome to Windansea. Duxbury Beach Vacation Home

PaulaRating, 5 stars1 day ago
We were looking for a comfy home for a Springtime coastal family gathering. Harry’s welcoming house was perfect. We gathered comfortably for meals, visits, laughter, stories & music too. We enjoyed our multiple beach walks & strolls to Powder Point Bridge surrounded by springtime bird song and sightings… sandpiper convention & Osprey were favorites. Best restaurants (so far) are Liv’s Creative Cuisine Winsor House Mama Mia’s French Memories Bakery We’ll be back.. Thanks Harry❣️
Guest favourite
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 17 reviews

Rooftop View & King-Size Comfort

KimRating, 5 stars6 months ago
Jody's place is beautiful and a wonderful way to experience New England. The neighborhood is extremely walkable and the place is in close proximity to Salem and many other things to see and do.
Guest favourite
Guest suite in Concord
4.92 out of 5 average rating, 26 reviews

Waterfront retreat in Concord

ErikaRating, 5 stars5 months ago
We felt instantly happy with our choice to book with Danielle & Matt. Danielle was so great with communication during our stay. You can tell a lot of attention to detail went in to setting up this Airbnb. Super clean space with a very comfortable bed. Anything you might have forgot to pack for your trip ( razors, melatonin, hairdryer) was easily assessed. I will say the only hang up we had was trying to put our son down for a nap, if your toddlers needs a completely dark room during the early afternoon it could be hard to get them down due to the sheer curtains Besides that we highly recommend booking!
Superhost
Home in Scituate
4.64 out of 5 average rating, 11 reviews

Elegant Scituate Beach Home with Private Views

RichardRating, 5 stars2 weeks ago
Great place for our family who was attending a wedding right down the road. Beautiful location right on the marsh and a minute walk to the beach. Overall a great stay that I would highly recommend.
Top guest favourite
Home in Gloucester
4.98 out of 5 average rating, 44 reviews

Pavilion Beach Townhouse

ElizabethRating, 5 stars1 month ago
We had a great stay! Friends and I stayed at Alex’s for a wedding which was the perfect location next to the hotel where the wedding was. Super convenient and walkable to downtown! Very responsive!

Quick stats about beachfront rentals in Winthrop

  • Total rentals

    20 properties

  • Nightly prices starting at

    $69 CAD 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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