Vacation rentals with beach access in Winthrop

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Popular amenities for Winthrop beach-access accommodations

Apartment rentals with beach access

Top guest favourite
Apartment in Beverly
4.95 out of 5 average rating, 178 reviews

Entire 1st floor apt in charming seaside Beverly

KathrynRating, 5 stars1 week ago
We enjoyed our stay so much. What a comfortable home for our family vacation in the area. Karen was welcoming and we were so appreciative of the fresh baked goods. Everything was set for our stay with enough linens for everyone. We ran into Karen a couple of times during our stay and always was delightful and open to help with any suggestions. We found the town quaint and what we needed from a bookstore to places to eat. Nice quick walk to the water for sunsets. Easy drive into Boston as well as up to Rockport and Gloucester. We even found it smooth to attend the 250 of Lexington and Concord. We loved our days starting with coffee and quiet comfort and relaxing in the evening around the table with our family for some games. Highly recommend this home! Thankful for our hosts!
Guest favourite
Apartment in Beachmont
4.97 out of 5 average rating, 121 reviews

Spacious 3 Bedroom Apartment with King Bed

KevinRating, 5 stars3 weeks ago
Great house and host. The hill to the house will test your calves...but the house was better than described.
Top guest favourite
Apartment in Salem
5 out of 5 average rating, 114 reviews

2-Bedroom Ocean View Walk to Beach and Downtown

AlyssaRating, 5 stars1 week ago
We had a great time, the house was very clean and comfortable. It has beautiful views, and a nice park across the street. It is a quick drive to downtown Salem, which was nice. We definitely recommend staying here!
Guest favourite
Apartment in Winthrop
4.93 out of 5 average rating, 134 reviews

Newly Renovated Ocean View 2 Bdrm Apt

CarsonRating, 5 stars6 days ago
Our first trip to the Boston area couldn’t have been better! This Airbnb was absolutely perfect for our family of four. The bedroom I stayed in had its own balcony with a beautiful ocean view—ideal for peaceful summer mornings or warm, relaxing nights. The open-concept living room and kitchen gave us plenty of space to unwind after a day of exploring. But what really sets this place apart are two unbeatable features: first, you won’t find easier access to public transportation—there’s a bus stop just a 30-second walk away that takes you right into Boston. Second, the hosts, Milan and Anna, were some of the kindest and most helpful we’ve ever met. Their local tips made our stay even better. Great amenities, smartTV, updated shower, dishwasher, laundry, grill available to use, etc. Right next to the house is a beautiful walkway that stretches down the beachfront of Winthrop. We’re already talking about coming back as the Boston area is second to none!
Guest favourite
Apartment in East Boston
4.97 out of 5 average rating, 151 reviews

Nxt to ocean, 5 min dntwn by T

MarkRating, 5 stars5 days ago
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.
Superhost
Apartment in East Boston
4.82 out of 5 average rating, 154 reviews

Stylish and Cozy at Revere Beach

BrandonRating, 5 stars4 days ago
Felt at home. Very cozy place to stay near the city
Top guest favourite
Apartment in Nahant
4.94 out of 5 average rating, 124 reviews

Ocean view studio with hot tub & access to Boston

EmilyRating, 5 stars2 weeks ago
This place is a perfect Nahant beach get-away. We were there for a wedding over the weekend, and were so lucky to find Elyse's place! Elyse is a wonderful host, and she communicated everything in such a detailed manner that finding the place/checking in was a breeze. It poured rain all weekend, but the cozy, clean unit that is decorated beautifully and is so conveniently located to everything made us feel at home. The unit has everything you need - even a lovely deck overlooking Boston Harbor. Elyse was gracious enough to offer to turn on the hot tub for us while we were arriving, and she had great local recommendations. While we did not get to use the hot tub or go to the beach because of the rain, we hope to return and take full advantage of how special this place is again!
Top guest favourite
Apartment in Winthrop
4.96 out of 5 average rating, 236 reviews

Oceanfront Pool. Close to Boston. Free Parking.

KellyRating, 5 stars1 week ago
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!

House rentals with beach access

Guest favourite
Home in Annisquam
4.96 out of 5 average rating, 24 reviews

Beach House on a Private Beach!

StephanieRating, 5 stars2 days ago
Gabriela's beach house was so beautiful and the views were unbelievable! Right on the beach and the house had plenty of space for my family and I. She was very responsive as well! I would definitely stay again!
Top guest favourite
Home in Marshfield
4.93 out of 5 average rating, 71 reviews

Winterfell - Beautiful Beachhouse (Private Beach!)

PegRating, 5 stars4 months ago
Tommy was great. He was easy to contact and communicated wonderfully. The house was set up for a guest with everything you needed for a comfortable stay. The furniture and beds were so comfortable as well as the welcoming feel. Plenty of spacious rooms. Even spaces you could have alone time. When they described the house on the ocean, it really is. This was by far the best Airbnb we’ve stayed at. Hope to rent it again next year. I can’t say enough on how comfortable the house is. This is the first house we’ve recommend for other people to stay at. Peg
Superhost
Home in Hull
4.88 out of 5 average rating, 93 reviews

3BR Immaculate and Sunny Home Near the Beach!

LanieRating, 5 stars2 months ago
My mom and her friend had a wonderful 2 1/2 weeks stay at Sharon’s place in Jan. The location was perfect as they could walk to the grocery store any time. When the weather was warm, we all enjoyed walking the beach (3 blocks away!). Our kids enjoyed playing with the toys in the closet. My mom enjoyed the full kitchen and cooked there often. Sharon was kind, communicative, and helpful!
Top guest favourite
Home in Marshfield
5 out of 5 average rating, 15 reviews

2BR Beach Cottage "Humarock Hideaway"

JasonRating, 5 stars1 week ago
I can not say enough about this place it was beautiful inside and out and Richard was super responsive and answered all my questions in a timely manner! I would definitely stay again. Thanks again for letting me and my wife stay in your beautiful home!
Guest favourite
Home in Marshfield
5 out of 5 average rating, 49 reviews

Beach area, private fenced yard

MeredithRating, 5 stars7 months ago
Donna’s place was great. Exactly as described and she was very responsive. House is in a great location right by the beach. Highly recommend!
Top guest favourite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars5 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Superhost
Home in Quincy
4.82 out of 5 average rating, 45 reviews

5 BR single House near beach 15 mins to boston

ColleenRating, 5 stars1 month ago
We had a great weekend in Boston with friends. The house was convenient to T and made it easy to get downtown. Plenty of sleeping space for our group of 7. Thank you for the coffee set up and the bottled water
Top guest favourite
Home in Weymouth
4.94 out of 5 average rating, 124 reviews

Newly remodeled home with ocean views!

태현Rating, 5 stars1 week ago
Jerry's house was great in every way. I was able to relax comfortably, and the clean and well-prepared amenities were great. Everything was perfect. I would like to visit your house again if I have the chance.

Condo rentals with beach access

Superhost
Condo in Downtown Boston
4.89 out of 5 average rating, 107 reviews

Condo in downtown Boston

JonathanRating, 5 stars1 month ago
The spot was super clean and had everything you needed, the location of it was great, and Griffin was a responsive and helpful host.
Guest favourite
Condo in Lakeside Marblehead
4.95 out of 5 average rating, 148 reviews

1742 Marblehead Studio|Minutes to Salem|Parking

JulieRating, 5 stars2 days ago
Great studio in fantastic location walkable to downtown and old town plus easy parking. Rachel was very flexible and responsive. Great amenities and really appreciated firm comfortable bed. Will definitely stay again.
Superhost
Condo in Weymouth
4.73 out of 5 average rating, 213 reviews

5Mins to Beach @ LARGE 3br Apt

AndrewRating, 5 stars1 month ago
Yangs place was great, very cozy and in a a beautiful area.
Top guest favourite
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 174 reviews

Harbor Hideaway

SarahRating, 5 stars1 month ago
What a find! I came to Kristen's because some plans fell through last minute. Having never heard of Marblehead but keen to visit somewhere by the sea and easily accessible from Boston, wow did I get a pleasant surprise. It is absolutely beautiful there, I had to pinch myself - it was like living in a film! The apartment was absolutely perfect. I'd been staying somewhere a bit grubby and disorganised beforehand and Kristen's place was absolutely sparkling clean, I felt incredibly welcome and cared for right away. Furthermore, checking in early with my monstrous suitcase was no problem at all and the apartment is generously stocked with coffee, tea, snacks, a bottle of wine, cold drinks, a folder of local recommendations, comfortable, quality furnishings and linens, great lighting and more. This is what true hosting is all about if you ask me - making your guests feel as comfortable and welcome as possible and Kristen most certainly does this in spades.
Top guest favourite
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 102 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

MatthewRating, 5 stars5 days ago
5 STAR+ rental. We loved this rental. It is exactly what we look for in rental space. Clean, updated (while retaining character), close to all sorts of activities and historical sites, washer/dryer, quiet, off street parking. Solid wood floors throughout, tile floor in bathrooms. Bathrooms (2 Full) had soap, shampoo and conditioner, towels TP. The kitchen has everything you could possibly need. Plenty of plates, cups, glasses, pots, baking sheets, pyrex. Solid surface counters. We ran the dishwasher once in the five days we were there. Kitchen table was comfortable for eating and playing games( look in the closet). Keurig for coffee, (pods provided). Snack basket had varieties of items we ate between meals. The living space was comfortable with couch and chair, with tables nearby. Bedrooms were comfortable. Beds were comfortable. there is a desk in the twin bedroom. Instruction book filled with recommendations and local information. Owner provided cell #. Would stay again 100%. 5 STAR
Superhost
Condo in East Boston
4.89 out of 5 average rating, 137 reviews

Luxury Condo in Boston w/ backyard & parking

MargieRating, 5 stars2 weeks ago
Bright and cheerful modern unit with a beautifully appointed kitchen. Convenient parking right behind the house. FYI-Bus 120 picks up around the corner to go to the T station or it's a 15 minute walk to the Wood Island T blue line subway.
Top guest favourite
Condo in Dorchester
4.96 out of 5 average rating, 135 reviews

1st floor, free parking off street, 3 min to train

SusanRating, 5 stars1 month ago
We had a great stay at Glenn's property. It was perfect location for us; near our son's apartment and near the T, several restaurants, a cafe, and a market. It is just off a "main" road, but is a very quiet spot. The kitchen had anything we could possibly need. The beds were wonderful - very firm. We slept well! We would be happy to stay at Glenn's place again!
Top guest favourite
Condo in Marina Bay
4.95 out of 5 average rating, 269 reviews

Next to Boston & Beach, King Beds, Free Parking+EV

BonnieRating, 5 stars4 months ago
We were so lucky to have found this wonderful home for our family's Christmas Vacation. Everything we needed was in this home, and there was plenty of room for four adults. The cleanliness was impeccable. The location was great for us since we were here to be with our extended family, who lived 20 minutes away. I would choose this home again and again when visiting our family here in Massachusetts. Thank you Todd!!

Quick stats about vacation rentals with beach access in Winthrop

  • Total rentals

    90 properties

  • Nightly prices starting at

    $69 CAD before taxes and fees

  • Total number of reviews

    9.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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