Vacation rentals with a pool in Essex County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Essex County rentals with a pool

House rentals with a pool

Superhost
Home in Gloucester
4.73 out of 5 average rating, 15 reviews

Mansion in Gloucester with Pool

MaryRating, 5 stars5 months ago
My family and I were fortunate enough to spend the thanksgiving holiday here. It was the perfect space for a group gathering. Would highly recommend!
Home in Revere
4.8 out of 5 average rating, 54 reviews

Boston 15 min away.

MelissaRating, 5 stars9 months ago
This is the third year we were able to rent Ediangela’s house. As always it’s beautiful and clean. The pool is spotless. Plenty of space for big groups and absolutely perfect for families with kids of all ages. There’s so much to do on the property itself. She is so kind and responsive. It’s always been amazing every time we stay. It’s becoming our summer staple to come and stay by the pool for a few days of vacation. 10/10 absolutely worth renting this space. This year we brought two 10 year olds, a 5 year old, and a 2 year old, with 4 adults. They had the best time in the little play houses and pool. The adults had a great time as well. If you’re looking for a low key - big fun spot where you don’t have to run around to entertain, this is perfect! Everything you need or may need is on site or minutes away if you need to shop. Including the actual beach. I sincerely hope we get the chance to make it year 4 next summer!
Home in Salem
5 out of 5 average rating, 4 reviews

modern Tudor in beautiful Salem nh

MaxineRating, 5 stars2 days ago
Andre’s home was absolutely gorgeous all around 100%, and then some. Andre has great communication with the guests, and was truly amazing. Andre also accommodated a later checkout for us, and we are beyond grateful for that also. Every room In this home and the large fenced in back yard with a pool was awesome. Definitely recommend a stay here at this incredible Airbnb! If I could rate Andre over 5 ⭐️ I certainly would have. Thank you for sharing your home with us! We had a wonderful time.
Guest favourite
Home in Waltham
4.89 out of 5 average rating, 45 reviews

Quiet/Private Neighborhood

JeffRating, 5 stars2 weeks ago
Our stay at Michelle's was absolutely fantastic! I can't say enough good things about the house and the amenities. The kitchen was fully stocked and she really seemed to think of everything, including a gift basket! I stay at a lot of Air B&Bs and the small touches Michelle put on the house and the amount she cared for her guests was second to none! I could not recommend staying here more.
Guest favourite
Home in North Andover
4.92 out of 5 average rating, 12 reviews

Peaceful New England Retreat Close to It All

AmyRating, 5 stars6 months ago
The home was so lovely and comfortable - perfect for our family. It had so many amenities, and comfortable sleeping spaces. It looks exactly like the pictures. We will definitely return!
Top guest favourite
Home in Andover
5 out of 5 average rating, 24 reviews

3 Bedroom home with complete privacy near downtown

CecileRating, 5 stars5 months ago
My family and I stayed for the Thanksgiving weekend. We had a great time and made lots of fun memories. Katherine’s home is beautiful and well appointed. Traditional with a touch of whimsy! Andover is a lovely town and proximity to Boston is a plus.
Home in Revere
4.38 out of 5 average rating, 13 reviews

Discover Your Perfect Getaway!

AlexaRating, 5 stars6 months ago
The description/images of the location are exactly what you get. Staying there felt like home. Only thing that caught us off guard on our second night was having other guests below that live there. We were never bothered by the couple below- you may hear their dog but it stops rather quickly. Again no issues and it was lovely staying here.
Home in Seabrook
4.91 out of 5 average rating, 47 reviews

Family friendly beach house

LauraRating, 5 stars5 months ago
Loved our stay at this beautiful beach cottage. Hated to leave, can't wait to go back. Thank you sharing your space.

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