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

Home in Essex
4.75 out of 5 average rating, 68 reviews

Cheerful 5 bedroom home | Heated Indoor Pool!

LoriRating, 5 stars3 weeks ago
Perfect place for a large family group. Large, clean spacious rooms. Comfortable beds. A small issue we had was immediately addressed. And we very much appreciated Dan’s flexibility.
Superhost
Home in Windsor
4.29 out of 5 average rating, 17 reviews

Luxury at its finest (Windsor) Swimming Pool

SheenaRating, 5 stars8 months ago
Fawaz was great to communicate with and so very helpful. Beautiful property and great area. Look forward to returning in the future! Thank you!
Home in Windsor
5 out of 5 average rating, 4 reviews

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Da SungRating, 5 stars5 months ago
The place was absolutely gorgeous! also the neighborhood was quiet that it was a nice change of pace for us to rest after working at a noisy environment. Felt like home 🏡
Home in Windsor
4.75 out of 5 average rating, 12 reviews

Luxury Modern smart home for vacation

Da SungRating, 5 stars5 months ago
Second time visiting and as always she is very responsive and helpful. She is very welcoming and also caring too!
Guest favorite
Home in Ruscom Station
5 out of 5 average rating, 7 reviews

Lakeshore Weekend Getaway

SofiaRating, 5 stars1 month ago
We would like to sincerely thank you for the wonderful stay at your home. The house was incredibly cozy and welcoming, decorated with great taste, and perfect for a family getaway, including teenagers. We truly felt at home and enjoyed every moment. It was an excellent choice, and we hope to return in the future. Thank you!
Superhost
Home in Kingsville
4.87 out of 5 average rating, 23 reviews

Modern Oasis: Private Poolside Escape near Lake

LisaRating, 5 stars6 months ago
Had a fantastic stay at Sue's place. House was located in a very quiet, peaceful and private location. Pool was an added bonus and was warm and large. Beds were very comfortable and the kitchen was well laid out and well equipped. Close proximity to Pelee Winery, grocery store and many other stores. We hated to leave and will definitely be back!
Superhost
Home in Windsor
4.88 out of 5 average rating, 52 reviews

Staycation Windsor

JayRating, 5 stars5 months ago
As you can likely see from the pictures, this place is very unique. You will definitely not get bored. Everything is clean and approachable, Greg is an excellent host who is always quick to respond and very friendly. Close to local shops/restaurants and minutes away from the US border. Check it out!
Home in Tecumseh
4.63 out of 5 average rating, 35 reviews

3 bedroom house on riverside dr in Tecumseh

StephenRating, 5 stars3 months ago
Had a very nice stay at this clean and tidy home and would definitely stay here again.

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  4. Essex County
  5. Rentals with pools