Vacation rentals with a pool in Essex County

Place to stay in Belle River

4.88 out of 5 average rating, 32 reviews

Whitty’s at Rochester Boat•Golf •Fish•Swim

KellyRating, 5 stars7 months ago

Had a great stay at Laura's place. From the moment we arrived felt like home. quiet well kept Resort, easy to get around with a beautiful view of the 16th hole. Belle River was a great nearby spot with excellent restaurants and a beach. Would visit again :)

4.81 out of 5 average rating, 179 reviews

Relax & Unwind: Beautiful Oasis w/Pool & Sunroom!

AhmedRating, 5 stars1 week ago

An amazing place to stay! From the warm welcome to the thoughtful touches throughout the space, everything was spot-on. It felt less like a rental and more like borrowing a cozy retreat from a friend. Highly recommend—and would come back in a heartbeat!

Top guest favorite

Guest suite in Windsor

4.92 out of 5 average rating, 118 reviews

Covid Clean 2 bdrm Entire Lower Level Sport Themed

FaithRating, 5 stars7 months ago

My friends and I really enjoyed staying at Franco’s place. We spent a few days in Windsor, also visited Niagara Falls one of the days, and really loved being able to come back at the end of the day to relax around the pool. Definitely check out Cafe Amor & Art in Windsor. They had some really amazing chilequeles and flan. And we’re from chicago, so we know good Mexican food! We are jealous this place is so far away from us, so definitely go enjoy it when you can! We’ll definitely stay here again!

4.95 out of 5 average rating, 78 reviews

Home in Kingsville

Sunny Days Estate ✦ Large Saltwater Pool ✦ Hot Tub

JonathanRating, 5 stars6 months ago

I would stay with Vik anywhere he chooses to have a rental. It was a pleasure to connect with such a pleasant host. The kingsville area could keep us coming back for years. The wineries are world class and the restaurants know how to make you feel like a king, while also have a small town vibe. Highest of recommendations

4.87 out of 5 average rating, 103 reviews

Cabin in Lakeshore

Resort- # 500 - midnight Blue * Prime Location *

RicoRating, 5 stars6 months ago

Enjoyed our stay very clean a lot of necessities for us more than expected you really don’t need to bring anything but food they had everything you could think of there to use for cooking supplies… was also was very easy to find and the neighbors around us were nice also would definitely recommend…

4.85 out of 5 average rating, 141 reviews

Loft in Amherstburg

LOFT Escape Apartment Onsite Beach Dock Waterfront

SophieRating, 5 stars1 week ago

Tim's place was absolutely lovely and he was an extremely responsive host. Communication was easy, the check in/checkout process was smooth, and the house perfectly matched the listing description and the photos. The backyard is absolutely gorgeous, as is the view of the water from the window. Sitting outside on the dock is immensely peaceful, and inside its nice and cozy. I highly recommend Tim's place and would 100% stay here again if I am ever back in the area.

0 of 0 items showing

What guests are saying

Cowbarn Cabin

4.94 out of 5 average rating, 77 reviews2 weeks ago

Staying at the Cowbarn Cabin was a wonderful experience! Both my husband and I loved the whole uniqueness of Kathy's place! The Cabin was very clean and organized nicely! Kathy definitely put a lot of thought into the whole concept of the cabin, which we both loved and plan on returning to in the near future! The bed was very comfortable to sleep in! Where the cabin was located was perfect, peaceful and very private! Both my husband and I highly recommend this little piece of heaven out in the country!

Barn in Tilbury

What guests are saying

Wonderful tiny home available at Rochester Place!

4.95 out of 5 average rating, 20 reviews8 months ago

Great place to stay! The cottage is modern and the kitchen is well equipped with everything you need. There are books, playing cards and other games for the kids to enjoy . I liked the resort setting and surroundings too. People were friendly. The place has upscale amenities. The pool is heated and close to the cottage. There was live country music on Saturday night at the recreation room and Friday night at the restaurant. My family had a great time and my kids gave it a 5 star rating!

Tiny home in Belle River

What guests are saying

Waterfront Luxurious Cottage in Lakeshore, Ontario

4.95 out of 5 average rating, 138 reviews1 month ago

This place is exactly as shown and described. Would be beautiful to stay in the summer on the water and having the pool. Everything we needed was there and Katie was very responsive to any questions. Enjoyed our time there and would definitely stay again!

Cottage in Lakeshore

What guests are saying

Nature Retreat w/ Plunge Pool, Sauna & Event Space

4.99 out of 5 average rating, 79 reviews4 weeks ago

I am truly grateful for the wonderful experience at Lindsey’s Airbnb. Your hospitality and attention to detail made my stay incredibly comfortable and enjoyable. From the spotless space to the thoughtful touches that made me feel at home, everything exceeded my expectations. Their prompt communication and helpful recommendations made exploring the area so much easier. It’s clear that they genuinely care about their guests’ experience, and I deeply appreciate the effort they put into making my stay memorable. Thank you for your kindness and for creating such a welcoming space I would love to stay again in the future!

Barn in Kingsville

What guests are saying

Beautiful modern cottage located on a golf course

4.94 out of 5 average rating, 34 reviews8 months ago

Perfect little getaway for our family of four. We especially enjoyed watching the golfers while we enjoyed our morning coffee. Seven minute drive to town if we needed to pick anything up. Beautiful golf course to play. Enjoyed fishing and also the public pool. Water was the perfect temperature!! Thanks again, Al. We really enjoyed our stay. The cottage was cosy and comfortable.

Cottage in Lakeshore

What guests are saying

Rochester Place Golf Club& Resort #715 (#16) WIFI

4.89 out of 5 average rating, 81 reviews8 months ago

by far the most beautiful Cottage, backyard onto the golf course. beautiful grass and trees, lots of shade, great place for kids to play, no water to worry about. home was beautifully furnished and pristine clean. lots of bedding and towels to choose. easy walk to the pool. we had such a great vacation.

Cottage in Lakeshore

What guests are saying

Sunsets on Shawnee - Executive Apt w/ Pool

4.92 out of 5 average rating, 88 reviews8 months ago

Stayed here for 2 weeks with my 2 kids aged 8 and 11. The place was nice and clean and the host was easily contactable and sent us a message every couple of days to check all was ok. We had plenty of room and facilities to cook and do our laundry. The pool area out the back was great and my kids and I spent many hours swimming. I would definitely consider booking again if we are back in the area next year.

Apartment in Tecumseh

What guests are saying

Family Cottage in Lakeshore (Belle River).

5 out of 5 average rating, 13 reviews7 months ago

Stephanie and Dana's place is great and they answered all of my questions whenever I had concerns. the place is clean and has a fully stocked pantry and kitchen, we enjoyed the pool and rec centre very much. the resort is quiet and clean, the staff and residents are friendly and helpful, unlike other camp grounds that we have been that people were rowdy and loud until midnight. we had a great time relaxing and have fun in Stephanie and Dana's place and we look forward to coming back in the future.

Cabin in Belle River

What guests are saying

The Retreat - Golf, Swim, Fish or Relax.

5 out of 5 average rating, 9 reviews8 months ago

Jaime and Patrick made our stay amazing. Jaime was always checking in and left a beautiful basket of goodies including wine (she had me at the wine bottle haha) with a very nice hand written card. I knew our stay would be amazing the moment I seen that box. Their cabin was very cute and home-y. Thank you for making our stay great. We didn’t want to leave!

Tiny home in Belle River

1 of 12 pages

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Essex County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Essex

4.71 out of 5 average rating, 70 reviews

Cheerful 5 bedroom home | Heated Indoor Pool!

LoriRating, 5 stars1 month 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.

4.6 out of 5 average rating, 25 reviews

Memories to Remember/free parking/upper unit

VijaykumarRating, 5 stars2 weeks ago

A brief stay at Ali's place. Beautiful, spacious property.

4.29 out of 5 average rating, 17 reviews

Luxury at its finest (Windsor) Swimming Pool

SheenaRating, 5 stars9 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!

5 out of 5 average rating, 5 reviews

Alluring Private Bachelor Unit

NickRating, 5 stars16 months ago

Was sick one day n they brought me soup, where very accommodating. Highly recommend

4.89 out of 5 average rating, 27 reviews

Home in Amherstburg

Little heaven

CarlaRating, 5 stars3 months ago

The place looks just like the pictures! The place is well equipped and well maintained. I would stayed again

4.75 out of 5 average rating, 12 reviews

Luxury Modern smart home for vacation

Da SungRating, 5 stars6 months ago

Second time visiting and as always she is very responsive and helpful. She is very welcoming and also caring too!

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 🏡