Holiday rentals with a pool in Middlesex County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Middlesex County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Aylmer

4.87 out of 5 average rating, 102 reviews

Indoor pool, hottub & video game room, near beach

Make some memories in our quaint town and stay at our unique family-friendly home with a private indoor heated salt water pool & hottub in the basement. The pool room has a TV, air hockey table, Foosball and basketball game. The fourth bedroom doubles as a board and Video games room/gym and there is a hockey training center on the garage. The fenced backyard has a deck, propane BBQ and seating area, movie screen & projector, trampoline and fire pit (firewood provided). Fun for the whole family!

Guest favourite

Home in London

4.96 out of 5 average rating, 27 reviews

BlissPoint Sanctuary

Experience a blend of home comfort & hotel luxury. Blisspoint Sanctuary is ideal for all seeking respite & relaxation; travelling professionals, families on vacation. 3 inviting BR incl a King Size master with luxurious ensuite. Full kitchen, theatre-like lounge with recliners & giant screen TV. Secondary lounge boasting a piano, 3-seater recliner & curve TV. Outdoor kitchen provides gas/charcoal BBQ options. Relax in the Heated pool on water hammocks or engage in a fun game of Pool basketball.

Superhost

Home in London

4.76 out of 5 average rating, 181 reviews

*POOL* Home in the Heart of London 4 Bed 2 Bath

Bright and charming, 4 bedroom 2 bathroom family home with private backyard pool in the heart of London. The best location in the city in a central neighbourhood, minutes from downtown and easily accessible to anywhere in the city. 4 large bedrooms and 2 full bathrooms with double vanities and tub showers. Make this your home away from and enjoy the deck with bbq while you relax in the pool. The pool is an in ground 16x32 chlorine pool. The pool is not heated. Pool is closed as of September 16

Guest favourite

Home in London

4.96 out of 5 average rating, 45 reviews

5BR Lxry Retreat: HTD SALT Pool,HotTub,Sauna &More

Welcome to an unparalleled luxury retreat—a 3,800 sq. ft. masterpiece designed for those who appreciate the finest in life. This estate sleeps 16 comfortably, featuring exquisite furnishings, 5 bedrooms, 4 bathrooms, an indoor sauna, oversized hot tub, Olympic pool, heated floors, 2 fireplaces, 2 gourmet kitchens. Located near Boler Mountain, Budweiser Gardens, Storybook Gardens, Museum London 7 min drive to downtown. it’s the ideal destination for an extraordinary luxury getaway in London.

Guest favourite

Tiny home in London

4.97 out of 5 average rating, 148 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Enjoy an enchanting stay in this newly built cabana tiny home. Everything is freshly constructed and designed to ensure you relax and unwind. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a quick 15-20 minute drive.

Top guest favourite

Cottage in Port Stanley

5 out of 5 average rating, 50 reviews

Golden Days - vibrant beach house minutes to lake

Welcome to Golden Days Beach House - a vibrant getaway located just steps away from beautiful Lake Erie! This 2-bed, 2-bath beach house is the perfect place for a peaceful & memorable getaway. Enjoy a weekend spent at the beach and indulge in the local charm of Port Stanley with a variety of activities, restaurants, beautiful views, shops and more just a short walk away! Enhance your stay by opting into shared amenities, including pool, fitness & clubhouse access. Paperwork required.

Top guest favourite

Home in Port Stanley

5 out of 5 average rating, 29 reviews

SUNNY DAYS at Kokomo beach club/seasonal pool

Welcome to Sunny Days Beach house at Kokomo Beach Club. Only minutes to walk to one of Ontario's most beautiful beaches, stroll along the picturesque streets + stop for lunch at one of the amazing local restaurants. You can relax with the whole family at this peaceful place for your vacation. CLUB HOUSE w GYM & POOL (seasonal opens June 9th 2025) *EV Charger located at clubhouse 🤍fav things; *pickleball courts *walk to the beach *lounging by the pool *the gym *our Comfy King bed

Top guest favourite

Home in London

5 out of 5 average rating, 28 reviews

Pool, Game Room, BBQ, Sleeps 8

Spacious and versatile, this home is perfect for families with kids, groups of friends, work retreats, or business travelers and all those alike. Enjoy oversized bedrooms, a cozy loft, and a fully equipped kitchen for home-cooked meals. The game room features a ping pong table, basketball arcade, and a dedicated workspace or unwind outside by the large private pool, with pool toy, fire up the BBQ, and relax under the shaded patio with plenty of seating. See below for more details!

Guest favourite

Guest suite in St. Thomas

4.94 out of 5 average rating, 54 reviews

The Glenholm

Built in 1830, "The Glenholm" is one of the oldest homes in the St. Thomas area. This beautiful property is a quick 15-20 minute drive to London and the 401 or Port Stanley. Newly decorated, this space boasts exposed beams in the kitchen, spacious rooms, a quiet setting, a private entrance, beautifully landscaped gardens, and free parking. Whether you need a comfortable place to stay while working in the area or just want to get away to re-charge, we would love to have you.

Guest favourite

Home in London

4.89 out of 5 average rating, 83 reviews

Walk-Out:Patio:Pool:Private:Open-Concept:BBQ

Welcome to our walk-out basement unit nestled in a large and beautiful home in North London! With a private entrance and convenient self-check-in, you'll have easy access to your own serene retreat. The space itself boasts a bright and open layout, providing plenty of room to relax and unwind. Step outside to the covered patio, in ground pool, complete with a dining area and a comfortable hammock, perfect for enjoying meals al fresco or simply lounging in the fresh air.

Guest favourite

Guest house in Ilderton

4.93 out of 5 average rating, 102 reviews

Poolside Guesthouse

Welcome to our cozy poolside guesthouse where luxury meets nature! Whether you want to sit around a fire at night in the shared backyard or watch a movie in the air conditioned private guesthouse! Enjoy a margarita by the heated pool or a nap on the hammock. Cook your own dinner on the private grill or order in! Relax in the hot tub or catch the game… from the hot tub! You can even watch an outdoor movie under a blanket in front of the outdoor gas fireplace!

Superhost

Barn in St. Thomas

4.82 out of 5 average rating, 22 reviews

The Barn Retreat-Private Pool and Sauna

Welcome to, The Barn Retreat, it' a barn in the suburbs a modern- rustic escape perfectly nestled between vibrant St. Thomas and the sandy shores of Port Stanley Beach. Just minutes from downtown St.thomas and about 15 min downtown Port Stanley, this stylish retreat blends rustic charm with city convenience. Whether you're relaxing in a beautiful cedar sauna or exploring local gems, your stay promises comfort, adventure, and unforgettable memories.