Vacation 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

4.88 out of 5 average rating, 107 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, 28 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.

Guest favourite

Home in London

4.92 out of 5 average rating, 51 reviews

5BR Luxury Retreat: Hot Tub, Sauna & PrimeLocation

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.

Superhost

Home in London

4.84 out of 5 average rating, 55 reviews

Hot-Tub*Pool*BarTop*BBQ*PrivateEntrance*Walk-out

Escape to urban luxury in our unique basement suite. Private pool, private hot tub, and outdoor patio for ultimate relaxation. The spacious living area features a 65-inch TV and two recliners, perfect for cozy movie nights. The kitchen’s bar layout adds elegance, while the cozy bedroom promises restful nights. Stay connected with high-speed Wi-Fi. Located near UWO and other amenities, our stylish retreat offers the perfect blend of comfort, convenience, and an unforgettable stay experience.

Guest favourite

Tiny homes in London

4.97 out of 5 average rating, 153 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

Home in London

5 out of 5 average rating, 34 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!

Superhost

Home in Dorchester

4.78 out of 5 average rating, 113 reviews

Pool | Hot Tub | Game Room | Mins to London

Stay 4+ Days and get 10% Off! Perfect for families and groups, the Stardust Retreat offers: ★ Hot tub (Open year round) ★ Seasonal pool (June 1 - Sept 30) ★ Game room ★ Cozy living spaces for comfort and connection ★ Romantic primary suite with soaking tub Nestled near attractions and adventures, we promise an unforgettable stay: ★ 5 min dive to London ★ Pine Knot Golf & Country Club ★ Apple Land Station ★ Mill Pond Ecotrail Gather your tribe and book now for a perfect getaway!

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

4.9 out of 5 average rating, 89 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

Guesthouse in Ilderton

4.93 out of 5 average rating, 107 reviews

Poolside Guesthouse and hot tub

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!

Guest favourite

Cottage in Port Stanley

4.82 out of 5 average rating, 119 reviews

Little Beach Retreat, Port Stanley

Welcome to Little Beach Retreat 4 seasons cottage located in beautiful downtown Port Stanley. Prime location - 3 min walk to Coffee Shops, Amazing Dining & Shopping. 10 min walk to Little Beach. This charming Cape Cod style home is filled w/natural light, looking out onto the private backyard w/firepit, pool and gas BBQ. A perfect family cottage to enjoy and make new memories.

Superhost

Cottage in Port Stanley

4.96 out of 5 average rating, 52 reviews

Beach House w/Arcade Gym, Pool, Park & Pickleball!

Welcome to the Beach house at Kokomo Beach Club. Only minutes to walk to one of Ontario's most beautiful beaches, stroll along the picturesque streets and stop for lunch or a drink at one of the local restaurants, or pop in one of the many boutiques or parlors in the area. The CLUB HOUSE IS NOW OPEN with POOL & GYM Access