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 London

4.89 out of 5 average rating, 74 reviews

Renovated- Modern-London Home

Enjoy a stylish experience in the beautiful community of Sherwood Forest. Walk to one of the entrances to The Medway Heritage Forest or use the tennis courts or skating rink in the winter. Drive or walk to Western University and University Hospital as well as Sherwood Forest Mall and the Canada Games Aquatic Centre within minutes. Visit the Night life, Restaurants and Specialty Boutique shops on Richmond Row. Near Masonville Mall for great kiosks or Brand Name Restaraunts and Shops. ENJOY!

Superhost

Home in London

4.67 out of 5 average rating, 48 reviews

BURLINGTON BEACH HOUSE☀️🏝🐚

Perfect summer getaway giving you beach vibes without having to leave the city. Pvt backyard paradise w/ a huge deck, tiki bar, pvt hot tub & huge pool to beat the summer heat , w/ string lights to set the ambiance & an impressive cabana area to dine, chill, tan or watch the sunset. *This is an UPPER UNIT of a house, located in south London *PVT separate entrance. *Tenants live in the lower unit *Guests are always given lots of privacy and the backyard oasis will be ALL YOURS during your stay

Guest favourite

Home in London

4.92 out of 5 average rating, 71 reviews

Fun in West London! Hot Tub&Pool

Get ready for some fun in West London! This stylish Two-Level Basement Split is perfect for friends and families. Our 1+Den has 2 comfy Queen Beds, 1.5 baths including our fancy spa full bathroom, a large kitchenette with every appliance you need, and a foosball table for some competitive fun. Outside, there's a hot tub, pool, firepit, and BBQ, and outdoor eating area. We live upstairs and are available to assist with the indoor or outdoor amenities at any time. Come experience the fun!

Guest favourite

Tiny homes in London

4.98 out of 5 average rating, 119 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.

Superhost

Home in Dorchester

4.77 out of 5 average rating, 98 reviews

Weekday Specials | Hot Tub | Firepit | Gameroom

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 London

4.95 out of 5 average rating, 38 reviews

Bedrock Suite at The Spires GH

The Spires Guesthouse is located in Old South London, close to Wortley Village. Easily get to LHSC, downtown, and Western. Best suited for couples, families, and professionals, The Spires is attached to our family home, w/private entrance. The Bedrock Suite is a spacious, self-contained 1BR w/ensuite bath. Located at garden level of The Spires, contains a King-sized bed, bar-style kitchenette, sitting area, and rollaway Queen. Also check out our other 2-bedroom, no kitchen suite.

Guest favourite

Home in London

4.82 out of 5 average rating, 45 reviews

Walk-out:Pool:BBQ:Patio:Private:Basement Sanctuary

Escape to urban luxury in our unique Airbnb basement suite. With a private pool and outdoor patio. Indulge in ultimate relaxation. The spacious living area features a 65-inch TV, perfect for movie nights with 2 recliners. 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 and convenience and an unforgettable stay.

Guest favourite

Guest suite in St. Thomas

4.93 out of 5 average rating, 41 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.

Superhost

Home in London

4.84 out of 5 average rating, 55 reviews

Walk-out:Patio:Pool:Private:Open-Concept:

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

Home in Aylmer

4.92 out of 5 average rating, 66 reviews

Fun Family Home w/ Indoor pool & hottub near beach

Make some memories in our quaint town and stay at this unique family-friendly home with indoor pool and hottub in basement. The fourth bedroom doubles as a games room/ gym and there is a hockey training center on the garage. This house is all about fun and entertaining the whole family. Outdoors has an deck, grill and seating area, fire pit, trampoline and outdoor movie screen! Please contact for winter bookings as rentals may be available depending on requested dates.

Guest favourite

Guesthouse in Ilderton

4.97 out of 5 average rating, 60 reviews

Poolside Guesthouse

- Pool is open until Thanksgiving weekend - Enjoy a mini getaway in our resort like oasis. Whether you want to sit around a fire at night or watch a movie in the air conditioned pool house! Enjoy a margarita by the 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

Home in St. Thomas

4.7 out of 5 average rating, 44 reviews

Stokes

Forget your worries in this spacious and serene space. Clean and cozy 4 bedrooms with comfy Endy mattresses. Steps to Elgin Centre, movie theater and more. 4 minute drive to downtown St. Thomas. 15 Minute drive to beautiful Port Stanley Beach and 18 minutes to Long Beach. Enjoy the inground pool, hot tub and private backyard. Make new memories in this comfortable space.