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 favorite

Home in Aylmer

4.93 out of 5 average rating, 68 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 favorite

Home in London

5 out of 5 average rating, 9 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 favorite

Home in London

4.9 out of 5 average rating, 86 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!

Guest favorite

Guesthouse in Ilderton

4.97 out of 5 average rating, 70 reviews

Cozy Guesthouse and hot tub

Welcome to an amazing winter experience in our cozy guesthouse. Soak in the hot tub, watch a movie in the private guesthouse in front of the fireplace and turn on the diffuser to create the most relaxing evening! There are various aromatic oils to choose from. You can also make an outdoor fire in the large firepit. There is plenty of wood on site! Everything you need to unwind, relax and connect with nature! The floor is heated and the fireplace provides additional warmth to the loft bedroom.

Guest favorite

Home in Port Stanley

5 out of 5 average rating, 13 reviews

SUNNY DAYS beach house Kokomo beach club/pool/gym

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. The CLUB HOUSE IS NOW OPEN with POOL & GYM *EV Charger located at clubhouse 🤍fav things; *walking to the beach *lounging by the pool *relaxing in the backyard *the gym *our Comfy King bed + ensuite

Guest favorite

Home in London

4.93 out of 5 average rating, 94 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 favorite

Tiny home in London

4.98 out of 5 average rating, 120 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, 102 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 favorite

Guest suite in London

4.95 out of 5 average rating, 40 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 favorite

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.

Guest favorite

Home in London

4.85 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 favorite

Cottage in Port Stanley

5 out of 5 average rating, 39 reviews

2025 JUST Released Beach House w/Arcade Gym & Pool

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