Luxury rentals in Lake Ontario

JeremyRating, 5 stars7 months ago

Beautiful Luxury Urban Retreat in Leslieville

6 of us stayed here for a reconnect weekend. The house was so cozy and perfect, we only left a few times. Otherwise, we were all hanging together in the kitchen or living space like it was our own home. A great location, walkable to cafes and lunch spots and a wine shop a quick 5 min walk away. Hosts were very communicative and accommodating.

Villa in Georgina

RichieRating, 5 stars1 month ago

Georgina Waterfront Villa

Hands down the best cottage we've ever stayed at! Alex's place exceeded all expectations — it's even more stunning in person than in the photos. The cottage is spacious, beautifully designed, and packed with thoughtful touches. The basement is a game-lover’s dream, and the beds are incredibly comfortable. They’ve truly thought of everything to make your stay perfect. The hot tub at night was a highlight, and the outdoor barrel sauna was such a unique and relaxing experience. The location is perfect — very private and peaceful, yet just a short walk to Jackson’s Point for ice cream, cute shops, and great restaurants. So much to love about this spot — we can’t wait to come back!

5 out of 5 average rating, 8 reviews

Ultra-Modern 5BDR Home with Pool, Gym & Theatre

LauraRating, 5 stars2 weeks ago

This Airbnb was absolutely beautiful, as stunning as it shows in the photos (if not even more beautiful in person!). With the owner and property manager's permission, we rented the space for my clients to host their little ones' birthday bash. Julie, the property manager was very responsive, helpful, and flexible with making the booking and check-in process as smooth as possible. The cleaning crew also did an impeccable job, ensuring the house was in tip top shape (the pool was spotless and everything was vacuumed/steamed cleaned!) All the guests absolutely had a blast at this wonderful Airbnb!

Place to stay in Caledon

Peak House

Hills and valleys stretch for 100 acres around this design-forward hilltop home in the Ontario countryside. A pool and hot tub sit mid-lawn, and a firepit anchors a covered outdoor seating area. Glass walls contrast moody rooms splashed with dark stone and wood paneling. It’s a few minutes to the village of Caledon and less than an hour to dining, shopping, and entertainment in downtown Toronto. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Master: King size bed, Ensuite bathroom with standalone shower and bathtub • Bedroom 2: Queen size bed • Bedroom 3: Twin size bed, Shared access to hallway bathroom, • Bedroom 4: 2 Twin over bunk beds, Ensuite bathroom with standalone shower • Bedroom 5: Queen size bed, Shared access to hallway bathroom, STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Home in Nobleton

King Vista

This Scandinavian inspired vacation home is the perfect escape from the city. Located just 40 km north of Toronto, you will feel like you're a million miles away but within an hour's drive. This brand new sustainably built home invites you to come and enjoy the nature of the 50 acre estate while minimizing your carbon footprint. With endless nearby hiking trails, a heated saltwater pool and hot tub, everything is here for your enjoyment! Copyright © Luxury Retreats. All rights reserved.

Condo in Toronto

5 Star SoHo Hotel 2BR (No Cleaning Fees)

No Cleaning Fees! A spacious 916 sqft luxury suite in a four star boutique hotel located in downtown Toronto's most walkable neighborhood. Suite features two king size beds, fully equipped open concept kitchen, a separate living area filled with natural light and cozy dining space. With two restaurants and 24 hour concierge services enjoy hotel luxury. Walk out to Union Station, Metro Toronto Convention Centre, CN Tower , the Rogers Centre or The Well for shopping across the street.

Place to stay in Toronto

5 Star SoHo Hotel 1BR (No Cleaning Fees)

No Extra Cleaning Fees! A spacious 800-square-foot luxury suite in a four star boutique hotel located in downtown Toronto across from Roger Centre. Suite features a king size bed, fully equipped open concept kitchen, separate living area filled with natural light and cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, close to Union Station, Metro Toronto Convention Centre, and CN Tower.

Luxurious estates for the ultimate escape

New place to stay

SwimSpaSauna Elevator PoolTableGits UltraLux7500SF

🌟 Welcome to The Icon—Toronto’s most luxurious short-term rental. A masterpiece in design and luxury, features over 7500 SqFt, Control4 Automation, 6 lavish bedrooms with walk-in closets & ensuites, 9 bathrooms, an elevator, a handcrafted staircase, a pool table, a 12-person swim spa, and a private sauna. Perfect for elite getaways, family trips, athletes & celebrities. Experience the city’s most iconic stay in the heart of Forest Hill. Book now and live like an Icon.

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Lake Ontario luxury holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great luxury holiday rentals in Lake Ontario

5 out of 5 average rating, 24 reviews

Villa in Innisfil

Luxury Waterfront Cottage

Chantal Rating, 5 stars1 month ago

We had a fabulous 4 days with our family at this beautiful place. It rained 80% of the time, but the house was so lovely that it didn’t matter. There was enough to do for everyone from 4 yrs old to 84! I would highly recommend staying here.👍

Villa in Georgina

RichieRating, 5 stars1 month ago

Georgina Waterfront Villa

Hands down the best cottage we've ever stayed at! Alex's place exceeded all expectations — it's even more stunning in person than in the photos. The cottage is spacious, beautifully designed, and packed with thoughtful touches. The basement is a game-lover’s dream, and the beds are incredibly comfortable. They’ve truly thought of everything to make your stay perfect. The hot tub at night was a highlight, and the outdoor barrel sauna was such a unique and relaxing experience. The location is perfect — very private and peaceful, yet just a short walk to Jackson’s Point for ice cream, cute shops, and great restaurants. So much to love about this spot — we can’t wait to come back!

JeremyRating, 5 stars7 months ago

Beautiful Luxury Urban Retreat in Leslieville

6 of us stayed here for a reconnect weekend. The house was so cozy and perfect, we only left a few times. Otherwise, we were all hanging together in the kitchen or living space like it was our own home. A great location, walkable to cafes and lunch spots and a wine shop a quick 5 min walk away. Hosts were very communicative and accommodating.

5 out of 5 average rating, 8 reviews

Ultra-Modern 5BDR Home with Pool, Gym & Theatre

LauraRating, 5 stars2 weeks ago

This Airbnb was absolutely beautiful, as stunning as it shows in the photos (if not even more beautiful in person!). With the owner and property manager's permission, we rented the space for my clients to host their little ones' birthday bash. Julie, the property manager was very responsive, helpful, and flexible with making the booking and check-in process as smooth as possible. The cleaning crew also did an impeccable job, ensuring the house was in tip top shape (the pool was spotless and everything was vacuumed/steamed cleaned!) All the guests absolutely had a blast at this wonderful Airbnb!

5 out of 5 average rating, 3 reviews

Villa in Burlington

Lavish Luxury Experience

KhaderRating, 5 stars1 week ago

The interior was luxurious, impeccably clean, and thoughtfully designed. One of the highlights was the breathtaking backyard view, which added a peaceful and scenic touch to our stay. The host was welcoming

Condo in Toronto

5 Star SoHo Hotel 2BR (No Cleaning Fees)

Place to stay in Caledon

Peak House