House holiday rentals in Caledon

A serene living area is depicted, featuring a spacious bed, a smart TV, and a dining table set for two. Natural light enters through the door, which leads to an outdoor space. Soft carpeting and neutral-colored walls create a calm environment.

4.79 out of 5 average rating, 110 reviews

Your Own Suite-Moderncharm Hideaways Near TorAirp

Charming Executive Suite with Large Backyard on Ravine Just minutes away from Toronto International Airport, a variety of amazing restaurants (including authentic Indian cuisine),grocery stores This suite is perfect choice for a weekend getaway, business trip, staycation, work-from-home alternative, or a cozy home base while exploring Toronto best The unbeatable location puts you 24 minutes from Downtown Toronto, 1.5 hours from Niagara Falls. And the breathtaking fall colors of North Country.

4.82 out of 5 average rating, 115 reviews

A modern living area features a white leather sofa with decorative red pillows, complemented by a wooden coffee table. A small dining table with two chairs is positioned nearby. The kitchen area is visible, showcasing sleek cabinetry and stylish backsplash, with artwork depicting a tranquil forest scene.

Home in Cooksville

Cozy Guest Suit in Mississauga

Experience a stylish stay at this well-located spot. The Seprate ground-level 1BR, 1WR, Living and Kitchenette, Along with 1 parking unit is designed for guest privacy and offers easy access to everything. Close to bus stop for Square One, and Cooksville GO station for downtown Toronto. Near the airport and highways, just a 20-minute drive to downtown (non-rush hour). Enjoy proximity to shops and restaurants, between Square One & Sherway Gardens Mall. There are no live TV Channels on the TV.

A modern living area is shown, featuring a pull-out sofa with light trim and a soft area rug. A sleek entertainment unit supports a flat-screen television, while a stainless steel refrigerator is visible in the corner. Natural light enters through a nearby window, partially covered by dark curtains.

4.91 out of 5 average rating, 192 reviews

Cozy newly renovated one bedroom apt

Bring the entire family to this wonderful location with plenty of space for relaxation. The Toronto Pearson International Airport is only 22 minutes away, and major highways are nearby. A family-friendly setting, side entrance, convenient location, and walking distance to SilverCity Cinemas, Metro Supermarket, TD Bank, CIBC Bank, and a number of restaurants (including MOntanas BBQ & Bar, Hakkalious, Brar's, and others), as well as a number of clothing stores, and many more establishments.

4.99 out of 5 average rating, 379 reviews

A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.

Home in Vaughan

Adorable — One Bedroom Guest Unit in Vaughan, ON

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

4.97 out of 5 average rating, 112 reviews

Home in Alton

Cozy Cabin Vibes - Hot Tub• Firepit• Snowy Retreat

Escape to our riverside cabin this winter—soak in the hot tub under falling snow, curl up by the fire, and enjoy cozy evenings surrounded by nature. Perfect for couples, families, a ski weekend away, girls’ weekends, or a quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

4.87 out of 5 average rating, 174 reviews

Home in Caledon

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

A bright living and dining area features a comfortable sofa adorned with decorative cushions. A dining table with chairs is positioned nearby, and a flat-screen television is mounted on the wall. Modern cabinetry is visible in the background, complemented by warm lighting.

4.87 out of 5 average rating, 126 reviews

Spacious 3-Bed Home near Airport. Parking Backyard

Welcome to this 3-bedroom, 1-bathroom house with parking, close to the airport and amenities Enjoy a private backyard, and walk to nearby restaurants, a grocery store, and a 24/7 convenience store Minutes from Bramalea City Centre 👉The reservation holder must be 25 or older We require all guests to have verified accounts 👉For accounts with no or less than stellar reviews, a deposit might be also required. Deposits will be refunded after check-out, provided everything is in order.

4.87 out of 5 average rating, 105 reviews

A brick exterior home is set against a bright blue sky, featuring a manicured front lawn with green grass and white flowers. Large windows allow natural light to illuminate the entrance, where a welcoming white door is positioned. A tree provides shade, enhancing the outdoor space.

Home in Georgetown

Halton Hills Hideaway_Private Suite

🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

4.93 out of 5 average rating, 276 reviews

A modern living area features a black sectional sofa adorned with decorative pillows. A light-colored throw is draped casually over the arm. A white desk with a chair sits nearby, along with a floral arrangement and a potted plant on the desk. A vibrant artwork depicting trees in fall colors is showcased above the sofa.

Home in Malton

5 Km to Toronto Pearson Airport , Sleeps 4-6

Tastefully decorated .cozy. luxurious 5 Km to Pearson Airport. 25 minutes to Union Station. downtown Toronto Lakeshore in Malton, Mississauga. Fully equipped kitchen large TV with Netflix etc. sleeps 4 -6, , One Car parking quiet neighborhood. . 3 Km to Malton GO Station, 10 min to International Centre. Toronto Congress Center. Woodbine Casino. Close to all Highways, Square One shopping mall. Well connected by public transport. Ride-sharing facilities in plenty.

4.97 out of 5 average rating, 859 reviews

A charming entrance is framed by an inviting covered porch, featuring decorative woodwork and a bright yellow door. Lush greenery surrounds the entryway, providing a serene and welcoming atmosphere. A stone path leads toward the door, enhancing the home's inviting character.

Home in Elora

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

4.97 out of 5 average rating, 119 reviews

A modern kitchen features sleek white cabinetry and a large island with seating for four. Stainless steel appliances are visible, including a refrigerator and microwave. Bright lighting fixtures hang above the island, and a small green plant adds a touch of freshness to the countertop.

Home in Oakville

Elegant 2BR townhouse condo in central Oakville

Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

4.96 out of 5 average rating, 227 reviews

Home in Hamilton Beach

The Coastal Cottage

Escape to our modern bohemian beachfront cottage for a serene and stylish getaway. Whether you're seeking a romantic retreat or a peaceful solo adventure, our little slice of paradise is the perfect backdrop for creating lasting memories. Book your stay today and start counting down the days until you wake up to the sound of crashing waves and breathtaking sunrises. t4yh7

Popular amenities for house rentals in Caledon

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 118 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.99 out of 5 average rating, 161 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

Year-Round Heated Pool & Hot Tub Family Oasis

4.84 out of 5 average rating, 148 reviews

A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.

Home in Waterloo

Entire Guest Unit+Free Parking by Glenbridge Plaza

4.88 out of 5 average rating, 207 reviews

The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.

Home in Kimberley

Heart of Kimberley - with views and a hot tub

Home in Niagara-on-the-Lake

A private pool is surrounded by a secure fence, featuring a concrete deck with steps leading into the water. Comfortable lounge chairs are positioned nearby, set against a backdrop of lush greenery and a clear blue sky.

4.9 out of 5 average rating, 102 reviews

Wine country Cottage 15 min drive to old Town NOTL

4.8 out of 5 average rating, 112 reviews

The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.

Home in Stoney Creek

California Chic +Breathe +Unwind +Restore

Home in Niagara-on-the-Lake

A spacious living area features a modern sectional sofa arranged around a round glass coffee table. A wood-burning stove is positioned in the corner, surrounded by natural light from large windows. Elegant lighting and decorative wood paneling enhance the inviting atmosphere.

4.91 out of 5 average rating, 216 reviews

Boutique Wine Country Home with Pool and Hot Tub

4.94 out of 5 average rating, 124 reviews

A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.

Home in Scarborough

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Weekly house rentals

5 out of 5 average rating, 25 reviews

Elegant & Spacious 1 Bd1Bth Private Apmt by Forest

4.78 out of 5 average rating, 55 reviews

Private Basement Entrance suite

A cozy living room is showcased, featuring a light-colored sofa adorned with patterned and solid pillows. A small side table holds a decorative vase, and wall art depicting floral themes enhances the space. A plush armchair, in a rich green hue, adds a touch of comfort.

4.89 out of 5 average rating, 18 reviews

Modern Stay Brampton Luxurious (Basement)

4.89 out of 5 average rating, 27 reviews

A cozy studio space features a spacious bed with a white comforter and blue accent pillows. The kitchenette is visible in the background, equipped with white cabinets and modern appliances. A tray with two glasses and a bottle of wine rests on the bed, enhancing the welcoming vibe.

Home in Caledon

Live Lavishly: Modern Studio, 5G, Parking

4.88 out of 5 average rating, 85 reviews

A compact living space is featured, showcasing a black sofa paired with decorative pillows. A small dining table with a green cover is placed near the kitchen area, illuminated by natural light from a window. Modern appliances and a rug are included, enhancing the overall functionality.

Home in Malton

Unit B - Cozy Cozy Basement

5 out of 5 average rating, 8 reviews

Stylish 2BR Basement | Sleeps 4

4.96 out of 5 average rating, 78 reviews

A spacious living area is presented with a modern coffee table positioned on a textured area rug. A 65-inch TV is mounted on the wall above a sleek electric fireplace. Natural light enters through the patio doors, enhancing the neutral color palette.

Home in Kitchener

Entire apartment in Kitchener

5 out of 5 average rating, 15 reviews

A cozy sitting area features a dark brick fireplace as the focal point, framed by large windows fitted with stylish blinds. Elegant furnishings include a plush gray sofa and two armchairs, accompanied by a round glass coffee table, creating a warm and inviting atmosphere.

Home in Caledon

Fab 2 Bedroom home 3 minutes to Caledon Ski Club!

Private house rentals

5 out of 5 average rating, 3 reviews

Home in Markham

Stylish 3BR Bungalow Retreat

4.9 out of 5 average rating, 31 reviews

The home's exterior showcases a modern design with a mix of wood and white finishes. A spacious driveway leads to a well-maintained lawn, framed by trees. A welcoming entrance is highlighted by a set of steps and a decorative planter.

Home in Cooksville

Stunning Luxury Home

5 out of 5 average rating, 11 reviews

Home in East Woodbridge

2 Bedroom Basement Apartment with Modern Amenities

A serene lakeside view features a deck with teal chairs positioned under a shaded pergola. Kayakers are seen enjoying the water, while a landscaped path lined with stones leads to the deck, offering a peaceful atmosphere for relaxation.

4.91 out of 5 average rating, 70 reviews

Modern Lakefront Cottage In The City With Hot Tub

4.86 out of 5 average rating, 56 reviews

An open-concept living area features modern furnishings in neutral tones. A black couch faces a 65-inch smart TV mounted on the wall. A large kitchen island with seating for four enhances the space, complemented by natural light from a skylight.

Home in Mississauga

Stylish, spacious & cozy 2 bdr home in Mississauga

5 out of 5 average rating, 3 reviews

Home in Markham

Weekly OFF, Basement Suite, Kitchen & Parking!

4.97 out of 5 average rating, 30 reviews

The spacious living area features a vaulted wooden ceiling with exposed beams, creating an airy feel. Natural light floods in through large windows, highlighting a stone fireplace. A dining table and comfortable seating arrangement invite relaxation in this serene space.

Home in Mono

Peaceful retreat on 10 acres