Vacation rentals with a fireplace in Caledon

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Top-rated fireplace rentals in Caledon

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Top guest favorite

A geodesic dome is nestled among lush greenery, surrounded by trees and ferns. The dome features a clear, dome-shaped roof that allows natural light to enter. A wooden deck extends from the dome, offering a glimpse of the peaceful natural setting.

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 380 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Top guest favorite

The exterior showcases a two-story grey structure featuring three garage doors and a large, shared driveway. The surrounding foliage is highlighted by autumn leaves, while the sky transitions to sunset hues, creating a serene evening ambiance.

Guesthouse in Orangeville

4.96 out of 5 average rating, 133 reviews

A bright & stylish urban studio

Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

Guest favorite

A backyard area features a wooden deck with a hot tub and an adjacent pool. Colorful hanging flower baskets add vibrancy, while cozy seating on the upper balcony invites relaxation. Lush greenery complements the stone-paved patio and the well-maintained lawn.

Guest suite in Orangeville

4.92 out of 5 average rating, 767 reviews

HotTub & Pool Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Top guest favorite

A hot tub is positioned in a private outdoor space, surrounded by wooden fencing and greenery. The serene water surface reflects the overcast sky, while a gas grill and storage area are visible nearby, contributing to a relaxed outdoor setting.

Bungalow in Terra Cotta

4.99 out of 5 average rating, 121 reviews

Country Cottage House, Cozy and Private

A peaceful and cozy 2 bedroom country retreat on 2 acres of maintained lawns and gardens. This tranquil property features peace, privacy and fresh air. Just minutes to Belfountain, Forks of the Credit trails, Alton Mills and quaint Erin. Take advantage of the Cataract Trail for walking, jogging or cycling. Enjoy fine dining, a trip to Goodlot Brewery and other great local amenities. Relax with a luxurious hot tub and expansive yard. A comfortable escape from the stress of today's reality.

Top guest favorite

A clear view of the heated swimming pool is presented, surrounded by a well-manicured lawn. Two lounge chairs are positioned beside the pool, offering a relaxing space. Lush greenery and trees create a natural backdrop, enhancing the serene atmosphere of the outdoor area.

Cabin in Mono

4.95 out of 5 average rating, 308 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Top guest favorite

A small outdoor deck is surrounded by lush greenery and features a round table with two chairs. A green and white patterned rug lies beneath the table, and a grill is positioned nearby, highlighting a serene setting perfect for outdoor dining.

Loft in Mono

4.98 out of 5 average rating, 121 reviews

Hockley Haven

Kick back and relax in this calm, stylish space. Newly renovated cozy 1 bedroom carriage house loft (appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

Guest favorite

A spacious wooden deck is showcased, featuring comfortable seating arrangements and a barbecue grill. Lush greenery lines the banks of the Nottawasaga River, creating a peaceful backdrop. A figure stands, looking out towards the water, emphasizing the serene connection with nature.

Cottage in Mono

4.93 out of 5 average rating, 115 reviews

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Top guest favorite

A covered gazebo features a modern grill positioned on a wooden deck. Lush greenery surrounds the area, creating a serene outdoor cooking environment. The space is designed for relaxation and social gatherings in nature, with glimpses of mature gardens visible in the background.

Cabin in Orangeville

4.97 out of 5 average rating, 147 reviews

Hockley Valley Cozy Cottage

Take it easy at this unique and tranquil setting where the entire property is yours! Freshly renovated cottage only 600M from Hockley Valley Resort and also close to restaurants and hiking trails. This cottage sleeps 4 comfortably with separate bedroom. Picturesque setting directly on Nottawasaga river with mature gardens and plenty of outdoor space. Morning coffee or afternoon drinks under the covered gazebo at the waters edge or relax in the hammocks, this place truly has it all.

Guest favorite

A cozy cabin is framed by tall green trees, reflected in the calm water of a private pond. Outdoor seating in vibrant red adds a pop of color, enhancing the serene natural setting.

Cabin in Mono

4.96 out of 5 average rating, 646 reviews

Mono — Cabin in the Woods Experience

This cozy cabin in the woods is perfect for content creation, photography, proposals or just enjoying nature and swimming in the summer or ice skating throughout the winter. Only minutes from Orangeville, Hockley Valley and less than one hour from downtown Toronto you feel hours away from everything. Swim in your private pond, recharge and escape the noise of the city and relax in your own personal paradise! Cabinonthe9 is one of Canada's top short term rental destinations.

Top guest favorite

A cozy corner is highlighted by a sleek, modern fireplace set into the wall. A wooden chair, featuring a decorative patterned cushion, is positioned nearby. A soft, neutral-toned blanket drapes over a spacious bed, adding warmth and comfort to the space.

Tiny home in Arthur

4.96 out of 5 average rating, 271 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Top guest favorite

Guest suite in Caledon

4.98 out of 5 average rating, 117 reviews

Casa Caledon-Secluded Suite Surrounded by Nature

Take it easy at this unique and tranquil getaway on 3 acres of land The suite is close to conservation areas Cheltenham Badlands, Fork of the Credit and Terra Cotta Bruce trail, golf courses, restaurants, bakeries, butchers, farm produce and city needs are close Each season is wonderful Spring/summer has lush forests, the pond and fire pit Fall walks with the beautiful colours Winter has a white blanket and access to winter sports

Top guest favorite

A simple desk sits against a light-colored wall, with a white chair positioned in front. A landscape photograph of a serene mountain lake is displayed above the desk. Nearby, a white door offers access to additional space.

Guest suite in Guelph

4.96 out of 5 average rating, 165 reviews

Luik's Landing! Country Oasis - King Bed!

The countryside is calling! Just a hop, skip, and jump from the bustling city of Guelph lies this exquisite country oasis called 'Luik's Landing'. A respite from the hustle of urban life. Boasts large bright windows with country views. Bonus: we are only 7 min drive to downtown Guelph where picturesque views complement the historic buildings, landmarks and signature cultural facilities located throughout the city's core.