Private suite holiday rentals in Caledon

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Top-rated Self-Contained Units in Caledon

Guests agree: These Self-Contained Units are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.
Guest suite in Pickering
4.87 out of 5 average rating, 778 reviews

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

Top Guest favourite
This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.
Guest suite in Orangeville
4.92 out of 5 average rating, 850 reviews

Headwaters Hot Tub & Fireplace-Cozy Spring Retreat

Escape to our rustik-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 favourite
A dining area is featured with a round table surrounded by four sleek chairs. A patterned wallpaper adds texture, while a rack displays hanging clothing. The kitchen includes a wooden countertop and modern appliances, complemented by natural light from nearby windows.
Guest suite in Elora-Salem
4.97 out of 5 average rating, 121 reviews

The Carlton Elora | Cozy Retreat with Hot Tub

Discover The Carlton, Elora. A stylish retreat just steps away from the village’s charming shops, wedding venue, and delightful restaurants. This centrally located lower-level apartment (below our family home) is completely private and perfect for couples. Additional guests can be added for a fee. Explore the scenic beauty of the Elora Gorge and local art, then return to relax in the hot tub. Experience the best of Elora in a space designed for relaxation and enjoyment. Excited to host you!

Top Guest favourite
The exterior of a two-story barnhouse is illuminated in the evening light. A spacious upper balcony is adorned with wooden railings and features a cozy hanging chair. The lush green lawn complements the red siding and white accents of the structure.
Guest suite in Niagara-on-the-Lake
5 out of 5 average rating, 416 reviews

Wine country loft, breakfast included

The Barnhouse Loft offers a very unique opportunity to enjoy Niagara Wine Country in full privacy and great comfort. You will be treated to a delicious full hot breakfast every morning and have exclusive use of the entire apartment. We are located right on the Niagara Escarpment, halfway between the majestic Niagara Falls and historic Niagara On The Lake. ***NOTE: We are not able to accommodate any pets or service animals due to serious allergies in the family. Thanks for your understanding.

Top Guest favourite
A spacious living room is depicted, featuring a light-colored sofa with decorative cushions and a woven throw. A coffee table with a marble-like surface sits in front, alongside a side table supporting a modern lamp. Soft lighting enhances the welcoming ambiance.
Guest suite in Brampton
4.95 out of 5 average rating, 136 reviews

Lake Guest Suit> 15 mins YYZ>private whole place

You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

Top Guest favourite
A spacious room features a king-sized bed framed in dark wood, adorned with soft linens and decorative pillows. A rustic bench sits at the foot, complementing the warm tones of the floor. Natural light filters through large windows beside a small dining table for two.
Guest suite in Niagara-on-the-Lake
5 out of 5 average rating, 107 reviews

Modern Private King getaway in Old Town Suite

Be among the first to stay at the Bee & Vine! Come discover why Condé Nast named NOTL one of the "50 Most Beautiful Small Towns in the World." Conveniently located near the heart of Historic Old Town, you're only a stone's throw away from wineries, shopping, restaurants, and the Shaw Festival theatre. You will be within minutes of everything Niagara has to offer! Our meticulously curated space offers a haven for couples and singles who are tired of cookie-cutter hotels and dusty B&B's.

Top Guest favourite
An elegantly designed building features a unique glass extension reflecting the surrounding nature. Multiple levels are connected by balconies with black railings, while wooden accents add warmth. A large umbrella is visible on the upper deck, creating a welcoming outdoor space.
Guest suite in Elora-Salem
5 out of 5 average rating, 452 reviews

Karger Gallery Suite

Located within Elora's downtown core, the Karger Suite is only a few short steps to the many fine restaurants and the Elora Mill. Enjoy the views and vibes of being in the heart of Ontario's most beautiful village. The private suite overlooks pine trees, century-old stone walls, angled rooftops and the charming village of Elora. Enjoy a glass of wine on your private 1500 sq. ft. third floor patio, keeping warm and cozy beside the fire-table. Day or night the views are enchanting.

Guest favourite
A serene backyard features a glowing hot tub and a cozy fire pit surrounded by colorful chairs. Soft string lights create a warm ambiance against the night sky, highlighting the green lawn and wooden fencing that offers privacy.
Guest suite in Kimberley
4.94 out of 5 average rating, 809 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Top Guest favourite
A spacious farmhouse is shown at twilight, featuring a gravel driveway leading to the entrance. The property is surrounded by lush greenery and flower beds, with a gazebo visible in the background against a colorful sunset sky.
Guest suite in Lincoln
4.97 out of 5 average rating, 363 reviews

The Vine House-WineCountry Home With A View

TAX INCLUDED ON ALL BOOKINGS! Welcome to the BRAND NEW "Vine House" located directly across from the Jordan Harbor in the middle of wine country. Come relax in this private and quiet space situated on 4 acres on Niagara's wine route. Guests can enjoy this brand new, beautifully renovated 800 square foot guest suite located on the 2nd floor overlooking Vineland's vineyards and farmland. Walk, bike or drive to the many wineries and attractions surrounding this property.

Top Guest favourite
An open and modern layout showcases a spacious living area seamlessly connected to a kitchen, with a generously sized sleeping area featuring a plush bed. Glass panels and wooden beams create an inviting atmosphere, while stylish decor complements the aesthetic of the space.
Guest suite in Mississauga
4.99 out of 5 average rating, 239 reviews

Newly renovated stylish apartment close to Airport

**No parties or gatherings allowed** Newly renovated, large, spacious and cozy apartment 10 min from Airport. Brand new kitchen, bathroom with shower, laminate flooring, built in closet, living area and laundry. Enjoy comfy KING size bed! Family friendly and quite neighborhood. Close to SquareOne, Sherway Gardens, MiWay, highways, and Downtown. Close to shopping, grocery, and recreation centers. Completely Separate entrance. Free parking spot on the driveway.

Top Guest favourite
A cozy living area features a light-colored sofa with decorative cushions, a coffee table, and a wall-mounted television. A slim electric fireplace is situated beneath the TV. To the rear, a fully equipped kitchen can be seen, enhancing the space's functionality.
Guest suite in Orangeville
5 out of 5 average rating, 193 reviews

Garden Studio Apartment

Enjoy a stylish experience at this centrally located place. Newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.

Top Guest favourite
A private detached apartment is visible nestled among tall trees and lush greenery. The wooden exterior of the structure blends harmoniously with the natural surroundings. A pathway leads towards the entrance, framed by a vibrant landscape of ferns and colorful shrubs.
Guest suite in Caledon
4.99 out of 5 average rating, 145 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

Popular amenities for Caledon Self-Contained Units

When is the best time to visit Caledon?

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Quick stats about private suite rentals in Caledon

  • Total holiday rentals

    Explore 130 holiday rentals in Caledon

  • Nightly prices starting at

    Caledon holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Caledon holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Caledon rentals

  • 4.8 Average rating

    Caledon stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Caledon's top spots, include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton, and Uptown Theatre

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