
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.

* 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

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!

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!

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.

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.

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.

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.

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🌿

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.

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.

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.

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
Family-friendly private suite rentals

The Wellington

Great 1 bedroom guest suite, best area in Guelph

Camille House, Charming 2 bedroom apartment.

Private one-bedroom suite with separate entrance

Comfy suite with private pool(4-6)

Scenic Country Retreat

Modern Cozy 2 BR Guest Private Suite Brampton

Private 2BR Suite -Parking | Laundry | Outlet mall
Self-Contained Unit with a patio

Adorable two bedroom space with free parking!

Private spacious 2 bedroom suite Guildwood Toronto

Snow-Free Garage Parking / Modern bright 2BR Suite

Cozy Apt w/Deck| Full Kitch, Bath, sep Laundry,Ent

Super Cute Basement Apartment

Happy Hollow

Lakeside in the city

The Sunset Loft
Private suite rentals with a washing machine and dryer

Luxurious Retreat ; 2BR basement

Bright Private Suite w/Separate Entrance & Patio

Homey Bsmt Apt - Steps from Port Credit Go

1869 charming, yellow brick country church

Entire Suite + Free Parking + Separate Entrance

Stylish & Spacious 2BR apartment

Outdoor Hot Tub Bliss: 2Bed/2Bath Garden Suite DTK

2BR/1bth basement unit-Private Entrance-2 Parking
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $128 NZD | $128 NZD | $118 NZD | $123 NZD | $134 NZD | $140 NZD | $142 NZD | $144 NZD | $134 NZD | $134 NZD | $128 NZD | $123 NZD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Wilfrid Laurier University
- Casa Loma
- Downsview Park
- Dufferin Grove Park




