
Places to stay near Caledon Country Club
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Top-rated holiday rentals near Caledon Country Club
Guests agree: these stays are highly rated for location, cleanliness and more.

Hot Tub Fall Colours 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!

Luxury 3BR Caledon Retreat | Gym • Spotless Stay
Welcome to our 3BR, 3.5 Bath House in Caledon, featuring: ✓ Driving distance to Toronto Pearson Airport & Toronto Premium Outlet. ✓ 3 spacious bedrooms + 3.5 washroom ✓ Fully equipped kitchen with essentials ✓ Open-concept layout with modern décor ✓ Large flat-screen TV, High-Speed Wi-Fi & Treadmill for workout ✓ Dedicated Workspace ✓ Convenient location, safe neighbourhoods, easy access to major highways ✓ Comfortable bedrooms with high-quality linens for a restful night sleep ✓ Free parking

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.

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.

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

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.

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!

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.

Cheerful Private Studio House
Bring yourself to this excellent place for a peaceful family-friendly stay. The Place is near YYZ Toronto Airport, the Go Train station for downtown Toronto, and walking to food outlets, Cassie Campbell Community Centre. Our Place is highly sought-after and has top-rated reviews by our guests. The place is warm and well-lit to provide you cozy comfortable stay. Ensuite private bathroom, walk-in closet, modern kitchenette with dining island space. spacious exercise and yoga area.

Erin Cabin Getaway and Bunkie
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

The Jack Daniels Suite.
Mr. Daniels is out on a whiskey run. This western themed unit, with the top quality accommodations. This warm cosy second floor (NOT basement) bachelor suit is equipped with everything necessary. Based on a western theme this will take you back to the wild Wild West. Located in the heart of the village of Georgetown, this unit steps away from the Main Street where you will find many restaurants, pubs, cafes and more. Come enjoy the peace and tranquillity of the old village.

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.
Popular amenities for holiday rentals near Caledon Country Club
Apartment rentals with wifi

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

Beautiful Penthouse with Breathtaking View

The Penty: Luxurious Penthouse with Pool, Hot Tub

Cozy Condo-Apartment/Suite in Brampton

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Downtown Toronto Condo with Free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

John-Peter Toronto
Family-friendly house rentals

Adorable, 1 bedroom with free parking on premises

Private Basement Entrance suite

Modern 3BR+2PR Retreat - Walk to Trails & Rec Cent

LUXE by Marvalous 2

Private Room near hospital

Superhost Self-Check-In Quiet Private Room #1

Private Room with Private Full Washroom

“Room No 3” 2/3 Guests Queen Bed TV Nr to Airport
Apartment rentals with air conditioning

One bedroom Apt. ( 2 storeys unit ) in Mississauga

Cozy Mississauga Condo 20 min to Downtown Toronto

Brand New Basement Apartment in Brampton

1 Bedroom apartment Brampton

Small Town Escape

1-Bedroom Basement Apartment Oasis!

The Woodland Walkout

Comfort, Style and Privacy.
Other great holiday rentals near Caledon Country Club

Cozy Private Basement Bedroom with ensuite

Stonewell Farm Guest House

Charming Private 3 Bedroom Townhome Glen Williams

Bright and Airy Guest Suite with Pool

Private oasis in Erin.Hot tub & Woodburning sauna.

Guesthouse Hideaway Caledon 3Bath • 3Beds

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Country Getaway in Erin
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Victoria Park