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Places to stay near Caledon Country Club

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Top-rated vacation rentals near Caledon Country Club

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.
Cottage in Erin
4.83 out of 5 average rating, 103 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

WOOD BURNING SAUNA & HOT TUB⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

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, 819 reviews

HotTub & Cozy Fireplace - 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 favourite
A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.
Guesthouse in Halton Hills
4.92 out of 5 average rating, 160 reviews

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.

Guest favourite
A well-lit bedroom features a spacious bed with crisp white linens and neatly arranged towels. Two nightstands with lamps are positioned on either side, while a stylish framed piece of art decorates the wall. A mirrored closet adds a touch of spaciousness to the room.
Guesthouse in Caledon
5 out of 5 average rating, 18 reviews

Cozy Private Basement Bedroom with ensuite

Welcome to your cozy getaway! Perfect for solo travelers, couples & families, this modern space prioritizes comfort & peace of mind for both short & long stays. Enjoy free WiFi & free parking. Prime location makes it a convenient choice: - 15 mins to 3 GO stations - 14 mins drive to DT Brampton - 40 mins drive & 45 mins train to DT Toronto - Easy access to highways (401/407) - 25 mins drive to YYZ Airport - 5 mins to groceries & local restaurants Relax in a safe, welcoming neighborhood!

Guest favourite
Home in Caledon
4.87 out of 5 average rating, 168 reviews

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!

Guest favourite
An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.
Cabin in Erin
4.91 out of 5 average rating, 468 reviews

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!

Top guest favourite
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 Halton Hills
4.86 out of 5 average rating, 101 reviews

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!

Top guest favourite
Home in Brampton
5 out of 5 average rating, 21 reviews

Over the moon basement suite

Surround yourself with style in this standout space with brand new furniture and appliances and separate entrance. This 800 square foot 1-bedroom basement suite includes a living space, kitchen and bathroom along with walk-in closet and washer and dryer as well as premium cable TV package and Wi-Fi. The property is located in a nice neighbourhood close to parks and a short drive to all amenities and is perfect for couples. Guest parking is not provided.

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, 138 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

Superhost
A cozy sleeping area is furnished with a spacious bed adorned with a patterned blanket. On both sides of the bed, bedside tables hold stylish lamps. Above the bed, a decorative wall art piece spells 'HOME,' enhancing the simple decor of the room.
Condo in Brampton
4.9 out of 5 average rating, 212 reviews

Cozy Condo-Apartment/Suite in Brampton

Welcome to our beautiful, Pristine & Spacious 1-queen Bed, well decorated Condo Studio-Apartment/Suite in Brampton west, the apartment is a minute walk to Mount Pleasant Go Station which connects you to anywhere in Greater Toronto Area, and some few steps to shops, parks. Close access to Airport, Hwy 410, 401, 407 & Mount pleasant village. Providing the experience to see the nice beauty of Mount pleasant /Brampton west.

Superhost
The exterior of a charming brick house is visible, surrounded by well-maintained greenery and decorative shrubs lining the front. A Canadian flag gently flutters from a pole. A gravel driveway leads to the side of the house, set against a backdrop of tall trees.
Home in Cheltenham
4.87 out of 5 average rating, 15 reviews

Cozy Home for Cheltenham Retreat

Welcome to Your Cheltenham Retreat! Nestled in the heart of Caledon, less than 10 minutes away from Brampton and 410 highway. Located just a short walk away from local convenience shop, cafe, and attractions, you'll love the charm of Cheltenham. Whether you're here for a weekend or longer, our home is ideal for a relaxing and memorable stay. Book now and experience this beautiful town! (BASEMENT NOT INCLUDED)

Top guest favourite
The kitchen features stainless steel appliances, including a microwave and refrigerator. A bright, open layout is complemented by light wood flooring and a dark blue sofa. Natural light fills the space through large windows and a sliding glass door leading to the outdoor area.
Tiny homes in Guelph
4.99 out of 5 average rating, 289 reviews

Peaceful & Cozy Downtown Gem ~ Parking ~ Queen Bed

Welcome to our peaceful Tiny House in Guelph’s Exhibition Park—just a short walk to downtown. Enjoy a full-size kitchen with Samsung appliances, in-suite laundry, wall-mounted Smart TV, heated bathroom tile, and a spa-like shower. Large windows fill the space with natural light. Unique, beautiful, and functional. Free year-round street parking. Professionally cleaned after each stay.

Popular amenities for vacation rentals near Caledon Country Club

KitchenWifiPoolFree parking on premisesAir conditioning

Other top sights near Caledon Country Club

Toronto Pearson International Airport

221 locals recommend

Port Credit

198 locals recommend

SilverCity Brampton Cinemas

41 locals recommend

Landmark Cinemas 7 Bolton

5 locals recommend

Kipling Station

61 locals recommend

Uptown Theatre

30 locals recommend

Condo rentals with wifi

Top guest favourite
A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.
Condo in Toronto
4.97 out of 5 average rating, 314 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Superhost
A modern kitchen area features wooden cabinetry with textured tiles behind the stove. Stainless steel appliances are present, including a refrigerator and microwave. A large island with seating for four sits beside a dining table, while natural light streams in from nearby floor-to-ceiling windows.
Condo in Brampton
4.86 out of 5 average rating, 70 reviews

Modern & Luxury 1+Den Condo w/Parking

Guest favourite
A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.
Condo in Mississauga
4.87 out of 5 average rating, 201 reviews

Beautiful Penthouse with Breathtaking View

Top guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Condo in Toronto
5 out of 5 average rating, 127 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Superhost
A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.
Condo in Toronto
4.92 out of 5 average rating, 179 reviews

Hidden gem in Humber bay shores Toronto w/ parking

Superhost
A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.
Condo in Mississauga
4.84 out of 5 average rating, 293 reviews

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

Top guest favourite
A cozy sleeping area is highlighted by a wooden headboard and soft bedding. Decorative pillows in yellow and patterned fabric add comfort. Above the bed, a shelf displays plants and framed artwork, with a sleek television positioned against a natural light backdrop.
Condo in Toronto
4.98 out of 5 average rating, 146 reviews

Cozy, Great View, Large Balcony, Close to Transit

Top guest favourite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Condo in Toronto
4.96 out of 5 average rating, 156 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

Family-friendly house rentals

Superhost
A cozy bedroom is equipped with a spacious bed adorned with floral bedding and a rolled towel. Natural light filters through sheer curtains, complemented by modern light fixtures. A small desk is positioned beside the bed, creating an unobtrusive workspace.
Private room in Mississauga
4.79 out of 5 average rating, 190 reviews

4. Summer field

Guest favourite
A modern sectional sofa with a gray upholstery is positioned in a well-lit living area. Colorful patterned throw pillows add a touch of design, while a unique wooden accent table with a natural finish sits in front. The space is clean and open, enhancing comfort.
Home in Brampton
4.89 out of 5 average rating, 66 reviews

Perfect@2, Comfortable @4

Guest favourite
A well-lit private room features a spacious bed with a white coverlet, complemented by a colorful chevron blanket. A desk and chair provide a workspace. A mirror and framed art adorn the walls, while a door leads to the hallway.
Private room in Brampton
4.95 out of 5 average rating, 165 reviews

Adorable, 1 bedroom with free parking on premises

Top guest favourite
An open-concept living area showcases a well-equipped kitchen with stainless steel appliances and a spacious island. A cozy seating arrangement features dark leather sofas, complemented by neutral-toned accent chairs. Natural light filters in, and an elegant chandelier hangs above, enhancing the inviting atmosphere.
Home in Caledon
4.98 out of 5 average rating, 56 reviews

Family-Friendly 3BR • 2 Car Park •Safe Fenced Yard

Guest favourite
A concrete patio is shown with a bicycle parked beside a set of steps. A barbecue grill is located in the corner, and a tree provides shade nearby. An inviting outdoor seating area is visible, along with a driveway leading to a blue vehicle.
Private room in Toronto
4.85 out of 5 average rating, 286 reviews

A home like room minutes away from airport

Top guest favourite
Home in Brampton
5 out of 5 average rating, 5 reviews

Stylish 2BR Basement | Sleeps 4

Top guest favourite
A bright and spacious room features a neat single bed with a simple white cover. A small bedside table holds a soft lamp, and a piece of wall art adds a touch of color. A closet is visibly integrated into the design, providing storage options.
Private room in Toronto
4.9 out of 5 average rating, 274 reviews

FREE parking- cozy, inexpensive room in bsmt

Superhost
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.
Home in Brampton
4.79 out of 5 average rating, 109 reviews

Your Own Suite-Moderncharm Hideaways Near TorAirp

Apartment rentals with air conditioning

Superhost
A decorative display features a vintage typewriter, a styled hat, and elegant written documents against a brick backdrop. An assortment of old-fashioned items, including a wine bottle and an ornamental globe, are arranged artfully on a wooden shelf, creating a nostalgic ambiance.
Apartment in Halton Hills
4.91 out of 5 average rating, 194 reviews

The Johnnie Walker Suite.

Guest favourite
The modern kitchen showcases sleek white cabinets and stainless-steel appliances, including a microwave and dishwasher. A spacious counter offers ample room for food preparation. Natural light floods the open-concept living area, which features a cozy pull-out sofa bed and large windows overlooking the balcony.
Apartment in Mississauga
4.96 out of 5 average rating, 113 reviews

Cozy Mississauga Condo 20 min to Downtown Toronto

Top guest favourite
A bright and modern space features a cozy red sofa, complemented by a round coffee table resting on a textured rug. A spacious bed is seen in the background, with natural light filtering through a window, illuminating the soft bedding.
Apartment in Mississauga
4.88 out of 5 average rating, 268 reviews

One bedroom Apt. ( 2 storeys unit ) in Mississauga

Guest favourite
A modern living area features a comfortable sectional sofa and two stylish chairs, arranged around a glass coffee table. A television is mounted on a sleek cabinet, while decorative wall art adds visual interest. Soft lighting creates a warm ambiance.
Apartment in Brampton
4.92 out of 5 average rating, 153 reviews

1 Bedroom apartment Brampton

Guest favourite
A modern living room is depicted, featuring a dark sectional sofa facing a sleek black coffee table. A large television is mounted on the wall, and a decorative mirror reflects the space. Soft lighting enhances the cozy ambiance, while a small faux plant adds a touch of greenery.
Apartment in Brampton
4.95 out of 5 average rating, 120 reviews

Brand New Basement Apartment in Brampton

Guest favourite
A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.
Apartment in Mississauga
4.94 out of 5 average rating, 155 reviews

Luxury Stay w/phenomenal view!

Top guest favourite
A bright bedroom is defined by light-colored walls and natural wood flooring. A spacious bed is centered in the room, accompanied by a small bedside table. A mirror reflects the room's features, enhancing the open feel. A window allows natural light to brighten the space.
Apartment in Halton Hills
4.94 out of 5 average rating, 124 reviews

Small Town Escape

Superhost
A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.
Apartment in Mississauga
4.88 out of 5 average rating, 110 reviews

Condo in Heart of Mississauga

Other great vacation rentals near Caledon Country Club

Guest favourite
A compact seating area features a dark gray sofa adorned with two white patterned pillows. A small glass coffee table is positioned in front of the sofa, displaying a decorative item. A plant adds a touch of greenery to the corner, with light filtering in through a small window.
Apartment in Brampton
4.94 out of 5 average rating, 72 reviews

Beautiful and bright basement

Guest favourite
A well-appointed bedroom features a cozy bed covered with a soft navy throw blanket, accompanied by decorative pillows. A bedside table with a lamp is positioned next to the bed, and natural light enters through a nearby window adorned with blinds.
Guest suite in Brampton
4.85 out of 5 average rating, 54 reviews

Cozy Ensuite - Smart TV, King Bed, Self Check In

Guest favourite
A spacious living area features two blue sofas and a circular dining table. Modern décor includes a large framed poster and a cozy area rug. Warm lighting is provided by a stylish floor lamp, while a small fireplace contributes to the inviting atmosphere.
Guest suite in Caledon
4.94 out of 5 average rating, 33 reviews

Stylish Caledon Retreat | Close to Airport & Mall

Top guest favourite
A modern kitchen area is visible, featuring white cabinetry and stainless steel appliances. A rustic barn door opens to the bedroom. The dining space includes a dark wood table surrounded by four chairs, complemented by a cozy sofa adorned with colorful cushions.
Guesthouse in Brampton
5 out of 5 average rating, 39 reviews

Private & Detached Downtown Brampton Garden Suite

Guest favourite
A modern living area is featured, highlighted by a gray sectional sofa and a glass coffee table. Adjacent, a well-equipped kitchen showcases dark cabinetry and stainless steel appliances. The sleeping area includes a neatly made bed, while a bathroom setup is visible with fresh towels and floral accents.
Guest suite in Brampton
4.92 out of 5 average rating, 50 reviews

Luxurious 1BR+1BA Apartment Spacious, w. parking

Top guest favourite
A modern living area features two elegant gray sofas, a glass coffee table, and a textured dark rug. Decorative wall art and a potted orchid add touches of style. Soft lighting creates a calming environment, while the entrance door provides natural light.
Home in Brampton
5 out of 5 average rating, 23 reviews

LUXE by Marvalous 2

Superhost
Home in Caledon
4.83 out of 5 average rating, 12 reviews

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Guest favourite
A well-lit sleeping area features a spacious bed with crisp white bedding. A mounted television is positioned on the wall opposite. Nearby, a compact desk and chair are available for work, complemented by a small lamp and a decorative plant adding a touch of green.
Guesthouse in Brampton
4.93 out of 5 average rating, 41 reviews

Cozy Private Entire Basement 1 Bedroom & 1 Bath