Ski-in/Ski-out vacation rentals in Durham Region

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Top-rated ski-in/ski-out rentals in Durham Region

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Guest favorite
An aerial view of Olive & Willow Lodge reveals a spacious green lawn surrounded by trees. The white house is centrally located, with a driveway leading to the entrance. Scenic highways are visible along the property's edge, enhancing the natural tranquility of the setting.
Home in Uxbridge
4.92 out of 5 average rating, 25 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

The stove has been newly replaced based on guest feedback! Welcome to Olive & Willow Lodge! Nestled next door to Dagmar Ski Resort's 18 scenic runs, with Lakeridge Resort just mins away, our warm and cozy home offers everything you need for a relaxing stay. Snuggle into comfy beds, cook your favorite food in our fully stocked kitchen, and unwind in our luxuriously beautiful bathrooms. Just 10 mins from Uxbridge, Whitby, and more, and an hour from Toronto, this peaceful lodge is perfect for all.

Guest favorite
A comfortable living area is presented with a blue sofa adorned with decorative pillows and a round coffee table. A cozy armchair is positioned nearby. Green plants are placed around the space, complementing the light-colored walls and accent artworks.
Apartment in Whitby
4.89 out of 5 average rating, 36 reviews

Luxury Escape Apt to Relax with Kitchen & Parking

Welcome to the Most Relaxing & Prestigious Neighborhood in Whitby. ★ Separate entrance for ultimate privacy ★ Elegant, high-end furnishings and modern finishes ★ Ultra-fast Wi-Fi (3000 Mbps), perfect for streaming or remote work ★ Complimentary one on-site parking - extra parking available upon request ★ 50" Smart TV with Netflix and Plush Double-sized beds ★ Fully stocked kitchen with cookware, utensils, & essentials ★ Dedicated workstation ideal for business travelers or remote professionals

Top guest favorite
The exterior of a spacious two-story home is displayed, featuring a bricked facade and a welcoming entrance. Parking spaces are visible for multiple vehicles, with decorative planters hanging by the door. Large windows allow for ample natural light, enhancing the overall curb appeal.
Private room in Uxbridge
5 out of 5 average rating, 5 reviews

Country Inn-Like RetreatTrail Views Explore 240 km

Large Country Inn-like retreat right near the Wooden Sticks Golf Club. Shared access to our large home, including an open concept kitchen 2 dining rooms, 2 living rooms and backyard with 2 gazebos, 2 barbeques and patio furniture. The bedroom includes a queen bed and access to the private bathroom. Walk to downtown Uxbridge with many shops, restaurants, pubs and Uxbridge Hospital. Explore the nearby trails, including around Mill Pond. Parking for 2 cars. Laundry included. No parties or events.

Guest favorite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry
4.98 out of 5 average rating, 556 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Guest favorite
The exterior of a renovated lake house is visible, showcasing a spacious deck with a red umbrella over a dining table. A well-maintained patio area surrounds the home, with natural stone accents and lush green landscaping. Large windows provide ample light to the interior.
Cottage in Lakefield
4.9 out of 5 average rating, 42 reviews

Cedar Shores Lake House

This beautifully renovated lake house is equipped with 4 bedrooms, 2 full bathrooms, 2 separate living rooms, a games area, laundry room, dining room, and a beautiful kitchen. The sandy shore entry into the lake, along with new interlock patio makes days relaxing at the cottage that much more wonderful. Should you enjoy a birds eye view, wander up to the balcony and relax on the comfortable, brand new conversation set and watch the boats go by as the sun sets, a sight that will never grow old.

Guest favorite
The private bedroom is spacious and features a full bed with a light comforter. A desk with a height-adjustable chair and a wall-mounted 32" TV are positioned next to the bed. The room is well-lit with multiple windows and a smooth wooden floor.
Private room in Whitby
4.87 out of 5 average rating, 30 reviews

Luxurious Modern Cozy Private Bedroom w/ TV R3

Step into your luxurious, private bedroom in peaceful North Whitby 10min driving from Highway 401! This cozy bedroom, situated in second floor is accessed through main door. Make the most of the dedicated workspace and share the spacious open-concept full kitchen, living/dining area. Delight in your fav shows on a 60” TV in basement or take relaxing walks to parks and amenities. Perfect for students or working professionals associated with Ontario Tech, DC, Trent, OPG, Amazon, Oshawa Airport.

Guest favorite
A private bedroom is presented with a spacious bed featuring a quilted coverlet and decorative pillows. A desk with an adjustable chair sits nearby, accompanied by a lamp. A wall art piece adds a subtle touch to the bright, inviting space.
Private room in Whitby
4.97 out of 5 average rating, 33 reviews

Luxurious Cozy Modern Private Bedroom Sep Entry R2

Step into your luxurious, private bedroom in peaceful North Whitby 10min driving from Highway 401! This cozy bedroom is accessed through separate entrance, guaranteeing your privacy. Make the most of the dedicated workspace and share the spacious open-concept full kitchen, living/dining area. Delight in your fav shows on a 60” TV or take relaxing walks to parks and amenities. Perfect for students or working professionals associated with Ontario Tech, DC, Trent, OPG, Amazon, Oshawa Airport.

Superhost
An outdoor dining area features a long table set with plates and glasses, complemented by decorative elements like flowers. Soft string lights illuminate the space above, creating a warm ambiance. Nearby, a spa-like hot tub is situated under a wooden gazebo.
Apartment in Oshawa
4.81 out of 5 average rating, 114 reviews

Vacation Retreat•4BR 4BA•Hot Tub•BBQ•Near Toronto

YOUR IDEAL GETAWAY AWAITS 🛏️ 4 Bedrooms and 4 Bathrooms 🛁 Relax in the private hot tub after a long day 🎱 Have fun with friends and family around the pool table 🛋️ Stylish and comfortable with all the essentials 🛣️ Just minutes from Toronto, close to HWY 407 🌳 Enjoy both city access and a peaceful space 🎯 Pool table for fun and entertainment 📶 Free high-speed Wi-Fi ⚠️ Note: Basement not included in rental Perfect for a weekend escape, family trip, or special celebration!

Superhost
A sleek, modern sectional sofa in white leather is positioned in a cozy living area. Decorative pillows enhance the seating with a soft grey throw draped over one end. A black-and-white cityscape artwork hangs above, complementing the clean, bright walls.
Home in Scarborough
4.74 out of 5 average rating, 58 reviews

Specious Suite at Main floor close to VP Station

Welcome to CATTALA Guest Suite. This Suite is rarely find, Cause of The Place is located at Victoria Park Ave & Danforth Ave, Toronto. 15 minutes away from Downtown, With walking distance Subway, restaurants, groceries, Banks, Gym, etc. Newly full renovated luxurious living, bedrooms, dining & washrooms, with equipped chef kitchen. Enjoy your stay at this peaceful & convenient located modern home with free parking. You get all support through your stay in this Guest Suite

Superhost
An aerial view captures a spacious property surrounded by lush greenery and gently rolling hills. A pool glimmers in the sunlight, while the main building features a gray roof and expansive lawns. The serene landscape extends into the distance, showcasing a tranquil forested area.
Guest suite in Uxbridge
4.76 out of 5 average rating, 21 reviews

Forest Retreat | Pool, BBQ & Fall Colors

Hilltop retreat on 22 acres with panoramic views, just 2 min from Lake Ridge Ski Resort. Perfect for a cozy fall escape. Features: 1 bedroom + living room (convertible to 2nd bedroom) Pool still open for refreshing swims BBQ for outdoor dining under the trees Direct access to Glen Major Forest hiking & biking trails Peaceful privacy with sunrise & sunset views Vibrant fall colors and crisp country air Ideal for couples, families & adventurers seeking both comfort and nature.

Guest favorite
A tranquil scene is depicted, showcasing a small cabin surrounded by vibrant autumn foliage. Lush grass and wetland plants frame the calm waters, reflecting the colorful trees in the background, creating a serene natural environment.
Farm stay in Kawartha Lakes
4.85 out of 5 average rating, 115 reviews

GcLittle Tourist Cabin on the Marsh

Nature enthusiasts welcome. We offer a large campsite complete with dock on a private nature reserve. Stay in a converted/restored century tourist cabin/hunt camp on the edge of Provincially Significant Wetlands & Woodlands and overlook 5 pristine acres of wetlands off the Pigeon River in the heart of the Kawarthas. All this is set on a 55 acre organic farm. We have a 10 kw solar panel, native plant nursery as well as heritage breed cattle, turkeys and chickens.

Apartment in Whitby
New place to stay

1 Bed, Bath & Kitchen Basement Available Monthly

Welcome to this charming 1-bedroom apartment, thoughtfully designed to accommodate up to 3 guests. It features a comfortable Queen bed and a versatile sofa bed, a full bathroom, and a well-equipped kitchen for all your culinary needs. Nestled in a quiet, mature, and family-friendly neighborhood with convenient access to all amenities. Enjoy effortless connectivity to major highways, with a bus stop right at your doorstep.

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