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

Find and book unique ski-in/out homes on Airbnb

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

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

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Guest favourite

Home in Uxbridge

4.88 out of 5 average rating, 16 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.

Superhost

Guest suite in Uxbridge

4.71 out of 5 average rating, 14 reviews

Hilltop Getaway|Scenic Views| Pool | Back toTrails

Escape to this stunning hilltop 2-bedroom Airbnb, nestled on 22 acres of beautiful woodland just 2 minutes from Lake Ridge Ski Resort.Enjoy breathtaking panoramic views of the mountains from your private retreat, perfect for those seeking both relaxation and adventure This cozy unit is ideal for hikers, with direct access to Glen Major Forest and scenic trails right at your doorstep There is no living room, you will have 2 bed rms, 1 washroom and a kitchen This unit is a portion of main cottage

Guest favourite

Flat in Whitby

4.94 out of 5 average rating, 31 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

Guest favourite

Treehouse in Port Perry

4.98 out of 5 average rating, 555 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.

Superhost

Cottage in Lakefield

4.89 out of 5 average rating, 38 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 favourite

Private room in Whitby

4.96 out of 5 average rating, 28 reviews

Luxurious Cozy Modern Private Bedroom w/ TV R4

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 40" dedicated 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.

Guest favourite

Private room in Whitby

4.96 out of 5 average rating, 26 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

Flat in Oshawa

4.8 out of 5 average rating, 111 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!

Guest favourite

Home in Scarborough

4.78 out of 5 average rating, 49 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

Cabin in Kawartha Lakes

4.53 out of 5 average rating, 17 reviews

Newly Renovated 2 BR Cottage Beach, Park & Firepit

Welcome to Parkview Cottages. I hope you will enjoy your stay on Sturgeon Lake. We offer you direct access to the sandy beach, swimming, kayaking, and boating. Enjoy fresh air, relaxation, and more! This cottage opens all year long. Pet friendly with a fee . Recreation boats for guests with a fee You have access to the entire resort, park, beach, dock, firepits and game room. Each group will have their own BBQ. Unlimited WIFI. Cable TV with over 100 channels.

Home in Goodwood

New place to stay

Luxury Bungaloft Getaway

Luxury 5BR Bungaloft on 1 Acre | Theatre • Games • Golf! Escape to this private retreat in Pickering/Goodwood, ON — across from Spring Creek Golf Club. Enjoy a chef’s kitchen, gas fireplace, home theatre, gym, BBQ patio, fire pit, unmanaged tennis court & putting green. Sleeps 10+ with room for air mattresses. Fully fenced yard, pet-friendly, no rear neighbours. Minutes to Dagmar Ski Resort, golf, and hiking. Perfect for families, retreats, or corporate getaways!

Guest favourite

Farm stay in Kawartha Lakes

4.85 out of 5 average rating, 113 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.