Holiday houses in Collingwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Collingwood

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 202 reviews

Blue Mountain Getaway!

Wonderful Mountain Getaway! EXTENDED STAYS WELCOME! Fantastic location! Rest assured that our condo is thoroughly sanitized for each guest with high quality disinfectant products. From remotes and door handles to faucets and floors, we take great pride in our 5* SUPER CLEAN rating! Our two-storey, 1700 sq ft condo is conveniently located in the exclusive Sierra Lane. Nestled between the base of Blue Mountain village, Monterra golf course and the ski hill, this is sure to be a wonderful stay!

Superhost

Home in Tiny

4.68 out of 5 average rating, 224 reviews

Private log cottage on 2 acres

Spectacular 4,500 sq ft Scandinavian scribed white pine log cottage on 2 acres lot, walking distance - 5 minutes to Georgian Bay (Balm Beach) white sand, short drive to shopping, ski hills and Golf Courses, Go-carts, mini golf; year-round vacation cottage. Sauna (extra $) For winter lovers, just imagine having a glass of wine in front of a wood fireplace when it is lots of snow outside....2 minutes away from an open skating rink. Pool Table, foosball table, pingpong table, Netflix, HD, Wi-fi.

Guest favourite

Cottage in Innisfil

4.95 out of 5 average rating, 101 reviews

Innisfil retreat: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Guest favourite

Condo in Innisfil

4.88 out of 5 average rating, 25 reviews

The Boathouse: *pools*courtyard lounge*firepit*

Immerse in maritime charm at our nautical Airbnb. Sea-inspired decor, pool view, and cozy comfort await. Enjoy some welcome snacks and grill up some food while taking in the balcony view. Head down to the pools to catch some sun on the comfy patio furniture. After a long day, sink into the Endy mattress for a sleep experience you will not forget. Simply pull out the couch to reveal a second full bed to provide a good night's rest. Bring the kids or gather some friends and sail into relaxation.

Guest favourite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favourite

Cottage in The Blue Mountains

4.92 out of 5 average rating, 142 reviews

Luxury Chalet in Blue Mountains with HotTub Sauna

*4 SEASONS COTTAGE*This newly renovated chalet in the heart of Blue Mountains accommodate16 people with 6 bedrooms,10 beds(2 queen, 1 twin,1 double and 3 double over double bunk beds)and 4 baths.This chalet comes with great features such as beach access,private backyard,all brand-new mattresses and beddings,pool table and ping pong table,arcade games,poker table 2 living rooms with TVs,sauna,hot tub and an indoor fireplace.4 minutes drive from Northwinds Beach.License number LCSTR20220000131

Superhost

Apartment in Wasaga Beach

4.82 out of 5 average rating, 11 reviews

Double Waterside Beach Oasis

Stay in this newly renovated brand new listing and enjoy sunsets at the worlds largest fresh water beach. Two waterside patios!🌊🏖️ -Sea Doo rentals steps away-Tiki bar boat rentals steps away-Clubs and bars 2 min walk including the world famous Bananas Beach Club overlooking the beach-Skull Island Mini putt 2 min walk-Fishing out your back door-Shops, arcade and MUCH more right outside your front door or 2 min walk. -Blue Mountain a short drive-Go carts and batting cages only 10 min away!

Superhost

Condo in Innisfil

5 out of 5 average rating, 4 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. 1,010.00 sf, luxurious living space. 2 bedrooms equipped, 2 upgraded bathrooms. Fully furnished, all brand new furniture. Hot top available all season. Kitchen includes Island, microwave oven, toaster, kettle (all new). Dining table seats four. 65 inch Sony smart TV. Washer & dryer. Over 15 days+ require to pay utilities. Underground parking. Wifi included. long term rental available.

Guest favourite

Condo in The Blue Mountains

4.95 out of 5 average rating, 856 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

SHUTTLE, HOT TUB, SEASONAL POOL! 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool open until September 3rd 2024. Hot Tub open all year round!

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 107 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Guest favourite

Home in Wasaga Beach

4.92 out of 5 average rating, 12 reviews

Hot March Deal at The Perfect Getaway

Welcome to Your Serene Georgian Bay Retreat! Just a two-minute walk from the beautiful Wasaga Beach, this cozy home is perfect for family getaways. With 8 bedrooms(5 queen beds and 3 bunk beds) and 2 full bathrooms. Enjoy stunning sunsets, spacious living and a fantastic size backyard for endless fun. Comfort and Convenience Close to shops, parks, and ice cream parlour’s, with Collingwood nearby for more adventures. Book Your Family Escape Today

Guest favourite

Villa in Tiny

4.9 out of 5 average rating, 146 reviews

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2025-152

0 of 0 items showing

What guests are saying

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.92 out of 5 average rating, 90 reviews5 days ago

We had a wonderful stay in this beautiful house. We booked it for a small get-together with our friends. The house is spacious and beautifully decorated. Jerry made sure everything was set up to make our stay comfortable. Although the pool wasn’t open during our visit, it’s definitely something we’re looking forward to next time. We are glad we chose this place. Thanks again for hosting us!

Home in Barrie

What guests are saying

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

5 out of 5 average rating, 9 reviews1 month ago

Franco and his team are lovely to deal with. They are extremely communicative and in a timely manner. The apartment is exactly “like” the pictures shown, warm, cozy and overall a very welcoming home. In addition, to having such a wonderful place to stay in, they have thought of every kitchen tool you may need during your stay, it’s great to have access to all these accessories. Thank you for the great stay, I would definitely recommend your place to anyone staying in the area.

Condo in Innisfil

What guests are saying

3 Peaks at Blue Mountains, your luxury staycation!

4.98 out of 5 average rating, 91 reviews3 months ago

We had an amazing 2-day stay at this Blue Mountain gem! The apartment was spotlessly clean, tastefully decorated, and felt both grand (thanks to high ceilings) and cozy, especially with the inviting fireplace. The amazing views of the ski slopes on one side and the golf course on the other were unforgettable. The thoughtful touches—like popcorn, laundry pods, and a fantastic collection of books, magazines, and board games for every age (even young readers)—made it extra special. Whether you're here for adventure or relaxation, this place has it all. Highly recommend and can’t wait to return!

Condo in The Blue Mountains

What guests are saying

The Hideaway Balm Beach Cottage

5 out of 5 average rating, 41 reviews1 month ago

For my birthday last weekend, I was looking for a cottage to getaway for work and to celebrate, and I immediately fell in love with this cozy little house when I saw it. It has everything I could ask for to create a warm and welcoming atmosphere, just like home. I spent my birthday here, and I couldn't have asked for a better place. The Scandinavian interior style is my absolute favorite, and every detail of the decor and soft furnishings was perfectly chosen. It’s clear that the owner, Lina, put a lot of thought and care into making this space feel like a true home for visitors. Each room was spotless, and everything I needed for a comfortable stay was provided. Lina is incredibly understanding and accommodating. We all had an amazing time and are so grateful for this experience. Five stars aren’t enough to express how much we enjoyed our stay and how this beautiful house made our birthday weekend so memorable. Highly recommend!

Cottage in Tiny