Holiday houses in Tiny

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Popular amenities for Tiny holiday rentals

Stay near Tiny's top sights

Awenda Provincial Park37 locals recommend
Georgian Bay Islands National Park9 locals recommend
Balm Beach32 locals recommend

Other great holiday rentals in Tiny

Guest favourite
Bungalow in Tiny
5 out of 5 average rating, 36 reviews

Cottage in Tiny. License #. STRTT-2025-068

SiobhanRating, 5 stars9 months ago
Our family had a great stay at Romuald and Marta's for a week at the end of the summer. They have a beautiful, spacious home that is even nicer than the photos. The location is also wonderful, a nice wooded neighbourhood and a very short walk across the road to a beach shared with other local neighbours. At the beach they have a great set-up with umbrellas, beach chairs, kayaks, and a paddleboard. We also used the volleyball court that is there. Everyone in the area seemed quite friendly. Lots of space for everyone, stunning washrooms, nice spacious kitchen, outdoor dining, firepit. Can't think of anything that was missing. Awesome place, would definitely return.
Guest favourite
Cottage in Tiny
4.96 out of 5 average rating, 72 reviews

The Beach House Licence#: STRTT-2024-028

AtifRating, 5 stars5 months ago
Place was nice amd cosy for our family break in winter. Great toys collectiom for 2 years old, good books collection for older kids. Only downside was that it didn't have microwave which was tricky with 2 yr old especially when trying to warm up milk quickly. TV could have been bigger fpr the space but it was still good enough. Ian was very helpful and responsove during our stay, he got snow cleaned promptly during our stay.
Guest favourite
Cottage in Tiny
4.9 out of 5 average rating, 41 reviews

Barefoot Bungalow-kayaks, paddle board & bicycles.

John-PaulRating, 5 stars9 months ago
Beautiful home with an amazing backyard and walking distance to the beach. Great hosts who left a very detailed house manual.
Top Guest favourite
Home in Midland
5 out of 5 average rating, 70 reviews

Historic Coach House hosted by John & Donna

AnnaMarija (Amari)Rating, 5 stars3 weeks ago
We had the absolute pleasure of staying at Donna’s beautiful home in Midland. While the photos are lovely, the space is even more stunning in person, immaculate, cozy, and full of charm. It had everything we needed and more. Midland is a hidden gem! Peaceful, scenic, and full of character. The neighborhood is quiet and beautiful, and the lake nearby is truly breathtaking. It’s the perfect place to slow down and recharge. Donna is an exceptional host, warm, welcoming, and incredibly thoughtful. Her recommendations were amazing, we explored Olde Town Library, Tiny Gems, Mouse Trap Cheese Shop, Grounded Coffee, and more. Each spot felt like a local treasure. Meeting Donna was a true gift! Her kindness and care made our stay feel extra special. We’re deeply grateful for the experience and would love to return again.
Top Guest favourite
Home in Tiny
4.96 out of 5 average rating, 24 reviews

Grandview Family Beach House w/ Hot Tub & Sauna!

NayeemaRating, 5 stars2 months ago
Michelle was an amazingly warm and accommodating host! She went beyond being a gracious host! We had some hiccups due to the weather and power outage, Michelle offered great options so that we could stick to our plan and enjoy our trip! All 9 of us are smitten and are already making plans to book from her in summer! Wishing you guys all the best!
Top Guest favourite
Guesthouse in Midland
5 out of 5 average rating, 7 reviews

Hillside Studio: Small Town Escape + Scenic Views

WayneRating, 5 stars2 weeks ago
We had a wonderful stay! The space is newly renovated with brand new appliances, a beautiful bathroom, and a great shower. It’s perfect for a couple’s getaway — cozy, bright, and full of natural light thanks to all the windows. We really appreciated the privacy, as the unit is separate from the main house. The host was incredibly friendly and welcoming, leaving us a thoughtful note with local restaurant and activity recommendations, along with some tasty snacks to enjoy. Highly recommend this place if you're looking for a relaxing and comfortable stay!
Cottage in Tiny
4.82 out of 5 average rating, 38 reviews

Beach Front - Cawaja Beach House - Town of Tiny

KirstenRating, 5 stars9 months ago
We spent a perfect week at Karen’s cottage. The beach is really fine sand and flat, with sandy shallow water entry, perfect for the whole family to play on. The kayaks, paddleboard, beach games and chairs provided were a bonus. Kitchen was well stocked including condiments, oils, soy sauce and spices. Lots of family board games to play, we didn’t even get to them all! Love the small but peaceful and bright main room we could spend our time together in. Couldn’t ask for a better cottage! Hope to be back in future years!
Guest favourite
Cottage in Tiny
4.87 out of 5 average rating, 103 reviews

Cozy beach house on Georgian Bay

LeesaRating, 5 stars1 day ago
This was our second stay here and we loved it as much as the first time. Amenities are awesome, and between the beach and the pool, there is always somewhere to be. Kelly and Jody are both proactive with issues and are extremely friendly. Overall we would continue to recommend this cottage for any small families (with or without dogs).

Quick stats about holiday rentals in Tiny

  • Total rentals

    470 properties

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    390 properties are a good fit for families

  • Pet-friendly rentals

    190 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

Destinations to explore

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  3. Ontario
  4. Simcoe County
  5. Tiny