Family-friendly vacation rentals in Perry

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Perry

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Loft in Midland

4.92 out of 5 average rating, 296 reviews

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

Superhost

Cottage in MacTier

4.9 out of 5 average rating, 103 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

*Winter All Wheel Drive and Winter Tires Required* Welcome to Baysong Cottage. We are right on the water, with a big dock, sauna and hot tub all yours to enjoy. This is the perfect getaway winter and summer. Enjoy our dock for swimming and boating, our sauna and hot tub for a rejuvenating spa experience, and all day south west facing sunshine. Great for boating, fishing, sailing, swimming, snowmobiling, ice fishing or just a getaway to enjoy a campfire, some board games and some time together.

Guest favorite

Cottage in Bracebridge

4.93 out of 5 average rating, 209 reviews

Beautiful Year Round Cottage on the Muskoka River

This cottage is fantastic for friends and family to relax and enjoy quality time together. In this newly renovated 1400 sq. foot cottage, you will find all the amenities of home. With 4 bedrooms and 2 baths there is enough room for everyone. There is plenty of parking for all the toys you want to bring (boats, ATV, etc). We have added board games, a tv and an electric fireplace downstairs to create memories that will last a lifetime. Explore the close hiking trails or take the canoe up river.

Top guest favorite

Cabin in Port Carling

4.92 out of 5 average rating, 113 reviews

Icicle Valley

Lake Muskoka Executive Cottage Out Door Hot Tub, Firewood, Full Back Up Generac Power and snow ploughing are all essentials for a good holiday and are included. Lake Muskoka makes for a perfect walking, skiing or snowshoeing path as well there are numerous trails in the area. The cottage is close to snowmobile trails and there is a rental company in the area that will deliver snowmobiles to the cottage. There is a grand Muskoka granite wood burning fireplace for extra comfort and ambiance.

Guest favorite

Cottage in Bracebridge

4.97 out of 5 average rating, 141 reviews

Muskoka Waterfront Cottage Retreat.

In the heart of Muskoka,surrounded by nature,beautiful and modern 4+2 Bdr fully renovated 4 season Cottage on crystal clear Muskoka river.Very well landscaped open flat lot with full privacy,sandy beach and short paddle to High Falls Lagoon. Separate 2 Bdr Guest/Entertainment house with seasonal w/c. A/C,Hottub,woodburning Sauna, big deck, screened Gazebo, watercrafts, playground, treehouse, BBQ, smoker, fire pit. Hiking/snowmobile/skiing trails closeby. Close to town/plazas/stores/lcbo.

Guest favorite

Home in Tiny

4.87 out of 5 average rating, 128 reviews

Beachy Blue Bay Cottage - licence #STRTT-2024-195

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Top guest favorite

Townhouse in Huntsville

4.87 out of 5 average rating, 180 reviews

Truly Amazing Muskoka Chalet - Beach & Ski hill

*Our Chalet is a licensed Airbnb* Enjoy the Muskoka lifestyle here at our spacious 3 bdrm, 2 bath, Hidden Valley chalet on beautiful Peninsula Lake. The 3 levels of living area provide everyone with their own space. Loft bedroom has its own private bath and provides a nice getaway with views of the lake and ski hills. A place perfect for couples, families and extended families. Enjoy the sandy beach & outdoor pool in the summer months and skiing and snowboarding in the winter.

Top guest favorite

Chalet in Coldwater

4.95 out of 5 average rating, 458 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

Superhost

Cabin in Severn Bridge

4.76 out of 5 average rating, 173 reviews

Moon River Place Unit 4A

A modest riverfront cottage with a full kitchen and bathroom, three bedrooms that sleeps six; 2 double and a bunk. 20 mins from Orillia, and 30 mins from Gravenhurst. Situated on a lively canal connecting Sparrow lake and lake Couchiching with private access. Perfect for families or small groups looking to enjoy some time away from the noise of the city. Please read the listing details, if you miss important information, please do not make a complaint about it later.

Guest favorite

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

Superhost

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Our private two-acre gated beach at Marks Point, the western tip of Thunder Beach, is ten minutes by car from the cottage. The second beach option (public) is the unsurpassed 3km sand Thunder Beach, 5 minutes by foot! The cottage is on our private 100 acres.

Guest favorite

Cottage in Haliburton

4.89 out of 5 average rating, 141 reviews

Beautiful Haliburton Cottage- hot tub, wfh at lake

Beautiful winterized cottage with hot tub on a clean, clear lake 3 hours north of Toronto. Great fun in the winter with skiing & dogsledding. Amazing summer swimming in extremely clean, clear water and wraparound sun deck for all-day sun. Excellent fishing and boating on 2 chain lake - canoe & 2 kayaks are provided, there is a boat launch and dock so you can bring your own boat.

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What guests are saying

Peaceful lakeside cottage great for a staycation.

4.88 out of 5 average rating, 202 reviews3 months ago

We had an absolutely magical stay at this lakeside cottage! The attention to detail in the space was remarkable, with every corner thoughtfully designed for comfort and relaxation. The kitchen was well-stocked, making it a joy to cook meals, and the wood-burning fireplace added the perfect cozy touch for our winter evenings. The views were breathtaking—each window felt like looking at a postcard, with stunning vistas of the lake and surrounding nature. Laura's hospitality truly stood out; she went above and beyond to ensure we had everything we needed for a memorable stay. The location is unbeatable. Being just a short drive to Algonquin Park allowed us to enjoy some fantastic hikes with our dog and we loved returning to the peaceful setting of the cottage afterward. This cottage is a gem, and we can't wait to return. Highly recommend for anyone looking for a serene getaway or a cozy work-from-home option.

Cottage in Dwight

What guests are saying

Mid Century 4 Season Getaway on Lake Cecebe

4.98 out of 5 average rating, 131 reviews8 months ago

We had the most magical week at Heather's cottage--and not just because of the good weather. The cottage itself delivered on every front and worked beautifully for our family--rooms perfectly appointed, a deck made of dreams and access to the water that worked for all ages. We felt right at home straight away and our only disappointment was having to check out at the end of the week. Would return in a heartbeat.

Cottage in Burk's Falls

What guests are saying

3 Bdrm Family Cottage Private Beach, Thunder Beach

4.83 out of 5 average rating, 29 reviews9 months ago

We absolutely loved the cottage it was perfect for our week at the beach. The beach itself was just steps away and was absolutely beautiful with calm,clear water and friendly neighbours. There is a strong sense of community in the area. We really loved the outdoor shower which was a family favourite. We will defiantly come back to this cottage again and again if we can.

Cottage in Penetanguishene

What guests are saying

Glenn Burney Lodge Lake View Cottage #3

4.73 out of 5 average rating, 113 reviews6 months ago

Enjoyed our stay at Glenn Burney Lodge. Owner was very helpful and communicative, proximity to restaurant was great, privacy and seclusion of cabin made us comfortable on a first trip with our dog that he wasn’t going to annoy others if he barked a lot (which he didn’t…yay!). Overall, a very positive experience.

Cabin in Parry Sound

What guests are saying

4 Season Lake Front Cottage

4.91 out of 5 average rating, 82 reviews2 months ago

Great place to stay. Lots of space and very comfortable. We didn’t use the loft but a nice private area if needed. Super close to skidoo trails and to Haliburton for groceries or a dinner out. Lots of room for sleeping and nice to have 2 full size bathrooms. Eric responded immediately and helped us out with any issues that came up. Would definitely stay again.

Home in Haliburton

What guests are saying

5 Bedroom Large Family Getaway on waterfront

5 out of 5 average rating, 5 reviews32 months ago

Trevor was a great host. Our family vacation was one of the best ever. The cabins are clean and comfortable. The canoes and kayaks were very convenient and added a level of fun and adventure to our visit. The sandy beach was a quick canoe ride away. I spent hours gazing through the clear water at all the life. Highly recommend.

Cottage in Port Severn

What guests are saying

Appealing cottage by the lake

4.75 out of 5 average rating, 111 reviews6 months ago

My friends and I stayed at Hong's place October 2024. We've stayed there before and had a great time, and this time was no different. Even before checking in Hong made sure all questions were answered and gave us a guide to the place and the area. The check in experience was seamless and accommodating, and the cottage was cleaned very well. The cottage itself is so warm and cozy, and the surrounding area is beautiful. We would definitely stay here again!

Cottage in Emsdale