Family-friendly vacation rentals in Orillia

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Top-rated family-friendly rentals in Orillia

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

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Superhost

Cabin in Washago

4.78 out of 5 average rating, 197 reviews

Golfers' Paradise *Hot Tub and Kayaks

Authentic (and cute!) 3rd generation, 540 sq.ft. cottage 90 mins north of Toronto. Wood stove, small quiet lake (access 2 min walk) large private lot. NEW HOT TUB, firepit & kayaks. GOLFERS PARADISE! Walk to 9, 27 & mini courses & a great family restaurant. Mins from Washago, Orillia & Casino. Pet friendly! Easy access to hwy; you will hear some hwy.noise. Free Muskoka Mosquitoes. 2-3pm check-in. Bring sheets, towels, firewood & drinking water. Check out our cabin in McKellar (The Love Shack).

Guest favorite

Guesthouse in Mansfield

4.99 out of 5 average rating, 103 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

Guest favorite

Rental unit in Wasaga Beach

4.95 out of 5 average rating, 381 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Guest favorite

Guest suite in Port Perry

4.87 out of 5 average rating, 182 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Guest favorite

Bungalow in Wasaga Beach

4.92 out of 5 average rating, 112 reviews

Nice Wasaga Cottage

We welcome well traveled guests over the age of 25 and families. Perfect for 4 people. Large 2 bedroom, 4 season cottage with big living room and eat-in kitchen; in a desirable area of Wasaga Beach Area 4. Renovated kitchen and bathroom. WiFi, gas furnace, and central air conditioning. 1 block to beach area, park, and bike path. 1 block to Nottawasaga river and boat launch. 25 min to Blue Mountain Village. Hiking, Golfing, and Skiing all nearby. 1 extra guest allowed for an additional fee.

Superhost

Condo in Innisfil

4.85 out of 5 average rating, 111 reviews

2 Bedroom Condo at Friday Harbour Resort

Luxury 2 bedroom 2 bathroom condo at the gorgeous Friday Harbour Resort on Lake Simcoe. Fully furnished and includes everything you need for a comfortable stay, including fully equipped kitchen, linens, bedding, towels, shampoo and conditioner, laundry, toilet paper, utensils, pots and pans, dishes, etc. Quiet building on the 2nd floor with a main view of the terrace gardens and slight view of the marina. Please visit the Friday Harbour website for information about the resort and amenities.

Guest favorite

Loft in Midland

4.88 out of 5 average rating, 321 reviews

Nest By The Bay - Downtown Midland / Private Loft

Luxury, Comfort & Style. This one-of-a-kind rental, "Nest By The Bay", is located in Downtown Midland. Walk everywhere, park your car & enjoy what Midland has to offer. Midland Harbour is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, seasonal events & so much more! See our other listing "Perch By The Bay", also at this same location. 2 nights min. preferred, 1 night by request. Listing not suitable for ages under 6.

Guest favorite

Chalet in Gravenhurst

4.93 out of 5 average rating, 218 reviews

Log Cabin on the Lake Bed and Breakfast

Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

Guest favorite

Condo in Innisfil

4.94 out of 5 average rating, 202 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Guest favorite

Chalet in Coldwater

4.95 out of 5 average rating, 433 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.

Guest favorite

Bungalow in Orillia

4.87 out of 5 average rating, 231 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

Superhost

Cottage in Gravenhurst

4.83 out of 5 average rating, 166 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

Hiya, we're so happy ya found us! We can't wait to have you and your loved ones for a classic Muskoka, memory-making cottage getaway. We've got all the fixins' for fun; outdoor hot tub, lakeside sauna, sandy beach, water toys (canoes, kayaks, SUPs), games room with pool table & more, log fireplace & fire pit, family owned & adored, fur family welcome, wifi internet, close to Toronto (<2 hours), open year round.