Family-friendly vacation rentals in Midland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Midland family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
An outdoor hot tub is situated by a scenic lakeside, surrounded by trees and greenery. Four individuals are enjoying the warm water, with arms raised playfully. The tranquil lake and blue sky create a serene backdrop.
Cottage in Gravenhurst
4.81 out of 5 average rating, 187 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

BraydenRating, 5 stars2 weeks ago
Christine and Rebecca were amazing hosts!! The cottage was super clean, and had everything we needed. This cottage was also super fun for a big group, we played lots of volleyball, went out in the canoes, and did hot cold dips from the lake to the sauna. Amazing place, would totally go again :)
Superhost
A sandy beach area is visible, leading to clear water. Smooth rocks are positioned at the water's edge, with gentle waves lapping against the shore. The landscape features a distant shoreline outlined against a blue sky with a few clouds.
Cottage in Tiny
4.84 out of 5 average rating, 220 reviews

Georgian Bay Cottage - 100 Acres & Private Beach

SebastianRating, 5 stars32 months ago
We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.
Superhost
An inviting living area displays high ceilings with wooden paneling. Comfortable seating arrangements are oriented around a central coffee table. A modern fireplace is situated against a feature wall, and large windows allow natural light to fill the space, enhancing the atmosphere.
Chalet in The Blue Mountains
4.8 out of 5 average rating, 195 reviews

Chalet At Blue - Private chalet with hot tub

MercedesRating, 5 stars3 months ago
This place was perfect for a blue mountain get away. We had 8 adults stay here for a ski trip and we all were comfortable and had a wonderful time. The kitchen is well stoked so we were able to make large communal meals with no issues. I'll definitely look into coming back next year.
Superhost
A spacious backyard is depicted, featuring a striped hammock supported by a sturdy frame. Lush green grass covers the ground, surrounded by tall trees creating a natural, serene setting. The scene conveys an inviting space for relaxation and outdoor enjoyment.
Bungalow in Innisfil
4.82 out of 5 average rating, 280 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

StephanieRating, 5 stars6 months ago
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!
Superhost
A wood-paneled hallway features a staircase leading to upper levels, with textured flooring throughout. The walls are adorned with various signs, and multiple doors access nearby rooms. A coat rack is mounted on the wall, contributing to a functional, rustic atmosphere.
Cabin in The Blue Mountains
4.89 out of 5 average rating, 363 reviews

🍺"Margaritaville" Big Space, Lots of fun+Hot Tub

MehrnazRating, 5 stars2 weeks ago
We had an amazing time at this place! It was exactly what our group of seven was looking for. Victor was communicating everything we needed to know in advance, which was great!
Guest favorite
A modern chalet with a multi-level facade is set amidst trees and shrubbery. The entrance features a large, bright door flanked by windows. A porch with a shaded seating area is visible, surrounded by well-maintained landscaping and stone accents.
Chalet in The Blue Mountains
4.98 out of 5 average rating, 109 reviews

Walk to the village at Blue - Regal

JulieRating, 5 stars4 months ago
Sara’s place was absolutely spectacular! Every little detail was thoughtfully considered, making it perfect for a big group or family. From an abundance of towels, blankets, and dishes to a well-stocked kitchen with spices—you name it, they had it! Our family frequently rents large homes, and it's usually hard to please everyone, but this time, not a single person had any complaints—only praise for how much they enjoyed the stay. The amenities were top-notch! We made great use of the sauna, red light bathrooms, and hot tub. Plus, the home offered plenty of gathering spaces for both adults and kids to relax and enjoy. It was truly a comfortable and welcoming experience. We would absolutely stay here again and highly recommend it to anyone looking for a well-equipped, thoughtfully designed getaway!
Guest favorite
A spacious dining area features a large wooden table with bench seating under an arched ceiling. Large windows allow for natural light, highlighting the rustic stone accents and wooden beams. A cozy seating area is visible in the background, enhancing the inviting feel of the space.
Chalet in The Blue Mountains
4.89 out of 5 average rating, 107 reviews

Rustic Spanish Chalet inthe Heart of Nature/hottub

GhazalehRating, 5 stars1 month ago
Our host was very respectful, responsive, and helpful throughout our stay. The cottage was well-equipped with everything we needed and offered great amenities. The location was also convenient and pleasant. Overall, we had a wonderful time here and would definitely recommend this place to others!
Guest favorite
A modern chalet exterior is highlighted by a gray facade and multiple windows, allowing natural light to enhance the space. Lush greenery surrounds the entryway, providing a welcoming environment. The neatly paved parking area complements the structured landscaping, inviting guests to explore the comfort within.
Chalet in Blue Mountain
4.8 out of 5 average rating, 364 reviews

Cozy Sleep 10 ,Hot Tub & BBQ, Steps to Blue Mtn

IbrahimRating, 5 stars1 month ago
Greg and meagan are extremely great host they helped with couple things during my stay as the bathroom door was staying open they came right away to service , i told them toaster was broken they went to buy a brand new one and replaced it right away, also prompt with stove problem we had There are quick responsive at any time of the day The home was very clean and neat washrooms were very nice Loved the indoor hotub could use it at anytime !! Close walking distance to the village nice for a walk on a nice day Bbq was very clean and ready for use Overall my stay there with my family was great and i definitely would stay here again Thank you guys for everything

Family- and pet-friendly home rentals

Top guest favorite
The interior of a renovated boathouse features natural wood flooring and whitewashed walls. Comfortable seating arrangements are present, facing large open doors that reveal a view of the water and dock. Paddles and a surfboard are displayed along the walls, enhancing the lakeside atmosphere.
Cottage in Bracebridge
4.96 out of 5 average rating, 69 reviews

The Leonard Cottage, Muskoka

AnthonyRating, 5 stars1 week ago
Devon’s place was absolutely amazing. Located right by the lake with everything you would want to do in the boathouse. One of the few places that has two bathrooms by the lake. Interior was also super clean, we really enjoyed our stay and would recommend to anyone considering a peaceful cottage weekend !
Guest favorite
A wooden dock extends over calm water, surrounded by lush green trees and a clear blue sky. A friendly dog stands at the edge of the dock, with a small flowerbed visible in the background, adding a touch of natural beauty to the serene lakeside setting.
Cottage in Gravenhurst
4.97 out of 5 average rating, 60 reviews

Stunning Log Cottage on an Island in Muskoka

AoifeRating, 5 stars4 days ago
My family was visiting from Ireland, and we wanted to give them a taste of cottage life. This Airbnb went beyond what we could have hoped for. I don't think the pictures do it justice. The island was private, beautifully designed, and spacious enough for six of us to feel comfortable and relaxed throughout our stay. It felt like a home away from home. We spent our days fishing, canoeing, reading, eating well, and soaking in the stunning grounds and beautiful home. As to be expected with any cottage, bring bug spray for the black flies and mosquitos—especially if you're visiting in the warmer months. Stephen was a fantastic host: helpful and easy to communicate with. I'd love to make staying here a yearly tradition :)
Superhost
A sun sets gently over a calm lake, casting warm colors across the sky. Two red loungers are positioned on sandy beach, offering a serene spot for relaxation. Verdant greenery borders the shoreline, creating a peaceful natural backdrop.
Cottage in Penetanguishene
4.83 out of 5 average rating, 29 reviews

3 Bdrm Family Cottage Private Beach, Thunder Beach

ElaineRating, 5 stars10 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.
Guest favorite
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 favorite
A modern living room features high ceilings and abundant natural light from three large windows. Light-colored leather sofas are arranged around a central coffee table on a textured area rug. An open dining area is visible in the background, complemented by stylish window treatments.
Townhouse in The Blue Mountains
4.92 out of 5 average rating, 109 reviews

Cozy & Upgraded 3BR Blue Mountain Chalet

NancyRating, 5 stars3 months ago
This place was a home away from home which was close to the hill we could walk with skis. The fireplace was clean and easy yo use. Great family getaway with lots of room to gather. Love it would book again.
Superhost
The kitchen is equipped with modern appliances, including a stove, microwave, and fridge. White cabinetry complements the sleek gray countertops, while a window provides natural light. A minimalist design is achieved with a stylish pendant light hanging above the sink area.
Home in Barrie
4.81 out of 5 average rating, 255 reviews

Entire House w/ Games Room- by Beaches & Downtown

DavidRating, 5 stars2 months ago
Great place, will stay again
Guest favorite
Home in Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars1 month ago
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.
Guest favorite
A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.
Condo in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars4 weeks ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!

Family-friendly home rentals with a pool

Guest favorite
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 156 reviews

The Snowbridge Lookout on Monterra Golf Course

T TRating, 5 stars1 month ago
We had a wonderful stay at this Airbnb! The place was very comfortable, spotlessly clean, and the temperature inside was just perfect. We really enjoyed our time here and felt right at home. The only small downside was that the Wi-Fi was a bit slow, but everything else was great. We would definitely love to come back. Highly recommended!
Guest favorite
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 104 reviews

Luxury Vacation Home at Blue Mountain Village

RachelRating, 5 stars3 months ago
This was a beautiful place with great views, only a 5 minute walk away from the village. It was clean with an organized bathroom and kitchen amenities. We weren’t missing anything. There was a nice fireplace with a lot of board games. Super cozy, and a great place to take photos. You also had access to a shared hot tub. Sometimes other people got rowdy at the hot tub, but that is to be expected. Overall this is a great place for families or get togethers for skiers and people that like great restaurants and social events. Thanks, Adam!
Guest favorite
Townhouse in The Blue Mountains
4.94 out of 5 average rating, 507 reviews

3BR Sierra Scandi Chic - Closest to Village

LorenzoRating, 5 stars2 weeks ago
Very clean place, excellent location next to the village and at a great price recommend for blue mountain stays
Guest favorite
An outdoor swimming pool is surrounded by lush greenery and tall trees. The pool features a gentle curve design, with clear blue water and a shallow entry area. Several white lounge chairs are positioned around the pool, inviting relaxation in a peaceful setting.
Condo in The Blue Mountains
4.85 out of 5 average rating, 141 reviews

Large, luxury, upper floor condo, steps to Village

MatthewRating, 5 stars6 months ago
Excellent place by a fantastic host. The place was clean, well located and has everything you would need such as kitchen utensils, games + TV, and plenty of clean quality towels. Ulana and Amir were also very friendly and responsive. We enjoyed our stay a lot.
Guest favorite
Condo in The Blue Mountains
4.95 out of 5 average rating, 873 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

RobertRating, 5 stars2 weeks ago
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.
Top guest favorite
A clear swimming pool is surrounded by a concrete patio. A small shed is visible in the background, accompanied by green plants and a watering can. Lounge chairs are placed along the edge of the pool, creating a welcoming outdoor space.
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars4 months ago
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!
Superhost
The exterior of a multi-level condo building is highlighted, featuring a central chimney and triangular rooflines. Wooden balconies provide outdoor space on both levels, with a sign indicating unit number 7 prominently displayed. Clear blue skies add to the inviting atmosphere.
Townhouse in The Blue Mountains
4.87 out of 5 average rating, 181 reviews

Private condo getaway at base of Blue Mountain

DhartiRating, 5 stars1 month ago
We stayed here over the long weekend and absolutely loved it! The place was gorgeous—cozy, clean, and the view of the mountains from the Airbnb was stunning. The beach just two minutes down the road was also beautiful and made the stay even better. We’ll definitely be booking this place again whenever we return to Blue Mountain!
Top guest favorite
A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.
Townhouse in The Blue Mountains
4.96 out of 5 average rating, 329 reviews

Great kitchen, comfy beds, games, walk 2 village +

MeganneRating, 5 stars3 months ago
Jason and Tanya saved our trip after the first Airbnb we checked into was dirty and had mice! They had a last minute cancellation and allowed us to check in right away! They were super helpful in getting us moved over to their place. When we got inside it was beyond clean and comfortable. The kitchen was the best of any airbnb I've stayed in with spotless dishes and useable pots/pans and appliances. The unit is spacious and the beds & linens were extremely comfortable. A million thanks for saving our trip for us! Would highly recommend to anyone.

Quick stats about vacation rentals that are family-friendly in Midland

  • Total rentals

    140 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    5.5K reviews

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Family-friendly rentals