Kid-friendly holiday rentals in Essa

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Essa family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Barrie
5 out of 5 average rating, 25 reviews

Cozy Home in Barrie

ShobhaRating, 5 stars5 days ago
We are extremely happy with our one week stay here while visiting family. The home was clean and well stocked, everything was exactly as described on the listing. The beds were super comfortable. Labeed was always prompt with his responses. No complaints at all about this place and we'd stay here again next time we are in Barrie!
Guest favourite
Home in Bradford West Gwillimbury
4.95 out of 5 average rating, 39 reviews

BRAND NEW Guest 1 bedroom Retreat

JasonRating, 5 stars3 weeks ago
Absolutely stunning place, 8min drive from Bradford Go if you wanted to go downtown Toronto. Great location with Tim Hortons, goodlife, Walmart, canadian and many restaurants. They are all walkable distance. Karla and Danilo's instructions are very clear to follow and didn't leave me with any confusions. I appreciate the stay 🙏
Guest favourite
Home in Innisfil
4.81 out of 5 average rating, 140 reviews

SEPARATE ENTRANCE BASEMENT APARTMENT(ONE BEDROOM)

AneikaRating, 5 stars1 month ago
Tom was great help, and the place looked exactly like the photos shown
Guest favourite
Home in Badjeros
4.94 out of 5 average rating, 109 reviews

JJ’s small town country retreat

RebeccaRating, 5 stars3 weeks ago
the house has been in the family since 1934, however has been updated and additions built that adds to the charm. Super cool sauna lay out and the bedrooms were spacious and clean...we had a great stay and even managed a few cider tours in the surrounding area. so fun...
Top guest favourite
Home in Bond Head
4.94 out of 5 average rating, 54 reviews

3BR Spacious Home - KING BED

TrevorRating, 5 stars2 weeks ago
Brigitte's place was amazing! Very beautiful property, very spacious and inviting! Very clean and she has everything labeled which is very helpful! Has everything you could think of and more. We traveled with a group of 4 grown men for a golf trip and it was more than enough space for everyone! Having 2 full bathrooms is a must and the en-suite attached to the master has a beautiful soaker tub. Very beautiful deck with BBQ and comfortable patio furniture and the front yard has a nicely landscaped firepit which we didn't use this time but will next time as we will definitely be back! Great place for families and it is even pet friendly! Brigitte is an amazing host, very attentive and knowledgeable of the surrounding area. Nicest Air BnB I've ever personally stayed at! Solid 9/10
Guest favourite
Home in Bradford West Gwillimbury
5 out of 5 average rating, 10 reviews

Comfortable cozy stay

ElliRating, 5 stars3 months ago
Theodoti was a great host and we very much enjoyed our stay! She was always quick to respond, and checked in on us throughout to make sure we had everything we needed. The place was squeaky clean, and the bed was huge and very comfortable. It was within walking distance to Tim Horton, Starbucks, and grocery store, and in a nice quiet residential area. We would definitely stay again if in the area!
Top guest favourite
Home in Barrie
4.98 out of 5 average rating, 58 reviews

Bright basement apt with private entrance, Barrie

DennisRating, 5 stars5 days ago
Everything was great down to every little detail. Soaps, shampoo, Conditioner, towels, toothpaste and new brushes in case you forgot yours. Coffee, tea and sugar, water bottles and ice in the freezer. Every detail was perfect. We would definitely stay again when in the area. Only negative... is you can hear the main level apartment (living space) people walking around if heavy footed... but in general that was not a problem and not a complaint. Just an FYI for future renters.
Guest favourite
Home in Barrie
4.94 out of 5 average rating, 240 reviews

Home in Barrie - Minutes to RVH & Georgian College

MelanieRating, 5 stars2 days ago
We are very happy with our stay! Everything was as expected and the check in went smoothly. Comfortable beds. Clean. Would definitely stay at this place again in the future!

Family-friendly apartment rentals

Top guest favourite
Flat in Newmarket
4.99 out of 5 average rating, 179 reviews

The Hilton BnB Adult Luxury Suite

KathleenRating, 5 stars1 week ago
My husband and I spent our first year anniversary at Lanny & Jennifer’s beautiful property. Right from the start, they made us feel right at home by greeting us and giving us a walk through of the property. We never felt so at home at an air b n b! The place is so well kept - clean, smelled great & had all the essentials. We felt safe and at home throughout the stay. The pool was well kept and the laundry was an amazing addition. The neighbour hood is quiet and close to all the stores. The hosts were extremely personable and made sure we had everything we needed for our stay. We highly recommend this property and we will be back!
Guest favourite
Flat in Gilford
4.89 out of 5 average rating, 219 reviews

Lakeside Simcoe Fisher's apartment

CharlotteRating, 5 stars2 weeks ago
We had a really nice time at Marias place. It's calm, cozy and has a great location. We liked the restaurant nearby and the walks at the seaside. Marias recommandations for activties we're also very helpful, espacially guests with dogs are very welcome! The communication with Maria was very good and fast because she told us everthing in advance.
Top guest favourite
Flat in Horning's Mills
4.96 out of 5 average rating, 289 reviews

Beautiful Riverside Country Apartment

KatarinaRating, 5 stars1 month ago
We had a lovely stay at Wendy’s place! Beautiful location right next to a river with a gorgeous back yard. It was a short drive to excellent hiking on the Bruce trail. The apartment had all the amenities we needed (including lots of coffee!), was very clean and super cozy. Wendy was very responsive and helpful. I’d highly recommend if you’re looking for a peaceful and pretty spot for a quiet getaway!
Guest favourite
Flat in Orillia
4.97 out of 5 average rating, 139 reviews

Luxury 1 Bedroom Apt In The *HEART* Of Orilla

TobyRating, 5 stars1 week ago
My stay at Carley’s place was amazing ! Her place is stunning , incredible attention to detail , comfortable and peaceful. Great location , short walk into the downtown offerings. I highly recommend anyone to stay at Carley’s place if you’re in the area , you will only be left very impressed ! Thank you for hosting my short visit Toby
Guest favourite
Flat in Wasaga Beach
4.94 out of 5 average rating, 436 reviews

The Upper Deck

KelseyRating, 5 stars3 weeks ago
Words can hardly capture the magic of Cathy’s BnB in Wasaga. From the moment we pulled into the driveway, we knew we were about to experience something special. This isn’t just a place to stay — it’s a destination in itself, a beautifully curated space that feels like stepping into the pages of an artist’s journal. The first thing that struck us was the atmosphere — peaceful, welcoming, and infused with personality. Every inch of the property is meticulously thought out and bursting with creativity. You can feel Cathy’s heart in every detail. It’s clear that this isn’t just a business for her — it’s a lifelong passion project rooted in artistry and hospitality. Cathy’s background in the arts and event world shines through in the most delightful ways. If you’re looking for something more than just a rental, if you want to stay somewhere that feeds your soul as much as it rests your body, Cathy’s BnB is it. Thank you so much for our stay!
Guest favourite
Flat in New Tecumseth
4.91 out of 5 average rating, 155 reviews

Cozy Beeton Retreat - Gas Fireplace

TanyaRating, 5 stars3 weeks ago
We were in the area for a dance competition. Lisa’s place was perfect! The bed was cozy and comfortable! We appreciated the full kitchen and modern living room, which felt like home. The space was bright and well-lit. We enjoyed walking our dog in the neighbourhood. Lisa was so kind! She left us breakfast, snacks, and even dog toys! She also accommodated an early check-in. Thank you so much! We will be back!
Top guest favourite
Flat in Innisfil
4.99 out of 5 average rating, 106 reviews

Modern Condo at Friday harbour/Pet Friendly

ChrystallinaRating, 5 stars5 days ago
We had a great stay! The place was spotless, the check-in process was super easy, and the location was perfect—just a short walk to the harbour. The host was very responsive and made sure everything went smoothly. We would definitely stay here again!
Guest favourite
Flat in Newmarket
4.84 out of 5 average rating, 209 reviews

Zoe's Suite of Newmarket

MarcelRating, 5 stars3 months ago
This is my second time staying here and it was just as comfortable and quiet as I remembered from my first trip. I would recommend this to anyone looking for a great place to stay in Newmarket.

Family-friendly apartment rentals

Guest favourite
Apartment in Barrie
4.94 out of 5 average rating, 130 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

WoojaeRating, 5 stars1 week ago
I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!
Guest favourite
Apartment in Oro
4.89 out of 5 average rating, 245 reviews

Spacious 1-br w jacuzzi at Horseshoe Valley

VarleyRating, 5 stars3 weeks ago
Great place to stay for a week….all the amenities, very quiet and quick access to The 400. Recommended highly
Guest favourite
Apartment in Oro
4.79 out of 5 average rating, 106 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

DestinyRating, 5 stars1 day ago
Loved our stay here!! Can't say enough positive things about our vacation here. Kitchen was fully stocked, clean bathroom and rooms, easy check in and check out and excellent cooling system as it was a hot few days. Amenities were great and welcoming for families, environment was peaceful and we also loved how the balcony backed onto trees and nature. Would 100% stay here again in the future. Thank you!
Guest favourite
Apartment in Collingwood
4.88 out of 5 average rating, 330 reviews

South Wind - Modern Condo in Collingwood - Sleep 5

MyrandaRating, 5 stars1 week ago
We had a great stay here. The hosts were responsive and helpful. The place is very clean and had everything we needed for our stay.
Guest favourite
Apartment in Innisfil
4.89 out of 5 average rating, 143 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Tanuja KajalRating, 5 stars2 weeks ago
We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 115 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

VictoriaRating, 5 stars1 week ago
Loved this place so much! Shai was amazing. Definitely will be coming back!
Guest favourite
Apartment in Innisfil
4.95 out of 5 average rating, 419 reviews

Lovely Open Concept Friday Harbor Resort Condo

DonnieRating, 5 stars5 days ago
If you’ve never been to Friday Harbour it’s an amazing weekend escape with beaches, pools, bars and restaurants and light shopping. We spent our 10th anniversary at Marks Condo in the Harbour and loved every minute of it. Mark’s condo in Friday Harbour really is a gem. It’s on the top floor of a quiet building just steps away from the main boardwalk, hiking trails, and everything else Friday Harbour has to offer. The building complex offers communal BBQs and fire pits that are available and easy to use. The condo itself is very clean, bright, with its own balcony and everything you could possibly need. Marks check-in instructions are very detailed and thorough and is great at communication should anything come up. It was an incredible weekend and we will 100% come back.
Guest favourite
Apartment in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars1 month ago
Great place to stay! Close to everything!

Quick stats about holiday rentals that are kid-friendly in Essa

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹1,735 before taxes and fees

  • Total number of reviews

    730 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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