Kid-friendly holiday rentals in Essa

Find and book unique family-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Essa family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Barrie
4.96 out of 5 average rating, 27 reviews

Cozy Home in Barrie

ShobhaRating, 5 stars1 week 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 Utopia
4.88 out of 5 average rating, 48 reviews

Serene Escape: A Nature Getaway

DonnaRating, 5 stars1 month ago
I rented the villa for a group of 16 ladies for a golf getaway. The owners are excellent to communicate with and responded immediately to any questions or issues we had during and before our stay. The villa was spacious and well equipped with dishes ect to accommodate a large group. Beds comfortable. Unfortunately due to the weather the pool was not opened but some enjoyed the hot tub. Grounds looked like the would be very nice but again due to weather grounds we’re not manicured and grass has not been cut. Would definitely book again and hopefully next time enjoy the outdoor area. Thks for having us
Top guest favourite
Home in Barrie
4.96 out of 5 average rating, 134 reviews

Modern 5-bedroom house close to Ardagh Bluffs

NickRating, 5 stars2 days ago
Home was very clean. Host was very quick to respond to any questions. Check in and check out were very easy. Home met all our needs for a group of six, with loads of room to spare. Great place overall for a weekend getaway.
Superhost
Home in Barrie
4.84 out of 5 average rating, 87 reviews

Suite close to Barrie Waterfront

TonyaRating, 5 stars3 weeks ago
Very beautiful apartment for a quick overnight stay. me and my daughter's enjoyed the proximity of the lake and restaurants
Guest favourite
Home in Bradford West Gwillimbury
4.95 out of 5 average rating, 41 reviews

BRAND NEW Guest 1 bedroom Retreat

LaurieRating, 5 stars4 days ago
The place was wonderful and just as seen in pics. Karla was a terrific host and responded quickly to any questions. Would definitely stay again.
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 Meaford
4.87 out of 5 average rating, 415 reviews

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

JaskiratRating, 5 stars1 week ago
I had a wonderful stay at this Airbnb! The house was exactly as described—clean, cozy, and well-equipped with everything I needed. The location was great and made getting around easy and convenient. My host was friendly, responsive, and made sure I felt welcome from the moment I arrived. I really appreciated the attention to detail and thoughtful touches throughout the home. I would definitely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!
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

Family-friendly apartment rentals

Top guest favourite
Flat in Newmarket
4.99 out of 5 average rating, 180 reviews

The Hilton BnB Adult Luxury Suite

CraigRating, 5 stars1 day ago
Lanny & Jennifer’s hospitality and friendliness helped make my 30th memorable.
Guest favourite
Flat in Gilford
4.89 out of 5 average rating, 220 reviews

Lakeside Simcoe Fisher's apartment

CharlotteRating, 5 stars3 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, 290 reviews

Beautiful Riverside Country Apartment

NataliaRating, 5 stars1 week ago
The gardens and creek were just lovely…the apartment was clean & pretty much had all I needed. In particular the bed was excellent- had a great sleep. Would stay here again, if needed. Wendy was easy to communicate with & prompt with her replies & very accommodating to my schedule. Thank you, Wendy!
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 stars2 weeks 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 New Tecumseth
4.91 out of 5 average rating, 155 reviews

Cozy Beeton Retreat - Gas Fireplace

TanyaRating, 5 stars1 month 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, 107 reviews

Modern Condo at Friday harbour/Pet Friendly

ChrystallinaRating, 5 stars1 week 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.
Guest favourite
Flat in Oak Ridges
4.88 out of 5 average rating, 127 reviews

Large Walk-out private apartment w/ parking

CrystalRating, 5 stars4 days ago
Super sweet host , lovely space a greedy neighbour hood if you’re looking for something quiet

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
4.79 out of 5 average rating, 106 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

DestinyRating, 5 stars5 days 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 stars2 weeks 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 stars3 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 stars2 weeks 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, 420 reviews

Lovely Open Concept Friday Harbor Resort Condo

DonnieRating, 5 stars1 week 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!
Guest favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $26 SGD 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