Pet-friendly vacation rentals in Essa

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Popular amenities for Essa pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Oak Ridges
4.85 out of 5 average rating, 20 reviews

Dreamy big 4 bdroom in lovely Oak Ridges near lake

SeemaRating, 5 stars1 month ago
Very clean and well equipped. Very good deal for the price. We got to meet Ali on our way out, he was very helpful and pleasant. If we ever come back this way, we will definitely visit again.
Superhost
Home in Richmond Hill
4.67 out of 5 average rating, 6 reviews

Theniceday - Family Friendly House

OfordileRating, 5 stars2 weeks ago
I had a wonderful stay at Amy’s place. The home was clean, comfortable, and exactly as described. Amy was an excellent host, friendly, responsive, and always happy to help. When I needed her assistance, she handled everything promptly and thoughtfully. Her kindness and hospitality truly stood out. I would highly recommend staying here and would love to return in the future.
Guest favourite
Home in Innisfil
5 out of 5 average rating, 23 reviews

Simcoe Retreat

GinnyRating, 5 stars1 month ago
Comfortable cottage with the comforts of home. Lots of space and very well equipped.
Guest favourite
Home in Collingwood
4.95 out of 5 average rating, 104 reviews

Driftwood on 6th Heritage Downtown Collingwood

ElizabethRating, 5 stars2 weeks ago
My family and I had such a wonderful stay at Driftwood on 6th! We were celebrating a milestone birthday, and couldn't have asked for a better home base while in Collingwood. The space was just beautiful. Cozy, tranquil and calm. Exactly as pictured, and perfectly located. Walking distance to all of the things - local shops, amazing restaurants, bars and cafes. And a 10 minute drive to the ski hill. Seema was an exceptional host as well and made us feel so welcome. She was only a text/phone call away if we needed her. Thank you again for your hospitality, kindness. We are looking so forward to our next visit!
Superhost
Home in Orillia
4.83 out of 5 average rating, 248 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

SofiaRating, 5 stars4 days ago
Stayed during major snowfall. Great place to be in, very comfortable and cozy. We had a nice walk along the neighborhood and along the walking path in Orillia. Great view from the dining and sitting area. We did absolutely enjoy our stay
Guest favourite
Home in Alton
4.97 out of 5 average rating, 91 reviews

Cheerful 3 bedroom home with outdoor pool & hottub

FrankRating, 5 stars3 months ago
Paige's home was the perfect getaway for me and my family. We really enjoyed our stay and will definitely be back!
Guest favourite
Home in Collingwood
4.89 out of 5 average rating, 178 reviews

JJ’s Collingwood bar & games house.

KarenRating, 5 stars2 weeks ago
My son and his friends had a great time. The games room was a hit! And was very close to Blue Mountain which was exactly what we wanted. Jer was a great host and extremely responsive. Would highly recommend to friends and family.
Guest favourite
Home in Little Lake
4.87 out of 5 average rating, 85 reviews

Lakefront detached house on the little lake

SwatiRating, 5 stars2 weeks ago
I had a wonderful experience at this Airbnb! The place was absolutely beautiful—cozy, well-equipped, and perfectly located with stunning surroundings and a serene lake nearby. It had everything I needed for a comfortable and relaxing stay. The host was fantastic—very responsive, proactive in their communication, and incredibly accommodating with check-in and check-out times. Their hospitality made the experience even better. If you’re looking for a peaceful and well-maintained getaway, this is the perfect spot. Highly recommend and would definitely stay again!

Pet-friendly home rentals with a pool

Guest favourite
Townhouse in The Blue Mountains
4.9 out of 5 average rating, 145 reviews

The Snowbridge Lookout on Monterra Golf Course

AprilRating, 5 stars1 month ago
We had a great stay! The place was cozy after a day of skiing. Would stay here again.
Superhost
Guest suite in Minesing
4.84 out of 5 average rating, 122 reviews

Farmhouse GUEST SUITE- Pool, hot tub, horses

HarshRating, 5 stars3 weeks ago
We had an absolutely wonderful stay at Amanda and Mike’s place! The house was spotless, beautifully maintained, and located in a peaceful, quiet area—perfect for a relaxing getaway. They truly went above and beyond to make our experience special. Upon arrival, they welcomed us with a bottle of champagne and chocolates to celebrate our marriage anniversary, which was such a thoughtful touch. Additionally, when the weather turned bad and the roads were covered in snow, they generously offered us an extra two hours to extend our stay, which was a lifesaver. Their kindness and hospitality really made us feel at home, and we couldn’t have asked for a better place to stay. Highly recommend this lovely home and amazing hosts!
Superhost
Home in The Blue Mountains
4.89 out of 5 average rating, 205 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

HusainRating, 5 stars2 weeks ago
We had an excellent stay at Brendon’s place. The place was cozy right in the lap of wonderful view of blue mountains. We were here with our parents and our kids and this place had something to offer for all of us. Having private Sauna definitely stood out for us. Brendon was helpful for all the questions and he was also kind enough to accommodate a late checkout for us. We will definitely be back here and highly recommend to anyone looking for a staycation.
Guest favourite
Home in The Blue Mountains
4.95 out of 5 average rating, 184 reviews

Serene mountainside home View/Shuttle Bus/Pool

KayleenaRating, 5 stars2 weeks ago
Stayed here for 2 nights. It was lovely clean and very close to the village. I would definitely stay here again.
Superhost
Chalet in The Blue Mountains
4.76 out of 5 average rating, 120 reviews

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

DanielRating, 5 stars2 weeks ago
Well equipped and great location, would recommend!
Guest favourite
Cottage in Innisfil
4.93 out of 5 average rating, 205 reviews

Utopia Villa and Spa

NancyRating, 5 stars3 days ago
We stayed at Shahrzad’s place during the big snowstorm on Family Day weekend. We were a bit worried about what would be available for us to use but when we pulled in, the driveway and pathways were shovelled for us so it was easy to drive in and walk to the games room and hot tub. They also provided a shovel if needed too. The place was absolutely wonderful and so cozy. You can really tell they put thought into designing the space. My partner and I had a great time staying here. There is plenty to do, we loved the hot tub! It would’ve been even better in the summer I’m sure! The place was spotless and we had everything we needed in the kitchen as well. The bed was super comfy as well. There are 3 fireplace going so it was super toasty despite being snowed in. We will definitely be back again! 😊
Guest favourite
Guesthouse in Orangeville
4.95 out of 5 average rating, 349 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Yu-HanRating, 5 stars2 months ago
Fantastic property with the back fields. Our dogs had a blast. Some fantastic options for food around. Had an unexpected issue during our stay that is out of their control. They were very responsive and reasonable to communicate with. Will still come back and certainly recommend to others.
Guest favourite
Townhouse in The Blue Mountains
5 out of 5 average rating, 112 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

MonicaRating, 5 stars1 week ago
Such a beautiful and cozy place. This place is very spacious and accommodating with some amazing views. Perfect spot for families.

Private, pet-friendly home rentals

Guest favourite
Guest suite in Alliston
5 out of 5 average rating, 69 reviews

Peaceful & Serene Unique Zen Den

VirgilRating, 5 stars1 month ago
A super quiet and cozy zen den. We really enjoyed settling in here after a full day of skiing. Away from the busy downtown, the location is great. The water pressure in the shower is heavenly!
Guest favourite
Guest suite in Collingwood
4.89 out of 5 average rating, 38 reviews

Blue Mountain Studio, 2 Queen Beds, Lake Huron

GregoryRating, 5 stars2 months ago
Great place with a wonderful host. Can’t wait to stay here again
Superhost
Cottage in Wasaga Beach
4.73 out of 5 average rating, 11 reviews

Memories Are Made Here

AnthonyRating, 5 stars55 months ago
Great place in such a beautiful cozy community! Communication with Ali was fast and easy and his cottage was clean and bunch of useful amenities. 10 min walk from beach, overall great experience!
Superhost
Apartment in Richmond Hill
4.88 out of 5 average rating, 8 reviews

Chic Pad w/ Yard Richmond Hill

AbolajiRating, 5 stars1 month ago
Well for me I think this is the Best AirBnb I've stayed so far. Lena was great in helping out and Janet was awesome too. As some point when heating wasn't sufficient, They bought new portable heaters to ensure me and my family were comfortable. It was an amazing experience all the way.
Superhost
Townhouse in The Blue Mountains
4.84 out of 5 average rating, 101 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

NishiRating, 5 stars1 month ago
The place was nice and clean.Kitchen was wellequipped with all the appliances and kitchen supplies..we were group of 7 people and there were enough beds for all of us..only issue we had at this place was toilet was choked for some reason even though we did not flush anything apart from the toilet paper..also if you could provide with small travel size body wash/shower gel in every washoom..that should be helpful(we were hoping to have that in the washroom and none of us brought body wash with us,lol)..overall it was a nice stay and would definetly recommend this place..
Superhost
Guest suite in Barrie
4.56 out of 5 average rating, 18 reviews

Adorable 1 Bed room Place in Barrie

LauraRating, 5 stars1 month ago
Pictures as shown, host very responsive and accommodating and helpful.
Superhost
Farm stay in Whitchurch-Stouffville
4.81 out of 5 average rating, 221 reviews

Orchard cottage, experience the farm in the city

RhobiRating, 5 stars4 weeks ago
I stayed at Nancy and Cosmin’s place last minute with my two dogs while my home was getting a repair done. They accommodated me quickly and with good communication. The space was freshly cleaned and the beds and linens were fresh when I arrived. Nancy met me at the door and let me know how to reach her if I needed anything. Later in my stay, my dogs escaped the cabin while I was in town, and Cosmin helped keep them safe on the property til I could come back! Other reviews have indicated dissatisfaction with the proximity of this stay to other farm buildings (including one attached that shares a porch), but I found the listing was clear and matched my expectations upon arrival. Felt very at home.
Superhost
Apartment in Shanty Bay
4.83 out of 5 average rating, 6 reviews

Spacious Club Suite: King Bed, Jacuzzi, Pool, Gym

IsabellaRating, 5 stars7 months ago
Nice place to stay for a getaway. The pool is just a short walk away from the house. Overall great stay

Quick stats about vacation rentals that are pet-friendly in Essa

  • Total rentals

    20 properties

  • Nightly prices starting at

    $28 CAD before taxes and fees

  • Total number of reviews

    520 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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