Villa holiday rentals in Simcoe County

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Simcoe County

Private villa rentals

Superhost
Villa in The Blue Mountains
4.85 out of 5 average rating, 33 reviews

The Blue Mountains New Villa

TimothyRating, 5 stars6 days ago
The house was the perfect location for visiting Blue Mountain, and the house was beautiful.
Guest favourite
Villa in Gravenhurst
4.87 out of 5 average rating, 15 reviews

Luxury Modern Muskoka Retreat

GraceRating, 5 stars6 months ago
I had a great time staying at Agnis’s place. Whenever I had any questions I always got a prompt and immediate response. She was very understanding and flexible when it came to checking out as there was a massive snow storm the night before and the area/ roads were not yet plowed so she allowed us to do a late check out. Her place was beautiful, cozy, felt right at home. I would stay here again !
Guest favourite
Villa in Gravenhurst
4.91 out of 5 average rating, 11 reviews

Nordic Elegance Villa in Muskoka

AdamRating, 5 stars2 months ago
My favourite place to stay
Superhost
Villa in Tiny
4.87 out of 5 average rating, 67 reviews

The Sandals Of Tiny Hottub, Sauna, White SandBeach

DivineRating, 5 stars4 weeks ago
Our group had a great stay at Mina’s place! The home was exactly as pictured — clean, spacious, and really comfortable for a group. There was more than enough room for everyone to relax, and the setup made it easy for us to spend time together without feeling crowded. Mina was an amazing host — super easy to communicate with and thoughtful throughout our stay. She made sure we had everything we needed and made us feel really welcome. We had such a smooth and comfortable experience staying here, and would definitely come back again. Highly recommend Mina’s place for groups looking for a comfortable and easy stay!
Guest favourite
Villa in Gravenhurst
4.91 out of 5 average rating, 11 reviews

ScandinaVilla Retreat

Chad EdwardRating, 5 stars1 month ago
We had a wonderful stay in Muskoka! The location was perfect—close to everything we needed, including shops, restaurants, and beautiful nature spots. The place was clean, comfortable, and exactly as described. Check-in was smooth, and the host was responsive and helpful throughout our stay. Would definitely come back and highly recommend to anyone visiting the area!
Guest favourite
Villa in Kettleby
4.97 out of 5 average rating, 63 reviews

Entire Villa with beautiful fenced backyard

NancyRating, 5 stars1 day ago
My family and I stayed at Helena's place for my son's wedding. The venue was close by and it was great having a home to stay in and get ready for the day of the wedding. Helena was a great host. From the beginning when I messaged her about booking so far in advance until the day we checked out she was always very responsive, accommodating and flexible. The house was very comfortable, clean and had all the amenities as listed. We had no issues. The AC worked great which we needed as it was a hot one the day of the wedding. We really enjoyed our stay and I highly recommend Helena's place for anyone looking to stay in the area.
Guest favourite
Villa in Gravenhurst
5 out of 5 average rating, 6 reviews

GavenScape a Luxury 3 Bedroom Villa

KimRating, 5 stars10 months ago
We had an amazing stay at Sandra's Airbnb. The home was spotless, beautifully decorated, and fully equipped with everything we needed. Very spacious with gorgeous finishes. Peaceful scenery and view of the golf course made sitting out back very enjoyable. It is clear Sandra was very thoughtful about her guest's experience. Sandra was extremely helpful and responsive. She was proactive so that we weren't having to reach out for assistance. Resort pool was beautiful and the staff very helpful and friendly. Our kids had a great time at the firepit where they were able to make S'mores. Highly Recommend!
Superhost
Villa in Collingwood
4.81 out of 5 average rating, 108 reviews

The Family Escape Townhome

JuneRating, 5 stars2 weeks ago
We brought a few friends from overseas for a visit. We were delighted with our stay. The house met all our needs. It was a quiet and peaceful place for us to sit around and catch up with our friends whom we haven’t seen for many years. We were delighted with the generous supply of shampoo and conditioner even though we were not expecting them. We would go back if we ever need to in the future.

Luxury villa rentals

Guest favourite
Villa in Aurora
4.91 out of 5 average rating, 33 reviews

Luxe 6BR 6BA Aurora Oasis | Pool Table, Sun Room

RoxanneRating, 5 stars4 months ago
Overall our large group of young families enjoyed our stay. Some of the furniture could be improved - in particular more comfy, lounge seating in common areas (particularly for large groups like ours), but otherwise the stay was comfortable. The ensuite bathrooms in majority of the bedrooms is a game changer for groups with young kids! Communication with the host was excellent, and appreciate accommodating a later check-out on short notice. It was a big help!
Villa in Whitchurch-Stouffville
4.6 out of 5 average rating, 25 reviews

Luxury countryside/Forest Villa (close to lake)

SelinaRating, 5 stars1 month ago
Thank you George for letting us stay in your beautiful Airbnb! The karaoke was excellent source of entertainment and the big spacious backyard was great for our pup to run around! house was spacious and accommodating for our guests!
Guest favourite
Private room in Innisfil
4.92 out of 5 average rating, 24 reviews

Lake Simcoe Retreat | Steps to Lake · Kayaks · BBQ

MarisRating, 5 stars3 weeks ago
My family and I stayed at Edward's cottage and loved every minute of our stay. The place was perfect, and Edward was a great host—very responsive and accommodating. I highly recommend this cottage, and we’ll most likely rent it again for our next family getaway.
Villa in New Tecumseth

Beautiful bungalow on 9 acres with River

Villa rentals with a pool

Villa in Port McNicoll

Luxury home, cozy, ski, snowmobile, hot tub, sauna

CarloRating, 5 stars11 months ago
Great location and good for families with kids! You can enjoy the pool and hot tub. For change of scenery head into town which has a lot of restaurants and boutiques, plus if you time it right; the butter tart festival is held there in summer. There's also Little Lake Park that's 10 minutes if you want to go the beach. And anyone who enjoys Pickleball, there's excellent courts at Tiifin Park.
Superhost
Villa in The Blue Mountains
4.85 out of 5 average rating, 33 reviews

The Blue Mountains New Villa

TimothyRating, 5 stars6 days ago
The house was the perfect location for visiting Blue Mountain, and the house was beautiful.
Guest favourite
Villa in Gravenhurst
4.87 out of 5 average rating, 15 reviews

Luxury Modern Muskoka Retreat

GraceRating, 5 stars6 months ago
I had a great time staying at Agnis’s place. Whenever I had any questions I always got a prompt and immediate response. She was very understanding and flexible when it came to checking out as there was a massive snow storm the night before and the area/ roads were not yet plowed so she allowed us to do a late check out. Her place was beautiful, cozy, felt right at home. I would stay here again !
Guest favourite
Villa in Gravenhurst
4.91 out of 5 average rating, 11 reviews

Nordic Elegance Villa in Muskoka

AdamRating, 5 stars2 months ago
My favourite place to stay
Villa in Gravenhurst
4.67 out of 5 average rating, 3 reviews

Villa On The Green

JoAnneRating, 5 stars4 months ago
Our Muskoka Winter Stay took us to Villa on the Green in Gravenhurst. The clean, modern interior of the condo is matched only by the expansive window views onto the sparkling, white snow covering the golf course. The kitchen is equipped with everything needed to prepare meals. Beds are comfortable with luxurious pillows and linens. The winter activities offered by Muskoka Bay Resort are a bonus. Our host was incredibly friendly, and communication was quick and efficient. There is nothing more we could ask for our stay.
Guest favourite
Villa in Gravenhurst
4.91 out of 5 average rating, 11 reviews

ScandinaVilla Retreat

Chad EdwardRating, 5 stars1 month ago
We had a wonderful stay in Muskoka! The location was perfect—close to everything we needed, including shops, restaurants, and beautiful nature spots. The place was clean, comfortable, and exactly as described. Check-in was smooth, and the host was responsive and helpful throughout our stay. Would definitely come back and highly recommend to anyone visiting the area!
Guest favourite
Private room in Wasaga Beach
4.93 out of 5 average rating, 40 reviews

Fabulous vacation out of City

SolsticeRating, 5 stars3 weeks ago
Excellent AirBnb! Halina is so nice and welcoming. Her home and property are beautiful. The room and amenities were very comfortable. We had a late check-in, around 9pm, and Halina was very accommodating. The pool and hot tub were very refreshing after a long day. We’re looking forward to returning to the area in the future and would certainly stay with Halina again!
Guest favourite
Villa in Gravenhurst
5 out of 5 average rating, 6 reviews

GavenScape a Luxury 3 Bedroom Villa

KimRating, 5 stars10 months ago
We had an amazing stay at Sandra's Airbnb. The home was spotless, beautifully decorated, and fully equipped with everything we needed. Very spacious with gorgeous finishes. Peaceful scenery and view of the golf course made sitting out back very enjoyable. It is clear Sandra was very thoughtful about her guest's experience. Sandra was extremely helpful and responsive. She was proactive so that we weren't having to reach out for assistance. Resort pool was beautiful and the staff very helpful and friendly. Our kids had a great time at the firepit where they were able to make S'mores. Highly Recommend!

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