Pet-friendly holiday rentals in Picton

We really enjoyed our stay! It was a very comfortable, clean home in a great location - within walking distance of restaurants, coffee shops, groceries, the beach, a waterside park and more. A great place to stay if you have kids!

Bruce's place is perfect for families or groups looking for that perfect location, spacious living arrangement and easy access to all of the incredible things the County has to offer. The house was gorgeous and contained all of the little things you hope for in a B&B. Bloomfield is so pretty and quaint but with enough to keep you busy exploring for a day. Fabulous local shops, cafes, restaurants and breweries. We could not have asked for a better spot. Thanks so much, Bruce, for letting us spend some time in your beautiful home.

Had an awesome time - great stay!

Our group of ladies were excited to stay at SkySuite for a lovely weekend getaway in wine country! Saskia and Maarten have been very welcoming and always communicated with us in a polite and timely manner. SkySuite was presented to us in pristine condition, equipped with all of the amenities and supplies that you could need for a visit! It's a beautiful location in a private setting; we really enjoyed the hot tub under the stars and truly appreciated the accessibility features of SkySuite. The lakefront view from the property is truly unique for an Airbnb location, you will not be disappointed! Plenty of fresh towels, clean linens, and a lot of wonderful perks including a Nespresso machine! Saskia and Maarten were very accommodating and provided too notch hospitality, without any pressure and provided us with the space we all enjoyed. We will be recommending this property to others and would absolutely love to attend this property in the future for our visits to PEC!

This place is in a perfect location to be away from it all yet very close to the shops and restaurants in Picton. Relaxing meadow views. We did a long-term stay in the off season and found it peaceful yet convenient. Hosts were always responsive. Place is a bit dated and being next to a working farm means bugs etc are common, but it was a great value for the location. Kitchen and main bath have been renovated relative to the rest of the place, which makes it more comfortable.

We just spent 5 nights at the postmaster's house and we had a wonderful time. Communication with Trevor was easy and everything was as described. The location is fantastic for a vacation, even with our 2 year old son. The environment around the house and the view from the backyard is very calming. We would, without hesitation, stay there again!!!

We stayed at the house for a family long weekend in May 2025. The property was as described and well appointed. A great base to visit the County.

Highly recommend Prince’s place! It was exactly as described, was in a great location and was extremely well equipped. Prince was super communicative and checkin/out was quite simple. Great spot for a weekend away!

We had a great time at Maple House. Fantastic location. Walkable to the park for our toddler. And walkable to downtown Picton in 5 minutes, where all the nice shops and restaurants are. Nice cozy little home and Ashley was very accommodating and helpful getting us settled. Highly recommend!

Great place! Loved how the house was decorated and how close it was to Picton town, the communication with the host was great they were flexible with check in and check out times and changed it according to our schedule. They provided all the essentials (Shampoo, conditioner, cotton pads, ect) and they provided us with a free pass for sandbanks! Totally recommend the place! Regarding the outdoor furniture I discussed it with the host to make a few changes but overall perfect experience.

Jay was so responsive to us and all of our needs. His uniquely designed home was a perfect back drop for celebrating my weekend get an away! The beautiful outdoor space, the sprawling interior, and the extremely well stocked kitchen are all the things that made the trip extra special and easy. Thanks for a great stay!

We had an intimate backyard wedding ceremony at The Carrington, and it couldn't have been more perfect. The family stayed here for 3 days, relaxing by the pool, in the hot tub, and around the firepit. The place is well stocked, and much larger than it looks. It takes some time figuring out the layout, but it all adds to the charm of it.

Heather’s cottage was amazing! Able to accommodate a group of guests without squishing or being in anyone’s way! A couple little insects wanted to join our weekend but nothing a paper towel and a double wipe with some all purpose cleaner couldn’t beat! After all it is a cottage! Amazing large space (especially that sunroom!) with lots of amenities (the hot tub, chrome cast, indoor speakers and pool were a BIG HIT)! Great for game nights and the sunsets were beautiful. Bunker house was also clean and very comfortable for some of guests to stay in! Overall great experience and our hosts were so nice and easy to talk to. Would recommend this cottage and would definitely book again!

We stayed at Marina and Main for four nights with our family, including our 3-year-old and our dog, and had an absolutely wonderful time. The home is stunning, so beautifully designed. It was thoughtfully equipped with everything you could need, even toys and books for little ones!! It’s just a few minutes from the center of town, making it super convenient. The pool was gorgeous, and the whole space had such a relaxing vibe. Parker was a fantastic host. He was friendly, responsive, and helpful from start to finish. We’re already looking forward to coming back!

Awesome stay! Scott was easy to communicate with and it was clean and as described

We have stayed at Bertrand’s place a couple of times now and highly recommend this. It is a lovely home and very private. Bertrand is the perfect host…very helpful and responds quickly all the time.