Cottage vacation rentals in Wellington

What a treat! Beautifully situated right on the waters’ edge. Lots to do!! We visited the charming town of Picton when the weather was nice! Lots of cute shops and great places to eat! On the rainy day we had a wonderful time relaxing in the hot tub while enjoying the view, cooking meals in the gourmet kitchen and watching movies on the jumbo tv! Perfect spot for a girls’ weekend or for a couples retreat!

The place was very clean and week equipped. The bottle of wine and snacks left for us was a nice touch. The lot tub was definitely the highlight!

It's a very cute and peaceful place to stay. It's surrounded by lots of foliage to ensure privacy, and I love all the small touches around the place. I would definitely love to come back in the summertime to experience all the trails and conservation areas.

Me and a group of girlfriends had a great weekend away! We stayed for two nights and the hosts check in to make sure we had everything we needed😊 . It is very close to many wineries. The beds were also very comfortable! Thank you for a great stay!

A perfect place for our family to enjoy time together - all generations! Accommodation was perfect for a family. Generous sharing of toys for the children! Absolutely loved the view - and the hot tub, sauna and fire pit helped us create special family memories during spring break. Joanie is a generous host and was super responsive to all of our queries. We really appreciated the family feel of the home alongside the delightful decoration and extra provisions. We would give 6 stars if that was possible! We were truly blessed by our stay. Thank you!

East Shores Resort was a cute little community of cottages that sleep 4-6ppl. Everyday they had a calendar of events or activities. You could walk or ride your bike down to the beach for any non motorized boat use (Kayak, canoe, paddle boards). The resort had a family and an adult only pool, playground and family area, tennis and basketball courts. We had lots of fun trying pickle ball. Sandbanks Provincial Park was just a short 10 mins drive you have to reserve 5 days in advance. Addy provides you with the yearly pass so its free to go which is a added bonus. Sandbanks PP has three large beaches and all great for kids. Fluffy cloud sand. The cottage was well equipped with a full kitchen, BBQ and linens. We enjoyed a fire pit dinner on our last night at the communial fire pit for our block of 6 cottages. Great spot for any occasion. Everyone was very welcoming and the pool was nicely heated!

Location is perfect for a relaxing visit. Nazmul was a great host and made our stay easy and enjoyable. I would highly recommend this location to others and our group is planning to stay again. Thanks Nazmul!

My mother and her friends had the most amazing girls' trip at this beautiful waterfront cottage in Napanee! The cottage itself was cozy, clean, and perfectly equipped with everything we needed for a relaxing weekend. The view of the water was absolutely stunning — we spent hours just sitting on the deck/ hot-tub, chatting and taking it all in. We loved the little touches like the cozy throws, board games, and the fully equipped kitchen. A huge shoutout to Michelle, our host, who was incredibly proactive and welcoming. From the moment we booked, she made sure we had all the information we needed and went above and beyond to make our stay comfortable. You can really tell she cares about her guests' experience. This trip was exactly what we needed to unwind and reconnect, and we’re so grateful to Michelle for helping make it so special. Highly recommend this little slice of paradise — we’re already planning our next visit!

A great place to stay. Very clean and had everything you could need ready to go. The area is also great with the Sandbanks in close proximity as well as a few smaller conservation areas to hike. Will definitely be back.

Loved our stay at Catchmore. Very private setting, quiet/peaceful location, also the spot along the river was great for boating/fishing (slow current in specific spot). All in all would definitely recommend and we’d love to visit again!

Great location for our first time in PEC and in the Spring. We wanted something outside of town with water views and this delivered. Arriving at Desta feels like coming somewhere you’ve been before and the nights were very quiet. Only a 5 minute drive from downtown Picton to grab a croissant & latte in the morning or dinner in the evenings. There is no fenced in yard for pups (as mentioned in the listing) but there is a large outdoor space to bring them out on leash. Brenda was very informative and friendly, she knows the area extremely well (especially about dog friendly places!).

Cottage is very clean, kitchen is fully stocked and host is very informative.

We had a lovely stay at the Willow cottage. The lake is beautiful and the property is gorgeous! Jeff brought us whatever we needed. Would highly recommend this cottage. The space is great for 2 families to share, kitchen is fully equipped, unlike other Airbnbs we have rented. Thank you for hosting us and our USA friends.

Lovely vacation home. My favorite was the closed in porch. I would book again.

My sister and I had a great time at Ryan’s Airbnb. The place was beautiful. Nice sized livingroom - comfortable couch. The kitchen was well equipped with everything to cook with - coffee provided. Loved sitting out on the deck and watching the ducks!! Miranda brought over a bouquet of beautiful tulips - how did she know I love tulips! All in all a special place with special memories. Ryan went well beyond expectations to make our sister time priceless!! Thank you Ryan and Miranda!!

What an incredible stay! The house is absolutely stunning, very clean, and so welcoming. Ken was responsive and very proactive with providing recommendations and telling us all about the local spots we should check out. We would absolutely stay with Ken again, and encourage others to do so as well.

We were celebrating our 25th wedding anniversary a little early to catch the fall colours. We could not have been happier with this choice. The setting was beautiful and peaceful. Leo the dog was the perfect greeter. Tony could not have been a better host. His restaurant recommendations were spot on! We will definitely go back there! Leslie & Jim

This airbnb is a true gem! We loved our stayed, great airbnb and amazing host! Great location, close to Sanbanks and beautiful area with lots to do! Very comfy bed and cozy fireplace. Very responsive and friendly host. We will be back :)

We had such a great stay at Chamalee & Andrei’s place. The decorations were awesome, truly Santa’s little home off the water. We were super impressed with the abundance of games and DVD’s there were, as well as how tidy and organized (labeled) everything was. There really wasn’t a detail missed. The recommendations were super helpful and we appreciated their friendly and quick responsiveness.

I can confidently say this was the best Airbnb I’ve ever stayed in. Christine is an exceptional host — warm, responsive, and thoughtful in every detail. Her place in Picton is perfectly located near the lake, offering a peaceful, scenic setting that instantly puts you at ease. The home itself is cozy, beautifully maintained, and truly feels like a home away from home. Everything was spotless and well-equipped, and it's clear a lot of care went into creating such a welcoming space. I honestly didn’t want to leave! It’s also a great spot for remote work — the internet is reliable and fast, and the Unifi networking gear made staying connected seamless. Thank you again, Christine — I’ll absolutely be back!

Our stay at Carmella’s farmhouse was truly unforgettable! The location was absolutely perfect—right on the Golden Mile, with vineyards as your neighbors. The property itself was stunning, offering incredible views for days and an authentic county experience. The renovated farmhouse was chic, cozy, and inviting. From the spacious bedrooms with large, comfortable beds and TVs to the fantastic wood-burning stove that kept us warm and cozy, every detail made us feel right at home. Our dog had the time of their life exploring the trails and running freely across the beautiful landscape. The outdoor spaces were a dream, relaxing on the patio or in the gazebo, listening to the birds and the gentle breeze, made it feel like time slowed down. It was the perfect getaway from the city. Carmella was a wonderful host, responsive, thoughtful, and checked in to ensure we had everything we needed. We loved this place so much that simply being there became a highlight of our vacation.

Very comfortable, great stay.

Girls trip weekend wanted to check out the wineries in PEC, list below sums up the nitty gritty of our amazing trip and why we gave 5 stars!! Beds 10/10 Fully stocked kitchen (you never see this anywhere) Very clean, you can tell there is a lot of pride in how they present to guests as this is a family cottage as well Showers were amazing / water pressure is great Great location Great firepit area, lots of space for games Big windows for natural light and to get fresh air Responsive hosts Will definitely be coming back!!

The cottage was beautiful. We were lucky to have no one beside us for most of our stay so it was very private. Brandon was wonderful and had the shoreline cleaned up when the weeds got bad. I would be happy to rent again, this is an amazing piece of property. Thank you