Vacation rentals in Wellington

Guesthouse in Prince Edward

4.96 out of 5 average rating, 245 reviews

"On the Syde" - GUEST HOUSE

Romantic get-a-way for two! Cozy and sweet, just what the doctor ordered. If you are looking for private, NOT shared space, this little "On The Syde" guest house might be for you. Included is a kitchenette, continental BF, coffee, TV, WI-FI 6E, fresh sheets, towels, and quiet at night! Check out the chic Town of Wellington in beautiful Prince Edward County! If you want wineries, nightlife, good restaurants and a beach they are all just a few minutes away! Book now, singles welcome too!

Bungalow in Prince Edward

4.93 out of 5 average rating, 169 reviews

Bliss Bungalow PEC - Prince Edward County

Bliss Bungalow PEC is a stylish raised bungalow in Wellington. Walk to the Lake, Drake, beach, bistros, cafes, and shops on Main St. Explore the arts trail, or bike to nearby vineyards. Enjoy a beach pass to Sandbanks and North Beach. Walk, cycle, run the Millennium Trail from our street. Enjoy spa days at nearby Wander. Interior design includes 3 unique bedrooms, large spa bath, bright open living/eating spaces with a private backyard and 2 decks. Sleeps 6. Perfect location to explore PEC!

4.95 out of 5 average rating, 436 reviews

The Village Suites - THE VINEYARD

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main Bistro and Midtown Brewery Across the street enjoy our local piano bar "The Stache". For great coffee and breakfast head to Enid Grace Cafe. Also, Ice cream and bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

4.97 out of 5 average rating, 149 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Guest suite in Prince Edward

5 out of 5 average rating, 106 reviews

Wellington Guest Suite on Main!

Our 1928 Victorian-style home is on Main Street in Wellington! This offers the convenience of walking out your front door & enjoying our charming village by the water & all it has to offer. Our guest suite is a newly renovated 1 bdrm with lounge area, 1 bath & eat-in kitchenette if you wish to make breakfast/lunch. Enjoy morning coffee or before dinner cocktail on our deck outside the guest suite to take in the great vibe of Wellington & people enjoying this community. License #ST-2023-0009

4.96 out of 5 average rating, 512 reviews

Guest suite in picton

Westlake’s Suite 25

A beautiful self contained Suite within our home with self check in. A sitting room with kitchenette, leading into a separate spacious bedroom with ensuite. The large windows allow for an abundance of natural light throughout. Relax and reflect on the front porch. Located in the heart of the county, Westlake, which is approx. 15 minutes from downtown Picton. parking included. Walking distance to the Dunes beach at Sandbanks prov. Park.. Sandbanks parking pass included Occupancy 2 adult

4.97 out of 5 average rating, 102 reviews

Apartment in Wellington

Seafarers Haven

This non-smoking 904 sq. ft. suite can accommodate 2 people. Living room, bedroom with queen bed and fireplace overlooking Lake Ontario. Private balcony with BBQ. Kitchenette/studio has fridge, toaster oven microwave, coffee maker, induction plate, dishes and utensils. Queen sofabed, table and desk. Modern 4 pc. bathroom. Use of waterfront backyard. Private outside entrance. Located on 2nd floor. Walk to the Drake Devonshire, East & Main Bistro, supermarket and LCBO.

Superhost

4.96 out of 5 average rating, 138 reviews

Private Backyard, Hot Tub, Dog Friendly, Central

We invite you to stay in our professionally designed 3-bedroom suite located in Wellington, PEC. Close to Main Street, a 20-minute drive to Sandbanks. This space has a private hot tub, stocked kitchen, 2 bath, dining + living room and laundry. Wake up and head to our favourite cafes in Wellington, enjoy a walk to Wellington Beach, go for a drink at a local brewery, or dinner at one of the nearby restaurants on Main St. We’ll send a guide with our fav places.

Superhost

Cottage in Prince Edward

4.92 out of 5 average rating, 111 reviews

The Dunes Air B&B

Location, location!!! This super cute cabin is only a 2 minute drive to The Sandbanks Provincial Park, or a 15 minute walk! Bike to the park in under 10 minutes. located in a bustling community with live music & mini golf across the road. This adorable cottage in the county has everything you need to make your county visit perfect. Picton is under 15 minutes away, making shopping trips, visits to breweries, wineries and restaurants a breeze!

Guesthouse in Prince Edward

4.98 out of 5 average rating, 252 reviews

Little Ben Prince Edward County

Located ten feet from Lake Ontario, in the heart of beautiful Wellington, Little Ben is a fully renovated 1 bedroom cottage in the centre of wine country. Little Ben offers a fully equipped kitchen, a dining area and a comfy living area with a wood stove. The true glory of Little Ben exists outside its walls--you are just a mere ten steps down to your own limestone beach on Lake Ontario! Licence Number ST-2019-0358

4.99 out of 5 average rating, 323 reviews

Bark Guesthouse in Prince Edward County

Bark Guesthouse (Licence # ST-2020-0243) is a newly built guesthouse in Prince Edward County, set on a 2-acre property surrounded by vineyards. Within walking or biking distance of 20 plus wineries, lavender farm and a short drive to the villages of Wellington, Bloomfield and Picton. If you are looking to escape the city and enjoy a slower pace of life, then Bark Guesthouse might just be the place for you.

4.95 out of 5 average rating, 125 reviews

Wellington Village Getaway Suite

Beautifully appointed private 2 bedroom second floor suite in a County farmhouse, surrounded by mature trees. Steps to Main Street, Creekside Cafe, East&Main Bistro, Midtown Brewery, the Drake Devonshire, Ideal Bike Rentals, The Millenium Trail, Wellington Market. A lovely beach, and a lakeside park, all just a short walk from your suite. You won't want to leave! Welcome! License # ST-2019-0321 R1

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Popular amenities for Wellington vacation rentals

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Other great vacation rentals in Wellington

4.93 out of 5 average rating, 41 reviews

Wind & Waves - Wellington waterfront w/ fire pit

TrishRating, 5 stars1 month ago

Our family had a wonderful stay! The home was extremely clean and was as described/pictured. The kitchen had all the amenities that we needed. We had a toddler with us and they were well set up with the amenities they described to accommodate us with a kids room, books, toys and dishes. Location was easily walkable to the local restaurants/shops in Wellington and an easy drive to many wineries and local attractions. The yard was absolutely huge with a great view of the lake. Our host sent clear instructions and was communicative with us. We would highly recommend this location.

4.92 out of 5 average rating, 59 reviews

Loretta's Loft

KimRating, 5 stars2 months ago

Lori’s place is in an amazing location, handy to shops and restaurants. A grocery store is right across the street. Wellington is a beautiful little town and we enjoyed walking to the lake and checking out the shops. Lori’s apartment is incredibly clean and comfortable. It is very spacious and would be perfect for a larger group. The beds and furniture are comfortable and the kitchen is well stocked. It was easy to find and instructions were simple. There is a very private large balcony in the back with comfortable outdoor furniture, a bbq, and a hot tub. The front also has a smaller balcony with a view of the lake which is a block away. I highly recommend this lovely home.

5 out of 5 average rating, 4 reviews

Cute & Cozy, Downtown Wellington; 1 Beach Pass!

SamanthaRating, 5 stars2 weeks ago

Excellent parking and location. Very close to restaurants, Millenium trail, etc. Very responsive and helpful host! The only downside we felt was that you could really hear the guests in the unit upstairs. Overall a really great spot to stay in downtown Wellington! 🙂

4.8 out of 5 average rating, 10 reviews

21 East Street, Wellington

AlexanderRating, 5 stars11 months ago

We had a wonderful stay at 21 East. The property is extremely well located and the surrounding area is very walkable. There is a beautiful park next to the home, which is accessible via the back gate of the property. The home was very clean and features all the conveniences needed for a comfortable stay. Our host, Richard, was very responsive and helpful. Overall, our family loved our stay and we hope to be back in the future!

Guest suite in Prince Edward

4.76 out of 5 average rating, 143 reviews

Infinite Horizons Prince Edward County

JenniferRating, 5 stars4 days ago

We very much enjoyed our stay. John was super nice and very welcoming to us and our dog! Thank you for a stress free visit!

Cottage in Prince Edward

4.7 out of 5 average rating, 69 reviews

Waterfront Cottage in the heart of wellington

HarrietRating, 5 stars10 months ago

We had a great stay at Rebecca’s cottage! The cottage is right on the lake front, and it’s easy to walk around Wellington’s amenities and to get to the surrounding vineyards. It was great to be able to use the bbq too. There isn’t any AC so it was quite hot in summer, but there were fans in every room.