Holiday houses in Wellington

Guesthouse in Prince Edward

4.95 out of 5 average rating, 244 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!

4.97 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, 105 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, 511 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, 101 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.

4.98 out of 5 average rating, 197 reviews

The Hull House - Lake Ontario Waterfront w Sauna

Perched atop a picturesque limestone shelf on the shores of Lake Ontario, just 4 kilometres west of Wellington, is the Hull House. A thoughtfully curated County Lakehouse that boasts an infinite view of blue waters and ever changing skies. Ideally located at the centre of Prince Edward County’s web of vibrant restaurants and wineries, the Hull House offers 200 + feet of private lake frontage, 2 acres of land, a sauna and many luxuries for your well deserved vacation.

4.98 out of 5 average rating, 147 reviews

Cottage in Prince Edward

Picton Bay Hideaway

Picton Bay Hideaway is a family owned and operated licensed waterfront bungalow with 2 bedrooms and a walk out basement that can comfortably sleep up to 4 adults plus 2 children. This getaway is ideal for those wanting to slow down, relax and spend quality time with loved ones or for those who are looking for a quiet and peaceful workspace retreat. Whether you are a wine, food, fishing, or a beach goer, there is something for everyone in Prince Edward County (PEC)!

Superhost

Apartment in Prince Edward

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.

Apartment in Prince Edward

4.92 out of 5 average rating, 254 reviews

THE Village Suites - THE LOFT

Beautiful 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire and East and Main Bistro. For great coffee and breakfast head next door to Piccolina 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.

Guesthouse in Prince Edward

4.98 out of 5 average rating, 251 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

Apartment in Prince Edward

4.99 out of 5 average rating, 322 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.

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Other great holiday rentals in Wellington

Guesthouse in Prince Edward

4.86 out of 5 average rating, 28 reviews

Orchard View

LoganRating, 5 stars5 days ago

a beautiful lil spot to stay! we attended a wedding directly across the street and enjoyed the little restaurant just down the hill - very peaceful and serene :)

5 out of 5 average rating, 3 reviews

Lilac Loft: Newly built

PeterRating, 5 stars3 weeks ago

The pictures don’t do the place justice. It is private and relaxing. The setup and design is incredible. Jodi (and Rob) as hosts were fantastic. I cannot say enough positive things.

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

4.75 out of 5 average rating, 142 reviews

Infinite Horizons Prince Edward County

JenniferRating, 5 starstoday

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 stars9 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.

Holiday home in Prince Edward

4.92 out of 5 average rating, 50 reviews

Stylish 2-bedroom, Downtown Wellington

JulietteRating, 5 stars1 month ago

Really nice apartment in the centre of Wellington. The only downside was that we had 3 chairs instead of the 4 at the counter, and there were 4 of us. There is no dining table. The rooms were spacious and comfortable, we loved that each room had a bathroom and space to put our luggage. The view on lake Ontario was great, we loved walking around the village. I would recommend this flat and would rent it again.