Pet-friendly vacation rentals in Wellington

Guest suite in Carrying Place

A wooden staircase leads to the entrance of a guest house, framed by a small deck with black wrought-iron railings. Beside the stairs, an outdoor AC unit is positioned, while an electrical generator is located near the foundation.

4.94 out of 5 average rating, 178 reviews

Waterfront Comfy Guesthouse, Prince Edward County

Beautiful waterfront unit nestled along the shores of Weller's Bay in lovely Prince Edward County, with a large yard directly accessing waterfront, and great views from the deck. 1.5 hrs from the GTA. Your own entrance, deck, bbq, fire pit, kayaks, canoes,paddleboards,etc . Free access to a 50 acre private property with forested hiking trails. Close to other hiking trails, fishing spots, sand beaches. Ice fishing is popular on Weller's Bay during winter, close to skidoo trails,a local ski hill.

An aerial view captures a spacious backyard featuring a modern heated pool surrounded by lounge chairs. A fire pit seating area is placed nearby, with the backdrop of trees and a vibrant sunset sky illuminating the scene. The contemporary back of the house faces the pool.

4.97 out of 5 average rating, 161 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.

4.98 out of 5 average rating, 118 reviews

The open-concept guest house interior features a spacious sleeping area with a large bed. Natural light enters through sliding glass doors and tall windows, illuminating warm wooden beams and light-colored walls. A cozy seating area with two chairs and a table is visible, complemented by decorative plants.

Guesthouse in Bloomfield

The Bloomfield Guest House

Are you looking for an awe-inspiring, peaceful, retreat-like setting for your visit to The County? Book this well-crafted private guest-house in charming Bloomfield, perfectly located between Wellington and Picton. The expansive farm-field view will instantly ground and settle your being. Every aspect of this luxury offering has been designed and built with integrity and care. We welcome you to embody a felt-sense of coming home. Follow us @thebloomfieldguesthouse Licence # ST-2022-0076

Place to stay in Prince Edward

4.97 out of 5 average rating, 283 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

Tiny home in Prince Edward

4.98 out of 5 average rating, 431 reviews

Picton Creekside Retreat

Prince Edward County, Picton ON. STA Lic# ST-2019-0028. Our tiny home (540 square feet) is totally yours, 1 bedroom, deck with tables and chairs, sunny west exposure. Industrial chic, bright, large lot, pet friendly, Wifi, full kitchen, living space, office area, smart TV and air conditioned. We supply a seasons Day use Pass to the Sandbanks Provincial park for you to book your day(s) at the beach. To guarantee entry, you can book your dates up to 5 days in advance.

The outdoor pool area features a 30-foot heated salt-water pool surrounded by lounge chairs and umbrellas. This inviting space is bordered by lush greenery, offering a serene setting for relaxation and enjoyment during warm days.

4.94 out of 5 average rating, 197 reviews

Dragonfield House: a beautiful stay in central PEC

Dragonfield House: STA License No. ST-2024-0206 Featured in Canadian House and Home, March 2015, Dragonfield House was designed with a contemporary approach to country living. It is a four bedroom split-level country house, plus a guest yoga retreat with all the amenities of a city home. It features a heated salt-water pool (Mid May until Mid October) and a brand new year round hot tub for six people! There are three work/desk areas within the house ideal for remote working.

A light-filled living area features a cozy gray sofa and a vibrant yellow armchair. An orange settee adds a pop of color, while a round glass table sits atop a textured area rug. A mirror reflects the space, complemented by decorative wall accents and potted greenery.

4.93 out of 5 average rating, 136 reviews

Charming Cottage in Wellington’s Heart near Beach!

Nestled on a peaceful side street in the heart of Wellington, our charming cottage offers the perfect retreat for families, couples, or group getaways. You're just steps from Wellington Beach, popular restaurants, and vibrant local gems like The Drake, Midtown Brewery, and more. Whether you're exploring top wineries, breweries or distilleries, relaxing on Sandbank's sandy beaches or dining at award-winning restaurants, our cottage puts you at the center of it all!

Superhost

A comfortable living area is displayed, featuring a light gray sofa paired with an accent chair in warm tones. A coffee table sits centrally on a patterned rug, with potted plants positioned on various surfaces. Large windows provide ample natural light, complemented by soft curtains.

Apartment in Prince Edward

4.95 out of 5 average rating, 156 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.

4.99 out of 5 average rating, 162 reviews

A tranquil scene of the cottage nestled along the water's edge, surrounded by lush greenery. The wooden deck and seating area offer a perfect spot to relax, while a tree casts a gentle reflection on the calm surface of the water.

Cottage in Prince Edward

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2025 (June 27-August 29) is weekly rentals Friday to Friday. Come and unwind on a private peninsula with water surrounding you on 3 sides. Peaceful peninsula is the perfect private, tranquil getaway. A place for mind, body and soul to find rest. NEW! CEDAR BARREL SAUNA with panoramic views, hot tub, seasonal outdoor shower, wood stove, 2 outdoor fire pits and a day bed in the gazebo all provide ample opportunities for relaxation.

Guesthouse in Prince Edward

The open kitchen features a large harvest table with blue chairs, complemented by a stylish island topped with dark stone. A range of modern appliances, including a black refrigerator and stove, are arranged against the wall. Natural light enters through large windows, enhancing the warm wooden ceiling.

5 out of 5 average rating, 225 reviews

thecountycricket, Luxury loft near Picton

Licence No. ST-2019-0357 Welcome to our guest loft at "thecountycricket". I am so sorry but our space is not suitable for infants or children. Our property is 34 acres with 6 acres fenced. We are 10 minutes from Picton Main Street. The loft is 1,200 square foot open concept space with a full coffee station and a cooks kitchen. We live in a quiet street in the country close to town and vineyards, breweries and cider houses.

A spacious living area features log cabin walls and a vaulted wood ceiling. Comfortable seating is arranged, including a sofa and armchairs. A decorative coffee table and an area rug add warmth, while large windows provide natural light and views of the surroundings.

4.89 out of 5 average rating, 225 reviews

The Log House - Wellington - with Fast Wifi

Welcome to your beautiful Log House right in the town of Wellington! A 10 minute walk from the Drake Devonshire and all the restaurants, shops and galleries of Main Street. This spacious 3000 sq. ft. log home has 5 inviting bedrooms, 2 bathrooms and a large chef’s kitchen. It is perfectly situated for exploring the best wineries in Prince Edward County, most are within a 5-10 min drive. License Number: ST-2020-0086 R1

A modern house is set against a sunset sky, surrounded by tall grass and scattered trees. The exterior, featuring large windows, reflects the colors of dusk, creating a harmonious blend with the natural landscape.