Pet-friendly holiday rentals in Wellington

4.95 out of 5 average rating, 307 reviews

A comfortable living room features two sofas with decorative pillows, a rustic wooden coffee table, and a vibrant area rug. A gas fireplace is set against a neutral wall, with plants and stylish lighting accenting the space.

Home in Hillier

The Cozy Postmaster’s House PEC w/ new Hot Tub!

EXCITING NEWS: our HOT TUB has now been installed at the house - relaxing and just for you! Escape to the birthplace of wine in Prince Edward County at the historic Postmaster's House in Hillier. This charming 3-bedroom house from the 1890s offers a cozy fireplace and is surrounded by over 40 vineyards. Explore wineries, restaurants, breweries, North Beach, Millennium Trail, and Wellington village, all just a bike ride away. Unwind and immerse yourself in the beauty of this idyllic destination.

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, 164 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.

A charming exterior of The Coach House is depicted, featuring a unique multicolored wooden façade. The structure is framed by lush greenery, and a wooden planter with a variety of plants is positioned at the front, adding to the inviting atmosphere of the property.

4.88 out of 5 average rating, 485 reviews

The Coach House - Summer Sandbanks Pass Included

The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space is a short walk to the harbor and Main Street’s restaurants and shopping. The home is also a short drive to Base 31, Lake on the Mountain, Sandbanks Provincial Park, local wineries, hiking trails and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

4.98 out of 5 average rating, 130 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

A spacious communal area features high ceilings with wooden beams and large windows that allow natural light to fill the room. A comfortable seating arrangement includes a plush sofa and elegant armchair, with a decorative coffee table at its center. A striking fireplace and unique light fixtures enhance the ambiance.

4.97 out of 5 average rating, 288 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!

4.98 out of 5 average rating, 446 reviews

An industrial-styled tiny home is visible, featuring a red exterior and a gray garage adjacent to it. A wooden deck with yellow chairs offers a welcoming entrance. The landscape is open with bare trees in the background under a clear blue sky.

Tiny home in Picton

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.

4.83 out of 5 average rating, 117 reviews

A welcoming living area features sunlight streaming through large windows. Colorful seating includes a green armchair and an iconic yellow chair, complemented by a stylish side table. A houseplant adds a touch of greenery, and a message board is ready for personalized notes.

Apartment in Picton

Funky studio Apt Full kitchen 5 min to Main St

Welcome to our renovated Mid Century Modern private studio apartment. Designed for comfort, functionality and convenience, featuring unique colorful furnishings offering you an alternative hotel stay. The apt is fully equipped for your comfortable stay, featuring a queen bed, full kitchen with new appliances, including a full size stove, microwave and fridge/freezer to accommodate your extended stay. You have your own full private bathroom with walk-in shower and in-suite laundry

A contemporary country house is framed by tall grasses and greenery. The structure features a combination of large windows and sleek, angled metal siding under a clear blue sky, creating an inviting entrance with wide stone steps leading to double doors.

4.94 out of 5 average rating, 201 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.

4.92 out of 5 average rating, 140 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!

4.95 out of 5 average rating, 170 reviews

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 Wellington

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.

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, 228 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, 229 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

Popular amenities for Wellington pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A peaceful waterfront scene along the rocky shoreline of Lake Ontario. Clear blue water meets the horizon under a light cloud cover, while lush green trees line the edge. The natural landscape offers an inviting setting for relaxation and exploration.

4.87 out of 5 average rating, 46 reviews

Wind & Waves - Wellington waterfront w/ fire pit

4.84 out of 5 average rating, 192 reviews

An inviting living room is displayed, featuring a mix of seating options including a sofa, armchairs, and a cozy chair. A patterned rug adds warmth to the space, complemented by side tables with lamps. Natural light floods through the window, illuminating the entire area.

Home in Belleville

Charming Farmhouse in the City, Near Wine Country

4.97 out of 5 average rating, 175 reviews

A silhouette of a person is captured holding an iPad towards the sunset reflecting on the calm surface of a river. The warm colors of orange and purple merge in the sky, while trees frame the background, and a statue partially emerges from the water's edge.

Home in Campbellford

Tranquility on the Trent River

A two-story gray home is depicted, nestled amidst lush greenery. A broad wooden deck wraps around the front, offering accessibility with stairs leading up. The residence features multiple gabled windows, allowing natural light to enter, and is set against a serene, open landscape.

4.91 out of 5 average rating, 117 reviews

Quaint Farmhouse in the HEART of the County!

The entrance features a vibrant blue door adorned with a wreath, framed by colorful flower beds. A yellow chair is positioned beside the door, adding a welcoming touch to the exterior, which showcases a mix of greenery and blooming flowers.

4.95 out of 5 average rating, 124 reviews

McKee Cottage (circa 1851)

4.85 out of 5 average rating, 188 reviews

A serene view of the bay is captured from the porch, showcasing calm waters under a clear blue sky. The expansive green lawn leads down to the water's edge, while patio furniture and a vibrant umbrella are positioned for outdoor relaxation.

Home in Carrying Place

Entire waterfront cottage in carrying place

The cottage exterior displays a charming façade with a light blue color, framed by lush greenery and blooming daffodils. Large windows provide ample natural light, while a well-maintained lawn and stone pathway enhance the inviting atmosphere of the property.

4.86 out of 5 average rating, 22 reviews

21 East Street, Wellington

An inviting living area features a light grey sectional sofa paired with a green accent chair. A modern coffee table sits in front, with a decorative bowl placed on top. Two windows allow natural light to brighten the space, complemented by a flat-screen TV mounted on the wall.

4.95 out of 5 average rating, 82 reviews

Pet Friendly Sandbanks Getaway - Outdoor Sauna!

Pet-friendly home rentals with a pool

Cottage in Carrying Place

A large in-ground pool is surrounded by well-maintained grass, with several lounge chairs positioned around the edge. An umbrella provides shade over a nearby seating area. Lush greenery frames the space, creating a serene and inviting outdoor environment.

5 out of 5 average rating, 45 reviews

Falcon Crest-Family, Pool and Pet Friendly in PEC

5 out of 5 average rating, 35 reviews

Evermore Guest House

4.97 out of 5 average rating, 39 reviews

A spacious living area is designed for comfort, featuring a dark sectional sofa and a blue upholstered chair. A modern coffee table sits atop a neutral area rug, while a dining table is set for six. Natural light fills the room through large windows.

Cottage in Prince Edward

Vineyard Villa Cottage PEC

4.91 out of 5 average rating, 54 reviews

An open-plan living area is presented, featuring a comfortable sofa facing a flat-screen TV mounted on the wall. A dining space with two stools is adjacent to the modern kitchen, which includes sleek cabinetry and a window that allows natural light to fill the room.

Guest suite in Brighton

La Petite Maison - Charming Space in Brighton.

4.94 out of 5 average rating, 251 reviews

The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.

Cottage in Consecon

Lakefront Cottage with Pool, Hot Tub & Sauna

An inviting in-ground pool is set within a spacious patio area, surrounded by lush greenery. Several loungers are arranged nearby, complementing a shaded seating area with chairs. Inflatable floaties rest in the water, enhancing a relaxed atmosphere for outdoor enjoyment.

5 out of 5 average rating, 29 reviews

Marina and Main - In Ground Pool and Games Room

4.94 out of 5 average rating, 113 reviews

A spacious living area features high, wooden ceilings with large windows allowing natural light to fill the room. Plush seating options comprise dark and bright yellow armchairs alongside a sectional sofa. Green plants add a touch of nature to the modern decor.

Chalet in Consecon

A Modern Creekside Retreat in PEC (MT20211638)

A stone outdoor pizza oven is surrounded by vibrant flower arrangements in pots. A rustic wooden table, accompanied by benches, is set on a stone patio, creating an inviting space for dining and gathering amidst a lush, green backdrop.

4.92 out of 5 average rating, 59 reviews

PEC retreat:Sauna Pool Basketball court Pizza oven

Private, pet-friendly home rentals

A modern living area features a wall-mounted television positioned above a sleek white shelving unit. The shelves hold a variety of decorative items, including a clock, plants, and books, creating an organized and stylish aesthetic.

5 out of 5 average rating, 26 reviews

The Aera - Light-Filled Retreat in Picton

5 out of 5 average rating, 38 reviews

An interior view of a log house showcases exposed wooden beams and rustic charm. A spacious bed is complemented by colorful textiles. A modern kitchenette with turquoise cabinets is visible, along with a small staircase leading to an upper level. A simple wood stove is present, adding to the cozy ambiance.

Cottage in Prince Edward

The Babylon Log House @ Angeline's Inn

4.98 out of 5 average rating, 94 reviews

A spacious outdoor patio features cozy seating arranged around a fire pit, with gentle lighting from strung bulbs. A view of the lake and sunset is visible in the background, framed by trees. Comfortable seating options encourage relaxation and enjoyment of the setting.

Cottage in Prince Edward

Waterfront Casa in wine County w/SAUNA and HOT TUB

A bright seating area features a gray sofa adorned with several patterned throw pillows. Sunlight streams through large bay windows, creating a warm atmosphere. A small coffee table sits nearby, with a decorative plant positioned next to it, providing a touch of nature indoors.

4.97 out of 5 average rating, 86 reviews

Clover House - Pet Friendly w Hot Tub & Beach Pass

Bungalow in Prince Edward

A light-filled living area features a comfortable sectional sofa paired with a round coffee table. Large windows provide a view of the shaded outdoors. A dining area is visible, showcasing a clear table with minimalist chairs. Shelves with green plants add a touch of nature to the space.

4.98 out of 5 average rating, 89 reviews

Steps to Bloomfield Shops, Restaurants & Breweries

4.89 out of 5 average rating, 18 reviews

A bright living area features a blue sofa accompanied by a wooden coffee table and plush ottoman. A modern fireplace is positioned beneath a wall-mounted TV, while natural light enters through two windows, enhancing the spacious ambiance.

Cabin in Prince Edward

The Nest on West Lake

Guest suite in Quinte West

The country house features a stone exterior with decorative arch windows. A welcoming front porch is complemented by vibrant flower beds filled with various blooms. A shaded seating area is seen to the side, surrounded by greenery, adding to the peaceful outdoor atmosphere.

4.98 out of 5 average rating, 48 reviews

17 acre Woodland suite