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Pet-friendly holiday rentals in Wellington

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Wellington

  • Total holiday rentals

    Explore 30 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Wellington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wellington rentals

  • 4.8 Average rating

    Wellington stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Wellington

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.98 out of 5 average rating, 107 reviews

Waterfront Casa in wine County w/SAUNA and HOT TUB

Escape to this beautifully updated lakefront home on 170ft of private shoreline in beautiful Prince Edward County. Enjoy our new panoramic view sauna, hot tub and outdoor shower. This relaxing getaway is located on the Bay of Quinte, just 2hrs east of Toronto. A 30 min drive to Sandbanks, 20 mins to Picton/Wellington. Close to many wineries and breweries. Large yard space makes this an ideal home for groups, couples and families looking for postcard views and private spa amenities. ST-2023-0002

Top guest favourite
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
4.96 out of 5 average rating, 325 reviews

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.

Guest favourite
Home in Prince Edward
4.93 out of 5 average rating, 154 reviews

Walk to Beach and Downtown: Wellington PEC Cottage

Stay in the heart of Wellington - steps to the beach, Drake Devonshire, downtown restaurants, and everything Prince Edward County has to offer. Nestled on a peaceful side street, our charming cottage features a cozy fireplace, a fully equipped kitchen, & a large private backyard with BBQ & chiminea. Perfect for families, couples, and groups looking to explore Sandbanks Provincial Park, wineries, breweries and local gems. You're at the center of it all! Relax, unwind, and enjoy your getaway!

Top guest favourite
An expansive outdoor deck features a large table surrounded by multiple chairs with red cushions. The area offers clear views of the water and green landscape beyond, enhancing the outdoor dining experience. Glass railings provide safety while maintaining an open feel.
Home in Prince Edward
4.99 out of 5 average rating, 145 reviews

SkySuite on West Lake

The SkySuite on West Lake is a unique waterfront property 2 mins. from Wellington, near the Sandbanks Provincial Park, Bloomfield and amazing PEC artists, wineries, breweries and restaurants ! You’ll love the views, hearing the waves hit the shore, the convenient location - and the privacy is priceless. The SkySuite is for couples and small groups. Private hot tub, fire pit, bbq. SUPs pedal boat, kayaks, canoes included. Boat launch and docking included, if you need them. Float-planes welcome.

Top guest favourite
A private back patio features a wooden deck with comfortable seating arrangements, including bright cushions and decorative plants. An umbrella provides shade over the seating area, while the surrounding wooden fence enhances the cozy ambiance.
Home in Prince Edward
4.92 out of 5 average rating, 178 reviews

Harbour Main playful century home w/ private patio

Enjoy a stylish experience at this centrally located home. HarbourMain is perfectly located steps away from Picton's Main street which has lovely cafés, local shops, breweries & restaurants. No need to take the car, you can leave it parked in the back parking lot of the home (fits 2 cars comfortably) and walk to your nearby destination. The private back patio offers great seating area & BBQ. We can't wait to host you This home is fully licensed per Prince Edward County bylaws (ST-2022-0073)

Top guest favourite
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.
Home in Prince Edward
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.

Top guest favourite
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.
Guest house in Bloomfield
4.99 out of 5 average rating, 145 reviews

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

Guest favourite
Home in Prince Edward
4.95 out of 5 average rating, 125 reviews

SunriseSunsetPeace

Come for the sunrise, stay for the sunset! Total number of guests allowed 10 Additional guest must be under 10 years of age This luxury home has heated flooring and comes with a 7 seater 48 jet hot tub! This is a spacious home with ample sleeping arrangements. Ask host for more details. This home features a master bedroom with an ensuite located on the first floor. The master suite provides privacy, space and convenience. Perfect for our elderly guest or guest with limited mobility.

Top guest favourite
Flat in Picton, Prince Edward
4.87 out of 5 average rating, 348 reviews

STEPS to Main St & Dining -FREE Sandbanks Pass #2

FREE ONSITE PARKING & SANDBANKS PASS! Ditch the car - you are steps from the County’s best. WALK: Under 5 minutes to City Revival, The Armoury, The Royal Hotel, Baccado, Becon Bike & Brew, The Acoustic Grill, and so many more. BEACHES: Includes a FREE 2026 Sandbanks Pass (a $21/day value). We send your pass # early so you can reserve 5 days in advance and save your spot! SUNSETS: The Harbour is just a 2-minute stroll away for sunsets and the best breakfast in town.

Top guest favourite
An outdoor seating area is framed by large glass doors, revealing a serene water view. Comfortable seating is arranged around a central table on a patterned rug, creating a perfect spot for relaxation while taking in the sights of the bay.
Cottage in Prince Edward
4.99 out of 5 average rating, 174 reviews

Peaceful Peninsula. A Private Waterfront Oasis.

Please note summer 2026 (June 20-August 28) 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. ST-2020-0226

Guest favourite
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.
Flat in Prince Edward
4.94 out of 5 average rating, 187 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.

Top guest favourite
The bedroom features a cozy queen bed dressed in soft linens, paired with a decorative throw. A charming nightstand stands beside the bed, and a vintage dresser is positioned across from a window, allowing natural light to illuminate the space.
Home in Prince Edward
4.97 out of 5 average rating, 148 reviews

Steps to Main St. Century Home w Sandbanks Pass

THE NESTLED INN is half a block to Picton Harbour in one direction, Delhi Park in the other, and a 2 minute walk to the many bars, cafes, and restaurants on Main Street. You couldn't ask for a better location! Enjoy the views of Macaulay Mountain from our back deck, complete with outdoor dining for six and a bbq, or stretch out in our very private, spacious back yard. Check out our Airbnb Guidebook for more recommendations. STA license number st-2020-0309

Popular amenities for Wellington pet-friendly home rentals