Holiday houses in Wellington

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Top-rated holiday rentals in Wellington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The hot tub is situated outdoors with glass railings offering unobstructed views of the calm water. Sunlight reflects off the water surface, creating a serene atmosphere. Mist rises gently from the hot tub, inviting relaxation.
Home in Prince Edward
4.99 out of 5 average rating, 222 reviews

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a private waterfront bungalow on Lake Ontario with a year-round hot tub and direct water access. Enjoy lake views from the main living area and primary bedroom, plus a 200-foot private rock beach with seasonal stairs from Victoria Day to Thanksgiving. Minutes from Prince Edward County wineries and Consecon, with fast Starlink internet, dedicated workspace, firepit, kids play structure, and EV charger. Ideal for families, couples, and remote workers seeking privacy and views.

Guest favourite
Home in Wellington
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!

Guest favourite
Guesthouse in Wellington
4.97 out of 5 average rating, 263 reviews

Beachside Suite in Wellington Prince Edward County

Beachside Suite in Wellington is a renovated open concept loft on the 2nd floor of our 1870’s barn. Parking included. The location is outstanding; a 30 second walk to the beach and a 5 minute walk to fabulous restaurants like the Drake Devonshire and La Condesa. Perfect for couples; it's private, air conditioned, has a 3 piece ensuite, large kitchenette, private deck with BBQ, gorgeous views and is in the heart of wine Country. See also our Wellyside Suite on Airbnb. Licence ST-2019-0352.

Top Guest favourite
Guest suite in Wellington
5 out of 5 average rating, 150 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

Top Guest favourite
An outdoor seating area features several Adirondack chairs arranged around a fire pit. A picnic table sits nearby, with an umbrella offering shade. The guest house is visible in the background, surrounded by lush greenery and a gravel pathway.
Guesthouse 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

Top Guest favourite
The two-storey house features a modern design with large glass doors and a balcony on the upper level. A set of stairs leads to the lower deck, surrounded by a neatly landscaped grassy area and stepping stones that provide access to the entrance.
Home in Belleville
4.95 out of 5 average rating, 213 reviews

Spectacular Waterfront Home in PEC

Situated on the edge of the beautiful Bay of Quinte, this brand new modern build is sure to steal your breath. Built in 2023, this stunning two-storey waterfront oasis, Water’s Edge, is located just over the Bay Bridge in spectacular Prince Edward County. Featuring two kayaks, fishing gear, outdoor propane fire table, and an upper and lower deck with front row seats to the most unforgettable sunsets. Water’s Edge is conveniently located to both Belleville and all that PEC has to offer.

Top Guest favourite
A modern living space features a spacious green sofa facing a wood-burning stove. Natural light flows through large windows, with contrasting dark shades. A neutral area rug anchors the space, while a dining area is visible in the background, showcasing a contemporary vibe.
Bungalow in Hillier
4.98 out of 5 average rating, 214 reviews

The Meadow House - Prince Edward County Modern

Welcome to The Meadow House! This bright and cozy modern home is nestled in one of the most coveted locations in Prince Edward County. We offer the luxury experience you deserve to truly relax and unwind. Centered among the best wineries, breweries, restaurants, shops, as well as a quick drive or bike ride to Wellington and the Drake Devonshire, our guests can experience all that the county has to offer with ease. You can see more pics @themeadowhousePEC Licence number ST-2023-0107

Top Guest favourite
Two Adirondack chairs are positioned on a grassy area overlooking Lake Ontario. Sunlight glimmers on the water, creating a serene atmosphere. A few trees provide shade, and gentle waves lap at the shoreline in the background.
Guesthouse in Wellington
4.98 out of 5 average rating, 278 reviews

Little Ben Prince Edward County

Little Ben's license allows 2 adults and one child age 10 and under. Located 10 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 # ST-2019-0358

Top Guest favourite
An orange bicycle is positioned near the entrance of a quaint guest house, accompanied by a small table with a black umbrella. The exterior features protective siding and a welcoming door, with greenery surrounding the patio area and a colorful piece of art displayed on the wall.
Guesthouse in Wellington
4.96 out of 5 average rating, 276 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! Kitchenette, (CONTINENTAL BF, water, milk, coffee, tea, various small boxes of cereal and juice) TV, WI-FI 6E, Fresh sheets, towels, and quiet at night! Chic Town of Wellington has wineries, nightlife, good restaurants and a local beach just a few minutes away! Book now, singles welcome too!

Guest favourite
Apartment in Wellington
4.94 out of 5 average rating, 188 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
A classic two-story red brick home is framed by a well-kept lawn, featuring blooming flower beds and mature trees. The entrance is highlighted by a symmetrical façade with large windows, inviting natural light. A paved path leads to the front door, enhancing the welcoming appearance.
Home in Wellington
4.98 out of 5 average rating, 236 reviews

The Red Brick House - Wellington

An original, circa 1860s county home, The Red Brick House combines old world heritage with contemporary design. The bright, welcoming space, sleeps up to six, and is in a prime location just steps away from both Wellington Beach and the Drake Devonshire. While you’re here you can hop on a bike at the rental shop across the street, go explore the beautiful wineries, restaurants, shops, and more. The central location means that you’re close to it all.

Guest favourite
The image captures a serene landscape featuring a calm, shallow body of water reflecting gentle ripples. Sandy shores and scattered trees can be seen in the background, under a clear blue sky, providing a tranquil setting close to nature.
Guesthouse in Wellington
4.8 out of 5 average rating, 167 reviews

Beachy Cabin

2 night bookings only on weekends July and August 5 minute walk to waterfront. Private/beside main house. Kitchenette, new Memory Foam Queen bed. Bathroom 10 steps away in house. One person/owner lives in house. Suitable for 2 guests only. No smoking/pets. No children under 12. No cleaning fees. Short walk to shops, restaurants. Sandbanks Provincial Park, North Beach Provincial Park 15 min. drive. Surrounded by wineries - 5 minutes away.

Popular amenities for Wellington holiday rentals

Quick stats about holiday rentals in Wellington

  • Total holiday rentals

    Explore 130 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $101 NZD per night before taxes and fees

  • Verified guest reviews

    Over 11,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Wellington holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wellington rentals

  • 4.9 Average rating

    Wellington stays are highly rated by guests—averaging 4.9 out of 5!

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