
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.

Modern Boho Studio | Cozy Stay + Kitchenette
Nestled just 5 minutes north of the 401 highway at Belleville, or 20 minutes north of PEC, The Ashley is a charming oasis of modern comfort and convenience. A renovated gem boasts a sleek and contemporary design, ensuring a memorable stay in every single unit. Whether you're here for a golf getaway or to explore the local attractions, you'll find our motel to be the perfect starting point for your adventure. Book your stay with us and discover a world of relaxation, excitement, and golfing fun.

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

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

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

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

Modern open concept farmhouse studio w/parking
Welcome to Unit #3 at the Picton Commons! Located on Main St. near historic Picton Harbour, this mid-century modern studio offers a stylish and cozy retreat for those looking to explore PEC. Our unit features a tastefully renovated interior, complete with a king sized bed, farmhouse kitchen, as well as a private outdoor patio and free street parking directly outside. Steps away from the county fairground and a short walk to the best restaurants and shops Picton has to offer.

The Village Suites - Double-0-Seven
Beautiful Studio Suite, hotel room size, on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire, East and Main and Midtown Brewery Two doors down enjoy La Condesa Mexican Restaurant . For great coffee and breakfast Enid Grace is just across the street. Also bike rentals just outside your door Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates, Sandbanks, etc! A must see is our World famous Sandbanks Beach.

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.

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)!

Parkway Lake House: Modern retreat w/ hot tub
Newly renovated along the shores of Lake Ontario, Parkway Lake House is the perfectly secluded modern retreat to step away from everyday life yet feel right at home. Gather around with friends and family and enjoy the laidback luxury. The Parkway Lake House was designed by Tiffany Leigh Design and featured on The Globe and Mail, Country Home and the Haven List! Photo credit: Patrick Biller and Christine Reid

Closson Cottage Charm with Summer Park Pass
67 acres to yourself in lovely Prince Edward County - one of Ontario's beautiful wine regions and home to Sandbanks Provincial Park. Enjoy a comfy 2 bed, 2 bath country cottage, hikes in forest, 10 wineries less than 10 minutes away! Great for families with pets, couples and groups of friends. NO cleaning fee, pets stay free and we pay the Airbnb fee. IG @clossoncottages Valid STA License [ST-2019-0017]

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.
Popular amenities for Wellington holiday rentals
Other great holiday rentals in Wellington

Net-zero stay in Wellington centre (ST-2020-0196)

Boutique Retreat House in Prince Edward County

Luxurious farmhouse on Westlake Shore Sandbanks

The Chocolate Suite

258 Cottages - Lakeview #4

The Fox Loft

The Rowanwood | Waterfront | Hot Tub | Wellington

Pearadise on West Lake | Waterfront w/ Pool
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 NZD | $252 NZD | $260 NZD | $315 NZD | $360 NZD | $406 NZD | $461 NZD | $459 NZD | $392 NZD | $344 NZD | $307 NZD | $253 NZD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals in Wellington

Total holiday rentals
Explore 120 holiday rentals in Wellington

Nightly prices starting at
Wellington holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 11,520 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
120 of Wellington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wellington rentals

4.9 Average rating
Wellington stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a fireplace Wellington
- Rentals with a washing machine and dryer Wellington
- Apartment rentals Wellington
- Rentals with beach access Wellington
- Pet-friendly rentals Wellington
- Waterfront rentals Wellington
- Rentals with a patio Wellington
- Family-friendly rentals Wellington
- House rentals Wellington
- Rentals with lake access Wellington
- Rentals with outdoor seating Wellington
- Rentals with a fire pit Wellington
- Cottage rentals Wellington
- Wolfe Island
- North Beach Provincial Park
- Black Bear Ridge Golf Course
- Presqu'ile Provincial Park
- Cobourg Beach
- Batawa Ski Hill
- Grange of Prince Edward Vineyards and Estate Winery
- Traynor Family Vineyard
- Closson Chase Vineyards
- Redtail Vineyards
- Rosehall Run Vineyards Inc
- Casa-Dea Winery & Banquet Hall
- Hinterland Wine Company
- Timber Ridge Golf Course
- Centennial Park




