
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.

PEC Wellington House | (5 Bedroom•3 Bath)
10 Guests Max (children included) STA LICENCE NO. ST-2019-0255 Welcome to The Twelve PEC! Our home is your tranquil getaway located in the heart of Prince Edward County on a quiet family friendly cul-de-sac in the small lakeside town of Wellington. Occupancy is firm at 10 persons total (infants and children included)• No exceptions (per licensing & fire code compliance) Not suitable for parties or boisterous groups. Kindly review all rules and listing prior to sending a booking request.

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

Walk to Drake, 20+ Hillier wineries, Rotary Beach!
Welcome to Prince Edward County! Our spacious 800sqft rental has you located within a 5 minute walk to downtown Wellington where you can enjoy amazing meals at the Drake Devonshire, Idle Wild, East & Main and El Condesa. You're a 20 minute bike ride from renowned wineries such as Norman Hardie, The Grange, Closson Chase and 20+ others. Finally, you're only a 20 minute drive from Sandbanks, an Ontario provincial park with three expansive sandy beaches on Lake Ontario. Enjoy County living!

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

"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!

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.

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.

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 3 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. Valid STA License [ST-2019-0017]

Welcome to our lovely Wellington cottage!
Our beautiful cottage is the perfect place for a getaway! Lake Ontario is literally around the corner, it's a 5 minute walk to fabulous Wellington restaurants and The Millennium Trail, and very close to some of the best wineries in the county. EV charger on-site. Adults only - our cottage is not suitable for pets, infants or children. License ST-2019-0265. Maximum 2 guests/1 car.

Our County Place
In the heart of Wellington, our updated 1880's farmhouse offers the best of the county. Bike to world-class vineyards, walk to the beach and great restaurants, or kick-back by a bonfire and count the stars. (July and August, weekly only Saturday to Saturday) Our County Place is a registered Short-term Accommodation in Prince Edward County (#ST-2019-0350)

The Timid Duck, Wellington ON
Enjoy this updated, four-season, 3 bedroom restored farmhouse in Wellington in the heart of Prince Edward County. Only steps away from The Drake and other restaurants, cafes, a grocery store, a hardware store, and a short drive from wineries and beaches. Gas fireplace, soaker tub, original wood floors!
Popular amenities for Wellington holiday rentals
Other great holiday rentals in Wellington

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

Top Spot with Water Views & Sandbanks Season Pass

Land's End 2 Bedroom House in the Heart of PEC

Marina and Main - In Ground Pool and Games Room

Suite 1 |Modern 1BR Suite |The Getaway Wellington

PEC Winter Getaway - Outdoor Sauna!

The Place | A Chic Bloomfield Retreat with Hot Tub

The Fox Loft
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 NZD | $243 NZD | $251 NZD | $304 NZD | $347 NZD | $392 NZD | $445 NZD | $443 NZD | $379 NZD | $341 NZD | $276 NZD | $347 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 $99 NZD per night before taxes and fees

Verified guest reviews
Over 9,670 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 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
- Apartment rentals Wellington
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- Rentals with a fireplace Wellington
- Pet-friendly rentals Wellington
- Rentals with lake access Wellington
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- Bay of Quinte
- Wolfe Island
- North Beach Provincial Park
- Presqu'ile Provincial Park
- Cobourg Beach
- Batawa Ski Hill
- Sandbanks Provincial Park
- Grange of Prince Edward Vineyards and Estate Winery
- Ste Anne's Spa
- Sandbanks Dunes Beach
- Kingston 1000 Islands Cruises
- Rosehall Run Vineyards Inc
- INVISTA Centre
- National Air Force Museum of Canada
- Lemoine Point Conservation Area
- Ontario Beach Park
- Ranney Gorge Suspension Bridge
- Closson Chase Vineyards
- Lake on the Mtn Provincial Park
- Hinterland Wine Company




