Apartment holiday rentals in Wellington

Cool Blue — Modern OneBR Apartment in PEC

This stylish apartment offers the unique opportunity of being located directly in Hillier, a major hub of Prince Edward County's wine region. Cool Blue is also just minutes away from swimming at North Beach, dining in Wellington, and cycling or just taking a walk on the Millennium Trail. Cool Blue is a perfect spot for both short and long stays. The clean and spacious living area, fully-equipped kitchen and large walk-in shower provide the perfect retreat after a day of adventure in The County.

Family · Location · Quiet

Summer House PEC *Free Sandbanks Beach Pass!*

Welcome to Summer House PEC! Brand new construction located close to Main St. Picton. Our love of the Sandbanks inspired this modern coastal themed space. We've curated an indoor/outdoor experience to meet your vacation needs, including: 2 bedrooms/1 bath, full kitchen (new Kitchenaid appliances), Nespresso coffee bar, laundry, home theatre, and bar. Outside enjoy a spacious fenced-in yard, outdoor kitchen with BBQ, and Jacuzzi hot tub! Sandbanks Beach Summer Pass Included! License#ST20200312

Family · Value · Hospitality

The Globe - 2-bdrm Apartment on Main Street Picton

Our bright and spacious, 2-bedroom apartment is located in the historical Globe Hotel building in downtown Picton, ON. Centrally located in Prince Edward County, you'll enjoy cafés, restaurants and shopping only steps away from our front door. Walk to Picton Harbour, or take a short drive to Sandbanks Beach (pass included). Wineries and breweries are also close by. Explore The County all day, then enjoy being able to walk to Picton's finest dining establishments and local hotspots. @theglobepec

Family · Location · Parks

Loretta's Loft

In the heart of downtown Wellington, this special place is close to everything. Recently renovated in 2024 heritage building contains character. The space is completely brand new. This open concept unit is spacious and contains a unique second floor loft as well as 2 bedrooms and one bathroom. The unit boasts not only a front veranda with a view of the lake; but also, a spacious deck at the rear to entertain or enjoy an evening in the new seven-person hot tub! STA LIC Number ST 2022-0161

Value · Location · Condition

"Steps Away" Picton, Dog Friendly/fenced yard

Steps Away .....from Picton Bay, 10 minute walk into Picton. 18 minute drive to the Outlet Beach Sandbanks. (Park Pass provided - you have to book in advance, please reach out) Fully fenced half acre yard gives your dog freedom. Bed can be one King or two twins. Additional sofabed in living room. Whole apartment - 980sqft Lower unit - 12 steps down, walkout to garden. PLEASE CONFIRM IF YOU ARE BRINGING A DOG. ONLY ONE DOG PERMITTED. ABSOLUTELY NO SMOKING OF ANY KIND INSIDE OR OUT

Family · Location · Access

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

Family · Location · Getting around

Apartment in Prince Edward County

Escape to your perfect countryside retreat! Just 5 minutes from Picton and a short drive to local breweries, wineries, shops & beaches, this cozy suite blends relaxation with adventure. Start your day on the spacious deck, taking in peaceful views of open fields as you sip your morning coffee. Whether you’re visiting solo, as a couple, or with a small family, you’ll find a warm, welcoming space designed for comfort and calm. Kid-friendly and ideal for a refreshing rural getaway!

Location · Family · Biking

STEPS to Main St & Dining -FREE Sandbanks Pass #1

FREE ONSITE PARKING & SANDBANKS PASS! Ditch the car - you are steps from the County’s best. WALK: Under 5 minutes to Zest, 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.

Family · Value · Wi-Fi

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.

Family · Value · Amenities

Breakaway Guest Suite unit 2

Liscence #ST 2019-0061 Note: Reservations for 2023 will not be taken until January 2023. This bright, spacious 2 bedroom suite w/private entrance is in the heart of Wine Country, just 5 mins North of Wellington. Peaceful relaxing location to unwind, set on 5 acres, but only a 5 min drive to great restaurants, wineries and local beach in the village. Two wineries, a small craft brewery and Food truck are all within walking distance of the suite. 1 wk canc policy

Location · Family · Biking

The Village Suites - THE SHORELINE

Cheerfull 1 bedroom suite on Main Street, in the Heart of Wellington. Steps away The Drake Devonshire and East and Main Bistro. For great coffee and pastries head to Next door to Piccolina Cafe. Also, Ice cream and bike rentals just outside your door. Head out for the afternoon to enjoy over 40 Wineries surrounding Wellington such as Hillier Estates , Sandbanks, Casa-Dea plus many more! A must see is our World famous Sandbanks Beach.

Value · Location · Heating

Lovin' the County! Perfect location!

Beautiful, brand new two bedroom, two bathroom private space in modern home. Great location! Fully furnished 1800 square foot open concept space with all the extras (A/C, cable, WIFI). Lots of outdoor greenery with private backyard, fire pit and dining area included in rental. Walking distance to the Wellington beach, restaurants, market, and ice cream shops. Close to other beaches & wineries. Wheelchair friendly.

Family · Value · Biking