
Holiday houses in Picton
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Top-rated holiday rentals in Picton
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Modern School House *SPA GETAWAY*HOT TUB & SAUNA*
Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

Picton PEC Treetops Cottage 2 bed 2 bath house
ST-2019-0273 Renovated 1880s carriage house, 2 beds, 2 baths. Private yard on a quiet street in the heart of Picton, 5 min. walk to the County's finest restaurants, brewpubs, shops, and galleries; 12 minutes by car to Sandbanks' beaches. Surrounded by trees and facing 500 acres of green space, including the historic Glenwood Cemetery, Treetops is a 2-minute walk to the Millennium Trail, a 46 km route for walking and biking. The wineries a drive away, Treetops Cottage is at the heart of PEC.

Bright & Cozy Bungalow Close to Downtown Picton
This bright & cozy cottage-style bungalow is the perfect home base for your PEC getaway! It is centrally located in the heart of Picton, offering 1 bedroom, 1 bath, office area, deck with BBQ & small yard. Comfortably accommodates two adults. Short 5 min walk to downtown, where you can enjoy The Royal Hotel, boutiques, restaurants, cafe's, galleries & more. A short drive to Sandbanks, wineries and breweries. Includes high speed Wi-Fi, central AC/heat, parking & annual Sandbanks day-use pass.

Spacious Loft Apartment With Large Deck in Picton
The Loft at Nine Gables is a bright and spacious open concept, private one bedroom loft style apartment. The private entrance is off a large second storey deck that overlooks a beautiful garden. Located in a residential area of town, it is only a 10-minute walk to Picton's Main Street with its theatre, fine restaurants, cafes and shops and a few blocks away from Macaulay Conservation hiking trails. The beautiful beaches at Sandbanks are a short drive away. License number ST-2019-0014

The Coach House - Summer Sandbanks Pass Included
The Coach House is a cozy self-contained suite with a private entrance, backyard and parking. Located in Picton this unique space is a short walk to the harbor and Main Street’s restaurants and shopping. The home is also a short drive to Base 31, Lake on the Mountain, Sandbanks Provincial Park, local wineries, hiking trails and art galleries. The Coach House is perfect for couple or small family. The home has air conditioning for the warm summer nights! License No. ST-2019-0306

Picton Creekside Retreat
Prince Edward County, Picton ON. STA Lic# ST-2019-0028. Our tiny home (540 square feet) is totally yours, 1 bedroom, deck with tables and chairs, sunny west exposure. Industrial chic, bright, large lot, pet friendly, Wifi, full kitchen, living space, office area, smart TV and air conditioned. We supply a seasons Day use Pass to the Sandbanks Provincial park for you to book your day(s) at the beach. To guarantee entry, you can book your dates up to 5 days in advance.

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.

Lola's Loft, -NEW Coach House-Picton PEC
Located just steps from Main Street Picton, this newly renovated coach house is hidden away in a large fenced in green space. While cozy and rustic, the house is equipped with a large modern bathroom and full kitchen. A short walk takes you to all the great shops and restaurants Picton has to offer. Relax on your private deck after a long day at the beach.Enjoy the use of a SANDBANKS PARK PASS which allows you free access to all the beaches and to bypass any lineups.

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)!

The Owens House - Heritage Home at Picton Harbor
Charming heritage 1847 home located in the heart of The County overlooking Picton Harbour. Sitting on a picturesque lot with patio, fire pit & hot tub. A short walk to Main St to explore boutiques, cafes, restaurants, craft breweries and much more! Walk to the trails at Macaulay Mountain or take a short drive to the beautiful beaches of Sandbanks Prov. Park or the area's many wineries, distilleries & cideries. Licence#:ST-2021-0115

No Fees, Walk to Bars, restaurant. drive Beach
No Fees - House Downtown Picton, Ontario, only 10 Minutes to Beach & after day at Beach, come back to house, freshen up & never need to get back in car-steps away to Pubs, Breweries, bike trails, theatre, Groceries & LCBO - IMPORTANT: All weekends minimum 2 nights (Fri & Sat). Rates are based on 2 people & additional charges per person, per night where more than 2 guests. No animals due to allergies. Free Parking

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
Popular amenities for Picton holiday rentals
Other great holiday rentals in Picton

The Aera - Light-Filled Retreat in Picton

The sunroom on Maple

Luxurious farmhouse on Westlake Shore Sandbanks

County Grape Escape

The Victorian Picton

Peaceful Peninsula. A Private Waterfront Oasis.

The Chocolate Suite

Island Mill Waterfall Retreat-Jan-April Night Free
When is the best time to visit Picton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 NZD | $240 NZD | $233 NZD | $259 NZD | $315 NZD | $343 NZD | $365 NZD | $400 NZD | $320 NZD | $296 NZD | $255 NZD | $247 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 Picton

Total holiday rentals
Explore 220 holiday rentals in Picton

Nightly prices starting at
Picton holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 21,590 verified reviews to help you choose

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

Pet-friendly accommodation
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
220 of Picton holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Picton rentals

4.9 Average rating
Picton stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Wolfe Island
- North Beach Provincial Park
- Black Bear Ridge Golf Course
- Presqu'ile Provincial Park
- Batawa Ski Hill
- Southwick Beach State Park
- Sydenham Lake
- Grange of Prince Edward Vineyards and Estate Winery
- Traynor Family Vineyard
- Redtail Vineyards
- Closson Chase Vineyards
- Rosehall Run Vineyards Inc
- Casa-Dea Winery & Banquet Hall
- Hinterland Wine Company
- Timber Ridge Golf Course
- Cataraqui Golf & Country Club