
Holiday rentals in Waupoos Island
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Top-rated holiday rentals in Waupoos Island
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Sky Geo Dome on the Lake
Our beautiful geodome offers a unique glamping experience with breathtaking lake views. Perfect for romantic getaways, celebrations or family vacations. Enjoy stunning sunrises, stargaze, roast marshmallows by firepit, BBQ, play air hockey/pool/axe throwing, enjoy a night sky projector, vinyl record player-indulge in peace & serenity. Varty Lake is ideal for fishing, kayaking & canoeing. Just 15 min from amenities & 30 min from alpaca farms, wineries, 1000 Islands, & stargazing in Stone Mills.

Chalet On The Bay at Waupoos w/ Hot Tub
Relax and unwind at Chalet On The Bay in beautiful Waupoos. Located just 10 minutes from Picton the property is ideally situated as a hub for accessing all the County has to offer. A new home w/ hot tub that features cathedral ceilings, loft style master and all modern finishes with a rustic feel. A great space for family outings, wine touring or a getaway with friends. Please note we DO NOT have access to water off of our property and don't allow parties or pets. Home is on private road.

Stunning Prince Edward County Post & Beam Retreat
Welcome to Three Keys Waupoos, the County's ideal luxury accommodation for those who are looking for elegance, beauty, and comfort. This retreat is situated in the the heart of all things that make the County memorable; wineries, orchards, cheese factories, and scenic vistas. The house is all about open spaces and beautifully constructed post and beam craftsmanship. A short drive to many desirable County destinations, you'll be happy you chose our house overlooking Smith's Bay, Lake Ontario!

Forest Yurt
Yurt in a private forest area. Walking distance to the cheese factory (ice cream, lunches, snacks), produce stands, and a park. Short drive to Madoc (groceries, beer/ LCBO, parks, beach, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, seasonal private outdoor shower, no wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

South Bay Lakehouse. 4 acres - Waterfront!
16 minutes south-east of Picton is the picturesque enclave of South Bay. Serene farmlands, vineyards and pristine waterfront make this a stunning part of the County. The home sits on 4 acres with 400 ft of waterfront. You'll be a short drive from everything you need but miles away from the hustle and bustle of city life. This place is great for couples, small families, nature enthusiasts or anyone looking for a peaceful spot with spectacular sunsets :) License # ST - 2020 - 0067

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.

Desta, A perfect home base to explore the County.
A quaint, and private getaway for those looking to unwind and recharge all four seasons. Enjoy views of the Bay of Quinte from your deck while sitting by the fire table, the front deck or the living room. Conveniently located a short drive from downtown Picton, Sandbanks Provincial Park & surrounding wineries. Minutes away from Lake on the Mountain and it's delightful restaurants. You will find Desta conveniently located to take full advantage of all that Prince Edward County has

Modern suite in a peaceful farm like setting
Spotless & well equipped private suite with crisp white sheets & towels, super comfortable queen bed & lounge chairs, large bathroom and a beautiful bar. Located 12 minutes east of Picton, minutes away from Lake on The Mountain, County Cider Company, Cressy Mustard , Waupoos Winery + Stellas Eatery. A short bike ride down the road to County Cider Company. Bedding, towels + extra pillows provided, plus a fully equipped kitchenette with high quality essentials and board games.

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.

Southside Retreat in Waupoos: Waterfront&Wineries
This adorable 2 bedroom bungalow is located in the hamlet of Waupoos and is within walking distance to a winery, restaurants and cider company! A short walk down a grassy field takes you to our private waterfront with a sandy and rocky shore and with chairs for your own little slice of county heaven. 15 min. to the heart of Picton! *We are a fully licensed and legally operating Short Term Accommodator in the Municipality of Prince Edward County. License #STA-2019-0035

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)!
Popular amenities for Waupoos Island holiday rentals
Other great holiday rentals in Waupoos Island

Suite B: Artistic, straw bale suite

Riverside Hideaway

The Stone Cottage on Hay Bay

The Limestone Mansion, 20 mins to Wineries! HoTTuB

The Lazy Acre Waterfront Cottage

The Chocolate Suite

The Avalon on the Lake - Swim, Sip & Explore

Stillwood Loft
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- Wolfe Island
- Chimney Bluffs State Park
- North Beach Provincial Park
- Black Bear Ridge Golf Course
- Fair Haven Beach State Park
- Presqu'ile Provincial Park
- Selkirk Shores State Park
- Batawa Ski Hill
- Tremont Park Island
- Southwick Beach State Park
- Sydenham Lake
- Grange of Prince Edward Vineyards and Estate Winery
- Traynor Family Vineyard
- Redtail Vineyards
- Closson Chase Vineyards
- Hinterland Wine Company
- Rosehall Run Vineyards Inc
- Casa-Dea Winery & Banquet Hall
- Timber Ridge Golf Course