House holiday rentals in Trent Hills

4.99 out of 5 average rating, 116 reviews

Oak Street Cottage - 3BRM with Backyard Retreat

Our cozy home is located in Wellington, a lakeside village in Prince Edward County. The Oak Street Cottage has everything you need to unwind, including a backyard retreat; featuring a fire pit, gourmet BBQ, and numerous places to lounge in the sun. Take a stroll to the Wellington Beach, where the water is so blue you'd think you're in the Caribbean or venture to the breathtaking Sandbanks beaches. And who could forget the number of wineries and breweries next door? Follow us @OakStreetCottage

4.85 out of 5 average rating, 121 reviews

Home in Picton

The Gem - Beautiful farmhouse with hot tub!

Soak up the vintage charm of this fully remodeled and professionally designed former farmhouse. Only 10 mins from downtown Picton, make The Gem your home base for touring wineries, antiquing or enjoying the numerous restaurants and shops PEC has to offer. After a busy day, relax in the hot tub in the privacy of your lush backyard or cozy up with the gas fireplace. 6 adults and 3 children can sleep comfortably in 1 king, 2 queens, 1 day bed and 1 automatic blow up air mattress. Note there is a se

4.93 out of 5 average rating, 180 reviews

Prince Edward County - The Annex - Family Friendly

Inviting, 2-storey guest suite; bright and clean. Two queen beds & two twins. Large yard to enjoy the stars around a campfire. Head to Sandbanks Park. Swim, discover year-round walking trails and sand dunes. Park pass included. Visit local wineries, restaurants and craft breweries along with quaint, boutique shops. From Oct to May, plan to soak in the hot tub or sip a drink on the patio around a propane fireplace. Blankets, robes, slippers provided. Closed June to Sept. Parking for two cars.

4.96 out of 5 average rating, 141 reviews

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Home in Prince Edward County

4.81 out of 5 average rating, 247 reviews

The JamesEvan - Brand New Beautiful Renovated Home

Brand New Renovated Home in PEC and surrounded by wineries and beaches. Beautiful modern fully furnished home, The JamesEvan features three bedrooms, two bathroom with open concept living space, including fully equipped kitchen with all the amenities. Large patio deck with fire pit. This home is close to all wineries & restaurants. If the dates you request are not available at THE JAMESEVAN, check out my other property THIS IS COUNTY on my profile. They are 8 mins apart from one another.

Guest favourite

Home in Ontario

4.88 out of 5 average rating, 275 reviews

Newly Renovated: The Bloomfield House

10% off Dec-Mar Welcome to the Bloomfield House, the perfect getaway with family and friends in the County. A newly renovated Victorian house that offers you the best mix of modern and the old PEC. Steps to restaurants, spa, antique/local shops, and a 10 min drive to Sandbanks beach, Picton, Wellington, and vineyards. House Capacity: 10 guests. Children under 10 don't count as guests. 5 bedrooms, 3 queen beds, 3 double beds + a futon bed. Msg Jennifer or Ricardo for questions.

4.99 out of 5 average rating, 184 reviews

Fitzroy Lakehouse Waterfront Hot Tub

Fitzroy Lakehouse is a waterfront bungalow with year-round hot tub. Direct water access to Lake Ontario with private 200 foot rock beach (via seasonal stairs from Victoria Day to Thanksgiving). Water views from the main room and primary bedroom. Close to the county's best wineries and the town of Consecon. Work space (monitor + desk), fast Starlink internet, outdoor campfire (with wood), kids playstructure, Tesla charger & 65" satellite TV. Fully-licensed STA (ST-2021-077) .

4.83 out of 5 average rating, 744 reviews

Home in Brighton

Creekside • New Hot Tub • Pool Table • Fire Pit

New hot tub installed in 2024!! Cozy all-brick house with fully finished basement and amenities including a large outdoor hot tub, newly renovated kitchen with custom cabinets and granite countertops, spacious covered deck with outdoor lounge seating, backyard fire pit, slate pool table and true home theatre with 120” projection screen, minutes away from Presquile provincial park and the coveted Prince Edward County with wineries, breweries, fine dining and beautiful beaches!

4.99 out of 5 average rating, 160 reviews

Home in Peterborough

Executive 2B main floor& free parking& backyard

Beautifully renovated 2 bedroom main floor unit in a century house in prime location. Free parking for 2 cars. Very comfortable King and Queen beds. Fully equipped kitchen with stainless steel appliances. Spotless clean. It is completely private; stylish family room with gas fireplace overlooking a huge backyard and deck with new BBQ. Steps to lake, Art gallery, Del Crary park, Memorial park, farmers market and short walk to downtown. 5 Stars from all guests!

Guest favourite

4.92 out of 5 average rating, 102 reviews

Spacious Large Retreat, w/ Hot Tub, Near Wineries

The County's Riesling Retreat is a stunning year-round executive home that is beautifully decorated and set in a quiet part of The County - truly the best for privacy and convenience. This is your perfect getaway for wine tours, couples, girls weekend, family trips, bachelorettes, business professionals or retreats. We look forward to hosting you! Donna & Bobby Be sure to follow our journey as Airbnb hosts on FB and IG @rieslingretreat

Guest favourite

4.95 out of 5 average rating, 104 reviews

Whispering Pines Lake House

Renovated country estate overlooking West Lake with stunning year round views. We are located minutes from the gorgeous Sanbanks beaches and major attractions in the county. Hi there! Thank you for your interest in our home. Please note that during summer time (July & August) a 4 day stay is required. For holiday weekends, xmas and New Years we have a minimum 3 night stay. We are not in a position to host weddings, parties, or events.