Holiday rentals with a pool in Wellington County

HotTub & Cozy Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

KJ's Farmhouse w/SwimSpa Retreat

Book a relaxing stay at our farmhouse to get away from the city! Located 45 min from Pearson on a beautiful rare 10acre lot which includes a rustic barn, outdoor firepit, small pond for skating, trampoline and a deluxe Swim Spa(w/hot tub). It's perfect for a couple's retreat, crafters weekend or family bonding. Great to get away and enjoy nature with others with trails within walking distance. 2 sunrooms, an entertainment games room with Ping Pong, foosball, boardgames, gym equip and more!

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Five Star Hayloft Suite

This open space home is in the top level of a century-old bank barn. Witness the beautiful architecture while enjoying modern amenities like an open-concept kitchen, projector & movie lounge, and more! Enjoy 180 degree views from the bay window in the living room during your stay. Five Star Ranch offers a year-round getaway in a beautiful country setting. Situated on a working farm, and surrounded by gardens, animals and beautiful forest, it is a perfect destination for seclusion and peace.

Cheerful 3 bedroom home with outdoor pool & hottub

This beautiful 3 bedroom , 1.5 bathroom house in the quaint village of Alton can sleep 6-8 people. It is the perfect size for a medium sized family. The house in located right in the village, backing on to a shallow flowing part of the credit river. You are able to enjoy the sounds of nature and views right from the Muskoka chairs placed along the river bank. The outdoor above ground pool is available for use during summer months. Less then a 2 min walk to the Millcroft Inn & Spa.

LuxCondo in the downtown kitchener uptown waterloo

Modern and Sophisticated 1+1 apartment in the heart of Kitchener Downtown and Uptown Waterloo. It features modern furniture, a fully equipped kitchen, and a balcony with stunning sunset views. Enjoy exclusive amenities like a bowling alley, spa, pool table, and hydro swimming pool. The apartment comfortably sleeps 3 with two cozy beds. Located steps from top bars and restaurants, this apartment offers a blend of luxury and convenience. Perfect for business or leisure stays.

Countryside Gem

Truly one of a kind!! Enjoy a private 40 foot indoor heated pool and a relaxing hot tub, summer or winter! Newly constructed “barndominium” just one hour north of Toronto/GTA. 2500 sq feet. Two bedrooms with Queen beds, with one in a loft overlooking the pool. 8 foot long shower with bench and two separate shower towers. Fully stocked chef’s kitchen (including double oven), 85 inch TV, electric fireplace, Wifi, in-floor heating, outdoor patio with BBQ, and fire pit.

Custom home that feels like the Spa

Kick back and relax in this calm, stylish space. This home is located in a central location close to Orangeville and hockley Valley ski/winery/hiking. The home is just like a relaxing spa with pool, hot tub, sauna, indoor wood burning stove, outdoor BBQ, massive kitchen, lots of space. Great for family dinners and getaways, we enjoy groups with longer stays and will give monthly discounts.. This amazing property has it all:)