Holiday rentals with outdoor seating in Whitchurch-Stouffville

Tranquil Ambience with a Private Washroom

A serene space, you'll find the ideal haven to rejuvenate and unwind from the day's hustle. The inviting, well-lit, and comfortable atmosphere will revitalise your spirits. This newly constructed guest area boasts contemporary touches and conveniences such as high-speed WiFi, a towel dryer, fresh linens & a luxurious queen-sized bed, creating a home-like retreat. Guests will enjoy the privacy of their bedroom, a personal 3-piece bathroom, a fully-equipped kitchen, and a dedicated workspace.

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: premium queen-size mattress, hypoallergenic, 100% cotton linens, a private bathroom, toiletries and meal preparation basics. No kitchen. Nearby options for prepared meals, groceries + delivery. No TV. No housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Cabin in the forest with Snowshoeing included

Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Mid-town T.O. getaway - conveniently located

Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.

Orchard cottage, experience the farm in the city

Beautiful country home nestled in an apple orchard surrounded by nature with private access to walking forest trails and set back off the road with beautiful idyllic views. Close to highway 404 and to all amenities-Walmart, Best Buy, etc. 45 min to downtown Toronto. Property has friendly dogs. **discount for 5 guests or more on a long-term stay. Response time up to 3 hours. Town of Stouffville appoved short-term rental permit # is PRSTR20250480

The Quiet Retreat

Welcome to our cozy suite, your perfect private retreat. Soft beige walls and warm lighting create a comforting atmosphere in our open-concept space. Unwind in the sleeping area or kick back in the living and dining areas with a good book or work. Our separate entrance ensures complete privacy, allowing you to come and go as you please. Make yourself at home in our warm and inviting place, your home away from home. License #BL2023-00257

Boardwalk Bliss For Two *1 hr From TO!*

Waterfront Escape – 1 Hour from Toronto! Enjoy a private, street-level retreat steps from the marina boardwalk! Perfect for a relaxing getaway or remote work, with fast WiFi and in-room entertainment. 🌊 Activities Nearby: Waterside Dining & Boardwalk Music Nature Trails, Golf & Spa 🚤 Optional Add-Ons: ✔ Boating Excursions (Pre-Book) ✔ Dining & Activity Combos 📆 Book Now – Dates Fill Fast!