Guesthouse holiday rentals in Pickering

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 minutes away from Trails & Spa

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.

One bedroom apartment/guesthouse.

Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

Luxury Ground-Level "Suite Escape"

"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

Balcony House with Separate Entrance，free Parking

Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1 free parking

Unique Studio with Sauna

Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

Adorable, modern tiny home in Leslieville

Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Bee Keeper's Cabin - a very private retreat

91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, out-house, firepit, wi-fi ; canoe/paddleboat (seasonally) Self check in and self cleaning For those who leave a "light foot print" Basic kitchen utensils, pots, pans, and dishes are provided, BUT guests must bring their own drinking water, pillows and bedding and ice for cooler. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you.

Port Perry Island Krazee Acres Hobby Farm

Krazee Acres! Private 8-acre hobby farm a short walk to Lake Scugog, with Farm Fresh smells! Rustic Boho accents, Relaxing Soaker tub, walk-in shower, fully equipped kitchen, pellet stove, and air conditioning. Enjoy outdoor wood fires, sunsets and stars year-round. Free Parking for cars, trailers, boats etc. Large patio. BBQ provided. 3KM to the Great Blue Heron Casino, minutes to Historic Downtown Port Perry. Close to trails and Marina/Restaurant, (Seasonal). Relax

Country Cabin Retreat | King Bed | Pet Friendly

Tucked away on our family farm (no animals, just crops in the fields), our little red cabin offers a peaceful countryside escape within a shared farm setting. The cabin is a separate building located behind our farmhouse with attatched Country Suite, and is exclusively yours during your stay. Enjoy a king bed, full kitchen, laundry, and a gazebo-covered propane BBQ for relaxed evenings outdoors. A rural retreat perfect for couples, small families, and pet-friendly stays.

Lakeside Guest Suite, on Lake Scugog, Port Perry

WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit for your use. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.