Vacation rentals in Pickering

4.74 out of 5 average rating, 411 reviews

The image displays a suite featuring a spacious bed with floral bedding, a cozy half living room with a television, and an outdoor patio area surrounded by potted plants. Comfortable seating on the patio invites relaxation in the peaceful backyard, enhancing the overall living space.

Guest suite in Pickering

King Studio Suit W/parking+1st flr wlkout

Moonlight Meadow provides you this 1st floor Elegant suite with walkout door to the beautiful backyard. This unit includes one spacious bed room with a half living room,kitchenette(no kitchen)laundry room and a private bathroom.This place is a part of a 3 storey building.The 1st level will be for the guests with a private keyed to the unit with a self check in option (only main entrance is shared but guest will get a key for it)Also the suite includes a comfy king bed,and a convertible sofa bed

4.93 out of 5 average rating, 355 reviews

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

4.86 out of 5 average rating, 71 reviews

Luxury 3BDRM Home | Chefs Kitchen, Quiet & Privacy

Discover the charm of our inviting 3-bedroom house in the heart of Pickering's family friendly neighbourhood, West Shore. Featuring a newly renovated luxurious chef's kitchen, comfortable living space, and a tranquil layout, our home offers the perfect blend of relaxation and convenience. With Frenchman's Bay just minutes away, you'll have easy access to the best of the beautiful lake. Convenient Location - 3 Minutes to Go Station, Pickering Town Centre and HWY 401! 23 Min. to UNION STN Via GO

4.87 out of 5 average rating, 747 reviews

A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.

Guest suite in Pickering

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

4.97 out of 5 average rating, 101 reviews

A modern living space is highlighted by a spacious bed and an entertainment area featuring a large wall-mounted TV. A cozy seating arrangement includes a soft couch and a stylish armchair. Ambient lighting is provided by a chandelier above, complemented by a decorative fire feature.

Guesthouse in Pickering

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.

4.97 out of 5 average rating, 34 reviews

Luxurious Home Away From Home

Experience comfort and luxury in this spacious home. Whether you’re here for a relaxing getaway, visiting family/friends or a business trip. Your “Home Away From Home” has all the essentials for a relaxing stay. Enjoy easy access to local attractions, shopping, dining, transit and just 1 min to the Hwy. Includes: Netflix & featured Apps, fire stick stove, toaster, fridge, microwave, kettle, Keurig coffee maker, blender Fresh towels & linens Toiletries Washer & Dryer Work space AC & Heat

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

4.85 out of 5 average rating, 118 reviews

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

5 out of 5 average rating, 19 reviews

A bedroom features a spacious bed adorned with a crisp white quilt and an orange throw. Two green decorative pillows are placed on the bed. A nightstand with a lamp is positioned beside the bed. A framed botanical artwork decorates the wall.

Guest suite in Ajax

Peaceful Escape to Town of Lakes

Brand new and bright basement apartment in Ajax, Just minutes’ drive to waterfront and conservation areas. Walking distance to outlet shopping mall, restaurants, and trail. Golf center, race track, and casinos are within 10-minute drive. Ski resorts and Toronto Zoo are within 20-minute drive. Separate entrance, self check in. One bed room with attached bathroom, and queen-size bed. Living room with a powder room has futon which can be converted to a sofa bed. Private Kitchen and laundry.

The living room features a large sectional sofa and a coffee table with a decorative plant. A modern gas fireplace is situated beneath a wall-mounted television displaying a streaming service. Sunlight fills the space through multiple windows, creating a bright and cozy atmosphere.

4.98 out of 5 average rating, 133 reviews

4BR |Chef Kitchen| Casino Dagmar Thermea (15km)

Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

4.98 out of 5 average rating, 105 reviews

A cozy bedroom features a spacious bed with elegant bedding, flanked by two nightstands. A dresser is positioned against the wall, and natural light filters through a window, illuminating the soft grey walls and light-colored flooring.

Home in Ajax

Private Sauna Suite Retreat

1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 55 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.

4.8 out of 5 average rating, 218 reviews

A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.

Guest suite in Pickering

Muskoka on the City

Located in Rouge National Urban Park, steps from a beautiful lake and beach. Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

4.92 out of 5 average rating, 12 reviews

Apartment in Pickering

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

The Shopping & Dining Retreat Shop, dine, and relax in style. This chic 1-bedroom condo features high-end décor, a queen pull-out sofa, and a full kitchen. 🛍️ Just steps from a vibrant mall and countless restaurants. 🚆 Toronto is only 23 minutes away via GO. Perfect for weekend getaways, foodie trips, or retail therapy. Secure your dates now and enjoy the ultimate mix of comfort and city convenience!

Popular amenities for Pickering vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pickering

4.9 out of 5 average rating, 29 reviews

Private room in Markham

Private Room in the new house

5 out of 5 average rating, 24 reviews

A bright, private bedroom features a spacious bed with a light-colored comforter and a yellow accent pillow. A desk with a lamp and a chair is positioned nearby. Natural light enters through a window, highlighting the room's neutral tones and wooden flooring.

Private room in Markham

Weekly OFF, Parking, Private Living Room & Bath!

5 out of 5 average rating, 54 reviews

A spacious bed with crisp white linens is positioned against a light gray wall. A soft pink decorative pillow is placed at the center of the bed. A framed artwork featuring two dogs in a playful pose hangs above the headboard. A nightstand with a lamp is situated to the side.

Private room in Markham

Weekly OFF! Private Kitchen & Bathroom, Markville

Private room in Scarborough

A modern kitchen is equipped with stainless steel appliances, including an electric stove and a refrigerator. White cabinetry and a designer backsplash emphasize the clean lines. Natural light enters through a window, and a front door with decorative glass is visible in the background.

4.94 out of 5 average rating, 170 reviews

Cheerful 1 bedroom with Patio

5 out of 5 average rating, 5 reviews

A well-appointed kitchen features white cabinetry and a minimalist design. An electric stove is situated next to a dual sink, with utensils and dishware neatly arranged on the countertops. Natural light illuminates the space, enhancing the crispness of the white and grey color scheme.

Private room in Lakeview

Budget-friendly private bedroom Oshawa

Private room in Scarborough

A cozy bedroom is illuminated by ceiling lights, featuring a queen-sized bed with teal bedding. A decorative stone wall adds texture, while framed artwork enhances the decor. A small nightstand with a lamp and a flower arrangement complements the space, along with a green storage ottoman.

4.89 out of 5 average rating, 54 reviews

Private Bedroom Private Bathroom

5 out of 5 average rating, 51 reviews

Private room in Wismer

Brand New Guest Room in Basement