House holiday rentals in Orangeville

4.99 out of 5 average rating, 182 reviews

The exterior of a log house is presented, showcasing a large balcony with flower boxes and a well-maintained garden featuring a pond. Lush greenery surrounds the property, complemented by a paved driveway and a striking wooden design that enhances its rustic charm.

Home in West Montrose

Austrian Log house

Nestled within walking distance of the Grand River between Elora & West Montrose sits a stunning "Austrian" built log house. Come and relax with a coffee by the fireplace on the frosty winter days or the outside firepit during warm summer nights. Ideal setting for family get togethers and nature enthusiasts. Plenty of space for everyone in this 2,800 sq. ft. home, with lots of quiet sitting areas, both inside & outside. Sorry we have a "no pet policy". HST is being charged BN70981 5336T

A cozy living area features a plush gray sofa and two bright armchairs, inviting relaxation. Natural light filters through the large windows, illuminating the wooden log walls and earthy decor elements, while a small coffee table sits in the center.

4.99 out of 5 average rating, 295 reviews

Log Cabin in the heart of downtown Elora

The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

4.96 out of 5 average rating, 135 reviews

The exterior of the house features a combination of stone and wooden siding, with a pronounced roofline. A welcoming pathway leads to a spacious front deck, surrounded by manicured greenery and landscaping. Large windows and a colorful door enhance the inviting appearance.

Home in Alton

Cozy Fall Escape | HotTub + Fire Pit + River

Escape to the countryside this fall! Unwind in the hot tub under the stars, gather around the fire, and wake up beside the Credit River. Just under an hour from Toronto! Perfect for a relaxing getaway, girls weekend, or quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

An open-concept living area features a modern kitchen with stainless steel appliances and a dining table for four. A cozy seating arrangement is positioned around a simple coffee table, while a mounted television and wooden accent wall enhance the contemporary design.

4.95 out of 5 average rating, 55 reviews

Orangeville 3BDRM House

This home can accommodate an escape from the city to relax/explore or offer a quiet place to work or recharge if on a business trip. This clean & cozy townhouse is perfect for the whole family. Enjoy a full kitchen stocked with coffee, sugar, honey & spices. The dining area sits 4 with some bonus additional seating at the nearby island. The living room has a large couch with 2 additional seating options that have a clear view of the television. There are 3 fantastic spacious bedrooms.

4.9 out of 5 average rating, 108 reviews

Home in Brampton

The Urban Nest

The Urban Nest: Spacious 3BR Oasis Close to YYZ⁠ 📍 PERFECTLY POSITIONED FOR TRAVEL & ENTERTAINMENT: Located in a vibrant, accessible area of Brampton, you are minutes away from excellent local dining, shopping, and major transit routes. If you are in town for big games or events, you will love how easily you can navigate to the main venues while returning to a quiet, peaceful neighborhood at night. Our summer calendar fills exceptionally fast. Secure your stay at The Urban Nest today!

4.86 out of 5 average rating, 285 reviews

Home in Caledon

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

The exterior of a charming stone cottage is showcased, featuring a sloped roof and a welcoming front entrance. Lush greenery and flowering shrubs enhance the garden area, while a decorative street lamp stands next to the path leading to the cottage.

4.95 out of 5 average rating, 331 reviews

Nolahouse Charming Bungalow in the Heart of Elora

Nola House is a charming small century home located on Geddes St. the main street in Elora. Within minutes walking distance to the Elora Mill, the shops, and restaurants and of course the famous Gorge, which is practically in our backyard. Nola House is a perfect place for a couple's romantic retreat; a friends' getaway or as accommodation while attending a wedding. Sleeps 6, 5 comfortably 2 night min / 1 night request for weekdays only. Parking is around back, lots of room for 3 cars

A modern kitchen is visible, featuring white cabinetry and stainless steel appliances. A breakfast bar with seating for four is accented by red placemats. Natural light floods the space through a large window, while stylish black fixtures add contemporary charm.

4.85 out of 5 average rating, 146 reviews

A Modern 3 Bedroom Home with Free Parking & Wifi

Welcome to our modern 1000sf single-story bungalow in the charming town of Orangeville. Thoughtfully designed for comfort and convenience, this bright and stylish space offers a peaceful retreat just minutes from the vibrant shops, restaurants, and cafes along historic Broadway. Whether you're here to explore the scenic trails at Island Lake Conservation Area, enjoy the local arts scene, or simply relax in a cozy, well-appointed home, this bungalow is the perfect base for your stay.

4.92 out of 5 average rating, 144 reviews

An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.

Home in Islington

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

4.78 out of 5 average rating, 101 reviews

A brightly lit living area features a red sofa adorned with decorative pillows. A wooden coffee table sits on a light rug, while large windows allow natural light to flood in, offering views of the surrounding greenery.

Home in Grand Valley

House on the bank of river

This rural country home was built in 1960's. 7 acres of land with river passing through it, this private house is located just outside the town of Grand Valley. Two bedrooms with each having its own queen bed, this is perfect for a party of up to 4. Big kitchen with gas stove, fridge, microwave, you can do your own cooking. ✅ Wi-Fi ✅ TV Box with Netflix ✅ Full Kitchen The space Guest have access to main floor, entrance to basement and sunroom is prohibited to guests.

A charming entrance is framed by an inviting covered porch, featuring decorative woodwork and a bright yellow door. Lush greenery surrounds the entryway, providing a serene and welcoming atmosphere. A stone path leads toward the door, enhancing the home's inviting character.

4.97 out of 5 average rating, 891 reviews

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

4.98 out of 5 average rating, 263 reviews

Private Elora Studio Downtown

Located 3 short blocks from the Elora Mill this charming studio apartment is located in the heart of Elora, across from Bissell Park. The Studio Apartment is in a separate, private building at the back of the property which has a private entrance, private front deck and private garden area along with a parking spot for one vehicle. The wifi has recently been upgraded to the EERO mesh system to help connect you to work and leisure activities.

Popular amenities for house rentals in Orangeville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 123 reviews

Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

4.76 out of 5 average rating, 119 reviews

A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.

Home in Milton

Spacious, Pet Friendly Basement Apartment

4.91 out of 5 average rating, 348 reviews

Home in Niagara

King West Victorian Gem Downtown - Walk Everywhere

4.76 out of 5 average rating, 34 reviews

Home in Erin

Indoor Pool • Hot Tub • Heated Dome • 40 min GTA

4.97 out of 5 average rating, 39 reviews

Home in Palgrave

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

4.96 out of 5 average rating, 25 reviews

Home in Cheltenham

Indoor Pool & Hot Tub Villa | Sleeps 14

4.89 out of 5 average rating, 55 reviews

The image showcases a spacious swimming pool surrounded by lush greenery. The calm, clear water reflects the bright blue sky and is complemented by a two-story house in the background, featuring an inviting outdoor seating area and rustic stone details.

Home in Mono

Mono Springs - Dream Country Escape w pool/hot tub

A vibrant, triangular-shaped house is surrounded by greenery, reflecting in a clear, inviting swimming pool. A shaded seating area with lounge chairs can be seen beside the pool, and large glass doors allow natural light to fill the interior space.

4.97 out of 5 average rating, 37 reviews

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

Weekly house rentals

An aerial view of the Orangeville Retreat House is presented, showcasing the home's expansive front yard surrounded by lush greenery. A winding driveway leads to the garage, while solar panels are visible on the roof, highlighting the property's integration with nature.

4.65 out of 5 average rating, 46 reviews

Mono Forest Stay & Spacious House

4.97 out of 5 average rating, 34 reviews

Home in Alton

Little blue haven

4.72 out of 5 average rating, 50 reviews

Home in Caledon

8 Acre Retreat | 5 min to TPC Osprey + Hot Tub!

A spacious living area features a large blue sectional sofa arranged around a circular glass coffee table. A round mirror hangs on the wall, enhancing the natural light from the window. Decorative plants and artwork contribute to a modern and inviting ambiance.

4.93 out of 5 average rating, 68 reviews

Cozy 3 Bedroom Family Home - Sleeps 8

4.99 out of 5 average rating, 84 reviews

A charming log cabin is set amidst lush greenery, featuring a covered porch with decorative plants. The building showcases a symmetrical roof and multiple windows, allowing natural light to fill the interior. The stone pathway winds through the manicured lawn, enhancing the serene outdoor setting.

Home in Kleinburg

Charming Log Home - 25 private acres in Caledon

An aerial view of Elba Haus showcases the spacious white facade surrounded by lush green fields. A pathway leads to a welcoming porch, while a picturesque lawn features a fire pit and lounge area. The backdrop displays gently rolling hills under a colorful sky at dusk.

5.0 out of 5 average rating, 18 reviews

Elba Haus | 63-Acre Private Retreat + Hot Tub

Home in Adjala-Tosorontio

Spacious 4BR House | Golf • Spa • Private & Serene

4.95 out of 5 average rating, 38 reviews

4.93 out of 5 average rating, 92 reviews

Home in Caledon

Modern Family Home•Fireplace•Backyard•NearBrampton

Private house rentals

4.57 out of 5 average rating, 28 reviews

Home in Shelburne

Farmhouse w/ Hot Tub | Private Country Retreat

4.86 out of 5 average rating, 29 reviews

Home in Palgrave

Peaceful Pines Retreat

4.88 out of 5 average rating, 57 reviews

A charming house is set against a serene evening sky, showcasing large front windows that allow for natural light. The exterior features a combination of gray siding and earthy tones, with a small porch and a well-maintained driveway leading to a single-car garage.

Home in Tottenham

Pond View Gardens

4.97 out of 5 average rating, 98 reviews

Home in East Garafraxa

Family Farm Retreat

4.75 out of 5 average rating, 8 reviews

Walk to Downtown Orangeville | Free Parking & Game

5.0 out of 5 average rating, 30 reviews

Home in Erin

Bright & Spacious 3 Bedroom Home

4.99 out of 5 average rating, 81 reviews

A cozy living area features a stone fireplace with a warm fire, surrounded by comfortable seating in various patterns and colors. A wooden coffee table sits at the center, and a piece of artwork depicting a winter scene hangs above the mantel.

Home in Erin

Stonewell Farm Guest House