House holiday rentals in Simcoe

The exterior of the cottage is shown, featuring a combination of wood and stone textures. Wide porches wrap around the entrance, while large windows provide natural light. Snow lightly covers the ground, enhancing the peaceful countryside setting, with scattered trees visible in the background.

4.98 out of 5 average rating, 156 reviews

Langford House

Set on the front of a 7 acre country property, the cottage is minutes from Brantford & Ancaster. Enjoy the beautiful open countryside views & a cozy cottage to relax. Just around the corner from the Twin Valley Zoo, & the Rail Trail. Some other local attractions include the Historic Bell Homestead, Wayne Gretzky Sports Centre, Windmill Country Market, Grand River, Oshwegen Speedway, Grand River cruises (must be booked ahead of time), & Grand Adventures for canoeing in the nearby town of Paris.

5 out of 5 average rating, 109 reviews

A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.

Home in New Hamburg

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

4.98 out of 5 average rating, 129 reviews

A serene countryside scene is depicted, featuring a grassy field with grazing cattle. The image is framed by the slender trunks of trees, while a rustic red farmhouse is visible in the background, surrounded by lush greenery.

Home in Carluke

Country Retreat in Ancaster-5min to Hamilton Arprt

Our century old farmhouse is located 5min from Hamilton Airport in the Ancaster countryside. Private, quiet and peaceful, surrounded by farmland and pasture fields. All amenities can be found in the beautiful historic village of Ancaster, just 9km away. A unique getaway to relax, recoup and reboot. Toronto and Niagara Falls just 1 hour drive. Close to McMaster Hospital & University, Redeemer Univ., Royal Botanical Gardens. ***WE ARE A LICENCED BnB; fire, electrical and property inspected***

4.9 out of 5 average rating, 258 reviews

A patio area with a table and four chairs is visible, positioned directly beside the water. The tranquil lake extends into the horizon, with soft waves created by the gentle breeze. A muted sky adds to the serene atmosphere.

Home in Stoney Creek

Stunning Home on Lake Ontario

Welcome to this cozy lakeside getaway on the shores of Lake Ontario - a beautifully updated modern bungalow/cottage designed for comfort, relaxation with a bright open-concept living, dining, and kitchen. Enjoy breathtaking sunrise and stunning sunset views from the lakeside patio. Located near Fifty Point Conservation Area, an 80-hectare park with marina, as well as water park, Costco, and dinning options. Enjoy free unlimited high-speed internet and a Smart TV for a comfortable stay.

4.92 out of 5 average rating, 118 reviews

A spacious bedroom features an elegant white bed with decorative pillows and a textured quilt. A woven basket sits on the bed, adding charm. Soft light is provided by hanging chandeliers, and a cozy seating area is visible, contributing to a tranquil ambiance.

Home in Waterford

Vintage Farmhouse with Hot Tub on Vineyard

Our tranquil Farmhouse at Bonnieheath Estate blends vintage country charm, creating a warm and inviting retreat for up to 8 guests. This beautifully styled three-bedroom, one-bathroom Farmhouse is on the main and upper floor of the building and does not share amenities with the Cellar Suite which is a separate unit on the lower floor. Perfect for relaxing, quiet gatherings, enjoying a peaceful countryside escape, steps away from the working Vineyard and Lavender farm at Bonnieheath Estate.

4.93 out of 5 average rating, 455 reviews

A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.

Home in Cambridge

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

4.92 out of 5 average rating, 159 reviews

A spacious bedroom features a combination of pink walls and exposed brick, enhancing the vibrant atmosphere. The area includes a large bed dressed in white sheets, a black wardrobe, and a vanity with lights. Natural light fills the room through a prominent window, creating an inviting space.

Home in Hamilton

Chic Oasis | Luxury Stay in the Heart of Hamilton

Step into a stunning modern-retro escape where bold red tones, playful pink accents, and vintage exposed red bricks create an unforgettable vibe. Perfectly located just steps from vibrant Hess Village, you're within walking distance to concerts, sports venues, art galleries, boutiques, and top-tier dining. Explore trendy Locke Street or hike the Escarpment nearby. With cozy bedrooms, chic outdoor spaces, and irresistible charm, this gem is a true city retreat.

4.94 out of 5 average rating, 527 reviews

Two light blue chairs are positioned near a tranquil lake, with a bottle of wine and a glass resting on a wooden table. A sign displaying 'LIVE THE LIFE YOU'VE IMAGINED' is set upright on the ground, surrounded by greenery and soft grass.

Home in Cambridge

Shades Mill Lake - Unit 1 of 2. 3rd Bed available.

LIKE NOTHING ELSE in Cambridge or K-W! • FREE 4 elongated tubes to use in season • FREE Coffee & Tea • Top 1% airbnb bookings • Luxurious Bath Robes • 12km of Trails in Shades Mill Conservation Area • Living, dining, family room, 2 bedrooms & 2 full bath • FAST WIFI, Free Netflix, AC • Cottage life 4km south of 401 Cambridge Mill 3km 1 acre property with 1 Airbnb unit & owner's part time home Love Nature you'll ♥ it here

4.96 out of 5 average rating, 107 reviews

A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table. A light blue area rug covers the floor, and wall art decorates the walls, creating a relaxed atmosphere. Natural light is provided by recessed lighting.

Home in Oakland

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our Apartment offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

4.82 out of 5 average rating, 219 reviews

The tranquil shoreline of Lake Erie is captured, with gentle waves softly lapping at the sandy beach. The water reflects the serene colors of the sky, blending shades of blue and pink as the sun begins to set on the horizon.

Home in Port Colborne

Private beach Access home with mesmerizing views

License# STR - 085 -2024 Relax, Meditate, Discover. Peaceful Waterfront Living with private beach view. 90 mins from TORONTO CITY & 23 mins to NIAGARA FALLS city. Early Sunrises, cozy evenings, bonfire, wine, BBQ & mesmerizing views of lake Erie’s Sunset - you deserve that :) All amenities nearby & ask for “special prices” for longer stays. Enjoy your day at Niagara and evening at this place, experience the nature. Thank you!

4.96 out of 5 average rating, 158 reviews

A spacious living area features hardwood flooring and a ceiling fan. An entertainment unit with a television is centered against a white wall, coupled with a decorative fireplace. A comfortable gray sofa is positioned to the left, with a small dining table adorned with sunflowers on the right.

Home in Hamilton

Harbour front CHA CHA CHA - Lake view house

Live close to the water! Relax with your family at this peaceful 2Bd 1Bath property in Hamilton West Harbour. Enjoy a cup of coffee on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

4.99 out of 5 average rating, 108 reviews

The exterior of a century home is highlighted, featuring a welcoming porch surrounded by lush greenery. A paved driveway leads to the entrance, with neatly trimmed grass and decorative landscaping enhancing the inviting appeal.

Home in Paris

Paris Oasis-The Maples on Brock

Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

Popular amenities for Simcoe house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 11 reviews

Home in Burlington

3 bedroom home close to downtown with Pool!

4.85 out of 5 average rating, 128 reviews

An indoor heated saltwater pool is featured in a bright room with natural light streaming through skylights. The pool's clear water reflects playful patterns on the ceiling. Comfortable seating, including a hammock and lounge chairs, is arranged around the pool area.

Home in Aylmer

Indoor pool, hottub & video game room, near beach

4.89 out of 5 average rating, 38 reviews

A spacious living area showcases a large gray sectional sofa adorned with yellow and patterned cushions. A round coffee table sits at the center, complemented by an accent table. Bright stained glass windows and indoor plants enhance the room's charm, while a blend of antique and modern decor is visible.

Home in Caledonia

Unique Old Church House

4.9 out of 5 average rating, 63 reviews

A private backyard is showcased, featuring a heated saltwater pool with inviting blue water. A shaded seating area is set under a large umbrella, surrounded by lush greenery and vibrant yellow flowers. The exterior wall of the home is adorned with light-colored siding, complementing the tranquil setting.

Home in Hamilton

The Bayfront - Harbour Views + Private Pool!

An outdoor pool area features a sparkling blue pool surrounded by a sun-drenched patio. Lounge chairs with colorful cushions are positioned along the edge, and a shaded umbrella offers respite from the sun. Lush greenery lines the space, providing a serene backdrop.

4.94 out of 5 average rating, 16 reviews

Brant Paradise. Where luxury meets country charm.

4.84 out of 5 average rating, 174 reviews

A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.

Home in Waterloo

Entire Guest Unit+Free Parking by Glenbridge Plaza

Home in Niagara-on-the-Lake

A serene view of a heated saltwater swimming pool reflects sparkling blue water under clear skies. The pool area is accompanied by a gazebo adorned with blooming wisteria, while comfortable chairs offer seating around the space.

4.8 out of 5 average rating, 248 reviews

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

4.81 out of 5 average rating, 113 reviews

The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.

Home in Stoney Creek

California Chic +Breathe +Unwind +Restore

Weekly house rentals

A modern kitchen features sleek gray cabinetry, a spacious island with a distinctive marble countertop, and contemporary pendant lighting. High-quality stainless steel appliances, including a refrigerator and oven, are prominently displayed, along with a stylish sink. Ample counter space invites culinary creativity.

4.95 out of 5 average rating, 80 reviews

The Millertime Experience

The spacious living room features a cozy seating arrangement with two sofas and a coffee table, designed for relaxation. A sizable window allows natural light, while a modern ceiling fan adds comfort. A fireplace provides warmth, enhancing the inviting ambiance of the room.

5 out of 5 average rating, 12 reviews

4BR Home ~ Hot Tub ~ Pool Table ~ BBQ ~ Backyard

4.83 out of 5 average rating, 64 reviews

A comfortable living area is highlighted by two plush sofas and a large area rug, with soft natural light illuminating the space. A cozy fireplace with a white brick surround is visible, alongside a wooden coffee table and decorative wall art.

Home in Simcoe

Quaint Lakehouse 1.5 Hours from GTA

5 out of 5 average rating, 15 reviews

The kitchen features an expansive island with seating for six and modern pendant lighting. White cabinetry is complemented by warm wood accents, while a large window allows natural light to illuminate the space. Essential appliances are neatly arranged, enhancing functionality and openness.

Home in Selkirk

Blue Water Haven Cottage

4.9 out of 5 average rating, 10 reviews

The exterior of a modern three-story house is showcased, featuring a combination of stone and wood materials. A balcony extends from the second floor, providing a view of the surrounding greenery. A gravel driveway leads to a garage area, surrounded by well-maintained landscaping.

Home in Vittoria

Brick House by the water

4.82 out of 5 average rating, 17 reviews

A single-story cottage is set amidst green foliage, featuring a light grey exterior and a welcoming front porch adorned with red flowers. A white vehicle is parked nearby, and the lawn is well-maintained, enhancing the exterior appeal of the property.

Home in Selkirk

Southcoast Lakehouse

5 out of 5 average rating, 24 reviews

An inviting living area is featured with a high ceiling and natural light streaming through large front windows. Two sofas, one in dark fabric and another in a lighter tone, flank a glass coffee table. Decorative elements and a ceiling fan add to the cozy atmosphere.

Home in Vittoria

Erie Shores

4.85 out of 5 average rating, 26 reviews

An expansive open-style bedroom area features multiple spacious beds arranged throughout the room. Natural light floods in through large windows, illuminating the polished wooden floor. Simple white bedding contributes to a clean and inviting atmosphere, ideal for communal lodging.

Home in Vittoria

Loft for 8 | Bachelorette & Beach Getaway

Private house rentals

4.86 out of 5 average rating, 14 reviews

A covered porch extends along the side of the cottage, revealing a view of the private sandy beach and the gentle waves of Lake Erie. The grassy area leads to the shoreline, where a firepit is situated, surrounded by Muskoka chairs, creating a welcoming outdoor space.

Home in Dunnville

Lakefront Cottage w/ Private Beach and Porch views

4.9 out of 5 average rating, 39 reviews

An outdoor deck offers a tranquil space for relaxation, furnished with comfortable seating and a dining table beneath an umbrella. A stunning sunset casts warm colors across the sky, while the waterfront view enhances the serene atmosphere.

Home in Dunnville

Beachfront Bliss~ Erie~ Patio~ Piano~ BBQ~ Firepit

5 out of 5 average rating, 17 reviews

Two beach chairs are positioned on a sandy beach, facing the calm water of a lake under a clear blue sky. A colorful bucket is placed on the sand, adding a pop of color to the serene landscape.

Home in Westfield

Lakefront Lake House in Westfield!

4.89 out of 5 average rating, 36 reviews

The exterior of Lynedoch Lodge features a two-story structure surrounded by greenery. A patio area is visible, furnished with a table and chairs under a blue umbrella. A grill is positioned next to the patio, with a gravel driveway leading to the entrance.

Home in Delhi

Lynedoch Lodge. River front

5 out of 5 average rating, 22 reviews

A modern brick home is presented with intricately designed front details. The property features a well-maintained lawn and driveway, flanked by neatly trimmed shrubs. The two garage doors exhibit a subtle pattern, complementing the overall architectural style of the residence.

Home in Mount Elgin

Oxford Executive Home

5 out of 5 average rating, 31 reviews

A large glass door opens to a spacious wooden deck, inviting natural light into the indoor space. The deck features a wooden railing adorned with lush plants. Bright blossoms and outdoor seating create a welcoming atmosphere, framed by trees and a clear blue sky.

Home in Burlington

Charming retreat with lake view

5 out of 5 average rating, 43 reviews

A spacious home is surrounded by lush greenery, featuring large windows that create an open feel. A patio area is visible, furnished with several red chairs. The well-maintained lawn is complemented by various trees providing shade.

Home in Campbellville

Cozy Campbellville