House holiday rentals in Simcoe

4.98 out of 5 average rating, 148 reviews

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.

Home in Brantford

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, 108 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.

4.99 out of 5 average rating, 176 reviews

A bright kitchen is highlighted by clean white cabinetry and open shelving displaying dishware. A central island provides seating for four, with a fruit bowl and a potted orchid as decorative accents. Natural light enters through a window overlooking a landscaped area.

Home in Port Dalhousie

Christie St. Coach House

Located steps from Lake Ontario you will find peace and quiet at the Coach House. One of the best streets to view the sunset over Lake Ontario! A short 10min walk to Port Dalhousie business district and Lakeside Park Beach. Find all you need to eat and drink at several restaurants and cafés. Quick access to the QEW and 406 highways. Centrally located between the Wine Regions of Niagara-on-the-lake and The Bench. 15mins East or West will find you at most Niagara Wineries. Licence No: 23112230 STR

4.98 out of 5 average rating, 127 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***

The exterior of the Secret Garden Cottage is showcased, presenting a welcoming two-story white house with dark shutters and a peaked roof. Flowering shrubs frame the entrance steps, and a pathway of stones leads to the front porch. A soft, natural backdrop highlights the charm of the home.

4.99 out of 5 average rating, 192 reviews

Secret Garden Cottage Old Town Niagara-on-the-Lake

The Secret Garden Cottage is a charming home situated right in the Historic Old Town of NOTL. In any season, enjoy the entire house AND the gifts that this beautiful area has to offer: Walk or cycle to the many high-quality wineries, outstanding restaurants, charming shops in town, and highly-acclaimed Shaw Festival productions. Or cozy up with all of the comforts of home, enjoying a glass of local wine on the back deck or in the Garden Room, while gazing out over the stunning Secret Garden.

A serene view of lush greenery features a winding stone path leading towards the sparkling waters of the Niagara River. Tall trees cast gentle shadows over the expansive grassy area, creating a peaceful outdoor atmosphere.

4.96 out of 5 average rating, 126 reviews

🥂Breathtaking Views of the Niagara River

☀️LOCATION LOCATION LOCATION Enjoy spectacular views of the Niagara River from a private contemporary home nestled in the Village of Queenston, Niagara-on-the-Lake. Situated on the renowned Niagara Parkway and centrally located this home makes it easy to enjoy all that Niagara has to offer. The entire home has been freshly painted (September 2021), with newly purchased 700 Thread Count Egyptian Cotton bedding and brand new towels........ this just listed Airbnb is guest ready to impress!

4.93 out of 5 average rating, 444 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!

A comfortable living area features a blue sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, complemented by a potted orchid and a bottle of wine. A gallery wall with artwork adds personal touches alongside a bookshelf filled with curated decor.

4.98 out of 5 average rating, 140 reviews

Enchanted Creekside Cottage in NOTL

Welcome to Enchanted Creekside House! Our tranquil cottage is nestled alongside a creek, offering the perfect location for a peaceful family getaway. Enjoy the serene beauty of nature while still being just a short 9-minute drive from the heart of Niagara-on-the-Lake, where you can explore charming shops, restaurants, and a variety of wineries. Enchanted Creekside House is the perfect home base. Whether you're looking to unwind and recharge, or seeking adventure and exploration!

4.96 out of 5 average rating, 313 reviews

A comfortable living room features a large sectional sofa and an armchair, complemented by a rustic coffee table. A brick fireplace serves as a cozy focal point, while a mounted television hangs above. Soft lighting enhances the inviting ambiance of the space.

Home in Port Dalhousie

Nautica Beach House on Lake Ontario

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

4.94 out of 5 average rating, 102 reviews

A hot tub is positioned on a deck overlooking a calm, expansive lake. The water reflects soft gray skies, creating a serene atmosphere. Rocky shoreline is visible in the foreground, enhancing the tranquil lakeside setting.

Home in Hamilton

Wake Up To Lake Views!

Licence #26-000115. Book now! Bring your whole family to the lake! Need a relaxing weekend? Family Get togethers, Girl’s Trip! Guy’s weekend! Couple’s getaway! Go for a hike, a wine tour, cozy up with friends. Welcome to a beautiful, spacious Lake House. Located 20 min from the wineries in Niagara-on-the-lake, the waterfront trail 5 minutes away. Bring your bikes for a ride along the lake and a local lunch. This property has 180 degree lake views.

4.99 out of 5 average rating, 103 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 Brant

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!

A floral wall in varying shades of pink is displayed prominently, featuring the words 'The Rose House' in glowing neon. Below the sign, a row of clear glasses rests on a light-colored shelf, inviting guests to enjoy a toast.

4.98 out of 5 average rating, 316 reviews

The Rosé House NOTL - Glam room - Old Town

Welcome to the The Rosé House located in the heart of NOTL. This newly renovated 3100sqft home is the perfect to celebrate a mature Girl's Getaway! Bring your friends/family to enjoy everything NOTL has to offer! Steps to wineries, the Pedal Pub, golf courses, the lavender farm, Ice Wine Festival, restaurants, shopping, Shaw Festival Theatre and more! Niagara Falls is also within easy reach!

Popular amenities for Simcoe house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 121 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

4.88 out of 5 average rating, 136 reviews

A spacious living area features a plush brown couch and a cozy white lounge chair next to a modern black coffee table. A well-lit dining area with seating for eight is visible, along with a bright kitchen and stylish decor elements.

Home in Niagara Falls

Luxury Family Oasis W/ GameRoom/King Bed/Hot Tub

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, 246 reviews

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

4.84 out of 5 average rating, 162 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

A private pool is surrounded by a secure fence, featuring a concrete deck with steps leading into the water. Comfortable lounge chairs are positioned nearby, set against a backdrop of lush greenery and a clear blue sky.

4.9 out of 5 average rating, 103 reviews

Wine country Cottage 15 min drive to old Town NOTL

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 Hamilton

California Chic +Breathe +Unwind +Restore

4.78 out of 5 average rating, 153 reviews

A comfortable living room features a dark brown leather sofa and loveseat arranged around a wooden coffee table. A neutral area rug lies beneath the furniture. A white brick fireplace with a wooden mantel is adorned with decorative pieces, and natural light enters through sheer-curtained windows.

Home in Niagara Falls

sunset 1100

4.86 out of 5 average rating, 101 reviews

Home in Niagara Falls

Hot Tub/Outdoor Sauna/Heated Pool/5 Min To Falls

Weekly house rentals

4.79 out of 5 average rating, 19 reviews

A spacious backyard is featured, showing a dark green cottage with a metal roof. The deck is equipped with a patio umbrella, outdoor seating, and barbecue. Lush grass surrounds the area, and a dog rests contentedly on the lawn under the dappled shade of mature trees.

Home in Port Dover

Tamarack Cottage by the Beach

An open-concept kitchen and living area is featured, showcasing a large kitchen island with bar seating. A cozy seating arrangement includes a sofa and armchairs, arranged around a coffee table with a fireplace nearby. Large windows invite natural light into the space.

5 out of 5 average rating, 251 reviews

Single Level Top 1% 2 Bdrm w/ Ensuites in Old Town

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.

4.88 out of 5 average rating, 8 reviews

Brick House by the water

4.75 out of 5 average rating, 139 reviews

Home in Simcoe

Oliver's Tiny Home In The Forest | Sauna & Hot Tub

5 out of 5 average rating, 45 reviews

Home in St. Thomas

lost + found under the pines

The exterior of a charming blue cottage is presented, featuring a welcoming front porch with two white Adirondack chairs. Vibrant flower boxes adorn the windows, while a tree provides shade. A stone pathway leads to the entrance, surrounded by lush greenery and decorative elements.

4.98 out of 5 average rating, 110 reviews

BLUE in NOTL - Lakeside Cottage Historic Old Town

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.

5 out of 5 average rating, 24 reviews

Erie Shores

5 out of 5 average rating, 31 reviews

The living area features modern furnishings, including a leather sofa and armchair. A round coffee table with a gold accent lies at the center, and a flat-screen TV is mounted on the wall. Natural light filters through the shutters on the windows.

Home in Port Dover

NEW! Luxury 3BR - 5 minutes to Port Dover Beach

Private house rentals

A modern kitchen and living area are showcased, featuring light-colored cabinetry and a central island with seating for four. Natural light floods the space through large windows, and a cozy seating arrangement is positioned to the side. Warm wooden accents create a welcoming ambiance.

5 out of 5 average rating, 44 reviews

Lakefront Couples Cottage | Romantic Views

5 out of 5 average rating, 11 reviews

A bright cedar sunroom features a swim spa with clear water, set against wood-paneled walls. Natural light floods in through the windows, illuminating the space. Nearby shelves hold decorative items, and a cozy sitting area can be glimpsed through an open doorway.

Home in Brantford

Hot Tub ~ Pool Table ~ 30 Mins to Port Dover

4.95 out of 5 average rating, 81 reviews

A spacious deck features a large hot tub, surrounded by lounge chairs and illuminated by string lights above. The cottage is situated in the background, with large windows offering views of the outdoor area. The wooden deck provides ample space for relaxation.

Home in Port Rowan

Sandhill Cottage - Hot Tub (6P) Renovated / Beach

4.9 out of 5 average rating, 42 reviews

The open kitchen and dining area feature a wooden dining table surrounded by white chairs. A kitchen island with stools provides additional seating. Modern appliances are integrated into the cabinetry, and warm lighting complements the space, connecting to a cozy living area in the background.

Home in Port Dover

The Main Street Family Retreat

4.91 out of 5 average rating, 34 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, 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

4.95 out of 5 average rating, 21 reviews

A spacious living area features a large sectional sofa with soft, striped upholstery, positioned against light-colored walls. Natural light filters through dual-layered window treatments, complementing the contemporary design. A mounted TV hangs above a slim electric fireplace, adding to the modern ambiance of the room.

Home in St. Williams

Grey Haven cottage

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.