House holiday rentals in Woodstock

5 out of 5 average rating, 112 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.

LocationValueSleep quality

A dining area is highlighted by a glass table adorned with a decorative bowl and fresh flowers. Dark walls are complemented by elegant white trim, and a vintage mirror reflects soft light. An artwork of a woman grace the wall, adding a touch of sophistication.

4.91 out of 5 average rating, 284 reviews

Elegant 3-Bdr House| DT| Parking | 1.5 Gbps WiFi

Welcome to your dream escape in downtown London! This 1200+ sqft, 3-bdr bungalow blends historic charm with modern luxury. Renovated and steps from Victoria Park, Budweiser Gardens, Covent Garden Market, and vibrant shops & cafes. Enjoy strolls to top attractions in London. With UH, UWO, and Fanshawe C nearby, convenience is at your doorstep. This cozy retreat feels like home with stylish elegance. Perfect for a weekend getaway or extended stay. Book now for an unforgettable London experience!

LocationFamilyAccess

4.98 out of 5 average rating, 258 reviews

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.

Home in Elora-Salem

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

LocationFamilyTV

4.89 out of 5 average rating, 103 reviews

Home in St. Jacobs

Boho 3-Bed House Retreat: HotTub, Sauna Oasis &Spa

Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, and a child’s bed, plus a home office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!

ValueFamilyLaundry

4.91 out of 5 average rating, 121 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.

LocationFamilyWi-Fi

4.95 out of 5 average rating, 302 reviews

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.

Home in Elora-Salem

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

LocationValueCheck-in

4.94 out of 5 average rating, 462 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!

FamilyLocationAccess

4.95 out of 5 average rating, 103 reviews

A comfortable seating area is showcased with a dark leather couch and a wooden coffee table. Natural light filters through two large windows, revealing views of the serene pond and lush greenery outside. The room is complemented by framed photographs on the wall.

Home in Kitchener

Cottage In The City

Escape to our cozy, fully remodeled house nestled on 3 acres of breathtaking nature. Enjoy stunning forest views, tranquil landscapes, and a large pond, perfect for a peaceful retreat. Whether you're exploring scenic landscapes or relaxing by a fire, this unique getaway offers both comfort and serenity. Experience the perfect blend of modern amenities and natural beauty. Fires are welcome to enhance your outdoor experience. Located 2.5KM from Waterloo Regional Airport (YKF).

ValueFamilyTV

4.94 out of 5 average rating, 532 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

LocationFamilyAccuracy

4.95 out of 5 average rating, 108 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.

ValueLocationBeach

4.99 out of 5 average rating, 111 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!

FamilyLocationHospitality

4.76 out of 5 average rating, 151 reviews

Home in Simcoe

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

Escape to the heart of a Carolinian forest in Simcoe, Norfolk County — a private tree farm sanctuary designed for those who crave stillness. Sink into the hot tub, warm your soul in the wood-burning sauna, or brave the cold plunge bucket on warm days. Surrounded by towering trees and birdsong, this cozy retreat welcomes couples, friends, and solo adventurers year-round. Unplug. Breathe. Belong to the forest.

LocationValueOutdoor spaces

Popular amenities for Woodstock house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 131 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

FamilyValueAccuracy

An aerial view captures a private pool surrounded by a lush green lawn and neatly arranged garden areas. Lounge chairs are positioned beside the pool, creating an inviting outdoor space. Tall trees provide shade, adding to the tranquility of the backyard oasis.

4.96 out of 5 average rating, 27 reviews

3BR->Pool | Private Backyard

LocationFamilyCheck-in

4.91 out of 5 average rating, 64 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!

LocationFamilyOutdoor spaces

4.91 out of 5 average rating, 33 reviews

BlissPoint Sanctuary

ValueFamilyGetting around

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, 17 reviews

Brant Paradise. Where luxury meets country charm.

LocationFamilyDecor

4.82 out of 5 average rating, 179 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

FamilyLocationWalkability

4.96 out of 5 average rating, 27 reviews

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.

Home in Elora-Salem

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

LocationFamilyView

A modern kitchen features sleek black countertops with a large island and seating. Stainless steel appliances are complemented by wooden accents, while a stylish range hood draws attention. Natural light filters in through a window adorned with shutters, enhancing the open and functional space.

4.95 out of 5 average rating, 80 reviews

Spacious three bedroom home with pool and hot tub

FamilyLocationIndoor spaces

Weekly house rentals

4.93 out of 5 average rating, 346 reviews

A modern dining area features a wooden table set for a meal, surrounded by light-colored chairs. A large window on the wall allows natural light to brighten the space, showcasing a view of greenery. The adjoining kitchen is visible in the background.

Home in Brant

The Walnut - Steps to Canoe Launch & Downtown

FamilyLocationTV

4.96 out of 5 average rating, 28 reviews

Home in Norwich

The Cozy Nest: Private Home near Downtown Norwich

LocationFamilyCondition

4.99 out of 5 average rating, 174 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

FamilyValueCheck-in

A modern living area features a plush blue velvet sectional sofa complemented by a gold accent table placed on a soft area rug. Natural light streams through large windows, enhancing the space's brightness. A stylish fireplace is positioned beneath the wall-mounted television.

4.93 out of 5 average rating, 118 reviews

Deja Blue Haven: Modern Family Home Near Paris

ValueLocationGetting around

5 out of 5 average rating, 54 reviews

Home in St. Thomas

lost + found under the pines

ValueLocationAmenities

4.68 out of 5 average rating, 38 reviews

A comfortable living room is presented with two upholstered sofas positioned around a richly patterned area rug. A television is mounted above a white fireplace, while floor-to-ceiling windows are adorned with light green curtains, allowing natural light to fill the space.

Home in Woodstock

Dream House For A Dream Stay.

ValueFamilyCheckout

4.97 out of 5 average rating, 30 reviews

A spacious living area is presented with light-colored walls and modern flooring. A large sectional sofa in soft tones encircles a wooden coffee table, enhancing the room's functionality. Natural light floods in through large windows, complementing the open layout that connects to the kitchen.

Home in Woodstock

Elegant 3 bedrooms 2 bathrooms + private backyard

FamilyLocationParking

A spacious two-story brick house is presented, featuring a large driveway and a well-maintained front lawn. The entrance is accented by a covered porch and double glass-paned doors. Large windows allow natural light to illuminate the front façade.

4.93 out of 5 average rating, 220 reviews

Spacious 4-bdr+Study/UWO/Masonville/YMCA/N. London

FamilyLocationCleanliness

Private house rentals

A modern living area features a comfortable gray sofa and two elegant chairs arranged around a wooden coffee table. Large windows allow ample natural light, highlighting a colorful area rug with abstract patterns. A warm color palette is complemented by decorative accents and greenery.

4.95 out of 5 average rating, 41 reviews

Stylish & Spotless | Giant Connect4 | Sleeps 8

FamilyLocationCleanliness

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, 14 reviews

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

LocationCheck-inHospitality

4.96 out of 5 average rating, 52 reviews

Home in Brant

Elegant 4BR Home Wi-Fi & Privacy with Full Kitchen

ValueFamilyLong stay

5 out of 5 average rating, 59 reviews

A living area is presented with comfortable seating arrangements, including two sofas and a patterned chair. A round coffee table is centered on a light area rug, while two lamps provide soft illumination. Large windows allow natural light to brighten the space.

Home in Stratford

Riverview Guest House

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 11 reviews

Nordic Greig | Luxury 3BR Townhome | Work&Families

LocationIndoor spacesComfort

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A modern coffee table sits at the center, and a large TV is mounted on the wall. Artwork is displayed to the side, creating a welcoming space.

4.92 out of 5 average rating, 53 reviews

Upscale 2 bedroom hidden gem

LocationFamilyLayout

5 out of 5 average rating, 23 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

FamilyLocationCondition