House holiday rentals in Woodstock

5 out of 5 average rating, 115 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.

ValueFamilyView

4.89 out of 5 average rating, 105 reviews

Home in St. Jacobs

Boho 4-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, 2 single beds, Double Bed with 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!

FamilyLocationOutdoor spaces

4.66 out of 5 average rating, 167 reviews

A charming Victorian home is nestled amongst vibrant pink roses and lush greenery. The exterior features brick walls and bright blue accents around the windows and door, creating a welcoming entrance. Sunlight filters through the leaves, enhancing the natural beauty of the surroundings.

Home in Stratford

Rocking Chair House - Artist Retreat in Stratford

Victorian home in the heart of Stratford. Minutes from world class theatres, train station, the Avon River, and downtown. Rest and relax amongst an eclectic mix of art, instruments, and heirlooms in a cozy, creative space. An artist retreat where the outside has been brought inside. Elegant for two. Comfy for four. Cosy for six or more. In the winter, a getaway with access to shopping, cross-country skiing, and restaurants. Victorian Christmas decor through all of December and January.

FamilyValueComfort

4.93 out of 5 average rating, 471 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!

LocationValueComfort

4.96 out of 5 average rating, 116 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).

LocationFamilyGetting around

4.96 out of 5 average rating, 116 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.

ValueFamilyCondition

4.93 out of 5 average rating, 100 reviews

An open-concept living space features a sleek black sofa facing a glass coffee table. A modern kitchen with bar seating and pendant lights is visible. Stairs lead to an upper level, while a dining area is situated in the background, illuminated by natural light.

Home in Kitchener

Upscale Home in Downtown KW

Welcome to your next Airbnb stay, a professionally renovated and designed home in Kitchener's desirable East Ward. Private parking for 4 cars and Level 2 EV charger on the premises! Nearby spots: Kitchener Auditorium: 5 minute walk Nearest LRT stop: 5 minute walk Walper Hotel: 4 minute drive Centre in the Square: 5 minute drive WLU: 11 minute drive UW: 13 minute drive St. Jacobs: 14 minute drive RIM Park: 14 minute drive

ValueLocationQuiet

4.99 out of 5 average rating, 117 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!

ValueFamilyBarbecue

4.77 out of 5 average rating, 164 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.

LocationValueCleanliness

4.97 out of 5 average rating, 209 reviews

A hot tub is situated on a spacious deck surrounded by lush green trees, providing a serene forest backdrop. Nearby, a glass-top table with several chairs offers an inviting space for outdoor dining. Sunlight filters through the leaves, creating a calming atmosphere.

Home in Southwold

Nature Lover's Luxury Paradise

Nature Lover's Luxury Home in the woods. Creek's Edge Estate is a beautifully decorated home that is nestled on 10 acres of private woods. Minutes from London, ON this 4BDRM+3.5 BATH home sits next to some private hiking trails. Enjoy the sounds & sights of nature while relaxing in the hot tub. A beautiful escape for couples, families or groups looking to relax and recharge. Too many amazing amenities to list!

LocationFamilyNearby

4.92 out of 5 average rating, 354 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

Enjoy what Paris and The Walnut have to offer! The Walnut is located just steps to the local canoe launch (less than 400ft), and a 9 minute walk to all downtown Paris' shopping and restaurants. The home is freshly renovated top to bottom and offers a fantastic location for a getaway with loads of higher end amenities and a great backyard for grilling, yard games, and relaxing.

FamilyValueLaundry

A historic green bridge arches gracefully over a calm body of water, illuminated by soft lighting. Surrounding trees create a natural backdrop, while twilight sets a peaceful mood, highlighting the structure's elegant design.

4.94 out of 5 average rating, 154 reviews

Blackfriars Garden Bungalow

✨ Welcome to Blackfriars Garden Bungalow! 🪴✨ Your family will be close to everything when you stay at this centrally located home. In the heart of the historic Blackfriars neighbourhood, this cute bungalow is just a bridge-cross away from downtown, TVP Trails, Harris Park, and many other local attractions. Check out the guidebook! :) https://www.airbnb.com/l/I7c75N4K

ValueLocationAccuracy

Popular amenities for Woodstock house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 138 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

FamilyValueCheckout

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.

4.97 out of 5 average rating, 30 reviews

3BR->Pool | Private Backyard

LocationFamilyComfort

A shaded outdoor dining area features a glass-top table surrounded by four chairs. Colorful flowers decorate the wooden fence and nearby planters. The sparkling pool is visible in the background, providing a refreshing setting for meals and gatherings.

4.88 out of 5 average rating, 41 reviews

Mar's Tiki Escape – Pool & Bar

LocationFamilySleep quality

4.96 out of 5 average rating, 24 reviews

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.

Home in Brantford

Brant Paradise. Where luxury meets country charm.

LocationFamilyBarbecue

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, 86 reviews

Spacious three bedroom home with pool and hot tub

ValueFamilyBarbecue

5 out of 5 average rating, 27 reviews

A spacious outdoor area features a heated pool surrounded by a tiled deck. Comfortable seating is arranged under large umbrellas, alongside a dining set and a barbecue grill. Lush greenery and potted plants enhance the relaxing atmosphere of the space.

Home in Cambridge

Under the Whispering Pines

LocationFamilyNearby

4.91 out of 5 average rating, 69 reviews

Pool:Walk-out:BBQ:Patio:Private:Basement Sanctuary

LocationValueKitchen

An inviting outdoor space features a private pool with a smooth lining and a shaded gazebo nearby. Outdoor seating is arranged around the gazebo, and a basketball hoop stands beside the pool, offering a mix of relaxation and recreation.

4.99 out of 5 average rating, 79 reviews

Pool, Game Room, BBQ, Sleeps 8

ValueLocationBathroom

Weekly house rentals

4.94 out of 5 average rating, 545 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.

ValueFamilyBeach

4.97 out of 5 average rating, 38 reviews

Home in Norwich

The Cozy Nest: Private Home near Downtown Norwich

LocationFamilyParks

4.96 out of 5 average rating, 157 reviews

A spacious deck is showcased at night, featuring warm lighting that highlights its structure. An in-ground seating area with surrounding lights creates an inviting atmosphere. The surrounding landscape is visible in the background, providing a serene backdrop.

Home in Kitchener

RivertrailRetreat | Unique Deck + Skiing + Theatre

FamilyLocationAccuracy

4.99 out of 5 average rating, 307 reviews

A dining table is featured with a round glass top, complemented by modern white chairs. A decorative planter with an artificial orchid sits at the center, next to a wooden coaster inscribed with 'The Danny'. Natural light enters through a nearby window.

Home in Stratford

The Danny - A Unique Stratford Beauty.

LocationFamilyCondition

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.

4.68 out of 5 average rating, 38 reviews

Dream House For A Dream Stay.

ValueFamilyAccuracy

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.

4.97 out of 5 average rating, 30 reviews

Elegant 3 bedrooms 2 bathrooms + private backyard

LocationFamilyParking

4.73 out of 5 average rating, 11 reviews

Functional & quiet place 3 bedrooms.

FamilyLocationWalkability

4.99 out of 5 average rating, 87 reviews

A spacious deck features a fire table at the center, surrounded by comfortable seating in a natural setting. Lush greenery and trees create a serene backdrop, while a landscaped area with fire pit can be seen in the distance.

Home in Bright

Country Oasis Accessible Retreat

LocationFamilyLayout

Private house rentals

4.93 out of 5 average rating, 88 reviews

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.

Home in Brantford

The Millertime Experience

LocationValueAmenities

5 out of 5 average rating, 41 reviews

Home in Shakespeare

Your Peaceful Pause With Sunsets • Near Stratford

LocationValueParking

5 out of 5 average rating, 18 reviews

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.

Home in Brantford

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

LocationFamilyQuiet

Home in East Zorra-Tavistock

4.93 out of 5 average rating, 15 reviews

The Loft in Tavistock

LocationSleep qualityQuiet

5 out of 5 average rating, 5 reviews

Charming Farmhouse Meets Modern Living

LocationFamilyCheck-in

4.97 out of 5 average rating, 61 reviews

A modern living area is highlighted by large windows that offer views of the outdoors. A plush sectional sofa and two accent chairs are arranged around a coffee table. A flat-screen TV is positioned near the corner, complemented by decorative plants in the corners.

Home in Stratford

Brand New Home in Stratford

FamilyValueLaundry

5 out of 5 average rating, 22 reviews

Private Retreat with Infrared Sauna

LocationIndoor spacesParking