House vacation rentals in Woodstock

5.0 out of 5 average rating, 117 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.

ValueFamilyBackyard

4.99 out of 5 average rating, 310 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.

The Danny is a beautiful HOME AWAY FROM HOME! Newly renovated 2-bed, one-bath, UPPER LEVEL of home. Located on a quiet street with only minutes to walk to the down town core (restaurants, festival, etc.). Back yard is a wooded area with beautiful gardens and your own deck, bbq and privacy. Out-door furniture and loungers. Open-concept with full kitchen, dining and living room. Bedrooms are very spacious! Don't worry about parking - 2 spaces are just for you! Don't miss out on this place!

FamilyLocationAccess

4.9 out of 5 average rating, 111 reviews

A spacious living area showcases modern furnishings, including a light gray sectional sofa and a stylish coffee table on a textured area rug. A wall-mounted TV is positioned above a sleek console, while the kitchen area features contemporary cabinets and an inviting countertop. Natural light enters through a window.

Home in Waterloo

Cozy Apartment w/ Free Parking

Relax at this fully private family friendly 1BR/1BA lower level unit. Enjoy the convenience of private entry, a modern kitchen, and a cozy living room with TV & Netflix. Unwind in comfort with ensuite laundry facilities and free parking. Minutes from the city. Whether you're here for a quick getaway or an extended stay, this walkout basement suite offers the perfect blend of privacy and accessibility. *Strict no party/event policy. Violation leads to immediate stay termination and a $500 fine*

LocationValueBackyard

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!

ValueLocationQuiet

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.

LocationFamilyCleanliness

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.

4.93 out of 5 average rating, 473 reviews

"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!

FamilyLocationTV

4.96 out of 5 average rating, 118 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).

LocationFamilyCleanliness

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.

4.94 out of 5 average rating, 546 reviews

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

FamilyValuePool

4.93 out of 5 average rating, 102 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

ValueLocationCheck-in

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.

4.99 out of 5 average rating, 119 reviews

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!

LocationValueComfort

4.78 out of 5 average rating, 167 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.

LocationValueDecor

4.96 out of 5 average rating, 158 reviews

An expansive wooden deck features built-in seating and a sunken fire pit. The space is complemented by a BBQ station with a retractable cover, surrounded by lush greenery. A series of red outdoor chairs invite relaxation while the sky showcases a mix of clouds and sunlight.

Home in Kitchener

LUX 4BR• Theatre Room • Chef Kitchen • Unique Deck

Wake up to sunrise over the Grand River valley, cook on one of 3 BBQs then watch a movie on a 76" QLED with an 11-speaker Klipsch system and a real popcorn machine! Four bedrooms, 3 baths, a chef's kitchen, and a 40' x 45' deck with lit in-ground seating — five minutes from Chicopee ski hill and two minute walk from the park. Book direct-eligible dates to unlock discounts at local restaurants and attractions.

ValueFamilyView

Popular amenities for Woodstock house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

LocationValueWalkability

4.87 out of 5 average rating, 130 reviews

A well-lit backyard features an inviting in-ground pool, surrounded by landscaped grass and illuminated by string lights. A wooden deck is accessible, along with seating areas, including a hammock. The brick home stands in the background, highlighting a warm nighttime ambiance.

Home in London

Walk-Out:Patio:Pool:Private:Open-Concept:BBQ

LocationValueLong stay

4.86 out of 5 average rating, 139 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

LocationFamilyAmenities

An open Great Room features a black leather sofa and a coffee table positioned on a textured area rug. Large windows allow natural light, and a decorative plant trails along the wall. Dining chairs surround a circular table, complementing the inviting layout.

4.91 out of 5 average rating, 286 reviews

Spacious Bungalow Guest House

LocationFamilyBiking

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.

5.0 out of 5 average rating, 28 reviews

Under the Whispering Pines

LocationFamilyPool

4.88 out of 5 average rating, 42 reviews

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.

Home in London

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.

FamilyLocationAmenities

5.0 out of 5 average rating, 13 reviews

Home in Hamilton

City Meets Forest Year Round Tree House Retreat

FamilyLocationLong stay

Weekly house rentals

4.99 out of 5 average rating, 155 reviews

Home in Guelph

The Hat Maker's house near University of Guelph

LocationValueAmenities

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

FamilyLocationSleep quality

A modern dining area features a stylish wooden table surrounded by upholstered chairs. A decorative runner adds texture, and a subtle centerpiece of greenery enhances the setting. The staircase in the background complements the space with its wooden balusters and clean lines.

4.88 out of 5 average rating, 8 reviews

Woodstock New furnished house 4BR, 5 beds & 4.5 WR

FamilyLocationSleep quality

4.97 out of 5 average rating, 39 reviews

Home in Norwich

The Cozy Nest: Private Home near Downtown Norwich

LocationFamilyCondition

4.62 out of 5 average rating, 13 reviews

Functional & quiet place 3 bedrooms.

LocationFamilyKitchen

4.96 out of 5 average rating, 24 reviews

A cozy living room features a light-colored sofa with patterned cushions, accompanied by two green armchairs. A wooden coffee table sits atop a textured area rug. Large windows allow natural light to illuminate the space, which includes a wall-mounted TV and a wooden cabinet.

Home in Ingersoll

Beautiful stunning home

ValueFamilyQuiet

4.99 out of 5 average rating, 88 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

LocationFamilyOutdoor spaces

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.

4.62 out of 5 average rating, 39 reviews

Dream House For A Dream Stay.

FamilyLocationQuiet

Private house rentals

5.0 out of 5 average rating, 5 reviews

Charming Farmhouse Meets Modern Living

LocationFamilyCheck-in

5.0 out of 5 average rating, 19 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

LocationFamilyCleanliness

4.9 out of 5 average rating, 20 reviews

The Windmill House

ValueLocationIndoor spaces

5.0 out of 5 average rating, 62 reviews

Home in St. Thomas

lost + found under the pines

LocationValueBiking

Home in East Zorra-Tavistock

4.94 out of 5 average rating, 16 reviews

The Loft in Tavistock

LocationCheckoutAccuracy

4.92 out of 5 average rating, 12 reviews

A modern two-story brick home is showcased, featuring a large covered porch and multiple symmetrical windows. The double garage doors add to the home's curb appeal, while the neatly paved driveway is bordered by well-maintained grass.

Home in Ingersoll

Spacious 5-Bedroom Home—Perfect for Work Crews

FamilyValueParks

4.84 out of 5 average rating, 75 reviews

Modern 3BR Family Stay | Paris ON

ValueFamilyGetting around