House vacation rentals in Woodstock

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.

Location · Value · Condition

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*

Location · Value · Sleep quality

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!

Location · Family · Getting around

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!

Value · Family · Hospitality

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.

Family · Value · Outdoor spaces

"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!

Family · Value · Outdoor spaces

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).

Family · Value · Getting around

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

Value · Location · Checkout

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

Value · Family · Getting around

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!

Value · Location · Parks

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.

Location · Family · View

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.

Value · Location · Quiet