Guesthouse holiday rentals in Greater Toronto and Hamilton Area

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS SEPTEMBER 1-3 (2 nights/3 days) SEPT 7-11 OCTOBER 18-21 (3 nights) Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards & direct Lakefront

Value · Location · View

Cabin in nature Close to trails and Thermea Spa

Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Value · Family · Checkout

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Value · Family · Walkability

Luxury Ground-Level "Suite Escape"

"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

Value · Family · Parks

Lakeshore Loft-quiet and comfortable 1 bedroom apt

Located a short walk to the shores of Lake Ontario, is our 2nd floor quiet, clean, and private loft. Enter the private entrance into a newly built complete kitchen/dining, 5 piece bathroom, 1 bedroom and spacious rooms complimented by big bright windows. The Lofts’ location is: ✔️steps to Lake Ontario ✔️ walking distance to grocery, pharmacy, wine/beer ✔️minutes to Port Dalhousie ✔️a short drive to Niagara Falls, Niagara on the Lake ✅ Licensed, insured and exceeds fire and safety regulations

Location · Family · Hiking

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Value · Family · Sleep quality

Balcony House with Separate Entrance，free Parking

Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1 free parking

Location · Value · Accuracy

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

Location · Value · Walkability

Private Estate Coachhouse + Hot Tub near NOTL!

Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.

Family · Value · Parking

On the Vineyard @ 1068, Niagara on the Lake

Nestled in the heart of Niagara's wine country, On the Vineyard @1068 offers a peaceful retreat where comfort meets charm. Whether you are here for a weekend escape or a longer stay, our property offers all the amenities you need to feel at ease and make yourself at home or whether you're here to sip your way through the local vineyards, explore the scenic beauty of the region, enjoy a round or golf or simply unwind, you've found the perfect place to do it all.

Value · Location · TV

The Clayhill Bunkie

Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.

Family · Location · Parks

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

Family · Location · River