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Guesthouse vacation rentals in Halton Hills

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Top-rated guesthouse rentals in Halton Hills

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.
Guesthouse in Orangeville
4.96 out of 5 average rating, 378 reviews

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.

Top guest favorite
A studio room features a spacious bed with crisp linens and a decorative throw. Comfortable seating areas include armchairs and a small table. Natural light filters in through the windows, enhanced by a ceiling fan overhead. The kitchen and dining area are visible in the background.
Guesthouse in Orangeville
4.95 out of 5 average rating, 141 reviews

A bright & stylish urban studio

Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

Guest favorite
A green plastic chair is placed on a wooden deck, positioned to face a serene lake view. Grass and a winding path lead toward the water's edge. A figure resembling a child in a pink hat is seated in the chair, enjoying the tranquil outdoor setting.
Guesthouse in Hamilton Beach
4.85 out of 5 average rating, 215 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Top guest favorite
A cozy studio space features a large bed with soft textiles, complemented by a compact kitchenette with a small fridge and microwave. Light wooden cabinetry provides storage above, while a set of stairs leads to the elevated sleeping area.
Guesthouse in Elora
4.96 out of 5 average rating, 105 reviews

Studio Blue, tiny home retreat

Keep it simple at this peaceful and centrally located place. Walking distance to: ~Elora's shops ~ sites/ attractions ~festivals ~trails The stocked kitchenette includes: ~Small fridge ~Sink ~Microwave ~Hotplate ~Kettle ~French press for coffee ~toaster ~small blender ~All dishes and cutlery ~EVOO, Vinegar, Salt, pepper, sugar, assorted tea, Regular and decaf coffee Also: ~New Double Bed Mattress (Mar 2025) ~Private patio & seating area ~Free Parking ~Wifi ~Access to the shared cooling pool

Guest favorite
A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.
Guesthouse in Richmond Hill
4.95 out of 5 average rating, 169 reviews

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, 1-2 free parking

Top guest favorite
A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.
Guesthouse in Halton Hills
4.92 out of 5 average rating, 161 reviews

The Clayhill Bunkie

Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

Top guest favorite
Guesthouse in Mississauga
4.99 out of 5 average rating, 247 reviews

Zorro Guest Suite • Private, Cozy & Central

Welcome to our modern, cozy guest suite with your own private entrance - perfect for traveling couples or solo professionals looking for a quiet stay. We’re tucked away on a peaceful cul-de-sac, but still right in the middle of everything. Acoustically treated for a quiet, restful night’s sleep. HIGHLIGHTS • 15/20 mins to YYZ & 5 mins to Square 1 shopping. • 30 mins to Toronto & 1 HR to Niagara Falls. • Garden views from inside & outdoors. • 1 driveway parking spot.

Guest favorite
Guesthouse in Brampton
4.78 out of 5 average rating, 329 reviews

Newly renovated & contemporary 2 Bdrm Basement Apt

Welcome to our newly renovated spacious 2 bedroom, 1 bathroom basement apartment with a full kitchen. Unlimited and strong high-speed Wi-Fi. We have a flat screen TV with Google Chromecast so that you can view and stream from your smartphone/laptop. Close to LCBO (5 minute walk), NoFrills (5 minute walk) and Pearson Airport (15-20 mins drive). The property is located in the borderline between Brampton and Mississauga on the intersection of Steeles Avenue & Mavis Road.

Guest favorite
A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.
Guesthouse in Erin
4.96 out of 5 average rating, 142 reviews

The Captain's Cottage at Willow Pond

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

Guest favorite
A cozy living area features a gray sofa adorned with white and yellow decorative pillows. A small white table is positioned in front of the fireplace, which is framed by brick. A television sits nearby, and a mirror reflects the calm ambiance.
Guesthouse in Richmond Hill
4.87 out of 5 average rating, 130 reviews

Entire rental unit Richmond Hill

Spacious and serene space. Newly renovated basement apartment with all new appliances will give you a sense of home and comfort. Fully furnished and spacious apartment will make your stay pleasant and enjoyable. High speed internet (300 Mbs) and smart TV with Netflix. Security camera outside the building for your safety. A few steps away from the local park and the walking trail. Close to Hillcrest mall and Richmond Hill Centre for the Performing Arts.

Guest favorite
The cottage sits nestled among vibrant foliage, framed by lush trees and blooming flowers. A flagstone pathway leads to the entrance, inviting guests to explore the colorful exterior, which features a charming yellow facade complemented by blue accents.
Guesthouse in Guelph
4.95 out of 5 average rating, 425 reviews

Private, sunny cottage steps from downtown Guelph

Our private cottage is steps from downtown Guelph. The cottage is complete with a kitchenette and a bathroom with a large shower. The cottage is a separate building located in our back garden.You access the cottage along the driveway and stone pathway through the back garden. There is free wireless Internet along with Rogers Ignite TV and Netflix. The living room is spacious and there is one bedroom with a king- sized bed.

Top guest favorite
A cozy living room features a mix of dark and light furnishings, including a large sofa and an accent seating area. Natural light streams through multiple windows, illuminating the space. A TV is mounted above a decorative fireplace, accompanied by a coffee table made from reclaimed wood.
Guesthouse in Elora
4.96 out of 5 average rating, 458 reviews

Wrights Coach House -Visit the Village of Lights!

The Wright's Coach House offers a quiet and rustic retreat that is only steps to the beautiful downtown village of Elora! This private space offers a cozy yet spacious area with room for 6 guests. From the surrounding woods to the scenic walk downtown we can offer a quiet stay & give you the secrets of the locals to give that extra boost to your visit. Come and see us!

Popular amenities for Halton Hills guesthouse rentals

When is the best time to visit Halton Hills?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,235 GYDG$13,816 GYDG$11,514 GYDG$14,026 GYDG$14,654 GYDG$14,863 GYDG$15,282 GYDG$16,328 GYDG$13,188 GYDG$15,282 GYDG$14,654 GYDG$14,444 GYD
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Quick stats about guesthouse rentals in Halton Hills

  • Total vacation rentals

    Explore 20 vacation rentals in Halton Hills

  • Nightly prices starting at

    Halton Hills vacation rentals start at G$8,373 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 verified reviews to help you choose

  • Wi-Fi availability

    20 of Halton Hills vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Halton Hills rentals

  • 4.8 Average rating

    Halton Hills stays are highly rated by guests—averaging 4.8 out of 5!

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