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Guesthouse vacation rentals in Halton Hills

Find and book unique guesthouse rentals on Airbnb

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, 382 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, 147 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* 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 overlooking the lake. Right on the waterfront trail, roller blade, bike, or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, good Wi-Fi, Fire-pit , BBQ, Kayaks, Coffee& base cooking supplies. Certified of compliance the building code act, 1992, section 15.1

Top guest favorite
Guesthouse in Elora
4.96 out of 5 average rating, 105 reviews

Tiny Home retreat in quiet neighbourhood

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
4.93 out of 5 average rating, 184 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
4.93 out of 5 average rating, 176 reviews

The Clayhill Bunkie

Looking for a place to get away that’s semi off-grid or glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of 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.

Guest favorite
Guesthouse in Toronto
4.87 out of 5 average rating, 489 reviews

Unique Studio with Sauna

Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

Top guest favorite
A modern electric fireplace is framed by a light-toned mantel. A flat-screen TV is mounted above, while a basket and two wine glasses are placed on the mantel. Decorative dried plants are arranged in a ceramic planter nearby, all set against a neutral wall.
Guesthouse in Elora
4.98 out of 5 average rating, 100 reviews

Melville Guesthouse

Welcome to The Melville Guesthouse, a charming one-bedroom retreat on a quiet street in Elora. Enjoy the privacy of your yard while being a short walk from downtown, the Elora Centre for the Arts, the river, and historic homes. Whether you’re here for trails, boutique shops, or Elora’s arts and dining scene, our standalone guesthouse offers comfort and convenience—perfect for couples and families, with a pull-out couch for extra guests. Ideally located, you’re near everything Elora offers.

Top guest favorite
Guesthouse in Hamilton
5 out of 5 average rating, 171 reviews

Boutique coach house with Scandinavian Steam Sauna

Morwick Lane - a boutique retreat steps from Hamilton’s best downtown spots, and just an hour from Toronto and Niagara Falls. This restored coach house features curated comforts including a sleek fireplace, luxurious bedding, and a cedar Scandinavian sauna. Enjoy the garden shower after your steam sauna, then unwind in the courtyard with a fireplace and stunning gardens. Perfect for a romantic escape or solo wellness retreat, Morwick Lane invites you to experience something unforgettable.

Top guest favorite
The entrance displays a well-crafted wooden door, flanked by textured stone walls. A hanging planter filled with vibrant flowers is positioned beside the door, complemented by lush green foliage at the base. A welcome mat lies on the ground, inviting guests into the space.
Guesthouse in Morriston
4.96 out of 5 average rating, 108 reviews

Country Getaway Guest Loft Sleeps 5 people

Relax in this peaceful 2 bedroom 2-bed place in a country setting. Located a few minutes south of Guelph with easy access to the 401. Pearson Airport, Hamilton, Milton, Mississauga, and Kitchener Waterloo are all within 35 minutes. Stroll down the country lane or a nearby trail. Check out a local restaurant – Bistro Reunion, The Danish Place, Change of Pace, Sleemans Brewery, or figure out who did it at the Aberfoyle Mill murder mystery dinner - all within 15 minutes!

Top guest favorite
A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.
Guesthouse in Brampton
5 out of 5 average rating, 100 reviews

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Top guest favorite
Guesthouse in Breslau
4.97 out of 5 average rating, 203 reviews

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.

Popular amenities for Halton Hills guesthouse rentals

When is the best time to visit Halton Hills?

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Avg. priceﺩ.ﺇ235ﺩ.ﺇ228ﺩ.ﺇ264ﺩ.ﺇ246ﺩ.ﺇ257ﺩ.ﺇ261ﺩ.ﺇ268ﺩ.ﺇ286ﺩ.ﺇ231ﺩ.ﺇ235ﺩ.ﺇ231ﺩ.ﺇ246
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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 ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,410 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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