Guesthouse holiday rentals in Wellington County

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Top-rated Guesthouses in Wellington County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
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 :)

Top Guest favourite
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 favourite
Guesthouse in Orangeville
4.98 out of 5 average rating, 57 reviews

Island Lake Guest House

Relax or explore at our tranquil guest house only steps away from Island Lake Conservation Area! The entire studio and walk out private deck is yours to enjoy and is located at the back corner of our quiet family property. Close proximity to Headwaters Hospital, Caledon Equestrain Park, and Ontario Fire Academy. Enjoy the comforts of a smart TV, wi-fi, a complete kitchen, bathroom with walk-in tiled shower, and private patio with BBQ. In summer, experience the beautiful outdoor cedar shower!

Top Guest favourite
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, 90 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 favourite
A modern cabin is surrounded by greenery, featuring a stone pathway leading to the entrance. Two black chairs are placed on a small patio area, inviting relaxation amidst the trees. The structure has large windows, enhancing the connection with the natural surroundings.
Guesthouse in Fergus
5 out of 5 average rating, 44 reviews

Millcreek Riverfront Retreat Elora/Fergus

Take it easy at this unique and tranquil property. Nestled amongst the cedars; the cabin looks out over the Grand River. Our guesthouse retreat offers rest and relaxation minutes from downtown Elora & Fergus. Steps from the Elora Quarry, the Wellington County Museum & Cataract Trailway. We are a 5 minute drive/25 minute walk to downtown Elora & 5 minute drive/25 minute walk to downtown Fergus. Enjoy the many restaurants & pubs, brewery & distillery, cinema & theatre, boutiques & Shops.

Top Guest favourite
The exterior of the historic carriage house features stone and board & batten siding, surrounded by lush greenery. Two red chairs sit on a gravel area in front of the building, inviting relaxation. A set of stairs leads to the entrance of the upper level.
Guesthouse in Elora
5 out of 5 average rating, 88 reviews

Carriage House - Elora

Discover a piece of history in Elora, Ontario. This beautiful stone, board & batten private 1-bedroom building was the former carriage house, and is nestled at the rear of the Postmaster's yard. Enjoy the spacious king bed, fireplace, and beautiful garden oasis. Only a 10-minute walk to the downtown. The yard and parking is shared with the Postmaster's House - nothing else is shared! *Please note: the interior space-saving staircase is steep and may not be suitable for all guests*

Guest favourite
A comfortable bed is framed by soft pillows and a plaid blanket draped across the foot. A bedside lamp provides gentle illumination, while natural light filters in through partially closed window shutters, creating a serene atmosphere.
Guesthouse in Kitchener
4.92 out of 5 average rating, 235 reviews

Charming Private Guesthouse in Downtown Kitchener

You'll be pleasantly surprised by this cozy cottage in the middle of Kitchener! Welcome to our charming guesthouse. You'll have complete private access to our guesthouse bungalow if you book with us. Located just a 5 minute drive from Downtown Kitchener, 12 minutes from Waterloo, and 5 minutes off the highway, you'll be able to easily get to where you need while you're in Kitchener/Waterloo. Now with upgraded internet! We have a dedicated line for a seamless connection.

Top Guest favourite
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, 97 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 favourite
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
4.97 out of 5 average rating, 144 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.

Top Guest favourite
A sleeping area is featured with a spacious bed adorned with a white blanket, a large decorative pillow, and a red and white patterned throw. Nightstands with lamps are placed on either side, while a framed sign hangs above the headboard. A mirrored closet reflects the surroundings.
Guesthouse in Cambridge
4.92 out of 5 average rating, 39 reviews

Comfy 1BR Apartment in Cambridge

Enjoy a stylish experience at this centrally located place. It is in the vibrant heart of North Galt, Cambridge! this home is minutes from local coffee shops, shopping, and trendy restaurants. Clean, modern, spacious, 1 bedroom basement apartment with full laundry (washer, dryer, iron, ironing board), TV with Netflix, Youtube and Disney+, free WIFI (Fiber Optic), well equipped kitchen, desk, free single vehicle parking. No third party booking please.

Top Guest favourite
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, 431 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 favourite
Two woven chairs are positioned beside large windows, offering views of the outside. Soft cushions are placed on the chairs for added comfort. A potted plant adds greenery to the space, which is illuminated by natural light filtering through the window coverings.
Guesthouse in Guelph
5 out of 5 average rating, 14 reviews

Bright & Cozy 1-Bedroom Suite, Guelph

A bright, cozy 1-bedroom apartment in South Guelph, praised by guests for its spotless cleanliness and thoughtful touches. Enjoy a private entrance, dedicated parking, in-unit laundry, a fully equipped kitchen, and plenty of natural light. Close to shops, restaurants, and scenic walking trails, it’s the perfect comfortable retreat for work trips, extended stays, or a relaxing weekend in Guelph.

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