Guest house holiday rentals in Wellington County

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Wellington County

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

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Guest favourite
The exterior showcases a two-story grey structure featuring three garage doors and a large, shared driveway. The surrounding foliage is highlighted by autumn leaves, while the sky transitions to sunset hues, creating a serene evening ambiance.
Guest house in Orangeville
4.94 out of 5 average rating, 150 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 favourite
A private pool is framed by a spacious patio and surrounded by well-maintained greenery. The villa stands nearby, featuring large windows that overlook the serene outdoor area. A natural stone sits on the patio, adding to the tranquil ambiance.
Guest house in Fergus
4.84 out of 5 average rating, 25 reviews

Country Villa Fergus Elora

Come escape to the country! This beautifully villa offers a memorable STAYCATION! Step into this stylishly designed oasis and feel yourself unwind. The open concept villa with king bed, sitting area, fireplace and full kitchen seamlessly flows into the outdoor space, where you’ll find plenty of room to unwind and dine al fresco. The private pool is yours to enjoy. Enjoy morning coffee, soak up some rays and as the sun sets, enjoy the propane fire pit for a cozy evening. Minutes away from Elora

Top guest favourite
Guest house in Guelph
4.91 out of 5 average rating, 608 reviews

Sweet Studio Cottage Backyard Nature Haven

Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

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.
Guest house in Elora
4.98 out of 5 average rating, 110 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.

Guest favourite
A modern entryway is framed by sleek glass railings, leading down a set of steps. Natural light illuminates the stone pathway, surrounded by greenery. The building's brick exterior is visible, complementing the contemporary design of the entrance.
Guest house in Guelph
4.87 out of 5 average rating, 55 reviews

Welcome to Cozy Corner!

This newly built, fully furnished guest studio is both spacious and bright, featuring a separate entrance and private laundry facilities. Just 5 minutes drive to grocery stores, the University of Guelph, walking trails, parks, and Stone Road Mall, and only 10 minutes from vibrant downtown Guelph. Enjoy high speed Wi-Fi, a smart TV with various streaming services, complimentary coffee, tea, and snacks, plus a convenient parking spot. Your host is dedicated to ensuring a comfortable stay.

Top guest favourite
Guest house in Fergus
5 out of 5 average rating, 51 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
Guest house in Elora
5 out of 5 average rating, 101 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
Guest house in Kitchener
4.92 out of 5 average rating, 248 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.
Guest house in Morriston
4.96 out of 5 average rating, 113 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
Guest house in Breslau
4.97 out of 5 average rating, 211 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.

Guest favourite
Guest house in Erin
4.96 out of 5 average rating, 150 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 serene outdoor seating area is accessible from the studio, featuring two chairs positioned on a patterned stone pathway. Lush greenery surrounds the space, complemented by garden elements in the background, creating a tranquil environment for relaxation.
Guest house in Elora
4.96 out of 5 average rating, 108 reviews

Tiny Home retreat in quiet neighbourhood

Keep it simple at this peaceful, 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

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