Guesthouse holiday rentals in Wellington County

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 :)

King Suite Oasis Retreat Hot Tub Sauna cold plunge

Discover luxury in this tranquil guest suite in Saint Jacobs village. Featuring 1 king bed & a full bathroom, and a pullout sofa bed, it’s perfect for relaxation. The well-equipped kitchen caters to culinary enthusiasts, while the spa-like bathroom includes a rain shower. Enjoy your private outdoor patio and a backyard oasis with a hot tub, sauna, and outdoor shower. With nearby dining and entertainment, this suite is your ideal for relaxing and rejuvenation! This is the perfect couple retreat!

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

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!

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.

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.

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*

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.

Sweet Studio Cottage Cozy Fireplace Backyard 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 sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

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!

Bright Cozy 1-Bedroom Guesthouse w/Parking

This cozy, fully furnished 1-bedroom apartment in South Guelph is perfect for short or long stays. It features a private entrance, two parking spots, and in-unit laundry. The space is bright and comfortable, with a well-equipped kitchen, living area, and large windows for plenty of natural light. Located near shops, restaurants, and scenic nature trails, it offers a peaceful, convenient home base for work, study, or relaxation in a highly desirable neighbourhood.

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.