Vacation rentals in Speyside

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Top-rated vacation rentals in Speyside

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

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Top guest favorite
A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 193 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

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, 167 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.

Guest favorite
A modern dining area features a wooden table set for six, showcasing white plates and glasses placed atop a green centerpiece of hydrangeas. Surrounding chairs exhibit a combination of wood and blue fabric, offering a cozy yet stylish environment.
Apartment in Stewarttown
4.92 out of 5 average rating, 77 reviews

moonlit.hills26

Unique and tranquil getaway. Beautiful country setting with the convenience of town minutes away. This one bedroom apartment offers beautiful views and tranquility, private ground level side entrance to apartment and free parking. Pubs, restaurants and boutiques close by. Farmers market on Saturday mornings, June 3-Oct14/23, offers the opportunity for fresh eats and there are many trails minutes away. Winter wonderland views and plenty of wildlife are picturesque. Family lives on Property.

Guest favorite
An open-plan living area is visible, featuring a modern kitchen equipped with stainless steel appliances, including an oven and refrigerator. A cozy grey sofa is positioned in front of a wooden coffee table. A circular dining table is set against a bright window, enhancing the space.
Apartment in Milton
4.93 out of 5 average rating, 165 reviews

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior with natural light flooding through large windows. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Guest favorite
Home in Milton
4.93 out of 5 average rating, 15 reviews

CozylPrivate Entrance|5 min to Ski Hill|Parking

Modern and cozy 1BR, 1.5BA basement suite with full kitchen, private entrance, and street parking. Thoughtfully designed and fully stocked with essentials for a comfortable stay. Enjoy a relaxing retreat just minutes from Glen Eden Ski Resort, scenic Kelso trails, and Milton’s charming downtown filled with cafés, shops, and local restaurants. Perfect for couples, business travellers, or small family seeking a peaceful, home-away-from-home experience. (EV Charger available on request)

Guest favorite
An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.
Home in Milton
4.97 out of 5 average rating, 69 reviews

Spacious 2 BR apartment | Glen Eden Ski

Escape to our cozy 2-bedroom basement apartment, minutes from Milton’s downtown, 500m from No Frills, and just a 10-minute drive to Toronto Premium Outlets. Perfect for travelers, this inviting retreat is close to both nature and city attractions. Explore nearby Glen Eden Ski Resort and Rattlesnake Point Conservation Area, or enjoy easy access to Oakville, Burlington, Mississauga, and Toronto. Ideal for work or leisure, it offers the perfect mix of comfort and convenience.

Guest favorite
A brick exterior home is set against a bright blue sky, featuring a manicured front lawn with green grass and white flowers. Large windows allow natural light to illuminate the entrance, where a welcoming white door is positioned. A tree provides shade, enhancing the outdoor space.
Home in Georgetown
4.83 out of 5 average rating, 108 reviews

Halton Hills Hideaway_Private Suite

🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

Top guest favorite
A quiet residential street is shown with lined trees and well-maintained lawns. Modern high-rise buildings rise in the background, contrasting with the classic homes on either side. Clear blue skies dominate, indicating a bright day with minimal clouds.
Guest suite in Mississauga
4.98 out of 5 average rating, 98 reviews

Dave’s Saga Centre Retreat–100% Private & Spacious

Welcome to our bright, spacious 1,100 sq. ft. unit featuring large windows and a private separate entrance. Enjoy 100% exclusive use of the entire basement, including your own kitchen, laundry room, and free parking. Self check-in makes your arrival easy and flexible. Conveniently located near Square One Mall, and just a 10-minute walk to Raman’s No Frills, T&T Supermarket, and plenty of dining options including Tim Hortons, DQ, Popeyes, Subway, and local pizza shops.

Top guest favorite
A bright living area features high ceilings and large windows, allowing natural light to illuminate the space. Two comfortable sofas are positioned around a central coffee table, which holds a decorative glass tray and fresh flowers. A soft area rug covers the wooden floor.
Apartment in Georgetown
4.95 out of 5 average rating, 96 reviews

Stylish In-Law Suite in Georgetown

🏡 In-Law Suite with private entrance, high ceilings, and large windows filled with natural light. Relax on a comfortable King bed, enjoy Netflix, and free WiFi. 🌳 Located on 1 acre in Georgetown, just minutes from restaurants & pubs. Plenty of on-site parking. Faces Main Street, so some traffic noise may be heard. 👨‍👩‍👧 Accommodates 2 adults or 2 adults + 1 child (no 3 adults). ✨ Cleanliness is our top priority — we aim to make every guest happy!

Top guest favorite
The property features a spacious house surrounded by tall trees, with a large grassy area in front. A gravel driveway leads to the home, which showcases an upper balcony and multiple large windows. A small play structure can be seen in the yard.
Guest suite in Georgetown
5 out of 5 average rating, 22 reviews

Cozy 5* Guest favourite in Downtown Georgetown

We are located in the beautiful Downtown area of Georgetown, only minutes walking to the Main Street which has several cozy coffee shops restaurants and services. The Farmer’s Market runs from May to October. Enjoy nearby hiking trails and many annual events including Georgetown Highland Games (second Saturday in June, RibFest and Downtown Palooza in July, Rock n Roll Classic Car Show in August) plus many more!

Top guest favorite
Guest suite in Milton
4.94 out of 5 average rating, 149 reviews

Blue Haven Retreat, Downtown Milton's Hidden Gem!

Situated in Downtown Milton’s vibrant and fun neighbourhood, where you’ll enjoy all the benefits of being within walking distance to boutique shopping, restaurants, and the stunning Mill Pond! You’ll also be minutes to Halton’s best conservation parks where you can embark on all of your favourite outdoor adventures! FROM THE AIRPORT 25 mins from Pearson International Airport 40 mins from Hamilton Airport.

Superhost
Home in Mississauga
4.8 out of 5 average rating, 5 reviews

Streetsville

Private entrance - only steps to the bus stop, Credit River, Streetsville GO station and parks. Minutes drive to 401 and 407 highway. Relax in the backyard outdoor space, campfire available. If your looking for total silence, please continue your search as a family lives upstairs so you may experience some noise from above. Children welcome. Portable bassinet for infants available upon request.

Popular amenities for Speyside vacation rentals

  1. Airbnb
  2. Canada
  3. Ontario
  4. Halton
  5. Speyside