Holiday rentals in Speyside

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Top-rated holiday rentals in Speyside

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

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Guest favourite
An aerial view captures the waterfront trailer set against lush greenery, with a private deck featuring seating arrangements. Nearby, two kayaks await by the water, and a fire pit is surrounded by logs. The tranquil lake reflects the surrounding foliage.
Tiny home in Acton
4.85 out of 5 average rating, 125 reviews

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

Top guest favourite
An open living area features a cozy seating arrangement with a sofa and a day bed, which can extend to a king bed. A modern kitchen with sleek cabinetry is visible alongside a small dining table. A fireplace adds an element of warmth to the space.
Bungalow in Georgetown
4.92 out of 5 average rating, 106 reviews

Modern Stay • Prime Location • Double Parking

Newly renovated, 1-bedroom walkout basement apartment! ✅ 750 sq. ft. of open space with large windows, making it bright and airy Cozy living area with:     ✅ Sofa     ✅ Day bed that extends to a king bed     ✅ Fireplace     ✅ Smart TV Modern kitchen equipped with:     ✅ Dishwasher     ✅ Microwave     ✅ Washer and dryer     ✅ Coffee machine     ✅ Oven, toaster, etc.      ✅ Outdoor area with a patio and BBQ ✅ 2 Parking Spots on driveway Perfect for family vacations or business trips! 😊

Top guest favourite
The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.
Shipping container in Puslinch
4.99 out of 5 average rating, 108 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Top guest favourite
The exterior of the cabin features a rustic wooden facade with two windows and a central door. A dog stands on the steps, flanked by two cozy chairs. Decorative elements include a pumpkin and potted flowers adding charm to the welcoming outdoor space.
Tiny home in Acton
4.98 out of 5 average rating, 322 reviews

Farmview Sunset Cabin

Welcome to our tiny Farmview Cabin that is nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, sheep, swans, ducks, chickens and goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings! We offer a complementary breakfast to our guest, our in-house chef can also accommodate vegan and plant based

Top guest favourite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 385 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Guest favourite
An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.
Cabin in Erin
4.9 out of 5 average rating, 519 reviews

Cabin stay and play! 10 mins to Canadian Open!

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Guest favourite
Flat in Georgetown
4.9 out of 5 average rating, 207 reviews

The Jack Daniels Suite.

Mr. Daniels is out on a whiskey run. This western themed unit, with the top quality accommodations. This warm cosy second floor (NOT basement) bachelor suit is equipped with everything necessary. Based on a western theme this will take you back to the wild Wild West. Located in the heart of the village of Georgetown, this unit steps away from the Main Street where you will find many restaurants, pubs, cafes and more. Come enjoy the peace and tranquillity of the old village.

Guest favourite
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
4.81 out of 5 average rating, 133 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 favourite
The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.
Guest house in Lincoln
4.97 out of 5 average rating, 300 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 27-JUNE 4 JUNE 8-18 JUNE 21-JULY 6 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards

Guest favourite
A spacious living area is furnished with a sectional sofa, a glass coffee table, and a decorative area rug. Bright floral artwork adorns the wall, and a dining area is visible, featuring a round table set for dining. A smart TV is placed on a simple cabinet.
Guest suite in Milton
4.92 out of 5 average rating, 109 reviews

Entire 2BR Suite | Full Kitchen | Free Parking

This stylish and cozy 2-bedroom home offers everything you need for a comfortable stay. Enjoy privacy, a fully equipped kitchen, and a spacious rooms with a smart TV and lightning-fast Wi-Fi. Ideal for families, small groups, or business travelers, our suite features contemporary design with thoughtful amenities. Conveniently located off the 401 highway, just a short drive Toronto and Niagara Falls. Book now for a blend of comfort, luxury & location!

Superhost
A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.
Farm stay in Hamilton
4.93 out of 5 average rating, 279 reviews

Somerset Cottage at West Avenue Cider House

Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. It’s light filled and spacious and we hope you will get to spend some time with us. The cidery can be a busy spot on weekends during the summer and fall, less busy for our winter guests.

Guest favourite
A luxury tent is set amongst lush greenery, featuring a wooden deck with Muskoka chairs and a private hot tub. A hammock is visible to one side, with a picnic table positioned nearby, all surrounded by trees and natural landscaping.
Farm stay in Elora
4.94 out of 5 average rating, 221 reviews

Luxury Glamping on Elora Sunflower Farm -Sunflower

Luxury Glamping near Elora on a private 17-acre flower farm. Tucked within a forest, each tent offers a private hot tub for a refined, nature-forward stay, with Fox and Firefly also featuring private decks and fire pits. Visit the alpacas or walk to nearby trails and into town. As an active farm and event venue, weddings may take place in the barn during your stay.

Popular amenities for Speyside holiday rentals

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