Holiday houses in Courtland

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Top-rated holiday rentals in Courtland

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Guest favourite
A serene view of the cabin is reflected in the tranquil pond, surrounded by lush trees. Red outdoor chairs are positioned nearby, inviting relaxation by the water's edge, while the cabin's simple design complements the natural landscape.
Cabin in Windham Centre
4.93 out of 5 average rating, 273 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Guest favourite
A circular above-ground pool is surrounded by a wooden deck, featuring a basketball hoop at one end. The water is clear and inviting, with a partially rolled-up cover lying beside the pool. Lush greenery borders the area, providing a natural backdrop.
Farm stay in Eden
4.94 out of 5 average rating, 214 reviews

The Bunkhouse @ Stone Gate Farm & Sculpture Park

This Bunky is a separate mini-house on our farm with a view of the fields, pasture, & duck pond. Enjoy the 1 km tour of the sculpture park, the 5 km of trails, or the shared pool and year round hot tub. The Bunhkouse has a separate bedroom, bathroom, and open concept living room/kitchen. It sleeps two comfortably and can fit 2 extra guests on the pullout living room sectional . There’s free Wi-Fi and Smart TV. Check out our other, more posh private space at Carriage House @ Stone Gate Farm!

Top Guest favourite
The modern kitchen features a spacious layout with white cabinetry and open shelving. A new gas range and stainless steel appliances are visible. Countertop items include plants and cooking utensils, with natural light streaming through the window above the sink.
Bungalow in Port Rowan
4.93 out of 5 average rating, 246 reviews

Newly renovated cottage at LongPoint (DogFriendly)

Welcome to our newly renovated 2-bedroom cottage — bright, airy & just steps from public beach access! ✨ Features you’ll love: * Fully renovated in 2021 * Cozy fireplace, fully stocked kitchen, BBQ & fire pit * Fully fenced backyard & fully fenced front porch — perfect for kids & pets * Dog-friendly stay. Unfortunately we cannot welcome cats because our child is allergic 🐾 * High chair & playpen (new in 2025) Please note: * 2 night minimum stay * Cleaning fee waived for weeklong bookings!

Top Guest favourite
A repurposed shipping container is set within a forested area, surrounded by tall trees. A circular fire pit made of smooth stones can be seen in the foreground, with a fire crackling. A hammock is hung between two trees nearby, and two chairs are positioned on a wooden deck.
Shipping container in Simcoe
4.97 out of 5 average rating, 137 reviews

Little Can in the Pines - Bunkie No. 1

*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

Guest favourite
A spacious bedroom features an elegant white bed with decorative pillows and a textured quilt. A woven basket sits on the bed, adding charm. Soft light is provided by hanging chandeliers, and a cozy seating area is visible, contributing to a tranquil ambiance.
Home in Waterford
4.92 out of 5 average rating, 118 reviews

Vintage Farmhouse with Hot Tub on Vineyard

Our tranquil Farmhouse at Bonnieheath Estate blends vintage country charm, creating a warm and inviting retreat for up to 8 guests. This beautifully styled three-bedroom, one-bathroom Farmhouse is on the main and upper floor of the building and does not share amenities with the Cellar Suite which is a separate unit on the lower floor. Perfect for relaxing, quiet gatherings, enjoying a peaceful countryside escape, steps away from the working Vineyard and Lavender farm at Bonnieheath Estate.

Guest favourite
A charming wooden cabin is set on a lush green lawn, featuring a welcoming porch with seating. A guitar is displayed on the exterior wall, and a grill is positioned nearby. Large windows allow natural light to fill the cozy space.
Cabin in Port Dover
4.84 out of 5 average rating, 123 reviews

Romantic Cabin For Two Or A Multi Family Stay

Cozy cabin for two + kids and pets. New this year is a second cabin which acts as extra sleeping space the larger family or a second family. The second cabin would not be rented to strangers to those renting the main cabin. New this year, a third building which will have outdoor movie nights with kettle popcorn over an open fire. I will also be building a pizza fire oven. Play area for the kids and a large park across the dirt road for your enjoyment. Beach is a 15min walk as most amenities.

Top Guest favourite
Guest suite in Courtland
4.95 out of 5 average rating, 59 reviews

Quiet Peace of Paradise.

Need to escape the sounds of the city? Headed Norfolk way to check out some wineries/breweries??? We have a large, clean and quiet space that’s all yours! We are 25 Minutes from Woodstock, Long Point, Port Rowan and even closer you can find hiking trails. We are ten minutes from both Delhi and Tillsonburg. Rambling Road Brewery, New Limburg, Charlotteville Brewing, Flux,Meuse Brewing,BonnieHeath Lavender Farm, Burning Kiln Winery, Frisky Beaver and capitol 33. Separate entrance and unit :)

Top Guest favourite
A seasonal swimming pool is surrounded by a wooden deck, featuring a lounge chair and decorative items. Lush green trees provide shade, while colorful flowers and plants are arranged around the pool area, creating a serene outdoor space.
Home in Oakland
4.96 out of 5 average rating, 107 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our Apartment offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

Guest favourite
Cottage in Vienna
4.98 out of 5 average rating, 315 reviews

Sauna ~Creek Front~ Hot Tub~ Fire Pit~Pet Friendly

Escape to River House Getaway! Relax in our brand-new Barrel Sauna, soak in the hot tub, or cozy up by the new propane firepit. Located right on the creek, it’s perfect for kayaking and canoeing. Port Burwell beach is just 6 mins away, with a complimentary park pass included! Enjoy the lit pergola, high-speed Wi-Fi, and a full kitchen. Pet-friendly and fully equipped for the perfect stay. Book your creek-side retreat today!

Top Guest favourite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guesthouse in Delhi
4.98 out of 5 average rating, 171 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Top Guest favourite
Guest suite in Aylmer-Bayham
4.99 out of 5 average rating, 226 reviews

Best line private apartment

Located just 5 mins outside of Tillsonburg ont is this beautiful private country upstairs apartment. Included are 2 bed rooms with 2 queen beds and a third small bedroom with baby crib and a twin bed. Full kitchen and a spacious living room area. Short drive to wineries, beaches, golf course, and beautiful farm land. There is a Nordic Spa 15 min from my apartment named Wave Nordic Spa you have to check it out.

Top Guest favourite
A welcoming outdoor deck features a red umbrella over a dining table surrounded by four chairs. Two potted plants add greenery, while a barbecue grill stands nearby. A wooden privacy screen provides a sense of seclusion, complementing the landscaped yard.
Cottage in Simcoe
4.9 out of 5 average rating, 104 reviews

Quiet Cottage Near Turkey Point and Port Dover

NEWLY UPDATED Come and relax in the country. In a 115 yr old tiny home surrounded by 100 acres of farmland. You can sit by the fire and enjoy the quiet solitude of the farm, hit the local beaches, or head into town for some great restaurants. Want to stay in? We also have a few classic board games and a Wii U. Or just curl up and binge your favourite shows/movies! SEASONAL SHOWER IS NOW OPEN

Popular amenities for Courtland holiday rentals

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