Vacation rentals in Courtland

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Top-rated vacation rentals in Courtland

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Guest favorite
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, 274 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 favorite
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 favorite
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 favorite
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 favorite
A cozy sleeping area is featured with a spacious bed adorned with white linens and a patterned quilt. Soft string lights are gently draped along the wooden walls, providing a warm glow, while a window offers views of the surrounding greenery.
Cabin in Port Dover
4.84 out of 5 average rating, 124 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 favorite
A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table. A light blue area rug covers the floor, and wall art decorates the walls, creating a relaxed atmosphere. Natural light is provided by recessed lighting.
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 favorite
Cottage in Vienna
4.98 out of 5 average rating, 317 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 favorite
A modern kitchen features an expansive island with seating for four. Clean white cabinetry contrasts with warm wood accents. A stainless steel refrigerator and sleek appliances are incorporated into the design. Ample natural light floods the space through large windows that overlook the outdoor area.
Home in Brant
4.99 out of 5 average rating, 109 reviews

Paris Oasis-The Maples on Brock

Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

Top guest favorite
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
4.97 out of 5 average rating, 172 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 favorite
A spacious living area features a comfortable white sofa and an armchair, complemented by a wooden coffee table. A flat-screen TV is mounted above a modern fireplace, with a small side table showcasing a vase of flowers. Natural light enters through large windows.
Guest suite in Aylmer-Bayham
4.99 out of 5 average rating, 227 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 favorite
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

Top guest favorite
A rustic cottage with wooden siding and a welcoming entry, features double French doors framed by vibrant red flowers. A spacious outdoor area includes a patio with seating and a partially shaded structure nearby. The surrounding landscape is well-maintained with green grass and shrubs.
Tiny home in Caledonia
5 out of 5 average rating, 196 reviews

Tiny House with Nature Views and Swimming Pond

Escape the city without the long drive. Our Rustic Retreat is sitting on a 137 Acre Farm just south of Caledonia, Ontario. Only a 20-min drive from Hamilton. Enjoy a romantic getaway for 2 in our cozy cottage beside the pond. Take a dip in the swimming pond (natural cement pond with plants and fish), roam the farm, and take a walk through the forest.

Popular amenities for Courtland vacation rentals

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