Top 7 Wellington Cottage Rentals

Top  7 Wellington Cottage Rentals
Top  7 Wellington Cottage Rentals

Experience the vibrant energy of Wellington, Prince Edward County’s fastest-growing region. Indulge in exceptional dining, award-winning wineries, and community events. Explore the town with guided bike tours and beach strolls, then unwind in one of the top 5 Wellington cottage rentals. Get ready to immerse yourself in the vibrant spirit of Wellington, your gateway to unforgettable experiences in Prince Edward County.

Wellington Cottage Rentals with a Pool

Prince Edward Landing – Wellington

8 guests · 4 bedrooms · 5 beds · 2.5 baths

This unique Victorian home is all history from the front and completely modern in the back! Its location on Main Street Wellington puts you within walking distance of the Drake Devonshire, Midtown Brewery, the General store, and the supermarket. You’ll enjoy a fully renovated house with lots of room and comfy places to read, nap, or watch movies together. Outback is an entertainer’s dream. With a large inground pool, outdoor kitchen, dining area, seating area, and large grassy space, guests have an oasis.

Rate: Starting from $750/night


Wellington Cottage Rentals that are Pet-Friendly

The Wellington General – Wellington

4 guests · 2 bedrooms · 2 beds · 2 baths

Discover comfort at The Wellington General, offering two beautifully renovated units within an 1880s general store. Just four blocks from Wellington Beach and surrounded by restaurants, cafes, and art galleries, the main floor unit features two bedrooms with ensuite baths, a spacious spa-like bathroom, a large living room, and a fully equipped kitchen. Enjoy fast Wi-Fi and smart TV, and unwind on your private deck with a lake view and outdoor fire pit. The units are completely pet-friendly, so bring your furry friends!

Rate: Starting from $220/night


BONUS: Peaceful Peninsula – Milford

6 guests · 2 bedrooms · 3 beds · 2 baths

While Peaceful Peninsula isn’t located in Wellington (30 minutes away), it is a cottage rental you can’t pass up. Conveniently located close to wineries, restaurants, and other attractions, guests will have a memorable experience in any season.

Located down a secluded laneway, this cottage rental is unlike any other. With water surrounding the property on three sides, guests are immersed in the wonder of Prince Edward County.

Spend your summer days basking in the sun on plush loungers, indulging in a refreshing outdoor shower, losing yourself in a book within the comforts of the gazebo day bed, or cooling off in the air-conditioned games room. Take a dip in the calm, sandy waters, nap in the luxurious king-sized bed, or surrender to the bliss of the spa hot tub. Cuddle by the wood stove in the cooler months and watch the wildlife nearby.

Rate: Starting from $399/night

Coleman – May 2023

“This place is amazing!!! Everything you would want for a special stay! From the separate games room to the hot tub, 2 fireplaces. Outdoor seating and great spaces etc. The Nespresso coffee maker was a plus! Great views from every room. The best sunrise view ever! Water on all sides with great wildlife to watch all day! Very private and has plenty of room outside for fun and games.”


Wellington Cottage Rentals on Waterfront

The West Lake House – Wellington

10 guests · 5 bedrooms · 6 beds · 4 baths

Nestled on the main street, this luxurious 5-bedroom lakeside retreat in Wellington invites families and friends to revel in the charms of this quaint town. Just a short stroll away from downtown Wellington’s bustling shops and restaurants, this home offers unparalleled convenience, featuring five parking spots.

Step into this open-concept haven and be greeted by breathtaking views of the coveted West Lake while enjoying the cozy familiarity of home. This abode features a fully equipped kitchen, two inviting gas fireplaces, convenient main-floor laundry facilities, and many bedrooms, guaranteeing a comfortable stay for up to 10 guests. The presence of two spacious decks ensures ample room for entertaining, and the cherry on top? A luxurious hot tub invites you to unwind and soak away the day’s stresses. Perfect for making cherished memories with loved ones, this lakeside retreat provides convenience and indulgence in the heart of Wellington.

Rate: Starting from $500night


Cozy Modern Cottage in Wellington – Wellington

8 guests · 2 bedrooms · 4 beds · 1.5 baths

This charming waterfront cottage is a part of The Twin Birch Resort in Wellington. This spacious two-bedroom cottage rental offers a fully renovated kitchen, beautiful furnishings, a private deck with phenomenal views, access to West Lake, and walking distance to town. The home has been thoughtfully renovated to accommodate families or small groups. With ample space in living areas, guests will feel right at home. Take day trips from this idyllic location to enjoy local restaurants, shops, wineries, and breweries. 

Rate: Starting from $310/night


Sakura Cottage: Waterfront PEC – Wellington

6 guests · 3 bedrooms · 4 beds · 2 bath

A few doors from the Drake Devonshire, Sakura Cottage, is a newly renovated home in the quaint village of Wellington in the heart of picturesque Prince Edward County. Large windows give you a panorama view of Lake Ontario, steps from the backyard, and its shore birds. The soothing lake breezes make it the coolest spot when the weather is hot. Sakura Cottage is fully winterized and a wonderful cozy getaway in chillier times.

Rate: Starting from $340/night


Coastal Hideaway – Wellington

2 guests · 1 bedroom · 1 bed · 1 bath

This newly renovated, coastal-style guest suite has gorgeous panoramic lake views. The fully stocked suite has thoughtfully designed decor, high-end amenities, and comfortable furniture.

At the shoreline, you will find a sandy private beach to enjoy the sunny days and a fire pit and hot tub to enjoy the starry nights. Conveniently located on Wellington Main Street, you can walk to all the main attractions, including local shops, restaurants, and more. This spot is a truly romantic and cozy retreat, perfect for couples and intimate travellers. There’s no better place to celebrate a special occasion with a loved one.

Rate: Starting from $282/night


Vacation Rentals in Wellington, Ontario

Wellington Guest Suite on Main! – Wellington

2 guests · 1 bedroom · 1 bed · 1 bath

Nestled right on Wellington’s Main Street, this elegant 1928 Victorian-style home is a perfect escape. Experience the convenience of stepping out your front door and immersing yourself in the village’s charm by Lake Ontario. The recently renovated guest suite boasts a fresh, modern aesthetic, complete with a cozy eat-in kitchenette. Start your day with a leisurely coffee or unwind with a pre-dinner cocktail on the inviting deck. 

Rate: Starting from $140/night


What is Wellington known for?

Wellington is the coolest spot when the weather is hot in the County. Situated on the northern shore of Lake Ontario, this charming town holds a prime location amidst the numerous wineries of the Prince Edward County wine region. 

Food enthusiasts can indulge in delightful experiences such as wine tours, savouring cuisine at restaurants, treating themselves to ice cream at parlours, and relaxing on patios while enjoying the lively atmosphere of pubs and bars. Farmers’ markets and cozy cafes provide additional options, and culinary highlights can be found at places like La Condesa and the Drake Devonshire. Check out Piccolina Cafe, the Old Greenhouse Ice Cream Shop, or the Wellington Farmers Market for locally sourced delights.

Exploring Wellington with family and friends offers a range of enjoyable experiences, from guided bike tours to engaging activities like fishing, shopping, scouring antique stores, admiring art galleries, and visiting organic lavender farms. Live music adds a vibrant touch to the town’s atmosphere. Additionally, nature lovers can unwind at the Wellington Rotary Beach, taking strolls across the boardwalk and admiring the historic lighthouse. Wellington truly has something for everyone, making it a must-visit destination in Prince Edward County.

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