House vacation rentals in Wellington County

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Popular amenities for Wellington County house rentals

House rentals with a pool

Superhost
The exterior of the two-story home is showcased, featuring large floor-to-ceiling windows that reflect the surrounding trees. A spacious deck extends from the second floor, complemented by a natural stone garage below. The manicured lawn is framed by tall trees, enhancing the rustic charm.
Home in Orangeville
5 out of 5 average rating, 3 reviews

Hockley Valley - Jazzy Pines - 4 BR with Pool

DjRating, 5 stars3 days ago
We had such a wonderful time staying at John’s place—it honestly couldn’t have been better. The home was gorgeous, spotless, and felt so warm and inviting. You can tell a lot of care went into making it a space where guests can truly unwind and feel at home. The private pool was a dream. Surrounded by trees and completely peaceful, it felt like our own hidden escape. We spent hours swimming and lounging by the water, and since it was deep enough to dive, it added that extra bit of fun we didn’t expect but absolutely loved. John was an incredible host—super responsive and kind. Any time I had a question, he got back to me right away and made sure everything went smoothly. It was so reassuring to know he was just a message away. If 10 stars were an option, we’d give them in a heartbeat. This stay set the bar so high, and we’re already talking about coming back. Huge thanks to John for making it such a memorable getaway!
An indoor swimming pool is featured with a sleek blue surface and surrounding tiled area. Large windows allow natural light to enhance the space. A wooden ceiling adds warmth, while colorful swim floatation devices hang on the wall, contributing to the recreational atmosphere.
Home in Saint Clements
5 out of 5 average rating, 5 reviews

Dream Home Getaway, Indoor Pool!

MikaylaRating, 5 stars23 months ago
Absolutely amazing place, our group had the best time. House was spacious and clean. Indoor pool was awesome to have. There was everything we needed there. Close enough to the city but all the perks of the peaceful, quiet country. Definitely recommend this place.
Superhost
A round wood sauna features wooden benches arranged alongside a central heater. The outdoor deck displays a swim spa surrounded by lounge chairs, with a view of the spacious backyard. An indoor living area showcases a stone fireplace and modern furnishings, while a well-equipped kitchen includes a central island.
Home in Mono
4.5 out of 5 average rating, 12 reviews

Luxury Hockley Estate Spa

ScottRating, 5 stars2 weeks ago
It was a great location and hosted a large group. Very nice place in a remote area, giving us the feeling of an outdoor oasis.
Superhost
A spacious cottage is surrounded by greenery, featuring a circular outdoor pool and patio area. A hammock is positioned in the foreground, inviting relaxation. Nearby, outdoor seating and umbrellas are visible, providing a comfortable space for gatherings amidst the peaceful countryside.
Home in Orangeville
4.69 out of 5 average rating, 16 reviews

Private cottage heated pool/HotTub/Games 20 Acre

DrewRating, 5 stars3 weeks ago
A great spot for a short escape from the city! Amazing property! Very private. Owner and maintence team were procative and prompt. Would have liked to see a book with general instructions on the property. We had to discover where the outdoor couch cushions were stored for example, I also feel the pool being 'not ready' was a bit of a bait and switch with the rental. It was not clear on how the property managers would like us to handle garbage and there was no ideal place to put the bags. We ended up putting them in the mudroom area (as oudoors would only be a larger mistake given local wildlife) Linnens were clean, Kitchen and the whole property is very nice and well mantained. A great spot for a short escape from the city. Would rent again! Thank you for a wonderful stay.
Guest favorite
A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.
Home in Waterloo
4.85 out of 5 average rating, 95 reviews

Entire Guest Unit+Free Parking by Glenbridge Plaza

JovinnRating, 5 stars1 week ago
Had a great stay - the place is equipped with everything you’d need and we enjoyed watching a movie on the big tv! It was a suite in a home that was very clean. The neighbourhood was quiet and safe also. Had a great stay!
Guest favorite
Home in Centre Wellington
4.93 out of 5 average rating, 90 reviews

Estate, Secluded On the Grand River.

KarenRating, 5 stars19 months ago
Immediately upon opening the door the house smelled clean. It was neat and tidy and peaceful. We had fun exploring the grounds and made sure to take the Trestle trail...which was a 5 minute walk from the house. We had everything we needed for our party of 6...though I'd say the house was perfect for 4 or 2 couples and some kids. Erik was super responsive for any questions we had. I'd happily come back again.
Guest favorite
A well-appointed dining area features a long wooden table surrounded by chairs, complemented by a light-coloured rug. A large display showcases decorative items, with a television prominently featuring the Netflix logo. Natural light floods in through expansive windows, revealing garden views.
Home in Elora
4.92 out of 5 average rating, 12 reviews

Riverside Retreat /w Pool,Hot Tub & Sauna in Elora

ShannonRating, 5 stars4 weeks ago
The Crystal Retreat was really a fun vacation spot, and especially interesting as architecture buffs. The house is a custom home built in 1978 with the plans framed and on display. It is a unique and beautiful house with so much to enjoy on the property. We managed to check off everything over the course of four days, but needed at least that much time to get to all the pretty and relaxing spots throughout. From getting cozy with a movie with a tv that spins to face all the various lounging nooks, to diving in the pool, canoeing to the Elora Quarry, vegging out by the fire pit, we did it all and are thankful to Djurdjica for sharing her special home.
The exterior of a spacious house is shown, featuring a double garage and a well-maintained driveway. A welcoming entrance with steps leads to a front porch. Lush green trees and landscaping add to the curb appeal under a clear blue sky.
Home in Elora
5 out of 5 average rating, 4 reviews

Elora Perfect Stay

SalmaRating, 5 stars23 months ago
Amazing stay! We stayed for the weekend for a wedding and the place was close to everything. Katherine’s place was so clean and had everything we needed. Would stay here again next time we are in elora

Weekly house rentals

Guest favorite
A modern living area features a comfortable sectional sofa with accent pillows, positioned near a stylish wooden coffee table. A patterned area rug adds color to the hardwood floor, while artwork adorns the walls. A potted plant provides a touch of greenery.
Home in Waterloo
4.93 out of 5 average rating, 14 reviews

Bluevale Boutique

KathrynRating, 5 stars10 months ago
Thalia and Jesus made our stay very enjoyable not just for the two of us, but also our pup. Their space is very dog, friendly, including an outdoor fenced in area. They provided any extra pet necessities for dogs staying there. We came with our own gear, but our dog even enjoyed their dog bed at times!
Guest favorite
A modern kitchen is visible, featuring sleek cabinetry and essential appliances. A bar counter with two chairs is positioned adjacent to the kitchen, set with plates and cutlery, offering a convenient dining option. Natural light enters through a nearby window, illuminating the space.
Home in Cambridge
4.94 out of 5 average rating, 16 reviews

Charming Hespeler Home | Peaceful 1BR Stay

CaroleRating, 5 stars1 week ago
Perfect location in Hespeler village area. Bed was comfortable and everything was there to make meals. Unit was clean and plenty of parking. Would not hesitate to stay again.
Guest favorite
An aerial view showcases the spacious farmhouse surrounded by lush green lawns and meticulously landscaped gardens. Pathways lead to various outdoor features, including seating areas and a circular stone layout. Abundant trees provide natural beauty, enhancing the tranquil countryside setting.
Home in Waterloo
4.87 out of 5 average rating, 23 reviews

Charming Farmhouse Stunning Views & Hot tub

RizwanRating, 5 stars3 days ago
Amazing farm house! feels really private especially in the backyard and patio yet still close enough to the city for grocery runs. Lots of space and well kept
Guest favorite
A comfortable seating area is showcased with a dark leather couch and a wooden coffee table. Natural light filters through two large windows, revealing views of the serene pond and lush greenery outside. The room is complemented by framed photographs on the wall.
Home in Kitchener
5 out of 5 average rating, 35 reviews

Cottage In The City

LindaRating, 5 stars2 weeks ago
The cottage was very clean and clutter free. Decks in both the front and back allowed us to enjoy the sun all day. The grounds were meticulous...well groomed and cared for. We did not use the gym, but it's a nice addition to the cottage. Robert was very responsive in resolving a minor challenge. Beautiful spot in the city and the birds and wildlife around the pond were such a bonus. Would recommend and would not hesitate to stay again if we past through Kitchener in the future.
Guest favorite
A cozy outdoor fireplace area is illuminated by string lights, featuring a stone floor and wooden structure. Six metal chairs are arranged around a central fire pit, surrounded by a landscaped backyard and trees in the background.
Home in Kitchener
4.95 out of 5 average rating, 21 reviews

The Central Stay - 3 Beds, Parking, SmartTV & Wifi

MadisonRating, 5 stars1 week ago
Chris was fast responding, kind, and helpful. The kitchen had what we needed and a few things we had forgotten too! Comfortable space, clean and quiet. Thanks!
Guest favorite
A traditional one-story brick house is set back from the road, featuring a carport and a well-maintained front garden. Large windows invite natural light, while a front porch is accentuated with simple landscaping and a blue entrance, offering a welcoming appearance.
Home in Waterloo
4.87 out of 5 average rating, 45 reviews

Great Family Home 3 bedrooms - A Queen & 2 Doubles

JanetRating, 5 stars2 months ago
My two friends & I stayed for 3 nights at this Airbnb. Home was exactly as described. Hosts were very responsive in communications. Having 3 individual bedrooms was lovely. Definitely a 5/5 offering. We’ll be very happy to stay there again in the future.
Top guest favorite
A charming two-story farmhouse is set amidst lush greenery, featuring a wide front porch with railings. The exterior showcases a warm red brick facade, complemented by dark roof shingles. A winding gravel driveway leads to the home, surrounded by manicured landscaping.
Home in Palmerston
5 out of 5 average rating, 47 reviews

Whites Junction Rural Retreat

LarryRating, 5 stars1 week ago
I was impressed by the old house and property. Nice large verandah for entertaining. Rooms were inviting and to my taste. Peaceful surroundings. Inside the house we were met with a wonderful scent. Extra little touches like scented hand soaps and some treats. All linens were there, including things you might not expect.
Top guest favorite
A welcoming entryway features dark wood paneling and a rustic wooden bench. A framed sign labeled 'Yellow Brick' is displayed prominently on the wall. Decorative plants are placed in woven baskets, adding natural elements to the space.
Home in Mount Forest
4.97 out of 5 average rating, 90 reviews

The Yellow Brick Guest House

SoheeRating, 5 stars1 week ago
This place is such a gem in a small town, Mount Forest. I felt professional care with the place and it was very cozy. I did just what I imagined to do, enjoy and relax. I just loved every detail of the house! Definitely coming back for longer stay.

Private house rentals

Guest favorite
A spacious living area features a large sectional sofa and a wall-mounted TV. Natural light filters through window shutters, casting striped shadows on the floor. A small side table and a decorative mirror add to the inviting atmosphere, complemented by a wooden console against the wall.
Home in Cambridge
4.9 out of 5 average rating, 39 reviews

The Little Sister

RomaineRating, 5 stars1 week ago
This was our third time staying at the "Little Sister"; it's starting to feel like a home away from home. The apartment is great - extremely clean, well-stocked with everything you could need, including nice touches like filtered water. Jeff is a wonderful host and responds quickly to any questions. We like the neighbourhood - close to amenities but on a very quiet street. Highly recommended!
Guest favorite
A seating area is featured with a modern grey sofa and a bright yellow armchair, positioned on a light rug. A ping pong table is visible in the background, alongside a green wall adorned with foliage and illuminated with a neon sign.
Home in Orangeville
4.9 out of 5 average rating, 88 reviews

Stylish 3 Bedroom Getaway in Orangeville

PaulRating, 5 stars5 days ago
great host an beautiful place woukd definitely atay again.
Guest favorite
Home in West Montrose
4.92 out of 5 average rating, 52 reviews

Timber Sky Estate - Elora Log Cabin w/ Hot Tub

SarahRating, 5 stars1 month ago
We had a had a fantastic stay at Timber Sky Estate! From the start, Odre had great communication and even provided a guide ahead of time for both the local area and the house. They offered to pre-heat the pizza oven for us on Friday which was a huge help! The house and outdoor space were perfect for our large group and everything was as listed. I hope we will be able to use the space again for another gathering, we had a great time!!
Guest favorite
A hanging chair is positioned on a wooden deck, overlooking a spacious green backyard. A fire pit area is visible in the background, surrounded by seating, all enclosed by tall wooden fencing and trees, providing a private outdoor space.
Home in Cambridge
4.95 out of 5 average rating, 19 reviews

Cozy 3 Bedroom Bungalow in Hespeler with Big Yard

CatharineRating, 5 stars3 weeks ago
We had a fantastic stay at Tanya’s place! The big backyard was great for our dog. The weather wasn’t the best, but the huge, cozy couch and TV/ entertainment system was perfect for a movie night in. The kitchen had everything we could possibly want with a great selection of spices for cooking. We would definitely recommend Tanya’s place!
Guest favorite
A welcoming living area is presented with a comfortable couch featuring decorative cushions. A wooden coffee table is centered on a patterned rug, while a television and artwork adorn the walls. Natural light enters through windows framed with light curtains.
Home in Guelph
4.77 out of 5 average rating, 26 reviews

Cozy Home near downtown Guelph

NaomiRating, 5 stars4 days ago
Heinrich was a great host, super friendly, great communication. The stay was beautiful, the space was clean and private. Had a great experience will definitely be back next time I come back to visit family in Guelph :)
Superhost
A cozy living area is furnished with a brown sectional sofa and an accent pillow. A mounted Smart TV displays the Netflix logo above a simple fireplace. Light fills the space through two large windows fitted with striped blinds.
Home in Fergus
4.68 out of 5 average rating, 31 reviews

Luxurious New Build by Elora Gorge I Large Tub

ChantalRating, 5 stars1 month ago
Overall, good experience. I would book here again if we had a large group. I would definitely bring my own pillow though! Jakub was easy to communicate with and provided all the details for check in and check out. The house is a new build (keep that in mind for GPS location as it doesn't find it). We originally booked for 8 people and this would have housed us all perfectly. It's nice that each bedroom has access to a bathroom. Its also nice that the shared area (kitchen, livingroom, etc) is large enough for people to spread out. The house seemed clean overall. There are marks all over the walls and stains all over the carpets (I assume from previous guests) but that doesn't really impact your stay. The beds were a little hard, and pillows not great (but I did see more pillows in closets).
Top guest favorite
An open-concept living space features a sleek black sofa facing a glass coffee table. A modern kitchen with bar seating and pendant lights is visible. Stairs lead to an upper level, while a dining area is situated in the background, illuminated by natural light.
Home in Kitchener
4.98 out of 5 average rating, 50 reviews

Upscale Home in Downtown KW

KatjaRating, 5 stars4 days ago
It was all great, easy and smooth!
Top guest favorite
The modern two-story home features a striking façade of stone and wood, illuminated against a twilight sky. A large glass garage door complements the design, while neatly arranged landscaping and an inviting entryway enhance the overall aesthetic.
Home in Waterloo
5 out of 5 average rating, 48 reviews

The Glass House custom home, EV Charger, sleeps 12

BethRating, 5 stars8 months ago
Gorgeous contemporary home with super comfy beds, great bathrooms and amazing kitchen. Highlight was the automatic coffee/espresso machine that makes amazing specialty coffee drinks (there is a drip maker for ordinary coffee) and 2 fresh bags of coffee for our use. Loved the livingroom sofa for TV watching, parking was super easy, very walkable neighborhood and grocery/restaurants within just a few minutes walk or drive. Google does send you down the street and does not seem to know exactly where the house is, and digital keypad was a little tricky (press the checkmark key BEFORE putting in the code), but Steve was very responsive and helpful. We loved our stay and can't wait to come back.

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