Vacation rentals in Milton

4.99 out of 5 average rating, 142 reviews

A private heated pool is framed by stone tiles and lush greenery, reflecting sunlight. Large glass doors lead into the home, enhancing the outdoor connection. Seating areas are available nearby, surrounded by natural landscaping and elevated steps leading to the indoor space.

Home in The Beaches

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 200 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Cottage in Port Dalhousie

4.89 out of 5 average rating, 45 reviews

Beach Cottage

Relax with the whole family at this fully renovated beach cottage. 10 minute walk to public beach, downtown restaurants, ice cream, lakeside park and carousel. Beautiful neighborhood to walk and play in. Short walk to henley island and grandstand. Equipped with all your outdoor dining and entertainment needs. Excellent choice for cozy winter getaways as well! Snuggle up by the fire, take the dog out for a nice hike at the local dog park, ice fish or skate on the Martindale pond minutes away!

4.96 out of 5 average rating, 70 reviews

An open-concept living area features a spacious sectional sofa adorned with decorative cushions, complemented by a light rug. The kitchen island includes modern bar stools, and large windows allow natural light to brighten the space, providing a welcoming ambiance for relaxation and dining.

Home in Niagara Falls

Luxury Niagara Villa: Stylish Spacious Comfort

Welcome to our exquisite Niagara retreat! This large, stylishly decorated home is designed for comfort and luxury. Ideal for a family taking a retreat into Niagara, it offers a tranquil escape with modern amenities, high-end mattresses, ensuring a memorable stay in Niagara. Close to highway, short drive to the Falls, close to all amenities you are looking for! Hosting has been my passion. Super host 6 years in a row I plan to offer you the same comfort I have provided guests over years.

4.95 out of 5 average rating, 79 reviews

An outdoor patio area is highlighted by wooden decking and shaded by large umbrellas. A dining table with seating is positioned under the umbrellas, while a lounge area with a couch provides a space for relaxation. Surrounding greenery adds to the inviting environment.

Home in Hamilton Beach

Lakeside Manor | The Ultimate Lakeside Oasis

Welcome to The Lakeside Manor. Truly relax in extravagance, steps from the beach. Enjoy a comfortable California king bed, two queen beds, and plush couch. Experience our overstocked kitchen, large 4 piece bathroom, private balcony with mountain views while overlooking our massive private 16,000sq ft back yard oasis. Enjoy our private parking areas and convenient location close to everything you need! Top restaurants, trails, activities, beach, golf, go cart and more. Great fit for all!

4.8 out of 5 average rating, 56 reviews

Home in St. Catharines

Cottage on the water | Hot Tub

Vale Haus A newly renovated home located right across the Twelve Mile Creek. Enjoy your morning coffee with a stunning view from the front or rear decks. Features include a 6 person hot tub, two entertainment room with large smart TVs. Perfect for friends and family 3 BR, and optional pull out sofa for an extra guest. 15 minute drive to Clifton hill and 2 minutes to downtown St. Catharine’s Perfect for a friends getaway with lots of winery’s near by. License Number: 23 103075 STR

4.92 out of 5 average rating, 37 reviews

A cantilevered deck is featured, furnished with two red adirondack chairs and a comfortable seating area. A small table and a BBQ grill are included, alongside a sliding glass door that provides access to the interior space.

Home in St. Catharines

Cozy Getaway +Deck +BBQ +Workspace +NintendoSwitch

Cantilevered deck with BBQ and seating. Bungalow like experience with all 3 cozy bedrooms, corner workspace, open concept living, dining, well stocked kitchen and laundry all on the same floor! 5 mins to Brock University, DeCew Falls, Short Hills Provincial Park, Henry of Pelham Winery (+10 wineries 5mins from each other) 15 mins to Port Dalhousie & Lakeside Park Beach 22 mins to Niagara Falls 5 mins to St. Catharines (lovely little "Starshollow-esque" town with a nightlife)

4.88 out of 5 average rating, 106 reviews

An outdoor dining area features a spacious black table surrounded by eight chairs, situated on a wooden deck. An adjacent outdoor kitchen displays multiple stainless steel grills. Lush greenery and the cottage are visible in the background under a bright blue sky.

Cabin in Fergus

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios

Featured in Forbes "5 Charming Towns In Ontario" A cottage which has more to offer than a resort. Be it Summer or Winter! Indulge in the longest waterfront view you've ever seen from a cottage, nestled atop a hill. With an array of luxurious amenities, including heated pool, sauna, hot tub, gym, outdoor kitchen, fire pit, and multiple patios, this retreat exceeds all expectations. 4 family rooms, offices, a chef's kitchen, 10-person dining area, your every need is catered to.

4.95 out of 5 average rating, 281 reviews

A wooden deck is positioned by the water's edge, featuring a white picnic table and an umbrella for shade. Soft lighting from lanterns encircles the space, enhancing the serene atmosphere as sunset colors reflect on the surface of the lake.

Home in Port Dalhousie

Nautica Beach House on Lake Ontario

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

4.92 out of 5 average rating, 117 reviews

A cozy outdoor seating area features comfortable gray wicker furniture arranged around a wooden deck, with decorative flower boxes enhancing the backdrop. Surrounding greenery provides a serene atmosphere, complemented by clear blue skies and a nearby heating element for cooler evenings.

Apartment in The Beaches

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

4.93 out of 5 average rating, 298 reviews

A bright living area features large glass windows offering expansive views of the lake. Natural light fills the space, complemented by a light-colored couch and modern coffee table. The adjacent patio doors lead to an outdoor deck, enhancing the connection to nature.

Home in Lincoln

Amazing Lake-Front Retreat!

HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **

Bungalow in Hamilton Beach

A spacious swimming pool is surrounded by a solid stone deck. The water glimmers under sunlight, reflecting the clear sky above. Lounge chairs are positioned nearby, with a shaded area visible in the background. The setting invites relaxation and leisure.

4.94 out of 5 average rating, 157 reviews

Lakefront. Pool. Beach. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Milton vacation rentals

Laptop-friendly workspace

Stay near Milton's top sights

Paramount Middle Eastern Kitchen46 locals recommend

Centennial Park35 locals recommend

Tim Hortons29 locals recommend

Springridge Farm26 locals recommend

Bronte GO Station23 locals recommend

Pasqualino20 locals recommend

Other great vacation rentals in Milton

4.92 out of 5 average rating, 49 reviews

A shared backyard is shown, featuring a covered seating area with a fire pit and chairs. Comfortable lounge chairs are positioned nearby. Lush greenery surrounds the space, providing a sense of privacy, while a shed and fence are visible in the background.

Guest suite in Mimico

Cozy Mimico Getaway

Home in Churchill Meadows

The exterior view features a modern two-story house with a stone facade and a welcoming front porch. A neatly landscaped yard with shrubs and a tree provides a touch of greenery. The double garage doors are prominently displayed, complementing the home's elegant design.

4.9 out of 5 average rating, 41 reviews

Holiday retreat in Toronto

4.75 out of 5 average rating, 4 reviews

The kitchen features modern cabinetry and a sleek countertop made of speckled granite. Stainless steel appliances include a refrigerator, oven, and dishwasher. A coffee maker is positioned for easy access, and natural light filters through the window above the sink.

Home in Brampton

My Charming Getaway

Townhouse in Richmond Hill

A softly lit bedroom features a spacious bed with a tufted headboard. A chandelier hangs from the ceiling, and natural light flows in through large windows framed by dark curtains. A dresser and a mirrored cabinet are positioned near the cozy seating area, enhancing the room's charm.

5 out of 5 average rating, 12 reviews

Cheerful 3 bedrooms townhouse

5 out of 5 average rating, 31 reviews

An open kitchen and dining area is displayed, featuring a large island with a countertop and modern appliances. A dining table for six is positioned near sliding glass doors, allowing natural light to illuminate the space. White cabinetry complements the tiled floor.

Home in Paris

Beautiful 4-bedroom home perfect for adventures

4.95 out of 5 average rating, 56 reviews

A modern kitchen features sleek white cabinetry and a dark granite countertop. Stainless steel appliances, including an oven and refrigerator, are visible. A small dining area is included, with a blue chair positioned beside a circular glass table. Warm lighting enhances the clean design.

Apartment in Hamilton

Brand New Luxury 2BR apartment in Hamilton

4.66 out of 5 average rating, 38 reviews

The spacious foyer features high ceilings and large skylights, highlighting the marble flooring with a decorative inlay. A central seating area is surrounded by greenery, with wooden staircases leading to the upper level on either side, creating an open and welcoming ambiance.

Villa in Burlington

Grand Villa Estate