Vacation rentals in Milton

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Top-rated vacation rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Hamilton Beach

4.93 out of 5 average rating, 86 reviews

The Nautical Nook | Luxury Beach House

Welcome to "The Nautical Nook" - where luxury meets comfort. Indulge in our spacious and majestic 5-BR house, just steps from the beach. Enjoy 2 Cali king beds + 3 queen beds, 2 large comfy couches, games, 2 workstations, wifi and EV Charger. Explore our massive & majestic 16k sq ft private backyard paradise. The house also includes private seperate entrance walkout units. Enjoy 2 kitchens, 2 living areas, laundry etc. Close to restaurants, trails, activities and more. A great fit for all guests

Guest favourite

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

Top guest favourite

Guest suite in Burlington

4.94 out of 5 average rating, 132 reviews

Burlington core.Walk to to lakefront and downtown

Large bright lower level walkout 3 bedroom in quiet residential neighborhood within walking distance to downtown and lake. Plenty of greenspace and deck and parking. Brand new kitchen fully stocked including oil spices tea coffee. Separate entrance with self-check in. Own free laundry facilities. Close to beach, promenade, festivals, trails, restaurants, shopping and more. 45 mins to Niagara Falls and Toronto. Wi-Fi, freezer, cable, Netflix included. 3 piece bathroom and unlimited towels.

Top guest favourite

Loft in Mono

4.97 out of 5 average rating, 116 reviews

Hockley Haven

Kick back and relax in this calm, stylish space. Newly renovated cozy 1 bedroom carriage house loft (appx 650 sq ft) above detached 3 bay garage in serene country setting on 5 acres of pine and cedar with a river running thru it. Pullout couch can accommodate 2 additional people. Walk across the road to Pollinator Garden & Island Lake Trails. 6 min drive to Hockley Valley Resort and Adamo Estate Winery, as well as beautiful downtown Orangeville boasting fabulous restaurants and quaint shops.

Top guest favourite

Home in The Beaches

4.99 out of 5 average rating, 143 reviews

Heated Pool-tub Open 365 Days

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, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Guest favourite

Home in St. Catharines

4.89 out of 5 average rating, 38 reviews

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)

Top guest favourite

Home in Fonthill

5 out of 5 average rating, 19 reviews

5star Home in Fonthill

Modern, luxury new-built home in a quiet street. Ideal for travelling families or couples. Private bathrooms, super soft carpet, and firm bamboo mattresses are in each bedroom. Like a hotel, you get everything, but much more! privacy. The spacious open-concept main floor offers modern, stylish furniture, a 65-inch TV with Netflix, Disney+, and international channels, including sports and PPV. You can enjoy your private backyard with a wooden deck, BBQ, and outdoor furniture.

Guest favourite

Condo in Elora

4.86 out of 5 average rating, 113 reviews

Elora Grandeur: The Pinnacle Retreat"

Discover a bright and modern 3-bedroom Airbnb in the heart of Elora, perfectly positioned just across from the enchanting Elora Mill. This charming retreat is not only an ideal space for wedding parties to prepare in style and convenience but also a welcoming haven for anyone visiting Elora. With its stylish design and cozy ambiance, it offers a delightful escape where you can relax and unwind. Whether you're drawn to the picturesque views, or the historical charm of Elora.

Top guest favourite

Apartment in Orangeville

4.98 out of 5 average rating, 45 reviews

Beautiful Getaway in Orangeville

Enjoy some time away at this unique and tranquil getaway. Beautiful and spacious 1 bedroom apartment (plus 2 futons), a 5 minute walk to Island Lake Conservation. Located in a quiet neighbourhood close to the downtown area full of amazing restaurants and shops. A short driving distance to nature getaways Mono Cliffs, Cheltenham Badlands, Bruce Trail, Hockley Valley and Adamo Estate & Winery. Perfect for nature lovers, ski enthusiasts, hikers, kayakers, and families.

Guest favourite

Apartment in The Beaches

4.92 out of 5 average rating, 119 reviews

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

Guest favourite

Home in Lincoln

4.93 out of 5 average rating, 302 reviews

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 **

Superhost

Home in Elora

4.77 out of 5 average rating, 264 reviews

Country Oasis in the Village - 4 bed - 2 bath home

Sprawling ranch style home on one of Elora’s most sought after streets. Steps away from Irvine creek and under a 15 minute walk to downtown Elora. The home is set on a massive park-like lot and boasts an expansive open concept living room, dining room and kitchen with cathedral ceilings. The home offers four bedrooms as well as two full bathrooms. Dishwasher, coffee maker and an abundance of parking.