Apartment holiday rentals in Milton

Condo Style Basement in Oakville (Walk Up)

Looking for a cozy and comfortable place to stay during your next vacation or business trip? This spacious and stylish Airbnb accommodates up to 6 guests! Our beautiful space features everything you need to feel right at home! This condo style basement apartment is located in Oakville, one of Ontario’s most desirable neighbourhoods. 2 bedrooms with walk in closets 2 full bathrooms Sofa-come bed Contemporary chef kitchen (including utensils ) TV with Disney Plus and Netflix Dryer and washers

Family · Value · Hospitality

Elora's Irvine River Suite

Welcome to your private suite, nestled amongst the trees above Elora’s beautiful Irvine River. Steps to the iconic David Street Bridge offering a birds-eye view of the Gorge, one of the most popular views in the village. Take a 5-10 min scenic walk to the Elora Mill or the many fine restaurants and shops, then come back and enjoy a glass of wine on your private porch. It’s the perfect location for a couples retreat, wedding guests, business traveler, a weekend adventurer or solitude seeker!

Location · Family · Quiet

Luxury Pond View Guest Apartment

Licensed. HST included in price. From apartment, Milton District Hospital-2 minutes walk, Toronto-40 minutes drive, Airport-30 minutes drive, Niagara Falls-1 hour, and Kelso, Rattlesnake point and Crawford Lake Conservation Areas at 10 minutes drive. Property is located in a quiet residential area. Salient feature: well-lit space, 1 free parking, 2 BR, 3 beds, extra mattress, high speed internet, full kitchen, modern washroom, in-suite laundry, close to markets, gas stations and restaurants.

Location · Family · Condition

Escape to Fergus

spacious, one-bedroom self contained walkout basement apartment. (Enter through the private entrance into the necessary comforts for an ideal stay on the bank of the Grand River in historic Fergus, Ontario. A short walk to downtown Fergus and nearby walking trails. A five minute drive will bring you to downtown Elora to explore many shops and restaurants. Within a five to 10 minute drive enjoy more beauty of the Elora Gorge or Quarry . Bellwood lake and Cox Creek Winery 10 minute drive.

Family · Value · Getting around

Broken Silo

Built in 1867, our attached carriage house has been renovated into a studio apartment. It has a private bath, complete kitchen, sitting area, in-floor heat, coffee and tea. We are located 7 kms south of Elora, 10 kms west of Fergus and 15 kms north of Guelph in the hamlet of Ponsonby. The apartment has a king size bed and a smart TV. No Pets or Smoking. Longer term rentals are available at discounted prices. We have honey bees, chickens, pigeons and a dog named Penny on the property.

Location · Family · Parking

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior. Note: Tesla EV charging $30 per day extra. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Value · Family · Check-in

Private Entrance 2BR Basement | 2 Full Baths

Relax in this fully furnished, private 2-bedroom basement suite featuring two full ensuite washrooms—one for each bedroom. Enjoy your own entrance, a modern kitchen, in-suite laundry, and thoughtfully designed living space. Perfect for families or professionals who value comfort and privacy. Located in a quiet Milton neighborhood with easy access to transit, GO Station, shopping, and everyday essentials. This property is a licensed Short-Term Rental with the Town of Milton

Family · Location · Condition

Brand New Basement Apartment – 2 Bed, 1 Bath

Brand new legal basement apartment with high-end finishes and premium furnishings. Full kitchen with full-size fridge & stove, 3-piece washroom, large bright windows. Located at Kennedy Circle W & Britannia Rd in Milton, close to shopping, groceries, restaurants and transit. Less than 15 min to Toronto Premium Outlets and Ridgeway Plaza (Mississauga), ~30 min to Toronto Pearson Airport. Includes Netflix & Amazon Prime. Ideal for families, couples or business travelers.

Location · Family · Check-in

The Evelyn Suites - Suite A - Luxury Pied-à-Terre

Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

Location · Value · Hospitality

Stylish In-Law Suite in Georgetown

🏡 In-Law Suite with private entrance, high ceilings, and large windows filled with natural light. Relax on a comfortable King bed, enjoy Netflix, and free WiFi. 🌳 Located on 1 acre in Georgetown, just minutes from restaurants & pubs. Plenty of on-site parking. Faces Main Street, so some traffic noise may be heard. 👨‍👩‍👧 Accommodates 2 adults or 2 adults + 1 child (no 3 adults). ✨ Cleanliness is our top priority — we aim to make every guest happy!

Location · Value · Nearby

2 Cozy bedrooms in a spacious basement

Looking for a place to stay and get a good days rest while in Milton for business or pleasure? I have 2 cozy bedrooms in my home. Parking available upon request. We are close to many restaurants, 2 KMs to the GO station and local public transit is at our door step. Our home is an ideal location for travelers/family for skiing at Kelso or hiking at Rattlesnake Point. We are happy to host you.

Location · Value · Parks

Cozy & Comfortable, Downtown, Parking | TJS2

This 1 bedroom, 1 bath, second floor apartment is fully redesigned, stylish & cozy, and centrally located. Welcome to THE JAMES SUITE II! - Stylish & cozy second floor apartment - Fully equipped kitchen - Fresh linens and towels included - Free, fast WiFi - Nestled downtown Burlington by Village Square - Outdoor security cameras on site - Flexible self-check-in - One free parking space

Value · Location · Nearby