
Guest house holiday rentals in Milton
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Top-rated guest house rentals in Milton
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Guesthouse on Lake Ontario Niagara
Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Enjoy the direct waterfront views from the living room, bedroom and private Muskoka chairs. We are located along the shore of Lake Ontario amongst the fruit belt of the Niagara region. vineyards, peach, nectarine and plum trees. Shops, Restaurants, and Award Winning Wineries. FREE TESLA charger 🔌 on-site. Free wine Direct Lakefront OPEN TIMESLOTS MARCH 4 (1 night/2 days) MARCH 6-8

A bright & stylish urban studio
Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

Little Blue Barn on the Bench
Beautifully situated in the heart of Niagara's wine country and minutes away from the Bruce trail and other hiking favourites, our guest house boasts peaceful views of rolling farmland. Built on top of a barn-style workshop, this private and peaceful studio space is the perfect Niagara getaway for a couple or an individual. Come catch a stunning sunset on your own private deck while you sip a glass of wine or enjoy a coffee. Other perks for your enjoyment: king size bed and out door firepit.

Cozy Rustic Cabin in Wine Country
This cute rustic one room cabin can accommodate 2 guests comfortably in the queen size bed. Bruce Trail at your doorstep. Just steps to Vineland Estates Winery. Just a reminder to all my guests in Sept/Oct, because we are located so close to the wineries, please be aware of the bangers that the vineyards use to scare away the birds from the ripe grapes before harvesting. We always allow Dogs at the cabin, just let us know. Early/ Late check can be accommodated for an added fee. Thank you

Balcony House with Separate Entrance,free Parking
Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

Newly renovated, homely 2 bedroom suite
Welcome to our homey secondary suite with big windows and lots of natural light. Our freshly renovated suite of 900 sqft is ideal for a family or friends visiting Hamilton. The open concept is ideal for staying in or using it for evening purposes. Make your stay the most comfortable and fun with our eye-catching suite. Enjoy nearby restaurants, movie theater, golf clubs, parks, conservation areas. We can't wait to welcome you soon. Free street parking right in front of the house at all time

Dancing Fields on Tintern
Opened in august 2021, this Country setting loft in wine country - is surrounded by fields and close to local scenic Ball's Falls and golf courses. Minutes from numerous wineries and 5 minute drive from the Bench. converted dance studio this unique space is created with timeless features with touches of modern charm. Perfect for long week get away, 1 hour away from the Toronto city life, 25 minutes from Niagara falls 35 minutes from Niagara on the Lake - 1 hour from the US border (Buffalo)

Headwater Haven | 2 King-Beds
Experience luxury and tranquility just outside Dundas! Situated minutes from local golf courses, waterfalls, trails, biking routes and the Dundas Valley Conservation Area. This 2-bedroom sanctuary features King-sized beds, boasts 12-Ft ceilings and an indoor fireplace, offering elegance and comfort. Enjoy the spa-like bathroom with its heated floor, large tiled shower and dual rainfall showerheads. Unwind in the cozy living area or step outside to the patio and make memories by the campfire.

Unique Studio with Sauna
Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

Sweet Studio Cottage Cozy Fireplace Backyard Haven
Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

The Captain's Cottage at Willow Pond
You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.
Popular amenities for guest house rentals in Milton
Family-friendly guest house rentals

The Coach House on Broadway

Entire 2 bed boutique basement suite - near parks

Millcreek Riverfront Retreat Elora/Fergus

Modern Charm: A Luxe 2 Bedroom

Peaceful and Cozy High Park Laneway Studio

Langford Guesthouse

Airport| Couples| Garden Suite| Skylight |Smart TV

Pleasant stay Mississauga
Guest house rentals with a patio

Guesthouse w/ HOT TUB mins from Subway & Danforth

Country Guesthouse~ Farm

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

Luxury 1BD Suite/A+ Location!

Rustic Zen Garden house with deck for Yoga $89

Private Pool House near UoG

Island Lake Guest House
Guest house rentals with a washing machine and dryer

Family Friendly Milton Stay Near Airport & Toronto

Bright and Airy Guest Suite with Pool

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!

Cozy Private 1-Bedroom Suite | Entire Apartment

Downtown - 1 Bedroom Home Upper unit of house

Spacious + Modern Guest House

Detached 450 sf cottage
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $88 SGD | $89 SGD | $79 SGD | $84 SGD | $91 SGD | $96 SGD | $107 SGD | $110 SGD | $103 SGD | $97 SGD | $98 SGD | $93 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about guest house rentals in Milton

Total holiday rentals
Explore 20 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Milton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Milton rentals

4.8 Average rating
Milton stays are highly rated by guests – averaging 4.8 out of 5!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Downsview Park
- Toronto City Hall
- Christie Pits Park
- Royal Ontario Museum




