
Guest house holiday rentals in Milton
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Top-rated guest house rentals in Milton
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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 :)

Langford Guesthouse
Set on the side of a 7 acre country property, the guesthouse is minutes from Brantford and Ancaster. Enjoy the beautiful open countryside views, & a cozy little place to relax. Just around the corner from the Twin Valley Zoo, and the Rail Trail. Some other local attractions include the Historic Bell Homestead, Wayne Gretzky Sports Centre, the Windmill Country Market, Grand River, Grand River cruises (must be booked ahead of time), and Grand Adventures for canoeing in the nearby town of Paris.

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views.

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

Sweet Studio Cottage Backyard Nature 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 one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Adorable, modern tiny home in Leslieville
Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Boutique coach house with Scandinavian Steam Sauna
Morwick Lane - a boutique retreat steps from Hamilton’s best downtown spots, and just an hour from Toronto and Niagara Falls. This restored coach house features curated comforts including a sleek fireplace, luxurious bedding, and a cedar Scandinavian sauna. Enjoy the garden shower after your steam sauna, then unwind in the courtyard with a fireplace and stunning gardens. Perfect for a romantic escape or solo wellness retreat, Morwick Lane invites you to experience something unforgettable.

Country Getaway Guest Loft Sleeps 5 people
Relax in this peaceful 2 bedroom 2-bed place in a country setting. Located a few minutes south of Guelph with easy access to the 401. Pearson Airport, Hamilton, Milton, Mississauga, and Kitchener Waterloo are all within 35 minutes. Stroll down the country lane or a nearby trail. Check out a local restaurant – Bistro Reunion, The Danish Place, Change of Pace, Sleemans Brewery, or figure out who did it at the Aberfoyle Mill murder mystery dinner - all within 15 minutes!

Bright and Airy Guest Suite with Pool
Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS MAY 31-JUNE 4 JUNE 8-18 JUNE 21-JULY 6 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards

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.

The Carriage House in the heart of Wine Country
Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.
Popular amenities for guest house rentals in Milton
Family-friendly guest house rentals

Roomy 2 Bed, 2 bath and Balcony.

Private Coach House near the Bluffs

Executive Suite close to Mac

Spacious 2BR - 25 Min to DT

Cozy Private 1-Bedroom Suite | Entire Apartment

Legal 2-Bedroom Basement Apartment

Cozy Guesthouse Heart of RichmondHill Bayview

Bright Mid-Mod Stay
Guest house rentals with a patio

Country Guesthouse~ Farm

Little Blue Barn on the Bench

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

Country Villa Fergus Elora

Bright Designer Retreat • Private Deck • Workspace

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Adorable 1-bedroom guesthouse with gas fireplace.
Guest house rentals with a washing machine and dryer

Cozy Private Basement Bedroom with ensuite

Stay in Milton By 401 | Toronto Airport 25 Minutes

2 bedroom Guest house in North of Toronto

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!

Modern Charm: A Luxe 2 Bedroom

Downtown - 1 Bedroom Home Upper unit of house

Newly renovated, homely 2 bedroom suite
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $92 SGD | $93 SGD | $92 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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 640 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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- Rentals with a patio Milton
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Downsview Park
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Niagara Falls
- Wilfrid Laurier University
- Massey Hall
- Scarborough Town Center
- York University





