
Guesthouse vacation rentals in Milton
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Milton

Total vacation rentals
Explore 20 vacation rentals in Milton

Nightly prices starting at
Milton vacation rentals start at G$8,368 GYD 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

Wi-Fi availability
20 of Milton vacation rentals include wi-fi 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!
Top-rated guesthouse rentals in Milton
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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.

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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

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

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.

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.

Melville Guesthouse
Welcome to The Melville Guesthouse, a charming one-bedroom retreat on a quiet street in Elora. Enjoy the privacy of your yard while being a short walk from downtown, the Elora Centre for the Arts, the river, and historic homes. Whether you’re here for trails, boutique shops, or Elora’s arts and dining scene, our standalone guesthouse offers comfort and convenience—perfect for couples and families, with a pull-out couch for extra guests. Ideally located, you’re near everything Elora offers.

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.

Carriage House - Elora
Discover a piece of history in Elora, Ontario. This beautiful stone, board & batten private 1-bedroom building was the former carriage house, and is nestled at the rear of the Postmaster's yard. Enjoy the spacious king bed, fireplace, and beautiful garden oasis. Only a 10-minute walk to the downtown. The yard and parking is shared with the Postmaster's House - nothing else is shared! *Please note: the interior space-saving staircase is steep and may not be suitable for all guests*

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 JUNE 17 (1 night/2 days) 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 orchards and the Lake
Popular amenities for Milton guesthouse rentals
Family-friendly guest house rentals

Stay in Milton By 401 | Toronto Airport 25 Minutes

Charming Private Guesthouse in Downtown Kitchener

Private Coach House near the Bluffs

Modern Loft with Immersive Theatre Experience

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!

On the Vineyard @ 1068, Niagara on the Lake

Spacious + Modern Guest House
Guest house rentals with a patio

Hollis Haven

Country Guesthouse~ Farm

Millcreek Riverfront Retreat Elora/Fergus

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

The Captain's Cottage at Willow Pond

Cozy Guesthouse Heart of RichmondHill Bayview

Red Door retreat guesthouse
Guest house rentals with a washer and dryer

Heart of Mississauga, Cozy and Bright Apartment

Cozy Private Basement Bedroom with ensuite

Luxury two Bedroom Basement Suite

Guest House. Private. Above-Ground. Not a Basement

Guesthouse Hideaway Caledon 3Bath • 3Beds

Cozy Private 1-Bedroom Suite | Entire Apartment

Downtown - 1 Bedroom Home Upper unit of house

Bright Designer Retreat • Private Deck • Workspace
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,062 GYD | G$15,272 GYD | G$15,062 GYD | G$13,807 GYD | G$14,853 GYD | G$15,690 GYD | G$17,573 GYD | G$17,991 GYD | G$16,945 GYD | G$15,899 GYD | G$16,109 GYD | G$15,272 GYD |
| 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 |
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- 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
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Wilfrid Laurier University
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Sheppard–Yonge Station
- Yorkdale Shopping Centre





