
Guesthouse holiday rentals in Milton
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Top-rated Guesthouses in Milton
Guests agree: These guesthouses 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.

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.

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.

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 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 27-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

House on the Hill
What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

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 Milton guesthouses
Family-Friendly guesthouses

Bright Laneway House

Luxury two Bedroom Basement Suite

The Carriage House in the heart of Wine Country

Historic Blair Road Coach House and Terrace Suite

Lakeshore Loft-quiet and comfortable 1 bedroom apt

Carriage House - Elora

Wrights Coach House

The Blue Lagoon | Pool & Coastal Tinyhome
Guesthouses with a patio

Hollis Haven

Country Guesthouse~ Farm

Millcreek Riverfront Retreat Elora/Fergus

Little Blue Barn on the Bench

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

Family Getaway | Style Meets Comfort |4BD|Bunkbed

Country Villa Fergus Elora
Guest house rentals with a washing machine and dryer

Cozy Private Basement Bedroom with ensuite

Stay in Milton By 401 | Toronto Airport 25 Minutes

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!

Modern Charm: A Luxe 2 Bedroom

Downtown - 1 Bedroom Home Upper unit of house

A bright & stylish urban studio

Spacious + Modern Guest House
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 NZD | $125 NZD | $123 NZD | $113 NZD | $121 NZD | $128 NZD | $143 NZD | $147 NZD | $138 NZD | $130 NZD | $131 NZD | $125 NZD |
| 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 guesthouse rentals in Milton

Total holiday rentals
Explore 20 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at $68 NZD 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 holiday 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!
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