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Guest house holiday rentals in Milton

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Milton

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Guest favourite
Guest house in Orangeville
4.94 out of 5 average rating, 149 reviews

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 :)

Guest favourite
A well-appointed kitchen features wooden cabinets and sleek stainless steel appliances, including a gas stove and dishwasher. Countertops are made of granite, with a window providing natural light. Minimalistic decor is complemented by subtle lighting, enhancing the functionality of the space.
Guest house in Brantford
4.88 out of 5 average rating, 103 reviews

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.

Guest favourite
A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.
Guest house in Halton Hills
4.92 out of 5 average rating, 178 reviews

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.

Top guest favourite
Guest house in Little Portugal
4.87 out of 5 average rating, 493 reviews

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

Top guest favourite
A cozy studio space features high ceilings with exposed wooden beams and a bright, airy atmosphere. A double bed is adorned with a soft blanket, while a seating area with a rattan chair and small sofa invites relaxation. Natural light flows through large windows, illuminating the room.
Guest house in Guelph
4.91 out of 5 average rating, 608 reviews

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.

Top guest favourite
The exterior of a modern tiny home is depicted, featuring light-colored siding and large windows. A set of stairs leads to a welcoming deck, adorned with potted plants and two wooden chairs. An umbrella stands near the entrance, providing shade for outdoor relaxation.
Guest house in Toronto
4.98 out of 5 average rating, 224 reviews

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.

Top guest favourite
Guest house in Hamilton
5 out of 5 average rating, 179 reviews

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.

Top guest favourite
The entrance displays a well-crafted wooden door, flanked by textured stone walls. A hanging planter filled with vibrant flowers is positioned beside the door, complemented by lush green foliage at the base. A welcome mat lies on the ground, inviting guests into the space.
Guest house in Morriston
4.96 out of 5 average rating, 110 reviews

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!

Top guest favourite
A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.
Guest house in Brampton
5 out of 5 average rating, 104 reviews

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.

Top guest favourite
The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.
Guest house in Lincoln
4.96 out of 5 average rating, 302 reviews

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

Guest favourite
A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.
Guest house in Erin
4.96 out of 5 average rating, 149 reviews

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.

Top guest favourite
A vibrant sunflower garden showcases tall, bright yellow blooms surrounded by lush green leaves. In the background, a serene landscape is visible. The figure stands among the flowers, partially obscured by the sunflowers, creating a peaceful outdoor scene.
Guest house in Saint Anns
4.98 out of 5 average rating, 213 reviews

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

When is the best time to visit Milton?

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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
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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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