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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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Top guest favourite
A studio room features a spacious bed with crisp linens and a decorative throw. Comfortable seating areas include armchairs and a small table. Natural light filters in through the windows, enhanced by a ceiling fan overhead. The kitchen and dining area are visible in the background.
Guest house in Orangeville
4.95 out of 5 average rating, 145 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 green plastic chair is placed on a wooden deck, positioned to face a serene lake view. Grass and a winding path lead toward the water's edge. A figure resembling a child in a pink hat is seated in the chair, enjoying the tranquil outdoor setting.
Guest house in Hamilton Beach
4.85 out of 5 average rating, 215 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax overlooking the lake. Right on the waterfront trail, roller blade, bike, or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, good Wi-Fi, Fire-pit , BBQ, Kayaks, Coffee& base cooking supplies. Certified of compliance the building code act, 1992, section 15.1

Top guest favourite
A doorway opens to a private deck featuring two wooden chairs with white cushions and a small table between them. The view showcases lush greenery and rolling farmland, under a clear sky.
Guest house in Lincoln
4.94 out of 5 average rating, 217 reviews

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.

Top guest favourite
An open concept living area features a comfortable gray sofa facing a wooden coffee table. A small dining table and two chairs are positioned nearby beside a bookshelf adorned with decor and framed pictures on the wall, adding a touch of character to the space.
Guest house in Lakeshore
4.95 out of 5 average rating, 110 reviews

Lakeshore Loft-quiet and comfortable 1 bedroom apt

Located a short walk to the shores of Lake Ontario, is our 2nd floor quiet, clean, and private loft. Enter the private entrance into a newly built complete kitchen/dining, 5 piece bathroom, 1 bedroom and spacious rooms complimented by big bright windows. The Lofts’ location is: ✔️steps to Lake Ontario ✔️ walking distance to grocery, pharmacy, wine/beer ✔️minutes to Port Dalhousie ✔️a short drive to Niagara Falls, Niagara on the Lake ✅ Licensed, insured and exceeds fire and safety regulations

Guest favourite
A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.
Guest house in Richmond Hill
4.93 out of 5 average rating, 182 reviews

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

Guest favourite
A cozy living area features a leather sofa and an accent chair beside a coffee table. A fireplace is framed by a white brick wall, and a television is mounted above. Natural light streams through large windows, illuminating a dining table with metal chairs.
Guest house in Hamilton
4.78 out of 5 average rating, 227 reviews

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

Guest favourite
Guest house in Toronto
4.86 out of 5 average rating, 486 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
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 Greenwood-Coxwell
4.98 out of 5 average rating, 218 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, 171 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
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
4.93 out of 5 average rating, 175 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. Firewood is included, adding great value. You WILL hear wildlife and farm animals here. A pet is welcome, please include them under “guests.”

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, 106 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!

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, 146 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.

Popular amenities for guest house rentals in Milton

When is the best time to visit Milton?

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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 £30 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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