Guesthouse vacation rentals in Milton

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Milton

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Brampton

4.86 out of 5 average rating, 117 reviews

Newly Renovated 2 bdr basement

Newly renovated cozy 2 bdr basement apartment with a seperate entrance Very clean & peaceful space perfect for & short term stay Friendly neighborhood - parks, trails & amenities >Major intersection: Sandalwood & Hurontario * 10 mins to highway 410 * 2 mins walk to bus stop * 5 mins walk to amenities * 10 mins > downtown Brampton & train station * Free parking, self check in *Like hotel stay experience *High quality white beddings ● Verified ID ●No parties, pets, smoking, illegal activities

Guest favorite

Guesthouse in Acton

4.96 out of 5 average rating, 272 reviews

Treehouse in the forest

Treehouse in the Forest is the perfect getaway. Like living at a cottage, minutes away from the city. This place is fully equipped with a bedroom, own kitchenette, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. 10 Minutes to 401. This guesthouse is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.

Guest favorite

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 199 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated 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 on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Guest favorite

Guesthouse in Lincoln

4.93 out of 5 average rating, 157 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.

Guest favorite

Guesthouse in Lincoln

4.96 out of 5 average rating, 136 reviews

Dancing Fields on Tintern

Opened in august 2021, this Country setting loft in wine country - is surrounded by fields and close to local scenic Ball's Falls and golf courses. Minutes from numerous wineries and 5 minute drive from the Bench. converted dance studio this unique space is created with timeless features with touches of modern charm. Perfect for long week get away, 1 hour away from the Toronto city life, 25 minutes from Niagara falls 35 minutes from Niagara on the Lake - 1 hour from the US border (Buffalo)

Guest favorite

Guesthouse in Orangeville

4.96 out of 5 average rating, 126 reviews

A bright & stylish urban studio

Come & relax...in privacy. The "Carriage House" is a 634 square foot studio-style unit is unique & intimate. You will be away from the main house, in your own building. Amazing kitchen, complete with gas range. Spacious & elegant over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for your convenience. 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 favorite

Guesthouse in Lincoln

4.85 out of 5 average rating, 139 reviews

Cozy Rustic Cabin In Wine Country on Bruce Trail

This cute rustic one room cabin can accommodate 2 guests comfortably in the queen size bed. Bruce Trail at your doorstep. Just steps to Vineland Estates Winery. Just a reminder to all my guests in Sept/Oct, because we are located so close to the wineries, please be aware of the bangers that the vineyards use to scare away the birds from the ripe grapes before harvesting. We always welcome dogs, just let us know. Early/Late check in/out can be accommodated for an added fee. Thank you

Guest favorite

Guesthouse in Lincoln

4.99 out of 5 average rating, 156 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JANUARY 26-FEBRUARY 16 FEBRUARY 17-28 MARCH 1-15 MARCH 16-29 MARCH 31-APRIL 30 MAY 1-31 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. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site

Guest favorite

Guesthouse in Brantford

4.88 out of 5 average rating, 127 reviews

Charming Garden Guest House with Modern Comforts

Take it easy at this unique and tranquil getaway and enjoy a delightful stay in a separate studio garden suite for your Brantford trip. The guest house is equipped with AC, heating, and WIFI to make your stay comfortable. Our guest house is less than five minutes away from Hwy access, restaurants, bars, parks, and the Wayne Gretzky Sports Center. A great location for you to discover Brantford the best way. We look forward to hosting you!

Guest favorite

Guesthouse in Lincoln

4.99 out of 5 average rating, 111 reviews

Barn on the Bench

Kick back, relax and enjoy the beautiful vineyard view of the Beamsville Bench in this private guesthouse with private second story patio. Cycling friendly to many wineries and The Bench Brewery. Offers your own kitchen for preparing your own meals, or venture into town just a quick drive away to enjoy great local cuisine. PLEASE NOTE THAT SEPTEMBER IS HARVEST SEASON, SO THE BIRD BANGERS WILL BE HEARD FROM DUSK TO DAWN IN THE FIELDS

Guest favorite

Guesthouse in Mississauga

4.99 out of 5 average rating, 149 reviews

Zorro Guest Suite • Stylish, Cozy & Private

New custom and cozy attached, lower level walkout suite w/ private entrance, on a cul-de-sac in a quiet area. * Ideal for traveling couples or a solo professional. * 15/20 minutes to Pearson Int. Airport & 5 minutes to Square One shopping center. * 30 minute drive to Toronto (unless traveling during rush hour) * 1 parking spot available in our driveway. * Garden views from indoors and from a designated outdoor patio space.

Guest favorite

Guesthouse in Kitchener

4.91 out of 5 average rating, 203 reviews

Charming Private Guesthouse in Downtown Kitchener

You'll be pleasantly surprised by this cozy cottage in the middle of Kitchener! Welcome to our charming guesthouse. You'll have complete private access to our guesthouse bungalow if you choose to book with us. Located just a 5 minute drive from Downtown Kitchener, 12 minutes from Waterloo, and 5 minutes off the highway, you'll be able to easily get to where you need while you're in Kitchener/Waterloo.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Milton guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest favorite

Private room in Little Portugal

4.93 out of 5 average rating, 27 reviews

Private Guesthouse with Sauna

Guest favorite

Guesthouse in Saint Catharines

4.99 out of 5 average rating, 404 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

Private room in Markham

4.82 out of 5 average rating, 74 reviews

friendly house

Guest favorite

Guesthouse in Trinity Bellwoods

4.91 out of 5 average rating, 148 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

Guest favorite

Guesthouse in Lincoln

4.8 out of 5 average rating, 421 reviews

Cozy Rustic Cabin in Wine Country

Superhost

Guesthouse in Bronte West

4.56 out of 5 average rating, 9 reviews

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*

Show all

Guest house rentals with a patio

Guest favorite

Guesthouse in Caledon

4.86 out of 5 average rating, 42 reviews

Caledon rural apartment with hot tub and pool

Guest favorite

Guesthouse in Fergus

5 out of 5 average rating, 18 reviews

Millcreek Riverfront Retreat Elora/Fergus

Guest favorite

Guesthouse in Rural Flamborough

5 out of 5 average rating, 18 reviews

Country Retreat

Guest favorite

Guesthouse in Saint Anns

5 out of 5 average rating, 11 reviews

Mid-century modern pool house

Guest favorite

Guesthouse in Brantford

4.96 out of 5 average rating, 50 reviews

Zen Rustic Garden suite private yoga deck$99 priva

Superhost

Guesthouse in Port Dalhousie

4.83 out of 5 average rating, 53 reviews

Port Dalhousie Guesthouse Sleeps 4

Guest favorite

Guesthouse in Stoney Creek

4.97 out of 5 average rating, 33 reviews

Garden Home

Guest favorite

Guesthouse in Copetown

5 out of 5 average rating, 45 reviews

Headwater Haven | 2 King-Beds

Show all

Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Markham

4.88 out of 5 average rating, 34 reviews

2 bedroom Guest house in North of Toronto

Guest favorite

Guesthouse in Mississauga

4.82 out of 5 average rating, 34 reviews

Luxury Fully Renovated Guest House - fully private

Guest favorite

Guesthouse in Richmond Hill

5 out of 5 average rating, 46 reviews

"Modern Urban Studio Retreat"

Guest favorite

Guesthouse in Mississauga

4.92 out of 5 average rating, 25 reviews

Cozy guest unit

Guest favorite

Guesthouse in Toronto

4.96 out of 5 average rating, 67 reviews

Newly Built, One-Bedroom Stylish Apartment

Guest favorite

Guesthouse in Upper Beaches

5 out of 5 average rating, 59 reviews

Designer Beach Retreat.

Guest favorite

Guesthouse in Guelph

4.82 out of 5 average rating, 11 reviews

Legal 2BD APT - 30% Off For Last Minute Booking

Superhost

Guesthouse in Richmond Hill

5 out of 5 average rating, 4 reviews

Cozy Bachelor Suite w/ Private Entrance & Parking

Show all

Quick stats about guesthouse rentals in Milton

Total rentals
20 properties
Total number of reviews
430 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Toronto Premium Outlets, Kelso Conservation Area, and Rockwood Conservation Area

Guesthouse vacation rentals in Milton

Top-rated guesthouse rentals in Milton

Vacation rentals for every style

Houses

Cottages

Apartments

Popular amenities for Milton guesthouse rentals

Family-friendly guest house rentals

Private room in Little Portugal

Guesthouse in Saint Catharines

Private room in Markham

Guesthouse in Trinity Bellwoods

Guesthouse in Lincoln

Guesthouse in Bronte West

Guest house rentals with a patio

Guesthouse in Caledon

Guesthouse in Fergus

Guesthouse in Rural Flamborough

Guesthouse in Saint Anns

Guesthouse in Brantford

Guesthouse in Port Dalhousie

Guesthouse in Stoney Creek

Guesthouse in Copetown

Guest house rentals with a washer and dryer

Guesthouse in Markham

Guesthouse in Mississauga

Guesthouse in Richmond Hill

Guesthouse in Mississauga

Guesthouse in Toronto

Guesthouse in Upper Beaches

Guesthouse in Guelph

Guesthouse in Richmond Hill

Quick stats about guesthouse rentals in Milton

Total rentals

Total number of reviews

Rentals with dedicated workspaces

Wifi availability

Popular amenities

Local attractions

Destinations to explore