Guesthouse holiday rentals in Milton

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Milton

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse in Acton

4.96 out of 5 average rating, 260 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 favourite

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 197 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 favourite

Guesthouse in Lincoln

4.95 out of 5 average rating, 147 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 favourite

Guesthouse in Lincoln

4.97 out of 5 average rating, 131 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 favourite

Guesthouse in Campden

4.98 out of 5 average rating, 397 reviews

Detached 450 sf cottage

Private detached cottage located in the hamlet of Campden in Niagara's wine country. The cottage has one Queen bed located in a bedroom separated from the main area by a curtain and also one pull-out sofa located in the living area. Located on top of the Beamsville Bench minutes from Jordan Village & Balls Falls. Drive, bike, or walk to wineries such as Vineland Estates (2.6 km), Vienni (1.3 km), Tawse (2.6 km) & many others. Approximately a 30 minute drive to NOTL wineries and Niagara Falls.

Guest favourite

Guesthouse in Orangeville

4.96 out of 5 average rating, 121 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 favourite

Guesthouse in Saint Anns

4.98 out of 5 average rating, 187 reviews

The Carriage House @ Mingle Hill

A country oasis on an Organic Lavender & Herb farm located on the Beamsville Bench, in the heart of Niagara wine country. We are within minutes of 40+ wineries and the finest food in Ontario. Relax, have a glass of wine on your private deck. Enjoy a morning coffee on the beautiful garden terrace, or exploring our farm. Have fun hiking the Bruce Trail or visiting one of Niagara's many attractions. We are approx. 40 min to picturesque Niagara-on-the-Lake and 30 min to Niagara Falls.

Guest favourite

Guesthouse in Burlington

4.87 out of 5 average rating, 142 reviews

Njoukwe Empire Suite

It is a spacious, beautiful Suite, a great place for a small gateway for a couple with or without children. I am very close to the highway, and due to the window AC in the bedroom and living room (you may hear noise from the highway), light sleepers may find it bothersome, but overall it is perfect. I am 40 minutes drive from Niagara on the Lake and Toronto (20 minutes to the Go Train station). My place is economically convenient for anything.

Guest favourite

Guesthouse in Lincoln

4.99 out of 5 average rating, 142 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS OCTOBER 28-NOVEMBER 2 (5 nights/6 days) NOVEMBER 15-22 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 charger on-site.

Guest favourite

Guesthouse in Brantford

4.89 out of 5 average rating, 112 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 favourite

Guesthouse in Lincoln

4.99 out of 5 average rating, 106 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 favourite

Guesthouse in Guelph

4.95 out of 5 average rating, 360 reviews

Private, sunny cottage steps from downtown Guelph

Our private cottage is steps from downtown Guelph. The cottage is complete with a kitchenette and a bathroom with a large shower. The cottage is a separate building located in our back garden.You access the cottage along the driveway and stone pathway through the back garden. There is free wireless Internet along with Rogers Ignite TV and Netflix. The living room is spacious and there is one bedroom with a king- sized bed.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Milton guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Private room in Markham

4.82 out of 5 average rating, 74 reviews

friendly house

Guest favourite

Guesthouse in West Montrose

4.89 out of 5 average rating, 244 reviews

Grand River Pathways

Guest favourite

Guesthouse in Waterford

4.78 out of 5 average rating, 85 reviews

14 acre forest paradise Upscale Loft with Pool

Private room in Kitchener

King Bed Ensuite Type 1 room - Guest House

Guest favourite

Guesthouse in Trinity Bellwoods

4.92 out of 5 average rating, 143 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

Guest favourite

Guesthouse in Lincoln

4.8 out of 5 average rating, 419 reviews

Cozy Rustic Cabin in Wine Country

Superhost

Guesthouse in Little Portugal

4.86 out of 5 average rating, 475 reviews

Unique Studio with Sauna

Private room in Maryhill

Sage Room @ Maryhill Inn

Show all

Guesthouses with a patio

Guest favourite

Guesthouse in Erin Mills

4.94 out of 5 average rating, 90 reviews

Cozy & stylish basement apartment in Mississauga

Guest favourite

Guesthouse in Hamilton

4.96 out of 5 average rating, 102 reviews

Hollis Haven

Guest favourite

Guesthouse in Lincoln

4.96 out of 5 average rating, 78 reviews

Loft in Jordan: private balcony, close to wineries

Guest favourite

Guesthouse in Fergus

5 out of 5 average rating, 15 reviews

Millcreek Riverfront Retreat Elora/Fergus

Superhost

Guesthouse in Rural Flamborough

5 out of 5 average rating, 10 reviews

Country Retreat

Guest favourite

Guesthouse in Elora

4.94 out of 5 average rating, 66 reviews

Studio Blue, tiny home retreat

Guest favourite

Guesthouse in Rural Flamborough

4.98 out of 5 average rating, 45 reviews

Everybody into The Pool House!

Guest favourite

Guesthouse in Erin

4.81 out of 5 average rating, 27 reviews

Guest Suite (Basement) in Erin- Hiker's paradise.

Show all

Guest house rentals with a washing machine and dryer

Superhost

Guesthouse in Mississauga

4.75 out of 5 average rating, 119 reviews

Luxury two-bedrooms guest house

Guest favourite

Guesthouse in Brampton

5 out of 5 average rating, 29 reviews

Bright and Airy Guest Suite with Pool

Guest favourite

Guesthouse in Richmond Hill

5 out of 5 average rating, 28 reviews

"Modern Urban Studio Retreat"

Guest favourite

Guesthouse in Hamilton

4.89 out of 5 average rating, 28 reviews

Juravinski Hospital - Emerald Garden Unit 2 Bed

Guest favourite

Guesthouse in Oakville

4.89 out of 5 average rating, 47 reviews

Spacious Basement Apartment

Superhost

Guesthouse in Brantford

4.84 out of 5 average rating, 31 reviews

Langford Guesthouse

Guest favourite

Guesthouse in Stoney Creek

4.96 out of 5 average rating, 28 reviews

Garden Home

Guest favourite

Guesthouse in Guelph

4.98 out of 5 average rating, 45 reviews

Private,Modern South End 1 Bedroom Basement suite.

Show all

Quick stats about guesthouse rentals in Milton

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

Guesthouse holiday rentals in Milton

Top-rated Guesthouses in Milton

Holiday rentals for every style

Houses

Apartments

Hotels

Popular amenities for Milton guesthouses

Family-Friendly guesthouses

Private room in Markham

Guesthouse in West Montrose

Guesthouse in Waterford

Private room in Kitchener

Guesthouse in Trinity Bellwoods

Guesthouse in Lincoln

Guesthouse in Little Portugal

Private room in Maryhill

Guesthouses with a patio

Guesthouse in Erin Mills

Guesthouse in Hamilton

Guesthouse in Lincoln

Guesthouse in Fergus

Guesthouse in Rural Flamborough

Guesthouse in Elora

Guesthouse in Rural Flamborough

Guesthouse in Erin

Guest house rentals with a washing machine and dryer

Guesthouse in Mississauga

Guesthouse in Brampton

Guesthouse in Richmond Hill

Guesthouse in Hamilton

Guesthouse in Oakville

Guesthouse in Brantford

Guesthouse in Stoney Creek

Guesthouse in Guelph

Quick stats about guesthouse rentals in Milton

Total rentals

Total number of reviews

Rentals with dedicated workspaces

Wi-Fi availability

Popular amenities

Local attractions

Destinations to explore