Guesthouse vacation rentals in Milton

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Top-rated guesthouse rentals in Milton

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

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Guest favorite

Guesthouse in Aurora

4.92 out of 5 average rating, 114 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

Sep 13 – 20

G$18,617 GYD per night

Guest favorite

Guesthouse in Hamilton

4.83 out of 5 average rating, 184 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

Nov 13 – 20

G$18,268 GYD per night

Guest favorite

Guesthouse in Campden

4.98 out of 5 average rating, 368 reviews

Detached 450 sf cottage

This private detached cottage is 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. about a 30 minute drive to NOTL wineries and Niagara Falls.

Dec 30 – Jan 6

G$20,269 GYD per night

Guest favorite

Guesthouse in Acton

4.97 out of 5 average rating, 230 reviews

Wooden guesthouse in the forest

The guesthouse is the perfect getaway. Like living at a cottage, minutes away from the city. This loft guest house is fully equipped with a bedroom, own kitchen, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. Ten Minutes To 401. This retreat 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.

Jul 19 – 26

G$57,461 GYD per night

Guest favorite

Guesthouse in Saint Anns

4.98 out of 5 average rating, 161 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.

Sep 23 – 30

G$38,730 GYD per night

Guest favorite

Guesthouse in Saint Catharines

4.98 out of 5 average rating, 377 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.

Feb 22 – Mar 1

G$28,552 GYD per night

Guest favorite

Guesthouse in Guelph

4.9 out of 5 average rating, 499 reviews

Beautiful Studio Cottage ~Urban Retreat ~Fast WiFi

Experience an independent, private, sparkling clean studio close to downtown Guelph with full amenities. Located in a gorgeous tree-filled 200 ft backyard, this cozy urban cottage has a comfortable double bed with new mattress, gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, sleeping loft, and private back deck.Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Aug 29 – Sep 5

G$24,988 GYD per night

Guest favorite

Guesthouse in Kitchener

4.93 out of 5 average rating, 256 reviews

Charming century-old coach house

Located on a tree lined street nestled between downtown Kitchener and uptown Waterloo. This former neighbourhood grocery store is steps away from the train station, public transit, G00GLE, Grand River hospital, and the bike friendly Spur Line trail. Short walk to Central Fresh Market for groceries, the LCBO, restaurants, coffee shops, bakeries and brew pubs. Parking space and private entrance on street level make this unique, light-filled guesthouse a cut above.

Aug 20 – 27

G$21,088 GYD per night

Guest favorite

Guesthouse in Burlington

4.87 out of 5 average rating, 106 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.

Feb 1 – 8

G$15,639 GYD per night

Guest favorite

Guesthouse in Guelph

4.96 out of 5 average rating, 326 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.

Jan 5 – 12

G$21,505 GYD per night

Guest favorite

Guesthouse in Kitchener

4.91 out of 5 average rating, 178 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.

May 21 – 28

G$13,593 GYD per night

Guest favorite

Guesthouse in Schomberg

4.93 out of 5 average rating, 344 reviews

Country Cabin for Long and Short Stays Queen bed

Our Country Cabin get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay! Enjoy a little winter getaway and share our paradise in the countryside and be part of it all. You’ll love our location, full kitchen, access to camp fire pit, propane bbq, wifi internet, 40" Smart TV, three piece bathroom, laundry facilities and more.

May 15 – 22

G$22,385 GYD per night

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

Guesthouse in Port Colborne

4.99 out of 5 average rating, 162 reviews

The Loft Suite Niagara's South Coast Guest House

Oct 20 – 27

G$32,432 GYD per night

Superhost

Guesthouse in Toronto

4.87 out of 5 average rating, 435 reviews

Unique Studio with Sauna

Aug 18 – 25

G$52,303 GYD per night

Guest favorite

Guesthouse in Lincoln

4.81 out of 5 average rating, 398 reviews

Cozy Rustic Cabin in Wine Country

Oct 14 – 21

G$15,075 GYD per night

Guest favorite

Guesthouse in Toronto

4.94 out of 5 average rating, 119 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

Dec 11 – 18

G$29,433 GYD per night

Guesthouse in Toronto

4.91 out of 5 average rating, 74 reviews

West End Toronto Canadiana Chic basement suite

Sep 29 – Oct 6

G$23,573 GYD per night

Guest favorite

Guesthouse in Richmond Hill

4.93 out of 5 average rating, 29 reviews

Welcome to your home away from home!

Mar 3 – 10

G$23,136 GYD per night

Guest favorite

Guesthouse in Waterford

4.76 out of 5 average rating, 78 reviews

14 acre forest paradise Upscale Loft with Pool

May 24 – 31

G$40,868 GYD per night

Superhost

Guesthouse in King City

4.67 out of 5 average rating, 3 reviews

Ruby Room

Oct 5 – 12

G$11,065 GYD per night

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Guest house rentals with a patio

Guest favorite

Guesthouse in Lincoln

4.99 out of 5 average rating, 107 reviews

Cottage On Lake Ontario Niagara

Dec 11 – 18

G$57,487 GYD per night

Guest favorite

Guesthouse in Erin

4.78 out of 5 average rating, 23 reviews

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

Nov 22 – 29

G$17,561 GYD per night

Guest favorite

Guesthouse in Hamilton

4.9 out of 5 average rating, 72 reviews

Country Cabin Get-Away

Mar 1 – 8

G$14,672 GYD per night

Guest favorite

Guesthouse in Lincoln

4.96 out of 5 average rating, 27 reviews

Loft in Jordan: private balcony, close to wineries

Nov 20 – 27

G$19,148 GYD per night

Guest favorite

Guesthouse in Hamilton

5.0 out of 5 average rating, 26 reviews

Charming Coach House steps away from Locke St.

Sep 13 – 20

G$29,443 GYD per night

Guest favorite

Guesthouse in Oakville

4.84 out of 5 average rating, 56 reviews

Adorable 1BR Private basement Apt with ravine view

Jun 25 – Jul 2

G$21,054 GYD per night

Guest favorite

Guesthouse in Erin

4.99 out of 5 average rating, 91 reviews

The Captain's Cottage at Willow Pond

Jan 21 – 28

G$36,856 GYD per night

Guest favorite

Guesthouse in Mississauga

5.0 out of 5 average rating, 58 reviews

Zorro Guest Suite

Nov 2 – 9

G$19,883 GYD per night

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Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Brampton

4.84 out of 5 average rating, 132 reviews

CozyStay in Brampton

Jan 31 – Feb 7

G$20,634 GYD per night

Guest favorite

Guesthouse in Erin

4.93 out of 5 average rating, 28 reviews

Secluded French Chateau Estate

Oct 30 – Nov 6

G$65,944 GYD per night

Guest favorite

Guesthouse in Mississauga

4.94 out of 5 average rating, 66 reviews

Private, stylish and comfortable.

Jul 17 – 24

G$20,152 GYD per night

Guest favorite

Guesthouse in Orangeville

4.97 out of 5 average rating, 99 reviews

A bright & stylish urban studio

Feb 11 – 18

G$13,987 GYD per night

Guest favorite

Guesthouse in Guelph

4.96 out of 5 average rating, 72 reviews

Beautiful South End Two Bedroom Apartment.

Aug 13 – 20

G$19,795 GYD per night

Guest favorite

Guesthouse in Guelph

4.98 out of 5 average rating, 64 reviews

The Coach House by the Park

Feb 6 – 13

G$21,376 GYD per night

Guest favorite

Guesthouse in Richmond Hill

5.0 out of 5 average rating, 10 reviews

New Cozy Entire 1 Bedroom Coach House

Sep 8 – 15

G$23,218 GYD per night

Guest favorite

Guesthouse in Mississauga

4.8 out of 5 average rating, 76 reviews

Luxury two-bedrooms guest house

Mar 11 – 18

G$18,142 GYD per night

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Quick stats about guesthouse rentals in Milton

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

Guesthouse vacation rentals in Milton

Top-rated guesthouse rentals in Milton

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Milton guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Port Colborne

Guesthouse in Toronto

Guesthouse in Lincoln

Guesthouse in Toronto

Guesthouse in Toronto

Guesthouse in Richmond Hill

Guesthouse in Waterford

Guesthouse in King City

Guest house rentals with a patio

Guesthouse in Lincoln

Guesthouse in Erin

Guesthouse in Hamilton

Guesthouse in Lincoln

Guesthouse in Hamilton

Guesthouse in Oakville

Guesthouse in Erin

Guesthouse in Mississauga

Guest house rentals with a washer and dryer

Guesthouse in Brampton

Guesthouse in Erin

Guesthouse in Mississauga

Guesthouse in Orangeville

Guesthouse in Guelph

Guesthouse in Guelph

Guesthouse in Richmond Hill

Guesthouse in Mississauga

Quick stats about guesthouse rentals in Milton

Total rentals

Local attractions

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Total number of reviews

Destinations to explore