Guesthouse holiday rentals in Milton

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Top-rated Guesthouses in Milton

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

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Guest favourite

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

17–24 Oct

$162 NZD per night

Guest favourite

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.

19–26 Nov

$194 NZD per night

Guest favourite

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.

19–26 Jul

$478 NZD per night

Guest favourite

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.

14–21 Jul

$327 NZD per night

Guest favourite

Guesthouse in Brampton

4.84 out of 5 average rating, 132 reviews

CozyStay in Brampton

Welcome to COZY STAY ! Here, you can enjoy your stay with full utilities, King beds, the romantic garden, in a calm neighborhood. It's also surrounded with places of interest. Why spend more on hotels ! Within walking distance to shops, banks, restaurants, &markets 6min to a gas station &Tim Hortons. 8min to highway 407 & highway 401 10min to Toronto Premium outlets 20min to Toronto Pearson Airport 30min to downtown Toronto 1h52 to Bluemountain village 1hr20 to Byng Island

27 Mar – 3 Apr

$195 NZD per night

Guest favourite

Guesthouse in Lincoln

4.99 out of 5 average rating, 107 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 2-4 (2 nights/3 days) MAY 14-22 MAY 25-31 JUNE 3-7 (4 nights/5 days) JUNE 9-1 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 station on-site

11–18 Aug

$1,091 NZD per night

Guest favourite

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.

7–14 Oct

$189 NZD per night

Guest favourite

Guesthouse in Kitchener

4.93 out of 5 average rating, 257 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.

12–19 Mar

$205 NZD per night

Guest favourite

Guesthouse in Burlington

4.87 out of 5 average rating, 107 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.

20–27 Apr

$145 NZD per night

Guest favourite

Guesthouse in Guelph

4.96 out of 5 average rating, 327 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.

11–18 Jan

$195 NZD per night

Guest favourite

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.

5–12 Jul

$129 NZD per night

Guest favourite

Guesthouse in Elora

4.96 out of 5 average rating, 318 reviews

Wrights Coach House

The Wright's Coach House offers a quiet and rustic retreat that is only steps to the beautiful downtown village of Elora! This private space offers a cozy yet spacious area with room for 6 guests. From the surrounding woods to the scenic walk downtown we can offer a quiet stay & give you the secrets of the locals to give that extra boost to your visit. Come and see us!

5–12 Dec

$348 NZD per night

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

Superhost

Guesthouse in Toronto

4.87 out of 5 average rating, 435 reviews

Unique Studio with Sauna

18–25 Aug

$458 NZD per night

Guest favourite

Guesthouse in Toronto

4.94 out of 5 average rating, 120 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

21–28 Dec

$308 NZD per night

Guest favourite

Guesthouse in Lincoln

4.84 out of 5 average rating, 116 reviews

Cozy Rustic Cabin In Wine Country on Bruce Trail

27 Sep – 4 Oct

$145 NZD per night

Guest favourite

Guesthouse in Richmond Hill

4.93 out of 5 average rating, 29 reviews

Welcome to your home away from home!

3–10 Sep

$216 NZD per night

Guesthouse in Toronto

4.91 out of 5 average rating, 75 reviews

West End Toronto Canadiana Chic basement suite

6–13 Apr

$214 NZD per night

Guest favourite

Guesthouse in Waterford

4.76 out of 5 average rating, 78 reviews

14 acre forest paradise Upscale Loft with Pool

27 Feb – 6 Mar

$261 NZD per night

Guesthouse in Maryhill

Sage Room @ Maryhill Inn

30 Oct – 6 Nov

$304 NZD per night

Guest favourite

Guesthouse in Lincoln

4.81 out of 5 average rating, 398 reviews

Cozy Rustic Cabin in Wine Country

30 Sep – 7 Oct

$140 NZD per night

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Guesthouses with a patio

Guest favourite

Guesthouse in Erin

4.78 out of 5 average rating, 23 reviews

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

9–16 Nov

$167 NZD per night

Guest favourite

Guesthouse in Oakville

4.84 out of 5 average rating, 56 reviews

Adorable 1BR Private basement Apt with ravine view

5–12 Aug

$208 NZD per night

Guest favourite

Guesthouse in Hamilton

4.9 out of 5 average rating, 72 reviews

Country Cabin Get-Away

5–12 Mar

$149 NZD per night

Guest favourite

Guesthouse in Erin

4.99 out of 5 average rating, 91 reviews

The Captain's Cottage at Willow Pond

31 May – 7 Jun

$346 NZD per night

Guest favourite

Guesthouse in Hamilton

5.0 out of 5 average rating, 26 reviews

Charming Coach House steps away from Locke St.

27 Oct – 3 Nov

$263 NZD per night

Guest favourite

Guesthouse in Lincoln

4.96 out of 5 average rating, 27 reviews

Loft in Jordan: private balcony, close to wineries

1–8 Sep

$244 NZD per night

Guest favourite

Guesthouse in Mississauga

5.0 out of 5 average rating, 59 reviews

Zorro Guest Suite

24–31 Oct

$189 NZD per night

Guest favourite

Guesthouse in Lincoln

4.99 out of 5 average rating, 82 reviews

Barn on the Bench

25 Mar – 1 Apr

$348 NZD per night

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Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Erin

4.93 out of 5 average rating, 28 reviews

Secluded French Chateau Estate

9–16 Feb

$633 NZD per night

Guest favourite

Guesthouse in Mississauga

4.94 out of 5 average rating, 67 reviews

Private, stylish and comfortable.

6–13 May

$193 NZD per night

Guest favourite

Guesthouse in Orangeville

4.97 out of 5 average rating, 99 reviews

A bright & stylish urban studio

28 Oct – 4 Nov

$137 NZD per night

Guest favourite

Guesthouse in Richmond Hill

5.0 out of 5 average rating, 11 reviews

New Cozy Entire 1 Bedroom Coach House

25 Oct – 1 Nov

$201 NZD per night

Guest favourite

Guesthouse in Guelph

4.96 out of 5 average rating, 72 reviews

Beautiful South End Two Bedroom Apartment.

3–10 Aug

$196 NZD per night

Guest favourite

Guesthouse in Guelph

4.98 out of 5 average rating, 65 reviews

The Coach House by the Park

13–20 Oct

$185 NZD per night

Guest favourite

Guesthouse in Mississauga

4.8 out of 5 average rating, 76 reviews

Luxury two-bedrooms guest house

6–13 Apr

$189 NZD per night

Superhost

Guesthouse in Oakville

5.0 out of 5 average rating, 6 reviews

Luxury & Private - Exec. Retreat at Lake

26 Jun – 3 Jul

$244 NZD 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, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
240 reviews

Guesthouse holiday rentals in Milton

Top-rated Guesthouses in Milton

Holiday rentals for every style

Apartments

Houses

Hotels

Popular amenities for Milton guesthouses

Family-Friendly guesthouses

Guesthouse in Toronto

Guesthouse in Toronto

Guesthouse in Lincoln

Guesthouse in Richmond Hill

Guesthouse in Toronto

Guesthouse in Waterford

Guesthouse in Maryhill

Guesthouse in Lincoln

Guesthouses with a patio

Guesthouse in Erin

Guesthouse in Oakville

Guesthouse in Hamilton

Guesthouse in Erin

Guesthouse in Hamilton

Guesthouse in Lincoln

Guesthouse in Mississauga

Guesthouse in Lincoln

Guest house rentals with a washing machine and dryer

Guesthouse in Erin

Guesthouse in Mississauga

Guesthouse in Orangeville

Guesthouse in Richmond Hill

Guesthouse in Guelph

Guesthouse in Guelph

Guesthouse in Mississauga

Guesthouse in Oakville

Quick stats about guesthouse rentals in Milton

Total rentals

Local attractions

Popular amenities

Wi-Fi availability

Rentals with dedicated workspaces

Total number of reviews

Destinations to explore