Guesthouse vacation rentals in Milton

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Top-rated guesthouse rentals in Milton

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Guest favorite

Guesthouse in Brampton

4.86 out of 5 average rating, 116 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, 267 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

4.95 out of 5 average rating, 152 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

4.97 out of 5 average rating, 134 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, 125 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

4.99 out of 5 average rating, 146 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS DECEMBER 28-30 (2 nights/3 days) DECEMBER 31 (New Years still open) JANUARY 1-31 FEBRUARY 1-28 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 Guelph

4.9 out of 5 average rating, 530 reviews

Beautiful Studio Cottage • Urban Retreat Guelph

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 patio. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Guest favorite

Guesthouse in Brantford

4.88 out of 5 average rating, 123 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 Guelph

4.95 out of 5 average rating, 364 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.

Guest favorite

Guesthouse in Elora

4.96 out of 5 average rating, 367 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!

Vacation rentals for every style

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Popular amenities for Milton guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest favorite

Guesthouse in Saint Catharines

4.99 out of 5 average rating, 401 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 Campden

4.98 out of 5 average rating, 403 reviews

Detached 450 sf cottage

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

Guesthouse in Loretto

4.53 out of 5 average rating, 43 reviews

Resort style entire guesthouse (2 rooms)

Guest favorite

Guesthouse in Lincoln

4.85 out of 5 average rating, 139 reviews

Cozy Rustic Cabin In Wine Country on Bruce Trail

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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, 16 reviews

Millcreek Riverfront Retreat Elora/Fergus

Guest favorite

Guesthouse in Rural Flamborough

5 out of 5 average rating, 16 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

4.98 out of 5 average rating, 45 reviews

Zen Rustic Garden Bnb, Yoga deck, quiet retreat$99

Superhost

Guesthouse in Port Dalhousie

4.82 out of 5 average rating, 51 reviews

Port Dalhousie Guesthouse Sleeps 4

Guest favorite

Guesthouse in Elora

5 out of 5 average rating, 25 reviews

Carriage House - Elora

Guest favorite

Guesthouse in Stoney Creek

4.97 out of 5 average rating, 31 reviews

Garden Home

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Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Markham

4.87 out of 5 average rating, 31 reviews

2 bedroom Guest house in North of Toronto

Guest favorite

Guesthouse in Richmond Hill

5 out of 5 average rating, 40 reviews

"Modern Urban Studio Retreat"

Guest favorite

Guesthouse in Mississauga

4.92 out of 5 average rating, 24 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, 58 reviews

Designer Beach Retreat.

Superhost

Guesthouse in Hamilton

4.73 out of 5 average rating, 111 reviews

Newly renovated, homely 2 bedroom suite

Guest favorite

Guesthouse in Guelph

4.82 out of 5 average rating, 11 reviews

Young House - Legal Duplex 2BD Basement Apartment

Guest favorite

Guesthouse in North York

4.93 out of 5 average rating, 30 reviews

Cozy Suite, private kitchen/bath/parking basement

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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
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

Cottages

Houses

Apartments

Popular amenities for Milton guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Saint Catharines

Private room in Markham

Guesthouse in Campden

Guesthouse in Trinity Bellwoods

Guesthouse in Lincoln

Guesthouse in Loretto

Guesthouse in Lincoln

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 Elora

Guesthouse in Stoney Creek

Guest house rentals with a washer and dryer

Guesthouse in Markham

Guesthouse in Richmond Hill

Guesthouse in Mississauga

Guesthouse in Toronto

Guesthouse in Upper Beaches

Guesthouse in Hamilton

Guesthouse in Guelph

Guesthouse in North York

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