Guesthouse holiday rentals in Vaughan

4.93 out of 5 average rating, 192 reviews

The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.

Guesthouse in Uxbridge

Cabin in nature Close to trails and Thermea Spa

Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

FamilyValueLayout

4.96 out of 5 average rating, 340 reviews

A modern treehouse-style guesthouse is elevated on stilts, surrounded by lush greenery and towering trees. A stone pathway leads toward the entrance, while large glass windows allow natural light to flow into the interior, blending the structure harmoniously with the forest setting.

Guesthouse in Action

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 2 bedrooms, own kitchenete, 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.

LocationFamilyBathroom

4.95 out of 5 average rating, 129 reviews

A modern living space is highlighted by a spacious bed and an entertainment area featuring a large wall-mounted TV. A cozy seating arrangement includes a soft couch and a stylish armchair. Ambient lighting is provided by a chandelier above, complemented by a decorative fire feature.

Guesthouse in Pickering

Luxury Ground-Level "Suite Escape"

"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

ValueFamilyQuiet

4.94 out of 5 average rating, 108 reviews

A spacious living area is presented with a light gray couch, a stylish armchair, and a small round table. A dedicated workspace is visible in the background, featuring a desk and a chair. Neutral-toned walls and flooring create a calm environment.

Guesthouse in Aurora

Cozy 2 Bedroom Guest Suite in Aurora

Welcome to our charming cozy guest suite, nestled in the heart of Aurora, Ontario. Has a separate entrance with 2 bedrooms, full washroom, dedicated work space, spacious living area and kitchenette. Our space is designed for families, couples, business travelers, seeking tranquility, cozy space, proximity to attractions, and a safe family friendly neighborhood. Minutes away from: - Downtown Aurora - Restaurants/Fastfood - Parks Other offers: Complimentary Snacks, Free Parking, Free WiFi

ValueFamilyDecor

A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.

4.93 out of 5 average rating, 190 reviews

Balcony House with Separate Entrance，free Parking

Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1 free parking

ValueLocationAmenities

Guesthouse in Little Portugal

4.86 out of 5 average rating, 508 reviews

Unique Studio with Sauna

Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

FamilyLocationGetting around

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.89 out of 5 average rating, 114 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

LocationValueBarbecue

The exterior of a modern tiny home is depicted, featuring light-colored siding and large windows. A set of stairs leads to a welcoming deck, adorned with potted plants and two wooden chairs. An umbrella stands near the entrance, providing shade for outdoor relaxation.

4.98 out of 5 average rating, 239 reviews

Adorable, modern tiny home in Leslieville

Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

ValueFamilyBeach

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

5.0 out of 5 average rating, 119 reviews

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

ValueFamilyAccuracy

A spacious living area is furnished with a modern gray sofa and a white TV unit, which holds a flat-screen TV. Natural light enters through sliding glass doors leading to a balcony. In the background, a kitchen with white cabinetry and a dining area is visible.

4.94 out of 5 average rating, 160 reviews

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.

LocationValueSolo travel

Guesthouse in Halton Hills

A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.

4.92 out of 5 average rating, 190 reviews

The Clayhill Bunkie

Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.

LocationFamilyIndoor spaces

The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.

4.94 out of 5 average rating, 109 reviews

Entire 1 Bedroom Detached Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

ValueFamilyBathroom

Popular amenities for Vaughan guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.87 out of 5 average rating, 104 reviews

A spacious living area features a comfortable dark sectional sofa adorned with accent pillows. A coffee table with a decorative vase sits in front. Opposite, a flat-screen TV is positioned on a wooden stand, while a dining table with green chairs is visible in the background.

Guesthouse in Markham

2 bedroom Guest house in North of Toronto

FamilyLocationBackyard

4.83 out of 5 average rating, 242 reviews

A pool table is prominently featured in the foreground, showcasing a neatly arranged set of colored billiard balls. In the background, a stylish bar area is visible, lined with glassware and illuminated by soft lighting.

Guesthouse in Newmarket

Private cozy stylish fun Chill Basement pool table

FamilyValueBathroom

4.77 out of 5 average rating, 362 reviews

Newly renovated & contemporary 2 Bdrm Basement Apt

LocationValueLaundry

4.99 out of 5 average rating, 121 reviews

An open concept living area features rustic wood beams and sliding barn doors. Comfortable wicker chairs are paired with a wooden coffee table, while a cozy sofa adds to the inviting space. The modern kitchen is visible in the background, creating a seamless flow.

Guesthouse in Mansfield

Brookside Cottage - Charming Rural Getaway Mulmur

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 10 reviews

Guest House by Canterra Stays · Not a Basement

LocationValueHospitality

The modern kitchen area showcases sleek white cabinetry complemented by a stylish marble countertop. A stainless steel refrigerator and dishwasher are present, along with a dark faucet above a stainless steel sink. A comfortable chair and a wall-mounted smart TV enhance the functional space.

5.0 out of 5 average rating, 23 reviews

Adey's Haven: 1BR + Free Parking

LocationValueWalkability

5.0 out of 5 average rating, 18 reviews

A modern studio is depicted with a spacious layout. A large wall-mounted TV is positioned against a white wall, while a minimalist floating shelf adds decor. A light area rug complements a gray sofa and a bright yellow chair. A cozy bed is dressed with soft linens.

Guesthouse in Markham

Chic & Cozy: Renovated Studio

LocationHospitalityNearby

The kitchen area features modern white cabinetry complemented by sleek countertops. Essential appliances, including a stove, oven, microwave, and refrigerator, are arranged for convenience. The open space is illuminated by recessed lighting, enhancing the clean lines of the room.

4.9 out of 5 average rating, 41 reviews

Cozy Two (2) Bedroom Getaway In A residential Area

LocationValueCleanliness

Guesthouses with a patio

Guesthouse in Little Portugal

A cozy living area features a dark sofa with patterned throw pillows, positioned next to a glass coffee table. Colorful artwork adorns the walls, adding character. A wooden ladder leads to the bedroom above, while large windows allow natural light to fill the space.

4.86 out of 5 average rating, 118 reviews

Cottage Vibe Private Guesthouse @ Queen West

ValueLocationNearby

4.89 out of 5 average rating, 70 reviews

The open living space features wooden beams and a cozy sleeping area with a patterned bedspread. A dining table is set with plates and utensils, while two upholstered chairs are arranged nearby. Light is provided by ceiling fixtures, enhancing the bright atmosphere.

Guesthouse in North York

Luxury 1BD Suite/A+ Location!

LocationFamilyAccess

4.75 out of 5 average rating, 52 reviews

A cozy bedroom features a queen-sized bed with a blue plaid comforter. A modern fireplace is set into a wood-paneled wall. Natural light enters through a window covered with light grey curtains. A soft area rug complements the space, while a small nightstand holds a clock.

Guesthouse in Erin

Retreat in Hiker's paradise with outdoor Firepit

ValueLocationCondition

4.96 out of 5 average rating, 76 reviews

Guesthouse in York

Junction Private Laneway Suite with Backyard

FamilyValueHospitality

Guesthouse in Bolton West

A modern kitchen is featured, showcasing stainless steel appliances, including a gas stove and dishwasher. A sleek marble countertop complements the cabinetry, while a textured backsplash adds visual interest. Natural light filters in through a window, illuminating the workspace.

4.93 out of 5 average rating, 29 reviews

Adorable 1-bedroom guesthouse with gas fireplace.

LocationFamilyWalkability

5.0 out of 5 average rating, 23 reviews

Immaculate 3BR House/Toronto/6 beds/1.5 Bath

FamilyLocationPets

4.98 out of 5 average rating, 48 reviews

A bright living space is visible, featuring a modern sofa and a glass coffee table on a textured area rug. In the background, a spacious bed is positioned in the bedroom area, while a small seating arrangement is seen to the right, with a subtle decorative plant adding a touch of greenery.

Guesthouse in Pickering

Frenchman Bay Luxury Basement

LocationFamilyLayout

A modern kitchen area features white cabinetry and a stone countertop. Included are a stainless steel refrigerator, a microwave, and a cooktop with a hood. A washer and dryer are visible, along with a wooden dining table and chairs positioned nearby.

4.96 out of 5 average rating, 50 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

LocationFamilyIndoor spaces

Guest house rentals with a washing machine and dryer

Guesthouse in Downtown Toronto

A spacious bedroom features a large queen-size bed with soft bedding and a bedside lamp on each side. A desk sits near the window, providing natural light, while a comfortable sofa is positioned against one wall. Elegant lighting enhances the room's design.

4.91 out of 5 average rating, 127 reviews

Downtown - 1 Bedroom Home Upper unit of house

LocationValueSleep quality

4.88 out of 5 average rating, 34 reviews

A bright living area features a comfortable sofa and a wooden coffee table, complemented by decorative pillows. Natural light enters through sliding glass doors that lead to a private outdoor space. An adjacent staircase with a glass railing adds a modern touch to the setting.

Guesthouse in Islington

NEWLY Built Garden Suite | Private + Parking

ValueLocationBathroom

4.82 out of 5 average rating, 17 reviews

Guesthouse in Parkdale

Avó Maria's | 2 km from RBC Amphitheatre

ValueLocationCondition

4.93 out of 5 average rating, 30 reviews

A well-lit bedroom features a spacious bed with crisp white linens and neatly arranged towels. Two nightstands with lamps are positioned on either side, while a stylish framed piece of art decorates the wall. A mirrored closet adds a touch of spaciousness to the room.

Guesthouse in Caledon

Cozy Private Basement Bedroom with ensuite

ValueLocationSleep quality

4.76 out of 5 average rating, 49 reviews

A spacious living area is presented, featuring a sectional sofa positioned around a glass coffee table. Light wood flooring extends throughout the space, complemented by subtle wall decor. Natural light is provided by recessed lighting, illuminating the modern design and neutral color palette.

Guesthouse in Caledon

Guesthouse Hideaway Caledon 3Bath • 3Beds

ValueFamilyCheck-in

Guesthouse in Mississauga

A modern living area features a brown leather sofa with decorative cushions, paired with a wooden coffee table. A round ottoman complements a cozy armchair, set on a soft area rug. Windows allow natural light, showcasing views of greenery outside.

5.0 out of 5 average rating, 43 reviews

Modern Charm: A Luxe 2 Bedroom

FamilyLocationGetting around

4.76 out of 5 average rating, 17 reviews

Guesthouse in Newmarket

Chic 2BR Spacious Home Near Yonge St

FamilyValueWalkability

A modern kitchen features sleek white cabinetry and stainless steel appliances, including an oven and refrigerator. A dining table for two sits adjacent to a cozy seating area, which is equipped with a comfortable dark grey sofa and a wall-mounted television. Bright recessed lighting enhances the open space.