Guest house holiday rentals in Innisfil

Guest house in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.95 out of 5 average rating, 399 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

ValueLocationAmenities

4.97 out of 5 average rating, 306 reviews

A cozy sleeping area features a spacious bed adorned with soft linens. A neutral color palette is complemented by light streaming from a nearby window. A modern TV and comfortable seating area are visible in the background, providing a relaxed space for entertainment.

Guest house in Angus

Serene Comfort. Hot Tub, Full Suite with Kitchen

Welcome to Centre Street Studio! Our 600 sq/ft bachelor suite offers a private, clean and cozy retreat. Enjoy access to a private 2 person hot tub and/or explore our local trail system. Scandinavia Spa or Vetta Nordic Spa, both within 40-min. Barrie, Creemore, & Wasaga Beach are all within 30-mins, while Collingwood & Blue Mountain are just 40 min. A 2-min drive to town amenities. NOTE: We don't host guests new to AirBNB. You must have a minimum of 2 reviews and a 4.7 rating to book a stay

FamilyLocationHeating

4.93 out of 5 average rating, 190 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.

Guest house 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.

FamilyValueHospitality

Guest house in Orangeville

A studio room features a spacious bed with crisp linens and a decorative throw. Comfortable seating areas include armchairs and a small table. Natural light filters in through the windows, enhanced by a ceiling fan overhead. The kitchen and dining area are visible in the background.

4.94 out of 5 average rating, 151 reviews

A bright & stylish urban studio

Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A 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 :)

LocationValueWalkability

4.99 out of 5 average rating, 120 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.

Guest house in Mansfield

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

FamilyLocationNearby

A dining area is featured with a modern table set for four, including a wooden table and bench, complemented by upholstered chairs. The backdrop consists of vertical wooden panels, and a wall clock is mounted nearby, enhancing the functional and stylish design.

4.91 out of 5 average rating, 108 reviews

The Barrie Nook | Coffee Bar & Backyard Grill

Cozy and comfortable, this two-bedroom lower-level apartment tucked away in the heart of Barrie offers the perfect locally inspired retreat. Located just minutes from downtown, the waterfront, and local shops. The space features a custom coffee bar, fully equipped kitchen, cozy living area, WIFI, parking, private entrance and backyard making it ideal for small groups, families, or business professionals. Enjoy all the comforts of home while you relax and unwind in this charming, private space.

LocationFamilyParking

4.93 out of 5 average rating, 105 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.

Guest house 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

LocationFamilyLayout

The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.

5.0 out of 5 average rating, 294 reviews

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

FamilyValueWalkability

Guest house in Richmond Hill

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.

4.94 out of 5 average rating, 189 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

LocationValueIndoor spaces

4.9 out of 5 average rating, 126 reviews

A cozy sleeping area features a king size bed with decorative pillows and textured bedding. A small table with metal legs sits in front, adorned with a vase of colorful flowers. Two comfortable chairs are positioned on either side, with desk lamps providing soft illumination.

Guest house in Beaverton

Cozy getaway, with beautiful property and firepit

A cozy spot, nicknamed 'The Snug', has a king size bed, kitchenette, fireplace, a TV and 3 piece bathroom for you to enjoy some time away from the city. Wake up to natural light with a window overlooking a natural pond. The snug, STRICTLY NON-SMOKING, located on our 1.5 acre property, surrounded by trees and flower gardens, next to our log cabin. Wooded trails are accessible at the back of the lot. The large fire pit and gazebo with BBQ and comfy patio furniture. Quiet time after 10 pm.

LocationValueDecor

4.82 out of 5 average rating, 239 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.

Guest house in Newmarket

Private cozy stylish fun Chill Basement pool table

🔆Cozy Bright Spacious stylish Furnished Separate Entrance On The Ground basement: 🧖W/New 3 pc Bathroom 🛏 Super comfy Queen bed Exquisite Bar/Kitchenette 🔸Air fryer , Ice maker 🔹Mini Fridge,Counter top Burner 🔸Microwave,Coffee Maker,Toaster ☕️🍵Complimentary coffee and Tea 🔥Nice Gas Fireplace 🛋Super comfy couch Bean bag ✅💯Cool Games features: 🎱Pool Table 🎰Craps Table,Blackjack 🎲Backgammon 🎯♟Dart,Chess,Jenga 📺 TV,AppleTV,chrmcast 🅿️ 1 Drive way Parking License#BL2026-00210

LocationValueCheck-in

Guest house in Shanty Bay

4.83 out of 5 average rating, 126 reviews

Charming tinyhome Experience

🌞 Summer Escape in Our Cozy Hideaway! 🌿 Step into your private retreat! Hike trails, climb treetop lookouts, or explore dirt bike & cycling paths. Paddle rivers, relax by waterways, or soak up the sun. 🚴‍♂️ Adventure Awaits: Mountain biking, forest trails, and nearby lakes make every day an adventure. 💆‍♀️ Relax & Recharge: Minutes from the Vetta Spa—or disconnect and enjoy quiet moments with loved ones. 🌳 Nature, Comfort & Fun: Adventure, peace, or both—your cozy hideaway has it all.

ValueFamilyBiking

Popular amenities for guest house rentals in Innisfil

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest house in Victoria Harbour

Two wooden Adirondack chairs are positioned on a lush green lawn facing the water, framed by overhanging tree branches. The sunset creates a colorful display on the horizon, reflecting on the calm surface of the lake, while a small table holds a wine bottle and glasses.

4.96 out of 5 average rating, 300 reviews

Sunset Beach Cottage

ValueFamilyLong stay

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.

4.95 out of 5 average rating, 127 reviews

Luxury Ground-Level "Suite Escape"

ValueFamilyParking

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.

Guest house in Markham

2 bedroom Guest house in North of Toronto

ValueFamilyCondition

4.88 out of 5 average rating, 17 reviews

Beautiful 1-bedroom guest House

LocationComfortLaundry

5.0 out of 5 average rating, 23 reviews

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.

Guest house in Brampton

Adey's Haven: 1BR + Free Parking

LocationValueKitchen

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.

4.98 out of 5 average rating, 48 reviews

Frenchman Bay Luxury Basement

FamilyLocationAir conditioning

A light-filled living area features a yellow sofa, an accent chair, and a wooden coffee table. The kitchenette is equipped with white cabinetry, and a small dining table adds functional space. Decorative items such as art and plants complement the serene environment.

5.0 out of 5 average rating, 91 reviews

Wildflower by The Bay

LocationFamilyEV charging

5.0 out of 5 average rating, 17 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.

Guest house in Markham

Chic & Cozy: Renovated Studio

LocationAir conditioningAccuracy

Guest house rentals with a patio

Guest house in Richmond Hill

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, 158 reviews

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

ValueLocationLayout

4.99 out of 5 average rating, 76 reviews

An outdoor seating area is shown with a black canopy sheltering a glass-topped table surrounded by two comfortable chairs. A vibrant flower arrangement sits at the center, providing a welcoming touch. Tall trees in the background add shade and privacy to the peaceful setting.

Guest house in Innisfil

PinesGuestHouse walk to lake 2bdrms

ValueLocationGetting around

An aerial view of the rustic chalet reveals a warm wooden exterior complemented by brick accents. A fenced-in yard features a heated, welcoming saltwater pool. Two cars are parked in the driveway, and greenery from surrounding trees enhances the serene atmosphere.

4.98 out of 5 average rating, 99 reviews

Chalet w/ yard & pool, walk to beach & playground

LocationValueCleanliness

4.96 out of 5 average rating, 74 reviews

A charming entrance pathway is flanked by tall greenery leading to a welcoming door with a light fixture. The stone path is bordered by well-maintained landscaping, and a potted plant adds a touch of color beside the entrance.

Guest house in Innisfil

A Greyt Escape

LocationValueCheck-in

4.92 out of 5 average rating, 64 reviews

An outdoor seating area features a gazebo with comfortable seating and a decorative rug. The surrounding garden showcases various plants and flowers, alongside a pathway leading to the guest home. The structure is nestled among trees, contributing to a serene setting.

Guest house in Mono

Mono Countryside Home & Farm

FamilyLocationDecor

A charming boathouse is depicted with a wooden exterior surrounded by greenery. A spacious deck offers seating and overlooks the lake. A private dock extends into the water, providing access. Steps lead from the deck to the lush landscape and entrance.

4.68 out of 5 average rating, 56 reviews

Cozy Waterfront Boathouse with Lake Simcoe Views

LocationValueDecor

The modern kitchen and living area feature light wood flooring and ample natural light. A central island with two bar stools acts as a divider. Stainless steel appliances, including a microwave, are neatly arranged in the kitchen, while a comfortable sofa is positioned nearby.

5.0 out of 5 average rating, 97 reviews

Centrally Located 2 bedroom Hidden Gem

ValueLocationTV

4.97 out of 5 average rating, 31 reviews

The exterior showcases a contemporary cottage design with dark blue and wooden paneling. A vibrant yellow front door stands prominently, complemented by two side windows. The landscape features various plants and a gravel path leading to the entrance, with the tranquil lake visible in the background.

Guest house in Midland

Windfall Cottage On Little Lake

LocationFamilyAmenities

Guest house rentals with a washing machine and dryer

4.93 out of 5 average rating, 54 reviews

A circular fire pit area is surrounded by colorful adirondack chairs in red and yellow, including a smaller chair for children. The space is framed by trees, with scattered patches of snow visible on the ground. The designated area invites relaxation and outdoor gatherings.

Guest house in Innisfil

Unwind and Relax at Innisfil Cottage

FamilyValueCleanliness

5.0 out of 5 average rating, 38 reviews

The exterior of the Hillside Studio is depicted, showcasing a modern design with a combination of brick and wood siding. A small balcony with a black railing is featured on the upper level, while large windows allow for natural light. A clear blue sky complements the structure.

Guest house in Midland

Hillside Studio • Midland • Small Town Escape

LocationParksAmenities

Guest house in Sunderland

5.0 out of 5 average rating, 23 reviews

Loft at The Shier

LocationValueCondition

4.95 out of 5 average rating, 82 reviews

Guest house in Georgina

Modern Cozy Lower Level Getaway | Near Lake Simcoe

ValueLocationComfort

5.0 out of 5 average rating, 36 reviews

2 BR 1.5 BA lower level - Comfort with character

FamilyLocationCleanliness

4.94 out of 5 average rating, 32 reviews

Guest house in Midland

Pete’s bike and stay

FamilyLocationQuiet

5.0 out of 5 average rating, 42 reviews

Guest house in Orillia

Woods Bay Cottage Severn

FamilyLocationBeach