Guesthouse holiday rentals in Springwater

Guesthouse 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.

4.96 out of 5 average rating, 401 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.

LocationFamilyAccuracy

4.97 out of 5 average rating, 308 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.

Guesthouse 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

LocationValueHeating

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.

Guesthouse 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.

LocationFamilyHiking

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, 109 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.

LocationValueTV

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 out of 5 average rating, 296 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.

LocationFamilyCondition

4.91 out of 5 average rating, 127 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.

Guesthouse 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.

LocationValueView

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.

5 out of 5 average rating, 39 reviews

Hillside Studio • Midland • Small Town Escape

Welcome to the Hillside Studio — a bright and spacious 900 sq. ft. private guesthouse in the heart of Midland. Perched on a hillside, this modern one-bedroom retreat is designed for comfort and relaxation for 1–2 guests. Perfectly located for exploring Georgian Bay: • 10-minute walk to Downtown Midland and Little Lake Park • 10-minute drive to Midland Golf and Country Club/Brooklea • 20 minutes to Tiny Beaches/Awenda Provincial Park • 30 minutes to Vettä Nordic Spa/Quayle’s Brewery

LocationCleanlinessSkiing

4.83 out of 5 average rating, 240 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

🔆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

ValueFamilyQuiet

4.83 out of 5 average rating, 126 reviews

Guesthouse in Shanty Bay

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.

ValueLocationCleanliness

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

Barrie's most comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious with A/C, gas fireplace and gourmet kitchen, with park. beach and playground on Lake Simcoe a two minute walk away. A welcoming, fully equipped home away from home for families, couples, friends and travellers in a beautiful, mature neighbourhood featuring nearby walking and biking trails. For longer stays we are happy to offer discounts, just inquire!

LocationFamilyDecor

Guesthouse in Gravenhurst

A peaceful dock stretches over calm waters, featuring two classic Adirondack chairs positioned to face serene natural surroundings. The still surface of the lake reflects the clear blue sky and lush greenery along the shore, creating a tranquil setting for relaxation.

4.92 out of 5 average rating, 201 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

ValueLocationCleanliness

Guesthouse in Collingwood

A cozy bedroom features a double bed adorned with a light quilt and accent pillows. A decorative wall art piece is displayed above the bed. Bedside tables hold minimalist lamps, while a clothing rack stands to one side, adding functionality to the serene space.

4.92 out of 5 average rating, 150 reviews

Cozy Collingwood Retreat | Walk to Beach & Cafés

Enjoy a relaxing getaway in a cozy, newly renovated retreat in a prime Collingwood location. Walk to great cafés and restaurants, stroll down for sunset swims at Sunset Point Beach, or take a short drive to the trails, skiing, and village at Blue Mountain Resort — all less than 15 minutes away. Perfect for couples, friends, or solo travelers looking for a cozy base to explore Collingwood and the beautiful Georgian Bay area. Licensed through the Town of Collingwood.

FamilyValueNearby

Popular amenities for Springwater guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Orillia

5 out of 5 average rating, 3 reviews

Quiet Loft Above Detached Garage

AccuracyComfortAmenities

The kitchen features modern appliances, including a stainless-steel refrigerator and a gas stove. A round table with two chairs is positioned in the space. Decorative elements include a small indoor plant and an overhead light fixture that enhances the room's functionality.

Guesthouse in Ontario

4.85 out of 5 average rating, 27 reviews

Adorable GH in beautiful Claremont/scenic view

LocationFamilyBathroom

Guesthouse in Gravenhurst

A serene view of Gull Lake is captured, featuring calm blue waters bordered by lush greenery. Rocky shores are visible, providing a natural transition from the grassy area in the foreground to the tranquil lake expanse beyond.

4.95 out of 5 average rating, 130 reviews

Take a few steps and enjoy the sand and water

LocationFamilyAccess

4.93 out of 5 average rating, 191 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

ValueFamilyCheckout

A compact kitchenette features wooden cabinets above a countertop. An electric stove and oven is situated beside a double-basin sink. A full-size refrigerator stands at the far left, offering ample storage space. The warm-toned walls enhance the cozy feel of the area.

Guesthouse in Shelburne

Cozy one bedroom cabin/guest house

New place to stay

Cozy Studio Private Guesthouse

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.

Guesthouse in Aurora

Cozy 2 Bedroom Guest Suite in Aurora

ValueLocationKitchen

A wooden pathway leads to two cottages, surrounded by lush greenery. The main entrance is framed by wooden railings, and a small storage shed is visible in the background. Rubber mats lie along the pathway to provide traction.

Guesthouse in King City

4.86 out of 5 average rating, 14 reviews

Green Oaks Lodge

FamilyLocationHot tub

Guesthouses with a patio

A comfortable sitting area is presented, featuring a light-toned sofa with decorative cushions. A wooden coffee table occupies the center, and a dining table with two chairs is positioned nearby. Natural light enters through two large windows, adorned with patterned curtains.

Guesthouse in Horseshoe Valley

Budget Lux Horseshoe Valley Stay & hot pool

Check-inHospitalityCondition

A comfortable living area features a dark leather sectional sofa and a matching armchair. A modern coffee table sits in front of the seating, while a sleek television is mounted on a stand. Light wooden flooring adds a relaxed ambiance, and a doorway leads to additional rooms.

4.89 out of 5 average rating, 27 reviews

Guest unit

LocationValueTV

4.92 out of 5 average rating, 66 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.

Guesthouse in Mono

Mono Countryside Home & Farm

FamilyLocationLong stay

Guesthouse in Horning's Mills

A spacious living area features a red sectional sofa arranged invitingly around a coffee table. Two framed artworks adorn the light grey walls, while natural light filters through large windows, highlighting the wood beams above. An open doorway leads to another room in the background.

5 out of 5 average rating, 7 reviews

Modern 3-bedroom Mulmur guest house

FamilyLocationQuiet

4.96 out of 5 average rating, 76 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.

Guesthouse in Innisfil

A Greyt Escape

FamilyValueAccess

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.

4.97 out of 5 average rating, 31 reviews

Windfall Cottage On Little Lake

FamilyLocationView

A modern kitchen showcases deep blue cabinets paired with a wooden countertop. Subtle decor includes shelves with various kitchen accessories, illuminated by natural light from a window. A small potted plant hangs nearby, adding a touch of greenery to the space.

4.93 out of 5 average rating, 72 reviews

The Hideout•Cozy Garden Suite•Coffee Bar•King Bed

LocationFamilyLayout

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

ValueLocationTV

Guest house rentals with a washing machine and dryer

5 out of 5 average rating, 42 reviews

Guesthouse in Orillia

Woods Bay Cottage Severn

LocationFamilyKitchen

4.95 out of 5 average rating, 82 reviews

Guesthouse in Georgina

Modern Cozy Lower Level Getaway | Near Lake Simcoe

FamilyValueBarbecue

5 out of 5 average rating, 23 reviews

Guesthouse in Sunderland

Loft at The Shier

ValueLocationView

4.93 out of 5 average rating, 28 reviews

Garden Suite Getaway

FamilyValueIndoor spaces

4.75 out of 5 average rating, 16 reviews

Guesthouse in Newmarket

Chic 2BR Spacious Home Near Yonge St

FamilyLocationAmenities

The exterior of a two-story, gray house is shown, featuring large windows and a symmetrical design. A well-maintained driveway leads to two garage doors. Green grass and trees surround the property, contributing to a natural setting.

Guesthouse in Feversham

4.89 out of 5 average rating, 196 reviews

Guesthouse Getaway

FamilyValueAir conditioning

5 out of 5 average rating, 36 reviews

2 BR 1.5 BA lower level - Comfort with character

LocationFamilySleep quality