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, 380 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.

5 out of 5 average rating, 22 reviews

2 BR 1.5 BA Lower Level - Comfort with Character

Kick off your boots and sink into comfort in our private 2-bedroom suite. Steps from Barrie’s best spots, it features a cozy living space with an electric fireplace and a 65" Smart TV for binge-worthy nights. Cook like a chef or just enjoy takeouts in the full kitchen, and enjoy 1.5 baths so no one has to yell “Are you done yet?”. We live upstairs with a toddler plotting snack heists and a very friendly dog who’s auditioning for “Cutest Host Ever.” Come chill where warmth is always on tap!

4.99 out of 5 average rating, 114 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.

4.98 out of 5 average rating, 276 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. Beautiful 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 or who have no previous reviews attached to their profile.

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 out of 5 average rating, 91 reviews

Centrally Located 2 bedroom Hidden Gem

Enjoy your stay in Barrie at the Willoughby Guesthouse! Bright, newly constructed, fully detached from main residence & private. The Willoughby is well equipped for all your needs. Wifi & parking included. This modern, 850 sq ft., sun-drenched apartment offers a tranquil residential vibe, as well as quick & easy access to downtown & many local beaches. Sit back & admire the peaceful view overlooking Willoughby greenspace. ***** For Video Tour - click on the first photo in our listing. *****

5 out of 5 average rating, 243 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.

4.95 out of 5 average rating, 40 reviews

The Hideout

Welcome to The Hideout – Your Cozy Garden Escape 🌿✨ The Hideout is a stylish one-bedroom, one-bathroom garden suite designed for comfort and relaxation. Thoughtfully decorated in calming blue and warm brown tones, with elegant gold accents, this inviting retreat blends modern sophistication with a warm, homey atmosphere. Whether you’re here for a weekend getaway or a short stay, The Hideout is perfectly situated just minutes from Barrie’s downtown, waterfront, and local attractions.

4.98 out of 5 average rating, 56 reviews

Guesthouse in Innisfil

Simcoe Ice-fishing Snowmobiling Trailer parking

Welcome to our Pines Guest House located in Innisfil, Sandy Cove and walking distance from private Lake Simcoe beach. Your place has 2 bedrooms with balcony, a fully equipped kitchen, spacious living room and patio with BBQ. Explore ice-fishing, snowmobiling, ski resorts with cross country, downhill, tubing just a short drive away during winter time. Hiking, kayaking, canoeing in Simcoe County. Paddle boarding or boating can be arranged for you. This place is family and pets friendly.

5 out of 5 average rating, 31 reviews

Hillside Studio: Midland + Winter Escape

Welcome to the Hillside Studio — a bright 900 sq.ft. 1-bedroom guesthouse in the heart of Midland. Perched on a hill, the Studio offers a modern, clean, airy retreat for 1–2 guests. It’s the ideal home base for your winter adventures around Southern Georgian Bay: • 10-min walk to Midland’s Downtown and the Curling Club • 10-min drive to Mountainview Ski Centre • 20-min drive to Awenda Provincial Park • 30-min drive to Moonstone, Horseshoe, Vetta Spa, and Quayle’s Brewery

4.91 out of 5 average rating, 111 reviews

Bright & Cozy 2BR Retreat Near Downtown and Nature

Welcome to a cozy, quiet 2-bedroom retreat designed for comfort and easy living. Enjoy a peaceful space with warm furnishings, comfortable beds, and a fully equipped kitchen—perfect after a day downtown, on nearby forest trails, or commuting for work or hospital visits. Minutes from downtown with quick highway access, free parking, and a calm neighbourhood, this home is ideal for couples, small families, and professionals year-round. This flat is not wheelchair accessible.

Guesthouse 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, 283 reviews

Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

5 out of 5 average rating, 9 reviews

Garden Suite Getaway

Welcome to The Garden Suite, a bright and private retreat perfect for short stays or longer visits. Enjoy a comfortable queen bed, fully equipped kitchenette, and modern bathroom with all the essentials. You’ll love the privacy, on-site laundry, and free parking, all just minutes from downtown and the beach. Whether you’re here for work or relaxation, this cozy space offers everything you need to feel right at home.

Popular amenities for Springwater guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Gravenhurst

An inviting seating area features a spacious sectional sofa and a flat-screen TV. A large window allows natural light to fill the room, while warm wooden flooring adds to the cozy ambiance. A folding chair and a bean bag create additional seating options.

4.93 out of 5 average rating, 80 reviews

Open Concept Garage Loft Suite

Private room in King City

4.67 out of 5 average rating, 3 reviews

Ruby Room

4.92 out of 5 average rating, 25 reviews

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 CA

Adorable GH in beautiful Claremont/scenic view

4.93 out of 5 average rating, 178 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 the forest with Snowshoeing included

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, 190 reviews

Guesthouse Getaway

4.91 out of 5 average rating, 35 reviews

A charming wooden cabin is positioned near a serene lake, surrounded by lush greenery. A spacious deck extends from the cabin, complemented by vibrant flowers and well-maintained grass. The tranquil waters of the lake are visible in the background, providing a peaceful setting.

Guesthouse in Sunderland

Little Cabin By The Lake

4.95 out of 5 average rating, 20 reviews

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.

Guesthouse in Bolton

Adorable 1-bedroom guesthouse with gas fireplace.

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

4.8 out of 5 average rating, 10 reviews

Green Oaks Lodge

Guesthouses with a patio

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.

4.82 out of 5 average rating, 17 reviews

Guest unit

4.91 out of 5 average rating, 53 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

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

4.95 out of 5 average rating, 62 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 Alcona

A Greyt Escape

The chalet showcases a rustic wooden exterior with large windows and a sloped roof, surrounded by a snow-covered landscape. A fenced yard provides privacy, and an outdoor staircase leads to the upper level, enhancing the chalet's two-story design.

4.98 out of 5 average rating, 93 reviews

Warm rustic luxury chalet near lake & skiing

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.

4.96 out of 5 average rating, 24 reviews

Windfall Cottage On Little Lake

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.

4.7 out of 5 average rating, 44 reviews

Cozy Waterfront Boathouse with Lake Simcoe Views

An aerial view captures a two-bedroom guest house nestled among trees, with sandy beach visible nearby. The surrounding area features a tidy arrangement of similar cottages and pathways leading to the water's edge, showcasing a tranquil coastal setting.

Guesthouse in Wasaga Beach

4.57 out of 5 average rating, 30 reviews

Adorable 2 Bedroom guest house with fire place.

Guest house rentals with a washing machine and dryer

5 out of 5 average rating, 38 reviews

The cottage exterior features a covered porch with wooden paneling, a picnic table, and potted plants at each corner. Sunlight casts a warm glow over the area, highlighting the entrance and surrounding landscape. A gravel path leads to the front of the cottage, set amidst trees.

Guesthouse in Orillia

Woods Bay Cottage Severn

5 out of 5 average rating, 14 reviews

A scenic view captures two distinct white farmhouse-style buildings on a gravel driveway. Lush green grass surrounds the area, while rolling hills and a clear sky are visible in the background, creating a serene rural setting.

Guesthouse in Sunderland

Loft at The Shier

4.95 out of 5 average rating, 66 reviews

A modern living area features a wall-mounted television above a sleek fireplace. A circular glass coffee table sits on a black and white striped rug. Two black chairs and a light-colored sofa provide comfortable seating. Soft natural light filters through sheer curtains.

Guesthouse in Georgina

Bright & Modern Lower Level Apt in Keswick

5 out of 5 average rating, 5 reviews

Guesthouse in Newmarket

Spacious Upgraded Guesthome Yonge St

5 out of 5 average rating, 17 reviews

Pete’s bike and stay

An inviting living area features a cozy white couch facing a wall-mounted television. A rustic fireplace with a wooden mantel serves as a focal point. Shelving displays blue glassware, while a patterned area rug adds warmth to the wooden floor.

Guesthouse in Severn

5 out of 5 average rating, 4 reviews

Charming Lakefront Boathouse & Bunkie

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, 77 reviews

The Barrie Nook