Guesthouse vacation rentals in South Bruce Peninsula

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, 404 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.

FamilyValueWifi

4.97 out of 5 average rating, 99 reviews

A charming A-frame cabin stands amidst tall grass, with the sun setting in the background. The metal roof glistens softly under the warm light, while large windows reflect the serene surroundings. Wildflowers can be seen in the foreground, adding natural beauty to the scene.

Guesthouse in Meaford

From A to Zen - a refined glamp

A unique tranquil getaway nestled on the Bruce Trail in the heart of the Niagara Escarpment. A short drive to Georgian Bay, Sauble, Blue Mntn, Scandinave Spa, Beaver Valley, Meaford theatre. A perfect midway for trips up the Bruce Peninsula. Better yet- stay put and unwind - sunrise coffee on the porch, kayak the river, bake a gourmet pizza, sunset in Muskoka chairs, stargaze from the hammock, a bonfire and dine in the open air at your very own table set for two - straight out of a storybook

LocationBikingOutdoor spaces

4.99 out of 5 average rating, 123 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.

LocationFamilyWifi

5.0 out of 5 average rating, 42 reviews

Hillside Studio • Midland • Cozy Fall Escape

Welcome to the Hillside Studio — a bright, 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 to explore Georgian Bay: • 10-min. walk to stroll & shop Midland's charming downtown • 10-min. drive to Midland Golf & Country Club/Brooklea • 20-min. drive to hike Awenda Provincial Park trails • 30-min. drive to relax at Vettä Nordic Spa/Quayle’s Brewery

LocationParksQuiet

4.87 out of 5 average rating, 226 reviews

A serene waterfront scene captures a vibrant sunrise over the calm waters of Georgian Bay. Silhouettes of trees frame the image, while soft waves reflect hues of orange and yellow in the sky. The shoreline is visible, enhancing the tranquil atmosphere.

Guesthouse in Kemble

Waterfront Sunrise Cottage

Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

ValueFamilyKitchen

4.93 out of 5 average rating, 243 reviews

An outdoor space features a picnic table with an umbrella, set near a tranquil pond. A stack of firewood is positioned beside a large tree, with a fire pit nearby. Lush greenery surrounds the area, creating a peaceful atmosphere.

Guesthouse in Southgate

Cozy, quiet, clean cabin with wi-fi and fire pit.

Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

ValueLocationParks

Superhost

Guesthouse in Parry Sound

4.86 out of 5 average rating, 184 reviews

Parry Sound Bunkie |Dock, BBQ, Firepit & Pets

🍂 Escape to Hemlock Cabin, your private fall lakeside retreat in Muskoka. Wake to vibrant foliage and peaceful lake views, hike scenic trails, kayak, or simply relax by the water. Enjoy cozy BBQ dinners on the covered patio, then gather around the fire pit under the stars. 🔥 Inside, rustic-meets-modern comforts await couples and small families. Perfect for leaf-peeping, crisp autumn adventures, cozy evenings, and unforgettable Muskoka memories. 🍁☕ Book your fall getaway today.

LocationValueView

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, 157 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.

ValueLocationBathroom

Guesthouse in South Bruce Peninsula

A modern cabin with dark wood siding is set among lush green trees. A walkway leads to the front door, while a colorful hammock hangs between two trees, inviting relaxation. The serene lake can be glimpsed through the foliage on the left.

4.93 out of 5 average rating, 105 reviews

Recess Inn Lakeside Guest House, Sauna & Hot Tub

This gorgeous 2 bedroom guest house located on the shoreline of Berford Lake has a modern open concept living space, full bath, cute kitchenette and unforgettable lake views to enjoy all year round! For those who enjoy or want to experience the hot tub and sauna, contact Audrey for further details. Minimum age 25 and older to rent Sleeps 4 comfortably Pricing is for double occupancy. Each extra person is 75.00 per night. Firm No kids policy Firm No pet policy

LocationFamilyGrill

4.89 out of 5 average rating, 91 reviews

A cozy sleeping area features a spacious bed, complemented by bedside lamps and a wooden wardrobe. A small table and chairs provide a spot for relaxation. Light filters through a nearby window, adorned with dark curtains, while warm wooden flooring enhances the inviting ambiance.

Guesthouse in Wiarton

Entire Guesthouse - Forest Retreat, Starlink WiFi

Relax and unwind at this private getaway surrounded by peaceful woodland. California King bed and blackout curtains so you can ease into your morning with birdsong and the scent of fresh forest air. Refresh with a hot shower or relax in a clawfoot tub in your own spacious private bathroom. 3 acres of private woodland is yours to enjoy with easy access to the scenic Bruce Trail. Free parking, fast Starlink Wi-Fi, and a 50" Smart TV for cozy movie nights in.

ValueFamilyGrill

4.99 out of 5 average rating, 69 reviews

The kitchen features modern white cabinetry and stainless steel appliances, complemented by a spacious wooden countertop. Stylish pendant lights hang overhead, while a decorative 'Welcome' sign adds a personal touch. A small indoor plant is visible on the countertop, enhancing the inviting atmosphere.

Guesthouse in Wiarton

Cedar Springs Guesthouse: peaceful, dog friendly

Cozy, newly renovated guesthouse on 20+ acres of private, tranquil land on the beautiful Bruce Peninsula. No cleaning fee 🧽 just leave it how you found it! Fibre-optic internet 🛜 Private fire-pit 🔥 Direct snowmobile trail access ❄️ Plenty of parking space for trailers 🛻 🚤 Just minutes from Oliphant Shores (2 min), Sauble Beach (7 min), and multiple Bruce Trail access points. Perfect for a peaceful retreat and outdoor adventures!

LocationFamilyKitchen

4.93 out of 5 average rating, 441 reviews

Guesthouse in Neustadt

Bunkie in the Country

Now Open! Welcome! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. For allergenic reasons and safety of animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

FamilyValueBackyard

Popular amenities for South Bruce Peninsula guesthouse rentals

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Parry Sound

4.96 out of 5 average rating, 368 reviews

Private Barn style loft king bed

ValueLocationBackyard

4.97 out of 5 average rating, 311 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

LocationValueCondition

5.0 out of 5 average rating, 36 reviews

Guesthouse in Alliston

coach house in Alliston

FamilyLocationAmenities

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.

5.0 out of 5 average rating, 7 reviews

Modern 3-bedroom Mulmur guest house

FamilyLocationAmenities

A multi-level house is illuminated against a starry night sky. The ground level features a porch with seating options, while a staircase leads to the upper level. The surrounding area is dark, creating a serene atmosphere under the stars.

Guesthouse in Northern Bruce Peninsula

4.62 out of 5 average rating, 55 reviews

Singing Sands Studio

LocationFamilyGetting around

5.0 out of 5 average rating, 7 reviews

A modern living area is presented with a spacious sectional sofa featuring white throw pillows. Wall-mounted shelves hold decorative items above the couch. A small table with a lamp complements the room, which is softly illuminated by recessed lighting and natural light from the nearby window.

Guesthouse in Neustadt

Guest House

LocationHospitalityDecor

Guesthouse in Grey Highlands

5.0 out of 5 average rating, 3 reviews

The River’s Edge | Cozy Studio in Grey Highlands

ValueLocationHospitality

The exterior of the guesthouse features a brick facade with a sloped roof. A private entrance is visible along with a small landscaped area and patches of grass. Large windows provide natural light, and a paved pathway leads to the entrance.

Guesthouse in Loretto

4.54 out of 5 average rating, 46 reviews

Resort style entire guesthouse (2 rooms, kitchen)

FamilyLocationComfort

Guest house rentals with a patio

5.0 out of 5 average rating, 77 reviews

A charming forest retreat is visible, featuring a two-story structure with light blue siding and a welcoming porch. A wooden boardwalk leads to the entrance, surrounded by lush greenery and tall trees. Outdoor seating is arranged nearby, enhancing the serene setting.

Guesthouse in Meaford

The Woodland Retreat Forest Bunkie

ValueLocationCleanliness

Superhost

A single-story home is showcased against a clear blue sky, featuring a spacious wooden deck with white railings. Two red chairs invite relaxation on the porch, while a green lawn surrounds the property.

Guesthouse in Lion's Head

4.94 out of 5 average rating, 32 reviews

Bruce Peninsula Family Escape 3BdrmApt near Grotto

FamilyLocationNearby

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, 32 reviews

Windfall Cottage On Little Lake

FamilyLocationParks

Guesthouse in Southampton

A comfortable living space features a grey sofa adorned with black cushions, positioned near two large windows. A wooden coffee table with a storage compartment occupies the center, complemented by a patterned area rug. Natural light softly illuminates the area.

4.86 out of 5 average rating, 51 reviews

Tiny Family Fitness Retreat

FamilyLocationCheck-in

4.93 out of 5 average rating, 70 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

FamilyLocationBiking

Guesthouse in Williamsford

4.93 out of 5 average rating, 29 reviews

Moana and Maple Guesthouse

LocationFamilyGrill

5.0 out of 5 average rating, 21 reviews

The exterior of the guest suite is showcased, featuring a charming A-frame roof and a wooden deck adorned with colorful flowers. Large windows allow natural light, while the lower level has storage and parking space. The surrounding greenery enhances the tranquil setting.

Guesthouse in Owen Sound

ManCave Made for a fun getaway!

LocationIndoor spacesAccuracy

5.0 out of 5 average rating, 25 reviews

The exterior of the cabin features a sloped roof with a reddish-brown tile, constructed from natural wood. A cozy seating area with two chairs and a small table is located under a covered porch, surrounded by seasonal foliage.

Guesthouse in Kimberley

BnB Cabin at Dragonfly Ridge in Beaver Valley

LocationFamilyHot tub

Guest house rentals with a washer and dryer

Guesthouse in Collingwood

5.0 out of 5 average rating, 90 reviews

Cozy 3BR Collingwood Getaway | Hot Tub + Sauna

LocationFamilySkiing

Guesthouse in Northern Bruce Peninsula

An indoor swimming pool is showcased with bright overhead lighting and large windows that allow natural light to fill the space. A dining table with long wooden benches is positioned nearby, while the pool area is bordered by a wooden deck for easy access.

5.0 out of 5 average rating, 38 reviews

The Lighthouse Pool house

ValueFamilyGetting around

5.0 out of 5 average rating, 75 reviews

A modern two-story building is presented with a gravel driveway leading to its front entrance. The structure features dark garage doors and a well-maintained lawn with trees and shrubs. A peaceful rural setting is showcased, providing a sense of space and tranquility.

Guesthouse in Durham

JackNJenny's

FamilyValueQuiet

4.98 out of 5 average rating, 57 reviews

A newly built coach house stands with a modern white exterior and a gray metal roof. The structure is positioned above a separate garage with large double doors. Surrounding trees frame the spacious yard, providing a serene setting.

Guesthouse in Meaford

The Coach House at Belvedere Farm

FamilyLocationAmenities

Guesthouse in Mount Forest

A cozy living area features a beige recliner and a dark sofa adorned with a patterned throw. A wooden coffee table with a blue bowl is centered between the seating. Soft lighting is provided by a lamp, complementing the warm wood ceiling above.

4.86 out of 5 average rating, 43 reviews

Country Experience

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 35 reviews

Pete’s bike and stay

LocationFamilyOutdoor spaces

Guesthouse in Southampton

A modern kitchen is displayed, featuring white cabinetry and stainless steel appliances, including a refrigerator, stove, and microwave. A leather sofa is positioned in the foreground. A ceiling fan provides airflow over the space, while light wood flooring adds warmth.

4.98 out of 5 average rating, 62 reviews

Steps Away Guesthouse

ValueFamilyIndoor spaces

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.