House vacation rentals in Bobcaygeon

4.9 out of 5 average rating, 108 reviews

A warm and inviting living area features wooden walls with large windows offering ample natural light. A spacious couch and two armchairs surround a glass coffee table on a soft area rug. A dining table is visible in the background, illuminated by natural light.

Home in Buckhorn

Lakefront Log Home-Reach Out for Special Deals!

Enjoy the ultimate lakeside escape at our stunning cottage on Big Bald Lake, just a 2-hour drive from Toronto! With 6 bedrooms and 2.5 baths, it sleeps 10 guests, making it perfect for families and friends. Enjoy direct lake access and embrace the serenity of the lake while kayaking or paddling in our 3 kayaks or paddle boat. Unwind in the sauna, work remotely, or simply relax on the sandy beach, ideal for kids and adults alike. To top it off, our charming gazebo offers breathtaking lake views.

4.97 out of 5 average rating, 234 reviews

An A-frame house is presented with a blue exterior amidst a snowy landscape. The structure showcases a sloped roof with multiple windows and a door leading to a deck. Surrounding trees, partially covered in snow, create a serene and natural setting.

Home in HUNT

Modern & Charming Eh-Frame | 4-Season Chalet

Escape the everyday chaos and unwind in this romantic A-frame home. Nestled on 36 acres of forest and marshland, this charming getaway will fulfill any couple’s desire for a private weekend in the woods to indulge in a deep connection with each other and with nature. High loft ceilings, exposed beams, wood burning fireplace, a cozy loft bedroom, spacious shower for two, and sunken soaker bathtub create an intimate and pleasing ambiance for your carefree retreat. Hosts an abundance of wildlife.

An aerial view captures a two-story cabin surrounded by vibrant autumn foliage. The landscape is adorned with various shades of orange, yellow, and green, showcasing the natural beauty of the wooded area. The winding path leading to the cabin is lined with scattered rocks and red outdoor chairs.

4.87 out of 5 average rating, 247 reviews

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails

Our 2-bedroom cabin is the ultimate getaway for relaxation or embarking on new adventures. Situated within a serene 52-acre wooded property, our cabin offers exclusive access to 2 kilometers of private trails that connect to the Twin Lakes snowmobile trails. On our outdoor patio, you'll find a year-round hot tub, BBQ, and fire pit, all overlooking a tranquil seasonal creek. Despite its secluded location, we are a mere 10-minute drive from the charming boutiques and restaurants of Bobcaygeon.

4.95 out of 5 average rating, 217 reviews

A modern two-storey home features a sleek design with large glass windows and balconies. The outdoor area includes a spacious deck with seating arrangements, while a decorative neon sign reads 'Water's Edge' against a textured green wall, enhancing the contemporary aesthetic.

Home in Belleville

Spectacular Waterfront Home in PEC

Situated on the edge of the beautiful Bay of Quinte, this brand new modern build is sure to steal your breath. Built in 2023, this stunning two-storey waterfront oasis, Water’s Edge, is located just over the Bay Bridge in spectacular Prince Edward County. Featuring two kayaks, fishing gear, outdoor propane fire table, and an upper and lower deck with front row seats to the most unforgettable sunsets. Water’s Edge is conveniently located to both Belleville and all that PEC has to offer.

4.94 out of 5 average rating, 268 reviews

A spacious grassy lot features six outdoor chairs arranged in front of a large deck. Sunlight filters through the trees, illuminating the cottage in the background. The deck is elevated, overlooking the yard, providing a serene space for relaxation.

Home in Selwyn

Gorgeous Pigeon Lake 4 season cottage

Very clean bright, newly renovated 3 BR cottage on Pigeon Lake, situated in Gannons Narrows, 90 min from TO. Very private and large, level grassy lot, great for kids.Great beds, premium kitchen, gas fireplace, paddle boat, canoe, large dock with boat ramp next door at the marina, wading for kids. Swimming, fishing, biking, hiking, 8 golf courses, fire pit with amazing sunsets, available for Christmas, New Year's & summer holidays. July- Aug there is a 7 night min stay, Fri to Fri.

4.93 out of 5 average rating, 122 reviews

Home in Little Britain

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

4.94 out of 5 average rating, 299 reviews

A vibrant red flower arrangement fills the frame, showcasing numerous blooms. An old-fashioned watering can is positioned slightly to the side, made of metal with a timeworn finish, suggesting a cozy garden setting.

Home in Port Hope

1890 COACH-HOUSE - Beach-Shop-DIne - LUX Retreat

GRAB summer! 1890 luxe COACH-HOUSE - lofty private retreat space on a treed lane, lush garden+terraces+hot tub. Airy, south-facing, vaulted, French doors, gourmet kitchen, sumptuous linens, roaring fire, edgy art, bespoke furniture, firepit, AC. Guidebook shares all - WALK to secret beaches, fab food/drink, funky vintage, river trails, theatre, hiking, biking, golf, butter tarts...work or romantic break EXACTLY what's needed - Big skies & soft breezes STAY A while...

4.97 out of 5 average rating, 336 reviews

An outdoor seating area features several dark wooden Adirondack chairs arranged in a circle around a stone fire pit. Soft glow from string lights adds warmth to the scene, while the modern cottage is visible in the background, nestled among tall trees.

Home in Huntsville

Wolegib Muskoka | Hot Tub | Beach | Swimming

Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.

4.94 out of 5 average rating, 111 reviews

Dock on the Bay | Waterfront Cottage on Sturgeon

Enjoy your stay at our modern, bright, spacious 4 season cottage on Sturgeon Lake. Come stay for a winter or summer getaway This is the first time this gem has been listed for rent. On an inlet that goes directly out on to sturgeon Lake, this 3 bedroom, 1 bathroom cottage, is situated just minutes from the Victoria Rail Trail, perfect for snowmobiling, ATVing, hiking and biking. For snowmobiling, you can jump on the 310 or E108 OFSC Trail.

Home in Monteagle, Ontario.

A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.

4.96 out of 5 average rating, 167 reviews

Rose Door Cottage

Quaint and cozy 1 bedroom cottage tucked along the southeastern shore of a small, quiet lake. Recently renovated, the cottage is the perfect romantic getaway. It's located 1 km from snowmobile/ATV trails, 15 minutes from Bancroft and 45 minutes from Algonquin Park. The cottage includes a floating dock with swim ladder, bbq, woodburning outdoor firepit, canoe, kayaks, woodburning indoor fireplace, smart tv with starlink satellite.

4.97 out of 5 average rating, 304 reviews

The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.

Home in Prince Edward

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

4.98 out of 5 average rating, 131 reviews

A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.

Home in Eagle Lake

HyggeHaus—sleek snuggly secluded apres-ski cabin

For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-26-00031

Popular amenities for Bobcaygeon house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 111 reviews

A modern living area is highlighted by a sleek, electric fireplace beneath a large flat-screen TV. A rustic accent wall features wooden panels and decorative art. A comfortable gray sofa and a table set for dining complete the welcoming space, complemented by blue and natural tones.

Home in Innisfil

2 Bd Boardwalk Condo Patio Oasis

4.86 out of 5 average rating, 116 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

4.91 out of 5 average rating, 134 reviews

The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

4.94 out of 5 average rating, 240 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

4.99 out of 5 average rating, 182 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

4.94 out of 5 average rating, 205 reviews

Home in Prince Edward

Dragonfield House: a beautiful stay in central PEC

4.91 out of 5 average rating, 114 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

A charming cottage is set amongst lush greenery, with a red wood exterior and light yellow trim. The front features a welcoming staircase leading to the entrance. A small storage area is visible on the side, complementing the natural landscape.

4.93 out of 5 average rating, 29 reviews

Charming 3-Bedroom Lake Front Cottage with Pool

Weekly house rentals

4.97 out of 5 average rating, 73 reviews

A comfortable living area is visible with a cozy armchair and a sectional sofa featuring beige upholstery. Natural light streams through large windows, offering a view of greenery outside. A stylish area rug and a decorative blanket add warmth to the hardwood floor.

Home in Lindsay

3 Bedroom House Rental

4.95 out of 5 average rating, 21 reviews

Home in Trent Lakes

Private Waterfront Escape • Serene/Fully Equipped

A serene outdoor space features four yellow Adirondack chairs arranged around a fire pit, surrounded by a grassy lawn. A canoe is visible by the water's edge, with lush trees and shrubs framing the backyard landscape, creating an inviting setting for relaxation.

4.92 out of 5 average rating, 61 reviews

Water Front | Hot Tub | Amazing Backyard Views

A patio area is visible, featuring colorful chairs in green and red, arranged around a central table. A large umbrella stands in the center, providing shade. The tranquil river is seen in the background, lined with lush greenery and residential buildings.

4.82 out of 5 average rating, 57 reviews

Bobcaygeon Waterfront 3-Bedroom Vacation House

4.99 out of 5 average rating, 252 reviews

Home in Downtown Toronto

Stylish 1870s Home near Distillery District & Old Toronto

Two red Adirondack chairs are positioned along a tranquil waterfront, facing a reflective expanse of water. Lush greenery and stone accents surround the scene, while boats are visible along the shore, creating a serene atmosphere for relaxation.

4.79 out of 5 average rating, 43 reviews

Tranquil waterfront getaway!

4.91 out of 5 average rating, 11 reviews

Cozy Pigeon Lake Cottage

Home in Dysart and Others

5 out of 5 average rating, 50 reviews

NEW Aframe w/ sauna, outdoor shower & 2km to town

Private house rentals

A stone pathway leads down steps towards a spacious lakeside yard. To the left, a grill is positioned for convenient outdoor cooking. Lounge chairs are arranged beside the water, surrounded by trees, creating a peaceful atmosphere. The lake glistens in the distance, under a clear sky.

5 out of 5 average rating, 36 reviews

Gorgeous Lakeside*weedfree*boat dock*hottub

The image captures a wooden dock leading to a calm body of water at sunset. Silhouetted trees frame the scene, while soft hues of orange and yellow are reflected on the water's surface. A tranquil atmosphere is created by the serene surroundings.

4.8 out of 5 average rating, 20 reviews

Sturgeon Lake Luxury Retreat

4.89 out of 5 average rating, 36 reviews

The cottage exterior is illuminated at dusk, showcasing its modern design. Large windows reveal the open-concept interior, while a spacious deck offers seating options. The surrounding landscape features a manicured lawn and trees in the background, enhancing the serene lakeside setting.

Home in Orillia

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

5 out of 5 average rating, 3 reviews

A modern living area is highlighted by a neutral-toned sofa, complemented by two blue accent chairs. A wooden coffee table occupies the center space, while a flat-screen TV is mounted on the wall above a contemporary fireplace. Natural light fills the room through a large window.

Home in Cameron

Cottage #4 on Sturgeon Lake, Minnesota

4.97 out of 5 average rating, 32 reviews

The exterior of a welcoming cottage is presented, featuring a red facade with stone accents. A spacious porch is adorned with planters, inviting seating, and a prominent sign saying 'HELLO.' Lush green grass surrounds the structure, completing the peaceful setting.

Home in Fenelon Falls

The Little Red Cottage - Ideal for long stays!

4.95 out of 5 average rating, 20 reviews

A serene waterfront scene captures calm water reflecting vibrant autumn foliage. Mist gently rises from the lake's surface, while a clear blue sky is partially adorned with a soft white moon. The landscape includes various trees, creating a peaceful natural environment.

Home in Kirkfield

Life is Better at the Cottage

Home in Dysart and Others

5 out of 5 average rating, 9 reviews

Designer A-Frame | Percy Lake + Cube Sauna