House vacation rentals in Highlands East

4.97 out of 5 average rating, 251 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.

ValueFamilyIndoor spaces

4.96 out of 5 average rating, 138 reviews

Home in Huntsville

Luxury Muskoka Retreat Hot Tub Firepit • Sleeps 10

Wake up surrounded by towering pines and fresh Muskoka air at Mystic Woods Muskoka, a luxury 5-bedroom chalet in Huntsville, Ontario, Canada. Spend your days paddleboarding on Fairy Lake, golfing nearby championship courses, hiking Arrowhead Provincial Park, or exploring Algonquin before returning home to soak in your private 8-person hot tub beneath the stars. Perfect for families, couples, groups, retreats, and digital nomads seeking the ultimate Muskoka escape. ✨ Book your stay today!

ValueFamilyNearby

4.96 out of 5 average rating, 176 reviews

A spacious guest suite features a cozy seating area with a sectional sofa and a decorative rug. A large queen bed is positioned against the wall, accompanied by modern window treatments. A small table and chair add functionality, while recessed lighting brightens the room.

Home in Bancroft

2nd Floor Guest Suite

2nd floor guest suite located only 5 minutes to downtown Bancroft. This large suite has a queen bed, queen pull out sofa bed, mini fridge with freezer, microwave, smart tv, keurig machine (tea, coffee, sweeteners and creamers provided) and spacious bathroom with walk in shower. Please note that a full flight of stairs must be climbed to access this unit once inside the door. Please also note there is no kitchen in this suite, cooking appliances & candles are prohibited due to fire risk.

ValueFamilyIndoor spaces

Home in Algonquin Highlands

Stunning Lakefront Retreat: Sauna, Hot Tub, EV Chg

This lakefront home is perfect for your work retreat or family getaway, any time of year. Beautifully decorated and fully furnished, it offers everything you need for a productive yet relaxing stay. Host team sessions with inspiring lake views, recharge in the saltwater hot tub or wood-fired sauna, and unwind on the 400 SF dock. Whether for brainstorming, bonding, or relaxation, this serene retreat blends nature, comfort, and focus seamlessly. Create lasting memories by the lake.

FamilyLocationBathroom

4.91 out of 5 average rating, 257 reviews

4.91 out of 5 average rating, 150 reviews

A spacious living room features large windows offering views of colorful foliage. A cozy fireplace is located on one side, with soft seating arranged comfortably around a central coffee table. Light wood flooring enhances the airy atmosphere.

Home in Bracebridge

River Luxe Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

Beautiful brand new home boasting 6 bedrooms and 5 bathrooms right in the heart of Bracebridge along the Muskoka river. Enjoy the water on the private dock, fish, go for a paddle, or swim over to the sandy beach across the river. Short walk to Wilson’s falls hiking trail and waterfall. Short bike ride/drive to downtown to explore the shops and local life. Close to Santa’s village, excellent restaurants, cute shops, brewery’s and much more. The home sleeps 12 comfortably.

ValueLocationCheck-in

4.88 out of 5 average rating, 220 reviews

Kennisis Lake Getaway | Lakefront & Hot Tub

Escape to modern luxury on Kennisis Lake! 🌊 Enjoy a private water front with rare shallow entry. Unwind in the premium 7x7’ hot tub under the stars. ✨ The designer interior features a chef's kitchen w/ dishwasher, AC, full laundry, and High-Speed Wi-Fi—perfect for remote work. 🚣 Included: 3 kayaks, Gas BBQ, and lakeside fire pit. Easy year-round access on paved roads. A high-end retreat for families/couples. Book your 2026 summer getaway now! 🌲

FamilyValueBathroom

4.93 out of 5 average rating, 100 reviews

A contemporary cottage exterior is surrounded by lush greenery and decorative stone landscaping. Large glass windows provide ample natural light, while an expansive deck offers access to the outdoors. Potted plants add colorful accents near the stone steps leading up to the entrance.

Home in Haliburton

4 Season Lake Front Cottage

Beautiful cottage on Lake Kashagawigamog. Lakefront executive home on a private, flat property with sandy beach. Huge 1,000 sf deck, 6 hole putting green. Deck by the beach with roof, bar, fridge, outdoor speakers. Long dock with swim ladder. Fire pit area, volleyball/badminton area, horse shoes. Use of non motorized boats. 4 full bedrooms: 3Queens, 2 sets of bunk beds (doubles below and singles above), and a loft. Large kitchen and family room.

ValueLocationTV

4.98 out of 5 average rating, 106 reviews

The exterior of the cottage is presented, featuring a large deck with ample outdoor seating. Below, a fire pit area surrounded by red chairs is visible, along with stone pathways leading through the lush greenery. Large windows reflect the natural surroundings.

Home in Barry's Bay

LUX Lakefront: 6 Bedrooms, 12 Guests, w/Hot Tub

Enjoy our cottage on Halfway (Long) Lake, complete with a private beach and fantastic outdoor amenities. Families can reconnect and create new memories at this 4-season property, boasting spacious 6 bedrooms that can accommodate up to 12 people. Guests can take advantage of complimentary kayaks, a paddleboard, and a pedal boat while swimming off the dock in the pristine lake. Fast Starlink internet (up to 150 mbps) and a dedicated work area.

LocationFamilyHiking

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.

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.

FamilyValueCleanliness

4.96 out of 5 average rating, 193 reviews

4.97 out of 5 average rating, 347 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 | Private Nordic Spa + Beach

Welcome to our private, modern Scandinavian-style cottage on 3 acres with conservation land across the water for ultimate privacy and tranquility. Floor-to-ceiling windows fill the space with natural light and showcase stunning views of the Muskoka River. Enjoy your private Nordic spa with a sauna, hot tub, and cold plunge. Just 40 steps from the front door, a private beach and dock offer calm, clear water perfect for swimming.

FamilyLocationHiking

Home in Prince Edward County

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.

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.

FamilyLocationWalkability

4.96 out of 5 average rating, 314 reviews

4.97 out of 5 average rating, 149 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

FamilyValueTV

Popular amenities for Highlands East house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 113 reviews

A bright and inviting living area features a yellow accent chair paired with a patterned throw pillow. A round area rug anchors the space, while a wooden side table and a glass-front cabinet add warmth. A large artwork adorns the wall opposite a dining area.

Home in Prince Edward

Design-Forward Luxury Retreat w/ Pool + Hot Tub

LocationValueAccuracy

4.9 out of 5 average rating, 145 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

ValueLocationSkiing

4.96 out of 5 average rating, 228 reviews

An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.

Home in Prince Edward

The Old Stone Farmhouse with Hot Tub & Heated Pool

FamilyValueCheck-in

4.77 out of 5 average rating, 106 reviews

An indoor pool is framed by large windows that allow natural light to fill the space. The ceiling features wooden beams that create an airy atmosphere. Two chairs are positioned nearby, and vibrant yellow flowers are visible through an adjacent window.

Home in Orillia

Casa ~ Pool ~ Fire Pit ~ BBQ

FamilyLocationOutdoor spaces

4.85 out of 5 average rating, 113 reviews

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

FamilyLocationHot tub

4.94 out of 5 average rating, 209 reviews

Home in Prince Edward

Dragonfield House: a beautiful stay in central PEC

ValueFamilySleep quality

4.94 out of 5 average rating, 249 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

ValueLocationParking

4.87 out of 5 average rating, 104 reviews

The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.

Home in Uxbridge

The Ridge Roost - Uxbridge Township

LocationValueSleep quality

Weekly house rentals

4.88 out of 5 average rating, 272 reviews

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.

Home in Bobcaygeon

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails

FamilyValueTV

4.97 out of 5 average rating, 173 reviews

The exterior of the A-frame home is showcased, featuring a striking black facade and tall triangular roof. Large windows illuminate the interior, and a spacious wooden deck extends across the front, surrounded by lush greenery that encapsulates the natural setting.

Home in Georgian Bay

A-Frame Hidden in the Forest Muskoka, Georgian Bay

LocationValueView

4.89 out of 5 average rating, 159 reviews

A spacious living area features large windows that provide ample natural light and views of the surrounding trees and water. A comfortable sectional sofa, a stylish leather couch, and a glass coffee table are arranged around a cozy wood stove, creating a welcoming atmosphere.

Home in Port Carling

Waterfront Boutique Cottage Getaway

LocationValueView

4.83 out of 5 average rating, 320 reviews

A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.

Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 72 reviews

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

FamilyLocationNearby

4.94 out of 5 average rating, 48 reviews

A modern cottage is nestled among lush green trees, with a spacious deck extending from the structure. Outdoor seating and a dining area are visible, providing ample space for relaxation and meals. Floor-to-ceiling windows enhance the connection with nature.

Home in Haliburton

Haliburton Cottage on Outlet Bay

ValueFamilyCheckout

4.92 out of 5 average rating, 24 reviews

Designer A-Frame | Percy Lake + Cube Sauna

LocationFamilyAccuracy

A contemporary two-story house is positioned amongst tall trees, featuring large windows that reflect the soft evening light. In the foreground, a fire pit surrounded by multiple Adirondack chairs provides a cozy outdoor gathering space. The natural landscape adds a serene touch to the setting.

5.0 out of 5 average rating, 25 reviews

Luxury Winter Lakehouse | Cube Sauna & Stargazing

FamilyLocationView

Private house rentals

5.0 out of 5 average rating, 33 reviews

Home in Severn

Luxury Muskoka Waterfront Retreat

ValueLocationCheck-in

5.0 out of 5 average rating, 7 reviews

Home in Fenelon Falls

Cedar Barrel Lakehouse - Hot Tub|Water Toys|Views

FamilyLocationAmenities

4.95 out of 5 average rating, 57 reviews

Home in Wollaston

Secluded Ontario Lakehouse | Starlink+Night Skies

FamilyLocationLayout

4.87 out of 5 average rating, 38 reviews

Home in Burk's Falls

Luxe Lakehouse Retreat with Sauna

LocationFamilyCondition

5.0 out of 5 average rating, 56 reviews

A serene view reveals lush green grass leading to a tranquil lake. Adorned with trees and shrubs, the property features a small bunkie and a landscaped garden area, with a rainbow visible in the sky above the distant hills.

Home in Haliburton

Haven’s Willow Waterfront Home *New hot tub&Sauna*

ValueLocationView

5.0 out of 5 average rating, 8 reviews

Home in North Kawartha

Waterfront cottage on Eels Lake

LocationFamilyHospitality

4.94 out of 5 average rating, 36 reviews

Home in Lake of Bays

Echo Lake Retreat, Muskoka, Private Beach and Dock

FamilyLocationParks