House vacation rentals in Addington Highlands

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Quick stats about house rentals in Addington Highlands

  • Total vacation rentals

    Explore 20 vacation rentals in Addington Highlands

  • Nightly prices starting at

    Addington Highlands vacation rentals start at G$23,014 GYD per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Addington Highlands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Addington Highlands rentals

  • 4.6 Average rating

    Addington Highlands stays receive an average rating of 4.6 out of 5 from guests

Top-rated house rentals in Addington Highlands

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.97 out of 5 average rating, 247 reviews

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.

LocationValueHospitality

Top guest favorite
An aerial view captures a spacious waterfront area featuring a gray concrete patio. Bright red outdoor chairs surround a fire pit on the grass, while a sauna is positioned nearby. The cozy retreat is nestled among trees, with direct access to the water.
Home in Bath
4.93 out of 5 average rating, 107 reviews

Lakefront with Sauna & Trails

Escape to our serene Lake Ontario retreat, nestled on a gated property with westward views. Enjoy a sauna, indoor fireplace, and outdoor fire pit. Features three bedrooms, two bathrooms, a fully-equipped kitchen with modern appliances, high-speed FIBE internet, and a 50" TV. Located at the quiet end of a cul-de-sac, just 15 minutes from Kingston and steps from walking trails. Ideal for a romantic getaway or a family vacation, sleeps up to 8 with plenty of parking. Your lakeside oasis awaits!

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Top guest favorite
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
4.96 out of 5 average rating, 226 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

ValueLocationBeach

Guest favorite
The Gothic Revival house features a distinctive tower and large windows, set against a backdrop of cloudy skies. In the foreground, red Adirondack chairs are arranged around a fire pit on a green lawn, with blossoming trees adding a natural touch to the property.
Home in Greater Napanee
4.84 out of 5 average rating, 108 reviews

Emerald on the Lake @800ft Waterfront 20ac Forest

A luxuriously renovated Gothic Revival house built in year of 2000. It has a spacious living and dinning area, fully equipped kitchens, 6 spacious bedrooms with 5 suited 3 pc bathrooms. 2 bedrooms are in the mainfloor. Central air conditioning, purified sweet well water.Located in 20ac natural land with 800ft of shoreline. Unique privacy! Enjoy lake ,wetland, forest,sunset view and campfire under the bright stars. Lots of activity: BBQ grill, fire pit, fishing , swimming, canoeing…

ValueLocationQuiet

Top guest favorite
A comfortable living area features two brown armchairs and a spacious light-colored sectional. A mounted flat-screen television remains positioned above a wooden media console. A round mirror is displayed above a fireplace, contributing to the cozy ambiance of the space.
Home in Kingston
5.0 out of 5 average rating, 228 reviews

The Urban Cottage on Earl

The Urban Cottage on Earl is located in the heart of Kingston's historic Sydenham Ward and is within 2-3 blocks of KGH, Hotel Dieu, Queen's University, Lake Ontario and Kingston's vibrant downtown. Whether you are coming to Kingston for work or play, The Urban Cottage has all the conveniences of a downtown city home coupled with a relaxed cottage feel. After a long day, enjoy the fully enclosed, private backyard oasis complete with hot tub and water feature. LCRL20230000005

LocationValueDecor

Top guest favorite
A contemporary lodge surrounded by lush greenery features an inviting entrance with a wooden staircase. Several Adirondack chairs are arranged around a fire pit on a gravel outdoor space, offering a place to relax and enjoy nature.
Home in Calabogie
4.98 out of 5 average rating, 158 reviews

Black Diamond Lodge • Group Getaway

The Black Diamond Lodge is a newly curated four season haven for all! Located in the Peaks Village, a quick two minute drive to Calabogie Peaks Resort to enjoy the lake, golf, kayaking and a beachside pub. Large space to accommodate groups and families; screened in porch with hot tub. Hike Eagles Nest or Manitou Mountain. Close proximity to Oh-el-la’s, Calabigie Brewery, Red Neck Bistro, and On The Rocks Lake Lounge! Hosted by Wilder Waters Vacation Rental Management

LocationValueAccess

Top guest favorite
The open-plan living and dining area features a wooden dining table with caned chairs, facing a cozy seating arrangement. A gas fireplace is centered on the wall, accompanied by large windows that allow ample natural light, and decorative plants are positioned around the space.
Home in Kingston
4.96 out of 5 average rating, 207 reviews

Spacious 6BR+3.5BA •Peaceful, By Shops •For Groups

Spacious bungalow ideal for 𝐫𝐞𝐮𝐧𝐢𝐨𝐧𝐬, teams or wedding groups ● 𝟔 large bedrooms (4 in basement), 8 beds and 𝟑.𝟓 bathrooms. ● 𝐁𝐢𝐠 𝐋𝐢𝐯𝐢𝐧𝐠 𝐬𝐩𝐚𝐜𝐞 with two 𝟑-seater sofas. 𝐋𝐚𝐫𝐠𝐞 dining table for 𝟏𝟎. well stocked kitchen. ● 𝐒𝐮𝐧𝐫𝐨𝐨𝐦 seats 5, 𝐝𝐞𝐜𝐤 & 𝐁𝐁𝐐, 𝐟𝐞𝐧𝐜𝐞𝐝 𝐛𝐚𝐜𝐤𝐲𝐚𝐫𝐝 for 𝐩𝐞𝐭𝐬. ● Parking for 𝟒 𝐜𝐚𝐫𝐬. Quiet residential street, walking to Costco & Tim Hortons, short drive to Downtown, Queen’s & INVISTA.

ValueFamilyPets

Top guest favorite
A wooden dock extends over calm waters, leading to a small aluminum rowboat moored nearby. Surrounding trees offer natural shade, and the sky is partly cloudy with light reflections on the water's surface. A serene landscape invites moments of relaxation and connection with nature.
Home in South Frontenac
4.98 out of 5 average rating, 149 reviews

The Lakeview cottage

Our cottage is the perfect place to relax with family or a few friends, and enjoy the peace and quiet surrounded by beautiful scenery. It is very private and you will have the entire property and cottage to yourself. it’s the perfect peaceful hideaway. The cottage is warm and cozy with gorgeous views of cranberry lake Our place is Great for nature walks, biking, swimming and enjoying the outdoors. Also for fishing/ice fishing and snowmobiling trails are close by.

LocationFamilyCheck-in

Top guest favorite
The newly constructed lake house is surrounded by trees, featuring a spacious wrap-around deck with seating. A patio area with a set of chairs is visible, and a hot tub is situated nearby. The property is set in a lush green lawn, providing a serene outdoor space.
Home in Barry's Bay
4.9 out of 5 average rating, 111 reviews

HOT TUB w/ Volleyball, Screen porch, Games Rm

You arrive at Our Lake Space in Barry’s Bay and instantly feel the pace of life slow down. Morning coffee by Halfway Lake, long summer swims, cozy fall fires, laughter around the table, and starlit nights in the hot tub. Our 5-bedroom, pet-friendly retreat was made for reconnecting with family, friends, and yourself. From sunny lake days to crisp autumn evenings, these are the moments that become memories you’ll carry home long after your stay.

FamilyValueView

Top guest favorite
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
4.98 out of 5 average rating, 102 reviews

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.

FamilyLocationOutdoor spaces

Top guest favorite
The living room features a spacious couch arranged around a central coffee table, with natural light flowing through large windows. A dark feature wall holds a modern fireplace and a mounted television, while decorative shelves display plants and art. Soft curtains frame the windows.
Home in Calabogie
4.97 out of 5 average rating, 105 reviews

The StoryBook Retreat

Enjoy the luxury and charm of contemporary design interwoven with the warmth of antique details. At less than a kilometre from Calabogie Peaks Resort, this hillside gem invites you to relax and unwind in the spa-like ensuite, or gather with friends in front of the roaring fireplace or perhaps in the bubbling, 7-person hot-tub. This is a newly constructed, 2500 square foot home (completed in 2023) with all the modern amenities you need.

LocationFamilyOutdoor spaces

Top guest favorite
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.
Home in Monteagle, Ontario.
4.97 out of 5 average rating, 190 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.

ValueLocationCheckout

Popular amenities for Addington Highlands house rentals