House holiday rentals in Lennox and Addington County

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Top-rated house rentals in Lennox and Addington County

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

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Top guest favourite
A spacious living area features a large stone fireplace as the focal point, flanked by large windows providing natural light. Cozy seating is arranged around a central coffee table, with neutral tones complemented by dark green accent chairs. A flat-screen TV is mounted for entertainment.
Home in Prince Edward
4.96 out of 5 average rating, 137 reviews

County gem centrally located w/fireplace & hot tub

Welcome to The Knotted Hill. Luxurious home located high above Muscote Bay in an old growth forest boasting an oversized deck with hot tub. Outside space is a wow factor with two joining deck spaces, one balcony off the main bedroom with a walkway to the main deck, totaling over 800 square feet of deck. Featuring incredible water views in the winter when the trees are bare, lush green foliage in the summer, stunning colors in the fall and a wood fireplace for those cooler evenings spent indoors.

Top guest favourite
Home in Prince Edward
4.99 out of 5 average rating, 266 reviews

Modern School House *SPA GETAWAY*HOT TUB & SAUNA*

​Welcome to the Schoolhouse, an 1859 original school remodelled for your boutique vacation getaway. Located on Glenora Road just a few minute drive from the glorious downtown shops & restaurants of Picton Main St. The central location also acts as a great jumping off point to enjoy all the spectacular wineries, craft breweries, art galleries, beaches & trails that the County has become known for. *Please note we are a family getaway and not set up to host those looking for a party atmosphere*

Guest favourite
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, 235 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.

Guest favourite
A bright living area features a large, comfortable sofa adorned with colorful cushions. Natural light filters through a spacious window, illuminating the hardwood floor and a coffee table made of wood. A potted plant and a cozy armchair add to the welcoming atmosphere.
Home in Prince Edward
4.91 out of 5 average rating, 102 reviews

Picton Perfect

FYI: Sandbanks requires a reservation. Book 5 days ahead of visit to avoid disappointment! Perched on a hill with seasonal views of Picton Bay. 2 kms from downtown Picton. The living music room has an eclectic library of vinyl to be explored on a top notch stereo system. Kitchen is stocked with everything you need to cook your day's collections. A selection of books and novels available to peruse or chill on the front patio and watch the world go by. Sunsets and incredible sky views included!

Guest favourite
Home in Prince Edward
4.95 out of 5 average rating, 131 reviews

SunriseSunsetPeace

Come for the sunrise, stay for the sunset! Total number of guests allowed 10 Additional guest must be under 10 years of age This luxury home has heated flooring and comes with a 7 seater 48 jet hot tub! This is a spacious home with ample sleeping arrangements. Ask host for more details. This home features a master bedroom with an ensuite located on the first floor. The master suite provides privacy, space and convenience. Perfect for our elderly guest or guest with limited mobility.

Top guest favourite
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, 221 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.

Top guest favourite
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
4.95 out of 5 average rating, 219 reviews

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.

Top guest favourite
The exterior of a renovated cobblestone home is showcased, featuring a blend of stone and blue siding. A spacious porch with planters sits in front, surrounded by green lawn and natural landscaping. The roof is metal, adding a contemporary touch against a partly cloudy sky.
Home in Quinte West
4.98 out of 5 average rating, 128 reviews

Stonehill Cottage with Room to Roam

Welcome to our 1845 cobblestone home! Completely renovated and rebuilt with your comfort in mind. We call it a cottage, but it's [now] a super well-built house with 100+ acres of fields, pond and trails to explore! An Ontario Parks summer pass is included for your use. When you book you'll see that HST is added to your nightly rate and cleaning fee, and a Municipal Accommodations Tax is added to your nightly rate only. Stays longer than 29 days are exempt from both of these taxes.

Top guest favourite
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 out of 5 average rating, 214 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

Top guest favourite
The entrance of the cottage is framed by lush green trees, featuring a wooden walkway leading to a welcoming porch. A rich orange door offers a pop of color, while various shrubs and flowers enhance the natural setting.
Home in Perth Road
4.96 out of 5 average rating, 137 reviews

Luxury Cottage in the Woods

Tranquil luxury cottage nestled in the woods. This cottage is located down a beautifully treed winding driveway and nestled in the trees. Take a walk down our laneways and trails and enjoy our gardens and pasture or enjoy your private space in the pergola for some quiet moments outdoors. This cottage is a hidden gem and is perfect for a quiet getaway. Come relax and explore this beautiful property. Note: There is absolutely NO SMOKING anywhere on this property.

Guest favourite
An aerial view captures a charming brick house surrounded by green grass and trees. Fenced areas and a small shed are visible, with livestock grazing in the background, emphasizing the property's pastoral setting.
Home in Roslin
4.96 out of 5 average rating, 215 reviews

Roslin Hall

Roslin Hall is the ideal country retreat offering quiet and solitude in a pastoral setting. By night sit out back and be mesmerized by the clear starry nights and by day take a drive to PEC wine country. Or just relax and unwind in front of the gas fireplace while prepping a meal in the gourmet kitchen. Please tell us about your group when you request to book. Please note there is a camera above the front door for security purposes.

Top guest favourite
A spacious dining area is showcased, featuring a long wooden table with intricate carvings. A chandelier hangs from a green ceiling above. The room is illuminated by natural light from large windows, revealing exposed brick walls and a cozy seating area in the background.
Home in Kingston
4.91 out of 5 average rating, 194 reviews

Victorian Boutique Apartment-Steps from Lakeshore!

Enjoy the elegance of a by-gone era while staying in this stunning Victorian loft, located on a quiet leafy boulevard in the heart of Kingston’s most historic and architecturally eclectic neighborhood! Beautifully decorated and featuring a bright vaulted grand living room with a tin clad mezzanine supported on original exposed beam, exposed brick, period furniture, and a stunningly unique black-and-white tiled bathroom.

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