
House holiday rentals in Lennox and Addington County
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Top-rated house rentals in Lennox and Addington County
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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*

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.

The Loft on St. Paul
Welcome to your dream vacation spot! Previously a church, The Loft features a fully functional outdoor kitchen, complete with a BBQ, pergola, hot tub, outdoor bar & fire pit. With the newest addition of the backyard bunk, this vacation rental is perfect for families or small groups of friends. Enjoy cooking & dining al fresco in the summer evenings or relax in the hot tub under the stars. Gas fire pit providing cozy atmosphere for evening gatherings & the outdoor bar - perfect for entertaining.

Forest Mills Falls Retreat with Sports Barn
Stunningly perched above the magnificent Falls at FORESTMILLS. CA .This sprawling, light filled, designer cottage estate is simply ONE of a kind. Make campfire memories beside the restored historic sawmill alongside the Falls. Enjoy local trails, swimming, and fishing in the Salmon river valley. The "sports barn" includes basketball, pickleball badminton and floor hockey. Eady day trips to Kingston, 1000 islands, Sandbanks and The County. Only 9 minutes to Napanee with all its amenities.

The Prince Edward County Church, A Unique Escape
Stunning 1800's converted church in Prince Edward County with modern amenities on huge property. This unique 4 bedroom massive space has been restored to give a modern feel with all the old unique charm. Sitting on 3 acres, this property backs on to the Bay of Quinte. Only 15 minutes from the closest vineyard, 20 minutes from Wellington & Bloomfield. Property includes Wifi, Netflix, PrimeTV, Sonos fresh linens/towels, coffee, laundry, firewood for wood burning and a gas fireplace & more!

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.

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

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.

Cozy home 2 + bedrooms in Kingston Ontario
Updated and freshly painted 2 bedroom home. Fully furnished and equipped. Spacious and bright, this home is perfect for business or pleasure. Sleeping for 5, laundry, parking, all conveniences. BBQ and back yard seating area. Brand new mattresses. Located in a quiet neighborhood and close to everything. Grocery store. Tim Horton's, Gas station, Walmart, fast food and restaurants within 5 minutes. Kingston STR License # LCRL20220000367

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.

North Sky Retreat
This "rustic chic" home has been designed with your every comfort in mind. There will be no "roughing it" in this rural cottage, nestled in the beautiful Lanark Highlands. North Sky is a perfect getaway for everyone. We are very strict with our cleaning protocol to ensure that you have peace of mind when visiting. Please click on "see more" for extra information on the house, our pet fee, and other aspects of the property.

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.
Popular amenities for Lennox and Addington County house rentals
House rentals with a pool

Sundowners - A Lakeside PEC Retreat with Pool!

Waterfront Hot tub pool badminton sandpit bonefire

The Old Stone Farmhouse with Hot Tub & Heated Pool

High Gate Park Home

Welcome to The Fairview! Arcade, Hot tub, and Pool

Exquisite Summer Home Retreat with Heated Pool

Hot Tub Detox Haven & Firepit & Gameroom

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Weekly house rentals

Trails End By the Bay of Quinte Cottage

Newly Renovated Retreat in Heart of Belleville

Boutique Retreat House in Prince Edward County

Capitan Burn's House on Wellington

Fieldstone & Sky

Rogue's Hollow Retreat

Clarendon Station

Century Home w/ Hot Tub, Huge Backyard, Peaceful
Private house rentals

Quiet & comfortable home

Spacious luxurious 2 bed on the doorstep of PEC

Rustic Star Resort

Starbase - Waterfront Home w Pickleball Court

BonAsh Bungalow

Lilac Loft: Newly built

Beaver Lake Oasis

The Four Seasons
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- House rentals Ontario
- House rentals Canada
- Thousand Islands National Park
- Pike Lake
- Wolfe Island
- North Beach Provincial Park
- Black Bear Ridge Golf Course
- Presqu'ile Provincial Park
- Batawa Ski Hill
- Westcott Beach State Park
- Thousand Islands
- Sydenham Lake
- Tremont Park Island
- Grange of Prince Edward Vineyards and Estate Winery
- Closson Chase Vineyards
- Traynor Family Vineyard
- Redtail Vineyards
- Rosehall Run Vineyards Inc
- Hinterland Wine Company
- Casa-Dea Winery & Banquet Hall
- Timber Ridge Golf Course
- Centennial Park




