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Apartment holiday rentals in Winchester

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Top-rated apartment rentals in Winchester

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Guest favourite
A modernized rustic kitchen features wooden wall accents and a stylish bar area with two chairs. Sleek appliances, including a refrigerator and stove, are visible. Natural light flows through a nearby window, highlighting the clean lines and inviting setup.
Apartment in Montebello
4.92 out of 5 average rating, 151 reviews

The Zen suite

Rustic-Chic Retreat in Montebello Stay in the heart of Montebello, steps from the Fromagerie & marina, This cozy, zen-inspired retreat is perfect for couples or friends seeking comfort and adventure 🛌 Queen bed for 2 guests 🛁 Stylish, unique bathroom 🎥 75'' TV, Netflix, comfy sofa, and Wi-Fi 🚗 5 mins to Parc Omega Nearby Activities: Explore Château Montebello and its amenities Local shops, cafés, and restaurants Hiking ,biking ,golfing ,Parc Omega Papineau-Labelle Reserve and more

Top Guest favourite
A balcony extends from the loft, featuring wooden flooring and a shade awning above. Two black chairs are positioned along the railing, offering views of the surrounding farmland under a clear blue sky.
Apartment in Ottawa
4.97 out of 5 average rating, 214 reviews

Walk 2 OLRT & Hard Rock, mins to airport & EY Ctr

A one-of-a-kind stay; this cozy loft nestled inside a converted airport hangar has rustic charm, curved ceilings, & wide-open views. It offers the perfect blend of character & convenience. Relax on the balcony & watch stunning sunsets, explore the open space, or hit the nearby trails for a walk or bike ride. Enjoy Starlink Wi-Fi, AC, a dedicated workspace, and a stocked pantry. Just 7 minutes from the airport & EY Centre, 2 mins. from the Hard Rock & Casino, golf course, & 20 mins. to downtown.

Guest favourite
A light-filled dining area features a round table surrounded by four white chairs. A soft red area rug complements the decor, while a chandelier hangs above. Natural light streams through a window adorned with sheer curtains, illuminating the simple yet inviting space.
Apartment in Chelsea
4.91 out of 5 average rating, 365 reviews

Your Old Chelsea/Gatineau Park Pied-à-Terre

Beautiful, well appointed 2 bedroom apartment with fully furnished kitchen in charming Old Chelsea village. You will be within walking distance from the Gatineau Park, center village's bistros, boutiques, Nordik Spa and farmer's markets. Outdoor enthusiast can start their hike or hit the cross-country/snowshoe trails across the street from the airbnb. For the more adventurous, Camp Fortunes ski resort's cross-country mountain bike trails, aerial park zip lines and slops are only a 5 min drive.

Guest favourite
A grassy area is highlighted by a large tree featuring a playset with a slide. In the background, tranquil water reflects the sky, while a shed stands nearby. The scene is framed by scattered clouds and greenery.
Apartment in Edwardsburgh/Cardinal
4.89 out of 5 average rating, 168 reviews

1000 Islands waterfront accommodation

Amazing hot tub & patio both with awesome river view!-DSL hi-speed wifi-17 min Brockville-Gorgeous 1000 sq ft walk-out St. Lawrence River secluded waterfront accommodation! Ambient in-floor heating to compliment beautiful gas fireplace! Grand rm features custom kitchen with hand-crafted pine cabinetry & a wall of 4 very tall south-facing windows/patio doors-Hi-end 4-piece bath-Mstr quarters offer king-sized bed/his & hers closet space-2nd bdrm has queen murphy bed-Enjoy kayaks/fish from dock!

Guest favourite
A cozy living area features a comfortable sectional sofa adorned with patterned cushions. A TV sits on a low stand, and a projector is mounted on the ceiling. A spacious bed is partially visible, alongside decorative elements like a wall clock and small shelves.
Apartment in Findlay Creek
4.97 out of 5 average rating, 144 reviews

Lynn's Cozy Nest

Welcome to Lynn’s Home Nest! Just a 10-minute drive from the airport, our cozy 2 bedroom guest suite is perfect for families and remote workers alike. Enjoy high-speed WiFi, dedicated workspaces, and lots of room to relax. The kids will love the family area, while adults appreciate the fully equipped kitchenette and living spaces. Unwind on the private patio, explore nearby parks, or check out local dining. Ideal for work, family time, or both - Lynn’s place has it all for a perfect stay!

Top Guest favourite
A window offers a view of the Mississippi River framed by sheer curtains. Lush greenery and outdoor seating are visible in the foreground, with trees lining the riverbank and a small deck accessible from the water's edge.
Apartment in Almonte
4.98 out of 5 average rating, 163 reviews

Heron's Nest on the Mississippi -Couple's Getaway

Absolutely unique space. Newly renovated, with private entrance, one bedroom apartment on the Mississippi River. Beautiful views with a patio & terrace overlooking the river. Minutes walking to shops, restaurants, galleries, bike & walking trails, birdwatching, river boat launch, fishing & downtown core. Full kitchen, WIFI & TV. A great couple's getaway. Two day booking minimum, although special requests may be accepted & discounts given for weekly and monthly rentals.

Top Guest favourite
A collection of vintage items is displayed against a bright yellow wall. Notable elements include a retro Pepsi-Cola sign, a vibrant red popcorn container, and various decorative mugs. A small toy car, a Polaroid-style camera, and an assortment of playful signs add character to the arrangement.
Apartment in Prescott
4.96 out of 5 average rating, 301 reviews

2 Bedroom Vintage Suite (mid-term available)

The 2 bedroom apartment is located on the 2nd floor and can accommodate 4 guests. The suite is in the Mechanic Block and dates back to 1874. The apartment was restored while keeping the historical integrity in check. With vintage sink, clawfoot tub and 7' interior walls (not reaching ceiling as shown on photos) There is private parking and separate entrance. You get the entire apartment. The main level of this historical commercial building is operated by the building owner.

Top Guest favourite
Apartment in Gatineau
4.93 out of 5 average rating, 116 reviews

The loop - CITQ 321091

NON-SMOKING LEVEL 2 car charging station ($ to be discussed). Private apartment and private entrance. On-site parking. Full kitchen, bathroom with shower. Queen bed with quality feather duvet. Bed with anti-mite cover. Laundry room in the house Pets allowed (with approval). Netflix, Disney and Prime included. High-speed internet. Outdoor cameras, smoke and carbon monoxide detector, fire extinguisher, unique code lock, various emergency exits, outdoor lighting, etc.

Top Guest favourite
Apartment in Ottawa
4.94 out of 5 average rating, 147 reviews

Bright, Peaceful Stay in the heart of Westboro

Stay in our beautifully renovated two-floor apartment in one of Ottawa’s top neighborhoods! This stylish unit boasts an open-concept kitchen and living area, plus a cozy bedroom with a Queen bed—perfect for unwinding after exploring. Steps from Richmond Road in Westboro, you’ll find trendy cafés, artisan bakeries, restaurants, and boutique shops. Grocery stores, gyms, pharmacies, and the LCBO are all within walking distance and a 6 minute drive to the Civic Hospital.

Top Guest favourite
Apartment in Potsdam
4.99 out of 5 average rating, 235 reviews

Beth's Place Potsdam - River - Pickleball- Hot Tub

Beth's Place- celebrating 12 years in business in 2026 - is a luxurious, self-contained apartment with a separate entrance for maximum privacy. It is spacious, tastefully furnished, and conveniently located within 1 mile of downtown Potsdam. Our guests can also enjoy the scenic Raquette River, with free kayaks available for use. For those seeking extra indulgence, the apartment also features a private hot tub – exclusively for our guests' use!

Top Guest favourite
A modern living area showcases a light-colored sofa positioned near a cozy bean bag. Natural wood accents are visible in the dining area, featuring a round table surrounded by dark chairs. Soft lighting highlights the open space, contributing to a bright and airy feel.
Apartment in Ottawa
4.99 out of 5 average rating, 142 reviews

Whispering Timber Suite

Enjoy the peaceful calm of being surrounded by nature in Whispering Timber suite. You'll have exclusive access to the in-law suite of our home, complete with a bedroom (queen size bed), a sofa bed, a full bathroom and a small kitchen. The suite is located at the back of the home with it's own exterior entrance. Extra towels, sheets and comforters are provided, along with dishes and cookware in case you want to make a meal.

Guest favourite
The spacious living room features large windows that allow natural light to fill the area. Comfortable seating includes a dark sofa, a patterned armchair, and a plaid couch. A wooden coffee table sits at the center, with a television positioned nearby on a stand.
Apartment in Massena
4.98 out of 5 average rating, 105 reviews

Apt #39 Large Two Bedroom/Two Bath

Super spacious 2 bedroom and 2 bath upstairs unit! Queen size pull out sofa in Living Room. Large kitchen with all appliances, K Cup Coffee maker, washer and dryer in unit and large walk-in closets. Two full bathrooms and large dining area. The living room has lots of seating and smart tv's in every room. Internet and cable are provided. Relax and enjoy your stay with us! This is a SMOKE FREE UNIT!

Popular amenities for Winchester apartment rentals