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Apartment vacation rentals in Winchester

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Winchester

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

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Guest favorite
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, 153 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 favorite
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 Greely
4.97 out of 5 average rating, 217 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 favorite
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, 366 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.

Top guest favorite
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, 174 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 favorite
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 Gloucester
4.97 out of 5 average rating, 146 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!

Guest favorite
A two-story house is illuminated softly in the evening light, highlighting its brick facade. A well-maintained lawn with potted flowers frames the entrance. A vehicle is parked in the driveway, with large windows allowing a view of the home's interior.
Apartment in Manotick
4.92 out of 5 average rating, 102 reviews

Apartment with Big Lounge

Book with confidence! Experienced host with 80+ FIVE-STAR ⭐⭐⭐⭐⭐ reviews on our property. Welcome to our stylish, large and independent 1-bedroom apartment with a spacious living area for work or relaxation. The layout features a kitchenette with all essentials and a dedicated office desk with high-speed internet for remote work. Located in a quiet and beautiful neighborhood, ideal for couples or business stays. Enjoy convenience near local attractions, restaurants, and sightseeing!

Top guest favorite
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, 307 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.

Superhost
A cozy living area features a television mounted on the wall, accompanied by a coffee table. Comfortable brown sofas are positioned to invite relaxation. Large windows allow natural light to filter in and provide views of the outdoors, enhancing the space's openness.
Apartment in Stittsville
4.8 out of 5 average rating, 160 reviews

2 Bedrooms, Private forest view

This is a 2 bedrooms with full bath and full kitchen apartment with laundry set. The apartment was built 2 years ago with new appliances, it's very clean and bright. It's in a lower level of a single family house with walkout access and backyard with no rear neighbors, the rear access is facing the forest. it's a great location for business or adventure that can accommodate up to 4 people with too queen size beds. Relax with the whole family at this peaceful place to stay.

Top guest favorite
A modern kitchen is equipped with a large island featuring high stools. Sleek appliances, including a refrigerator and stove, are complemented by minimalist cabinetry. Natural light filters through a nearby window, enhancing the clean design. A decorative plant adds a touch of warmth.
Apartment in Chelsea
4.97 out of 5 average rating, 118 reviews

Dream apartment comforting & relaxing

The bike path is accessible directly from the parking lot. Only a few minutes from the Voie Verte, Larrimac Golf and Tennis Club, Ski Camp Fortune, Great Canadian Bungee and the gateway to Gatineau Park. The apartment’s convenient location in Chelsea makes it a comforting destination in many ways. Come and explore this small village which has lots to offer such as many art galleries, boutiques, cafés and gourmet stops. Relax and unwind at Nordik Spa Nature. CITQ. #318284

Top guest favorite
Apartment in Gatineau
4.93 out of 5 average rating, 117 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 favorite
Apartment in Westboro
4.94 out of 5 average rating, 151 reviews

Sunny Westboro Retreat | Walk to Everything

Stay in our sun-filled, beautifully renovated two-floor apartment in the heart of Westboro—one of Ottawa’s most walkable and vibrant neighbourhoods. Relax in the cozy Queen bedroom, cook in the fully equipped open-concept kitchen, and enjoy thoughtful touches from warm, responsive hosts. Steps to cafés, bakeries, restaurants, shops, gyms, groceries, and the LCBO, with the Civic Hospital just 6 minutes away. Pet friendly and designed to feel like home.

Top guest favorite
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!

Popular amenities for Winchester apartment rentals