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Apartment holiday 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 favourite
A cozy living area features a plush sectional sofa adorned with decorative pillows, a glass coffee table, and modern entertainment center with a large screen. Natural light streams in through sliding glass doors, revealing access to the exterior, while sleek kitchen cabinetry offers additional functionality.
Flat in Stittsville
4.95 out of 5 average rating, 109 reviews

Stittsville's Walkout BSM Suite

Discover cozy living in this fully furnished walkout basement suite, located in a stylish 2019-built home in Stittsville. Perfect for up to two people. it features a queen bed, private bathroom, condo-sized kitchen, cozy living space, private office, in-suite laundry, and a landscaped backyard with a shared gazebo. Just 5 minutes to the 417 highway, and 15 minutes from Downtown Ottawa, it’s close to Movati, Canadian Tire Centre, Costco, and Tanger Outlets—ideal for both work and leisure stays.

Top guest favourite
Flat in Gatineau
4.93 out of 5 average rating, 120 reviews

La loop - CITQ 321091

NON FUMEUR Recharge auto NIVEAU 2 ($ à discuter). Appartement privé et entrée privée. Parking sur place. Cuisine complète, salle de bain douche. Lit queen avec couette-plume de qualité. Lit avec housse anti-acariens. Buanderie dans le logement Animaux permis (avec approbation). Netflix, Disney et Prime inclus. Internet haute vitesse. Caméras extérieures, détecteur de fumée et de monoxide de carbone, extincteur, serrure à code unique, diverses issues de secours, éclairage extérieur, etc.

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.
Flat 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 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.
Flat 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 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.
Flat 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 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.
Flat in Gloucester
4.97 out of 5 average rating, 147 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 favourite
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.
Flat in Manotick
4.92 out of 5 average rating, 103 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 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.
Flat in Prescott
4.96 out of 5 average rating, 308 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
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.
Flat in Chelsea
4.97 out of 5 average rating, 119 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 favourite
Flat in Westboro
4.94 out of 5 average rating, 152 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 favourite
Flat 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!

Guest favourite
Flat in Gatineau
4.96 out of 5 average rating, 215 reviews

Cozy studio apartment minutes from Gatineau Park

Nestled between nature and culture, this unique and quiet studio apartment is situated at the south entrance of Gatineau Park, steps from the bike path and the Ottawa River. You can enjoy a wide variety of outdoor activities year round, and with Parliament Hill only 10 minutes away, you can also take advantage of all the attractions the National Capital has to offer. Looking for a spa experience? That’s only 10 minutes away too!

Popular amenities for Winchester apartment rentals