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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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Superhost
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
4.91 out of 5 average rating, 162 reviews

Le 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
Apartment in Potsdam
4.99 out of 5 average rating, 211 reviews

Beth's Place II Potsdam-Pickleball, River & HotTub

Beth's Place II - on the river - is a private apartment above our garage, with a separate entrance and a great private outdoor space with a hot tub. The tastefully furnished cozy apartment provides an ideal relaxing setting with beautiful river views. Outfront is our new pickleball court & putting green for our guests' enjoyment! We are located just 1 mile from downtown Potsdam, 1 mile from Clarkson, 2 miles from SUNY Potsdam, and 10 miles from SLU and SUNY Canton. We know you'll love our place!

Top guest favorite
A modern open-concept kitchen and living area is showcased, featuring a large island with seating for three. Sleek white cabinetry and stainless steel appliances are present, with a spacious seating area visible in the background. Natural light enters through multiple windows, enhancing the bright atmosphere.
Apartment in Ottawa
4.99 out of 5 average rating, 263 reviews

Lovely spacious&modern one-bedroom unit in Ottawa

Centrally located in the upscale and trendy neighborhood of Westboro village, this quiet and bright one-bedroom apartment is only a few minutes away from downtown Ottawa and its tourist attractions by car or by public transportation, and a few steps away from all restaurants and boutiques that Westboro has to offer. Vibrant community with every amenity at a walking distance: restaurants,groceries, liquor store,banks,medical center,pharmacy,hospital,public transportation,EV charging station, etc.

Guest favorite
Apartment in Gloucester
4.77 out of 5 average rating, 261 reviews

2BR Spacious Basement Suite in Ottawa. No pets!

Your perfect Ottawa escape! Stylish 2-bed basement suite w/ private entrance. Queen beds, 3 Smart TVs & a fully equipped kitchen — cook in or explore nearby shawarma spots, pizza places like Crust and Crate & other local favourites. In-suite laundry, free back-to-back parking for 2 cars & all the essentials provided. Steps to a bus stop, 7 min to the train & minutes from Ottawa Airport. Downtown in 20 min. Greenbelt trails, parks & local gyms just around the corner.Relax. Explore. Feel at home.

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, 371 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.

Superhost
A spacious living area features a large sectional couch, accented with decorative pillows. A soft area rug lies underneath a sleek coffee table, which enhances the inviting space. Light beige walls provide a neutral backdrop, complemented by a double door leading to another room.
Apartment in Gloucester
4.77 out of 5 average rating, 226 reviews

Ottawa Airport Sweet Suite

Self-contained basement apartment with a private walk-out door in a home located in one of the most attractive neighbourhoods of Ottawa. Close to groceries, restaurants, coffee shops, etc..20 min drive to downtown and 8 min to Airport. Fully furnished. Separate bedroom with a double bed, and a large walk-in closet. Large living room with a large sectional couch, kitchen and full bath. Central heating and cooling. Note: As a basement, it’s cooler than upstairstairs and no access to thermostat.

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
4.9 out of 5 average rating, 185 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!

Top guest favorite
A spacious living area showcases a comfortable L-shaped sofa, complemented by a glass coffee table and a 55" Smart TV. The dining area features a modern table set for four. Natural light illuminates the room through recessed ceiling lights and a large window.
Apartment in Gloucester
4.99 out of 5 average rating, 126 reviews

Modern 1BR - King Bed, Near DTN

We warmly welcome you to your home away from home! This delightful and roomy 1 bedroom, 1 bathroom flat is the ideal place for you to experience all that Ottawa has to offer. It's strategically positioned just a few minutes away from parks, restaurants and shopping centres, including the Train Yards shopping district. Your just a short walk to the VIA Rail train station and right across the street from an LRT subway station, making it an excellent location for your next fun-filled getaway.

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
4.93 out of 5 average rating, 110 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, 317 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 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, 122 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 Ottawa
4.99 out of 5 average rating, 153 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.

Popular amenities for Winchester apartment rentals