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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
4.91 out of 5 average rating, 159 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
Apartment in Gatineau
4.94 out of 5 average rating, 129 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.

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, 369 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
4.9 out of 5 average rating, 182 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 sunlit four-season porch features large windows that invite natural light and offer views of the surrounding landscape. A comfortable king bed is highlighted, alongside a dark sofa, white armchairs, and a polished coffee table. The warm wood floor complements the welcoming space.
Apartment in Potsdam
4.95 out of 5 average rating, 202 reviews

The Loft1 w/Porch-Near Clarkson, SLU - Modern

At our clean and comfortable Loft suite, you will find yourself close to the colleges and downtown activities, while staying in a country setting on six acres of land, beautiful trees, dark, star-lit nights, and we have a swing set in the backyard that you can use. You will enjoy a completely private unit with its own private entrance and no shared spaces at all. You will find yourself surrounded by maple, spruce, and tamarack trees, and Clarkson University is close enough to see.

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, 108 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, 312 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, 121 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

Superhost
A person in a robe stands at an open balcony door, overlooking a serene street lined with greenery. The soft morning light filters through, creating a calm atmosphere. The delicate balcony railing features intricate ironwork, enhancing the vintage charm of the space.
Apartment in Aymer
4.87 out of 5 average rating, 124 reviews

The British Hotel -The Prince of Wales Suite

Welcome to the British Hotel in Aylmer, Quebec! Nestled in the heart of this charming historic town, our beautifully restored 19th-century hotel offers a perfect blend of old-world elegance and modern comfort. Enjoy luxurious rooms with vintage decor, free Wi-Fi, and plush bedding. Savor gourmet dining at our on-site restaurant, sip a glass of wine at the bar, take your dog to the dog spa and explore nearby attractions like the Aylmer Marina and Gatineau Park!

Top guest favorite
Apartment in Ottawa
4.99 out of 5 average rating, 151 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 favorite
A cozy bedroom is highlighted by a queen bed with a patterned quilt and decorative pillows. Two bedside tables with lamps provide lighting, while a window offers natural light. Additional storage is available in a nearby closet and wooden nightstand.
Apartment in Cornwall
4.94 out of 5 average rating, 380 reviews

Exquisite Studio Basement Suite

Relax in a comfortable and clean space. The entire guest-suite is yours with keyless entry. Parking is provided, and the central location is only an 5 minute walk to downtown as well as being close to water front biking/walking trails, sports facilities, big box stores and restaurants. The place is great for travelers, students, or workers who need a place to stay.

Popular amenities for Winchester apartment rentals