Holiday houses in Webster

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Top-rated holiday rentals in Webster

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Guest favourite
A cozy living room features a mix of seating options, including an orange tufted couch and a yellow armchair. Natural light floods in through large windows, illuminating the hardwood floor and decorative elements. A television is positioned on a console, providing a focal point for relaxation.
Cottage in Rochester
4.9 out of 5 average rating, 249 reviews

Quiet 2 bedroom cottage with deck by Seabreeze

If you're looking for a place to kick back and relax in style look no further. Comfortable and aesthetically pleasing this chic 2 bedroom renovated cottage is only a ten minute ride from downtown and a short walk away from Seabreeze and the Irondequoit Bay small boat harbor. This is an owner operated cottage, no seedy management op. Airbnb automatically categorizes us as a "lake front" property but it is more of a "lake view" property. No direct lake access, but you can see it from the patio.

Top Guest favourite
A bright living space features a comfortable sofa adorned with a yellow pillow, paired with a sleek side table. A wooden dining table with chairs is positioned nearby. Natural light filters through multiple windows, highlighting the tasteful decor and open layout.
Home in Charlotte
4.94 out of 5 average rating, 136 reviews

Victorian Home-2Br/2Ba w/ Huge Porch & Game Room!

I hope your stay leaves you with memories of happy laughter and good times! I hope you always look back on the fond memories, including: Premium Mattresses & Linens for your comfort! Fully equipped kitchen! Games for the kids! Outdoor Furniture and BBQ Grill! In the neighborhood: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays Other Attractions: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier

Guest favourite
A comfortable seating area is highlighted by a modern sofa and accent chairs, accompanied by wooden side tables. A flat-screen TV is mounted on the wall, and natural light filters in through large windows with dark shades. Green plants add a touch of nature.
Apartment in Rochester
4.88 out of 5 average rating, 144 reviews

Upscale Downtown Apartment

Guests can enjoy this comfortable, fully-equipped suite in the heart of downtown Rochester during any sort of stay. Enjoy all the comforts of home within a short walk to spots like the Riverside Convention Center and Blue Cross Arena. Traveling outside the city? With a free pass to a parking garage right outside the building, you'll have a quick and easy drive to any part of the Greater Rochester Area. Enjoy this spacious apartment with everything you need, no matter how you spend your stay!

Top Guest favourite
A cozy seating area is highlighted by a stylish green and patterned couch adorned with plush cushions. A round coffee table sits in front, topped with a small plant. Natural light floods in through a nearby window, illuminating the serene blue walls and simple dining table in the background.
Guest suite in Maplewood
4.96 out of 5 average rating, 213 reviews

Entire 3rd-floor w/ kitchenette. No cleaning fee

Tuck away on the private 3rd floor within our century-old home in a historic district (please read full listing). 2 comfy beds. Great for 2 guests or family with kid(s). Enjoy simple comfort with lots of small touches to feel at home. You'll be next to a park & 10min to downtown OR Lake Ontario! There's space to work or relax, two TVs, and a light-duty kitchenette. Stocked with breakfast items, coffee, teas & snacks. Near hospital. 15min to airport, 18 to RIT (Pets ok. READ PET POLICY first)

Top Guest favourite
A charming cottage entrance features a wooden deck leading to a green door with a decorative star. Flourishing green plants and flowers surround the entrance, complemented by a welcoming sign and wall lantern, creating an inviting atmosphere for guests.
Cottage in Ontario
5 out of 5 average rating, 102 reviews

The Lake Nest

If you’re looking for a lovely retreat to hang your hat, unwind and experience a comfortable and tranquil place to watch the sunsets and enjoy a big exhale-The Lake Nest is for you! Minutes from Rochester and close to shops, stores and restaurants -this country cottage is the perfect spot to enjoy beautiful Lake Ontario. Updated with all modern amenities and conveniences, the Lake Nest is the ideal location for boating, fishing, hiking, checking out wineries or visiting lovely parks.

Top Guest favourite
A spacious living area features large windows, providing panoramic views of the water and surrounding landscape. A comfortable sectional sofa, accent chair, and a patterned rug create a relaxing space. Bright natural light floods the room, highlighting the architectural details of the ceiling.
Home in Webster
4.97 out of 5 average rating, 123 reviews

Kenzi Lakehouse

STUNNING 4 bedroom 6 bathroom Nantucket style waterfront estate with private boat dock and panoramic views of Irondequoit Bay and Lake Ontario. Wake up to water views from every room! EPIC sunsets! Gourmet Chefs Kitchen, butlers pantry, fully glassed morning room. Formal dining room. Private office with a large desk. Luxurious master suite with travertine spa bath. Each guest room has its own private bathroom and walk in closet. Private covered deck for outside dining and lounging.

Top Guest favourite
A welcoming living room is highlighted by a gray sofa, two patterned armchairs, and a stylish coffee table. Natural light filters through a window draped with gray curtains. A circular mirror and artwork add visual interest to the walls, creating a cozy atmosphere.
Home in Webster
5 out of 5 average rating, 104 reviews

Amazing 2 bdrm home Fantastic area, close to city.

Relax and unwind in this beautifully updated 2 bedroom home conveniently located just 8.5 miles from Downtown Rochester in the town of Penfield bordering the the town of Webster- “Where Life is Worth Living”. You will love the location with shopping, movies, entertainment, and of course, lots of restaurants all very close by. A hop, skip and jump away from beautiful Irondequoit Bay, take this opportunity to rent boats, kayaks and paddle boards and enjoy all the area has to offer.

Top Guest favourite
A serene outdoor scene features a lush green landscape with a gently sloping lawn. A simple black chair is positioned beside a tree, with a fire pit nearby. Vibrant autumn foliage adds color to the background, complementing the peaceful atmosphere.
Home in Webster
4.94 out of 5 average rating, 49 reviews

Serene 3 bedroom house

Relax at this peaceful place to stay. Only minutes from Lake Ontario, parks and local attractions. Enjoy a camp fire in the back yard with a beautiful view of the open space with pond. Hiking trails in the backyard and across the road. Includes all necessary amenities and fully furnished. This is a non smoking, non vaping, no Pets environment. With a cozy country cabin feel, yet a clean and airy atmosphere. If you are looking for a quiet and intimate setting, this is your place!

Top Guest favourite
A cozy bedroom features soft green walls and natural light filtering through two large windows. A medium-firm queen bed is dressed with crisp linens and a decorative blanket, while lamps on either side provide warm illumination. A simple coat rack is mounted on the wall.
Apartment in North Winton Village
4.95 out of 5 average rating, 114 reviews

Sunny 1 bdrm Apt in North Winton

Enjoy this well-appointed, freshly updated 1930s duplex in the heart of the North Winton Village neighborhood in Rochester, NY. This home is one block from Winton Rd, where you’ll find a wide array of restaurants, bars, shops, and even a public library, all just a 5 minute walk. We've taken care to equip this unit with everything you should need. However, should any issues arise, my partner and I live in other half the duplex and can readily assist you.

Guest favourite
The yellow farmhouse is set amidst lush greenery, surrounded by trees. A spacious driveway leads to the front porch, which is shaded by overhanging branches. A basketball hoop and a grill are visible near the garage, contributing to the outdoor recreational space.
Home in Penfield
4.84 out of 5 average rating, 173 reviews

Penfield-Webster Home w/Pool - Park Like Setting

Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

Top Guest favourite
A modern studio features an open layout with a spacious kitchen area and a comfortable seating arrangement. Large windows provide natural light and views of Irondequoit Bay. A flat-screen TV is mounted on the wall, and light-colored flooring creates a fresh ambiance.
Apartment in Rochester
4.89 out of 5 average rating, 380 reviews

Private sancutary on Irondequoit bay

Stunning private studio nestled on the banks of the prestigious Irondequoit Bay. Enjoy the Peace and tranquility of lake living but the convenience of being so close to downtown Rochester. This property has a gorgeous bay view! Perfect stop over for local events or a weekend getaway. No local guests, property is available to international and out of town traveler’s.

Top Guest favourite
A comfortable living area features a large, wall-mounted smart TV above a stylish entertainment console. A soft rug lies under a modern coffee table, with a cozy sectional sofa beside it. Doorways lead to the kitchen and bathroom, enhancing the open feel of the space.
Apartment in Corn Hill
4.98 out of 5 average rating, 159 reviews

Historic 1 BR Luxury Apartment

This spacious 1-bedroom apartment is conveniently located in the heart of Rochester. It is fully furnished and includes everything you will need to have a comfortable, enjoyable stay. This is one of three apartments located in a historic multi-unit home (Hosts occupy the main part of the house).

Popular amenities for Webster holiday rentals

Quick stats about holiday rentals in Webster

  • Nightly prices starting at

    Webster holiday rentals start at $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Webster rentals

  • 5 Average rating

    Webster stays are highly rated by guests—averaging 5 out of 5!

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