Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Guest favourite
A well-arranged studio space features a spacious queen bed with a light-colored duvet. A blue couch is positioned in front of a small table, accompanied by a white shelving unit. A kitchenette with a microwave is situated in the background, along with a coat rack near the entrance.
Flat in Rochester
4.93 out of 5 average rating, 105 reviews

Perfect Place Studio close to 490/590

Peaceful place is centrally located within 3 miles of both the 590 and 490 entrance. While staying, cook your meals in the robust tiny kitchen featuring a Cuisinart micro/oven with cookware to prepare meals, a coffee maker, hot pot, toaster, cooktop. Work in the dedicated workspace. The large bathroom and dressing room are separated from a private toilet room. The queen bed was replaced on June 9, 2026 . The tv area has a pop up table for dining. The laundry room is free to use. PERFECT😊

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 Rochester
4.95 out of 5 average rating, 161 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

Top guest favourite
The house is set on a private wooded lot, featuring a spacious wrap-around porch and well-maintained green lawn. Flower beds and trees line the perimeter, providing a natural, serene backdrop. The exterior is built from a combination of stone and wood, complementing the surrounding landscape.
Home in Webster
4.89 out of 5 average rating, 36 reviews

A Quiet Place

This house sits back off the road on a private wooded lot. There's a wrap around porch to relax with a cup of coffee or a glass of wine. The open living room provides a 360 view of the wooded lot. With 3 bedrooms and 2 full bathrooms there is plenty of room for 6 people, 2 bedrooms on the main floor, 1 bedroom in the finished basement. It's 5 mins to Lake Ontario & Irondequoit Bay, 20 mins from downtown Rochester, 45 mins to the Finger Lake Region. Perfect location to visit the Rochester area.

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, 119 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
Home in Webster
4.99 out of 5 average rating, 147 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.

Guest favourite
A spacious living area features two dark leather sofas positioned around a coffee table. A large television is placed on a wooden stand. Light streams through the windows, and a ceiling fan adds a casual touch to the room's modern decor.
Home in Fairport
4.9 out of 5 average rating, 104 reviews

Village of Fairport - 2 BDRM w/Onsite Parking

Your family will be close to everything that the Village of Fairport offers when you stay at this centrally located 2-bedroom home which can sleep up to 5! -- Erie Canal access for hiking, biking, kayaking -- Thomas Creek Ice Arena five minutes down the road (2.2 miles) -- Restaurants/Pubs/Shopping all walking distance in village Pets welcome if approved - please enquire. Pet fee is $25/night per pet, to be paid a few days prior to arrival. Variable pricing for longer stays.

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
4.85 out of 5 average rating, 186 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.

Guest favourite
A welcoming living area is furnished with a patterned futon and two accent pillows, complemented by a glass coffee table. Natural light enters through a nearby window, with sheer white curtains softly filtering the sunlight. A decorative lamp and framed artwork add character to the space.
Flat in Le Roy
4.85 out of 5 average rating, 71 reviews

Fort Hill Hideaway Apartment Upstairs

Come enjoy a peaceful and cozy, fully furnished, one bedroom UPPER apartment. Forthill Hideaway is hidden around the back side of the house. If you have mobility issues this is not handicapped accessible and a little walk (approximately 50 steps) from the driveway. 1.5 miles from I-90 & 490 Leroy NY. Located between Rochester (20 minutes) and Buffalo (40 minutes). Free parking.

Superhost
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.
Flat in Rochester
4.87 out of 5 average rating, 408 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.

Superhost
A cozy living area features a spacious sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A soft area rug lies beneath, while natural light filters through the window, enhancing the warm atmosphere. A brick fireplace adds an inviting touch.
Home in Webster
4.93 out of 5 average rating, 15 reviews

Webster Cozy Corner

Welcome to your home away from home in Webster, New York! This cozy retreat offers the perfect blend of comfort and convenience, ideal for families or small groups. Enjoy a fully equipped kitchen, spacious living area, and a serene backyard. Located just minutes from Lake Ontario and local attractions, your perfect getaway starts here!

Guest favourite
An open-concept living area features a high ceiling with exposed wooden beams. The modern kitchen is equipped with stainless steel appliances and sleek cabinetry. A comfortable seating area is highlighted by a coffee table and natural light filtering through large windows.
Home in Rochester
4.98 out of 5 average rating, 216 reviews

Spectacular Remodeled Home in N Winton Village

House Wilsonia is an 800 square foot tiny home located on a quiet, residential street in the city of Rochester. Conveniently located in the North Winton Village neighborhood, you'll find easy access to expressways, grocery stores, restaurants, bars, and more.

Top guest favourite
A tranquil path winds through lush green grass and trees, leading to a private estate. The driveway is flanked by tall trees, with a spacious building visible in the background, appearing surrounded by nature.
Guest suite in Macedon
5 out of 5 average rating, 150 reviews

Quiet Suburban Apartment

Attached apartment on a large private estate in a country setting with a private entrance and private deck. Close to shopping and golf in Penfield, Webster, Fairport and the Erie Canal. Downtown Rochester is a short 15 minute drive away.

Popular amenities for Webster holiday rentals

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