Vacation rentals in Webster

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Top-rated vacation rentals in Webster

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Guest favourite
Apartment in Rochester
4.92 out of 5 average rating, 110 reviews

Perfect Place Studio close to 490/590

Peaceful place is centrally located within 3 miles of both the 590 and 490 entrance. Cook meals in the robust tiny NY city style kitchen, w/a Cuisinart micro/oven & cookware to prepare meals, a coffee maker, hot pot, toaster, single burner cooktop. Work in the dedicated workspace. The large shower/sink & dressing room are separate from a private toilet room. Queen mattress 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
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
4.9 out of 5 average rating, 41 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.

Guest favourite
The image showcases a serene waterfront view featuring a stone path leading to a small dock, flanked by two elegant lamp posts. Lush green grass extends along the shore, with potted flowers adding a pop of color. Calm waters reflect the sky in the background.
Guesthouse in Webster
5.0 out of 5 average rating, 16 reviews

Historic, 1 bd +Kitchen, Waterfront, Beach, Canoe

This is a private 1 bd apartment in one of NY’s oldest waterfront communities. Enjoy a separate kitchen/livingroom with dinette. King bed, luxury linens, full bath, & hardwood floors. We are waterfront. Walk out to Lake Ontario. Great Swimming! Excellent fishing. Use of canoe. Hojack Hiking Trailhead in neighborhood. Restaurants & marina 1 mile away on Irondequoit Bay. Private entrance. Parking. Local ordinance requires min 28 day stay. Well behaved pets welcome with fee. Historic home.

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
5.0 out of 5 average rating, 126 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, 152 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 entryway leads to a bright open area, featuring large windows that showcase views of Lake Ontario. The modern staircase is visible on the left, while light hardwood flooring contrasts with darker accents. A subtle seating area can be seen along the side.
Home in Williamson
4.95 out of 5 average rating, 41 reviews

Lakeside Serenity Home

Spacious 3 bedroom and 2.5 bathroom home on Lake Ontario will be the perfect relaxing getaway. Admire the view and sunsets over the lake from the comfort of this home or out on the patio. Just outside of Rochester. Central location to explore Upstate NY including Niagara Falls, Watkins Glen, Lake Canandaigua and the Finger Lakes. Close to hiking, skiing, golfing, boating, fishing and other water activities. Perfect place to go apple picking in the fall or explore local wineries.

Guest favourite
A comfortable seating area features a gray couch with decorative pillows, positioned near a stylish wooden coffee table. A staircase with wooden railings ascends in the background, while a plant is visible on the wall, complementing the neutral gray tones.
Bungalow in Rochester
4.93 out of 5 average rating, 190 reviews

Private Getaway! Entire home, 2 Bedrooms

Relax in this home originally built as a summer cottage to escape the city! Seabreeze has that laidback feel to help you unwind and have some fun! Walk to the beach, lighthouse on the pier, restaurants and bars, Seabreeze Amusement Park, bowling, and putt-putt. Miles of trails out the front door! 10 minutes from the city. Dogs welcome! No big property management company. This is my bachelorette pad, run by me! I hope you enjoy your stay as much as I loved living here!

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, 191 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 spacious living area is presented with a comfortable sectional sofa adorned with decorative pillows. Natural light filters through the neatly arranged window treatments, illuminating the hardwood floors. A large television sits on a modern stand, and a colorful area rug adds texture to the space.
Home in East Rochester
4.85 out of 5 average rating, 146 reviews

Cheery 2-BDRM in East Rochester! w/onsite parking

Relax and unwind in this lovely updated home on a quiet street of East Rochester! Centrally located between Penfield and Pittsford, with quick access to 490 Expressway. Parking for two cars in driveway. Spring Lake Park is just around the corner with a playground for children, off leash area for dogs, plus Irondequoit Creek for anglers! Home is pet friendly if approved by host - please enquire. Fee is $25/night/pet. Discount for longer stays.

Top guest favourite
A welcoming living area features a blue couch with decorative pillows, complemented by a stylish lamp and wall art. A round table with four chairs is visible, next to large windows adorned with blinds that allow natural light to fill the space.
Cottage in Irondequoit
4.98 out of 5 average rating, 251 reviews

Seaglass Cottage

Enjoy staying in this cozy cottage with so much to offer year round! Comfortable beds, furniture, gas stove, work space, ample seating in kitchen and living rooms, private fenced in back yard with fire pit and gas grill. The beach and a newly renovated playground are just steps away.

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, 220 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.

Guest favourite
A beachfront property is highlighted by a spacious deck featuring a red umbrella. The structure is nestled among trees with a view of the lake, while a pathway leads down to the water. The sunset casts soft colors across the sky.
Cottage in Rochester
4.81 out of 5 average rating, 230 reviews

Beautiful Lake House - Sea Breeze - Irondequoit

If you want to see a beautiful sunset then this is the property for you! Beach front property. Great views, open floor plan - expansive deck with retractable awning. Fun for all ages.

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