Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Top guest favourite
A historic farmhouse is visible, framed by vibrant autumn foliage. A well-maintained driveway leads to the entrance, with a mailbox and flower arrangement at the forefront. The colorful landscape features lush green grass and scattered orange leaves, enhancing the serene appeal of the property.
Farm stay in Canandaigua
5 out of 5 average rating, 102 reviews

CMAC - 420 Friendly Horses Private Quiet Romantic

Our visitors have only 5 star reviews for Finger Lakes High View. " Best stay ever!"; "Clean, quiet and peaceful". Our working horse farm offers a comfortable stay; spectacular fall vistas and is only 6 miles from Canandaigua Lake. Chill with a beverage in our 3 season room. Visit with our horses. They are guest friendly and love carrots (provided). You will have a 5 star experience in this immaculate historic home-away-from-home that offers proximity to Canandaigua and a 420 friendly stay.

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
4.95 out of 5 average rating, 154 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
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, 112 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, 132 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
An open living room features a plush gray sofa with decorative cushions, positioned beside a dark coffee table. Natural light flows through a window, highlighting the rich hardwood floors and classic gumwood trim. A dining area is visible in the background, complemented by a stylish painting.
Home in North Winton Village
4.93 out of 5 average rating, 110 reviews

Artists’ House in North Winton Village

Coming to visit family or for work? Centrally located house with the charm of the 1930s and the comforts of today. Beautiful hardwood floors and original gumwood trim. New queen-sized beds, linens, TVs, and appliances. This location is amazing. Plenty of space to get work done or just relax. High-speed fiber-optic internet. There is a washer and dryer available with detergent and fabric softener. Lots of original photography and art throughout the house. Off-street parking.

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
4.95 out of 5 average rating, 175 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
4.85 out of 5 average rating, 182 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
The exterior of a two-story white house is framed by lush green trees and manicured lawns. The front porch features white railings, while large windows reflect the sunlight, enhancing the inviting appearance of the home. A sense of spaciousness is conveyed by the surrounding open area.
Home in Fairport
4.99 out of 5 average rating, 191 reviews

Esten-Wahl Farm - Historic Landmark Victorian Home

The farm is 30 acres of pasture, woods and a stream - peaceful, yet within a bike ride to the village of Fairport and the Erie Canal. There is a small cottage hidden behind the historic barn where we live and care for the animals on the farm. Our guests' privacy is paramount and the farm is yours to wander and enjoy (including the pool and tennis court) as you wish! The pool is open May 15th through September 15th.

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, 400 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 scenic pathway runs alongside the water, lined with trees providing shade. Benches are situated along the walkway, and a set of wooden posts can be seen near the edge. A patio area is visible with patrons seated, enjoying the view of the canal.
Home in Rochester
4.93 out of 5 average rating, 138 reviews

Nature Lover's Charmer / Erie Canal Access 2

Charming '50 house with new contemporary kitchen, bathroom and abundant light. Forever wild backyard with new deck for enjoyment and direct access to Erie Canal / walking and bike paths. Five minute walk to Pittsford Village and Nazareth University. Down the road from St John Fisher University, Oak Hill Country Club and Wegmans.

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, 226 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.

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, 148 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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