Vacation rentals in Webster

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Top-rated vacation rentals in Webster

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 106 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.

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.
Apartment in Rochester
4.93 out of 5 average rating, 101 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
Home in Rochester
4.95 out of 5 average rating, 158 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

Superhost
The exterior of a two-story home is showcased, featuring a wooden deck with seating and a hot tub. A well-maintained garden surrounds the property, adorned with vibrant flowers and stone pathways, creating a serene and inviting outdoor space.
Home in Brighton
4.93 out of 5 average rating, 291 reviews

Cheerful Garden Oasis/ Hottub + Holiday Decor

Cheerful Garden Oasis! A peaceful and scenic 2 story home close to everything Rochester has to offer. A luxury listing where you will enjoy the historic and beautiful neighborhood of Brighton. Warm up by the gas fireplace in winter. Bike to Brickyard Trail or Twelve Corners for ice cream in summer. Relax on the patio or in the hottub with views of beautiful gardens as ambient uplighting turns on at night. Sit by the firepit and make smores! Keep your eye out for wildlife and deer spotting.

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, 115 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, 143 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 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, 180 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, 184 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, 192 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.

Top guest favourite
The exterior of a two-story house showcases a combination of brick and blue siding with architectural detailing. A wide front porch with stone pillars is accented by a manicured lawn and pathway, leading to the entrance. The surrounding trees enhance the outdoor setting.
Guest suite in Rochester
4.95 out of 5 average rating, 189 reviews

Arts & Crafts In-law Suite

This house was built in then1920’s for the doctor that was in charge of Rochester General Hospital. The in-law suite was originally his office and his pharmacy. In the 1950’s the front porch was enclosed to accommodate the receptionist space….. locals can not book

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, 214 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, 149 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 vacation rentals

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