Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Top guest favourite
A spacious living area features a light-colored sectional sofa, offering ample seating. A floor lamp stands beside the sofa, while a glass coffee table is positioned in front. A cozy armchair is situated near a neutral-toned wall, complemented by a television mounted on the adjacent wall.
Flat in Corn Hill
4.96 out of 5 average rating, 616 reviews

Stylish Studio w/Balcony in Historic Corn Hill

Stay in Rochester's oldest residential neighborhood among many beautiful Victorian homes. Walk to grab a glass of wine at Flight Wine bar or take a scenic stroll along the Genesee River. Right off 490, this apartment is close to airport, city center, University of Rochester, Strong Memorial Hospital, Highland Hospital, College Town, & South Wedge. Walk to downtown attractions such as Blue Cross Arena (0.5miles-10min walk), Dinosaur BBQ (0.5miles-10min walk) & Frontier Field (0.7miles-15min walk)

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
4.91 out of 5 average rating, 257 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
An open-concept kitchen and dining area is visible, featuring wooden cabinets, stainless steel appliances, and a central island with seating. A natural light source brightens the space, highlighting the blend of modern and rustic elements. A designated workspace with a wooden table is included.
Home in Swillburg
4.93 out of 5 average rating, 147 reviews

Cozy bungalow in desirable area!

Updated 1 bdrm home located right next to South Wedge. Quiet + safe neighborhood with many restaurants, cafes, shops + bars within walking distance. Within ~10 minutes of Highland, Strong, + Rochester General. Enjoy downtown living, while also having the perks of off street parking + an entire house on a dead-end street. Open concept home with eat-in kitchen + dedicated office space – perfect for remote working. Fully fenced in backyard (dogs welcome upon approval). Long or short stays!

Guest favourite
A comfortable living area features a plush, two-tone sofa adorned with decorative cushions. A round coffee table holds a magazine and a small green plant. Natural light filters through two windows, highlighting the room's neutral palette and inviting design.
Guest suite in Charlotte
4.9 out of 5 average rating, 213 reviews

Studio Apt close to Park Lighthouse & Lake Ontario

* located near the intersection of Lake Ave and Beach Ave * Just steps to the beach, the local public park, and local favorite restaurants and attractions * antique carousel * oldest operating lighthouse on Lake Ontario * restaurants, bars and hangouts include: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier * and some of my favorite eateries: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays

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, 227 reviews

Entire guest floor w/kitchenette. No cleaning fee

WINTER STAYS. Tuck away on the charming private 3rd floor within our century-old home. Enjoy simple comfort with lots of little extras that guests praise. (Please read full listing). You'll be next to a park & 10min to downtown OR Lake Ontario! There's space to work or relax, two TVs, two comfy beds, and a light-duty kitchenette stocked with quick breakfast fare, snacks, coffee & teas. Near hospital. 15min to airport, 18 to RIT. We love hosting. See our reviews! (Pets ok. See pet policy)

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, 106 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
5 out of 5 average rating, 118 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 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, 165 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, 178 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 red wooden staircase leads up to a private entrance on the side of the apartment. The entrance is framed by light-colored siding and a modest outdoor light. Lush greenery and grass surround the walkway, contributing to a serene outdoor setting.
Guest suite in Rochester
4.95 out of 5 average rating, 174 reviews

Completely furnished 1 bdrm in suburbs!

In-law apartment with private entrance and completely furnished separated from main house by a hallway and 2 doors. Quiet suburban neighborhood yet not far from expressways, airport, shopping centers, colleges, and restaurants. Greater Rochester Airport is only 15 minutes away and Roberts Wesleyan College is 2 minutes! Driveway is shared with owner but has plenty of parking space.

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.
Flat in Rochester
4.88 out of 5 average rating, 390 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
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, 160 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

Popular amenities for Webster holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Monroe County
  5. Webster