Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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Guest favourite
The exterior of a two-story cottage features a large deck with a yellow kayak resting against the wall. Snow blankets the ground, and tall trees provide a natural backdrop. A white picket fence defines the front yard, enhancing the inviting atmosphere of the property.
Cottage in Rochester
4.91 out of 5 average rating, 259 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
A bright living space features large windows allowing natural light to fill the room. A comfortable sectional sofa with decorative pillows faces a circular coffee table. A wooden desk with a chair is beside a plant, creating a cozy workspace. Two armchairs are positioned opposite the sofa.
Flat in Neighborhood of the Arts
4.98 out of 5 average rating, 455 reviews

Quiet, Comfortable Stay | King Bed, Desk & Parking

Ideal for work trips, family visits, university stays, or attending local weddings and events. IG @roccitystays TIP: Add us to your wish list; click the ♥ in the top right corner to find us easily • Bright, renovated unit - quiet, safe street • Neighborhood of the Arts • Steps to Strathallan Hotel, Memorial Art Gallery • Walk to theatre, museums, food/drink, nightlife, shopping • Close to airport, 490, colleges • Historic home with modern conveniences • AC: May-Oct • EV charger by request

Top guest favourite
Guest suite in Maplewood
4.97 out of 5 average rating, 236 reviews

Entire guest floor w/kitchenette. No cleaning fee

WINTER STAYS & all seasons. Relish a peaceful retreat 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) Next to a park and 12min to downtown OR Lake Ontario! There's space to work or relax, 2 TVs, 2 comfy beds, and a light-duty kitchenette stocked with quick breakfast items, snacks, coffee & teas. Near hospital. 15min to airport, 18 to RIT. We love hosting, and our high rating shows it!

Guest favourite
Guest suite in Charlotte
4.9 out of 5 average rating, 221 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
Home in Webster
5 out of 5 average rating, 122 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, 167 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!

Top guest favourite
Flat in North Winton Village
4.95 out of 5 average rating, 120 reviews

Sunny 1 bdrm Apt in North Winton

Enjoy this well-appointed, freshly updated 1930s duplex in the heart of the North Winton Village neighborhood in Rochester, NY. This home is one block from Winton Rd, where you’ll find a wide array of restaurants, bars, shops, and even a public library, all just a 5 minute walk. We've taken care to equip this unit with everything you should need. However, should any issues arise, my partner and I live in other half the duplex and can readily assist you.

Guest favourite
An in-ground swimming pool is framed by lush greenery, featuring clear blue water and a gently sloping entry. The surrounding concrete deck is well-maintained, with space for lounging. A diving board is positioned at the far end, offering an inviting spot for summer fun.
Home in Penfield
4.84 out of 5 average rating, 179 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.

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, 393 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
Home in Rochester
4.91 out of 5 average rating, 462 reviews

3 Bedroom Rochester remodeled house

This is a beautiful house completely remodeled from top to bottom. It's located in a quiet well established neighborhood in the city of Rochester. It's centrally located only 2 miles to downtown area, 2.5 miles to Park Ave/East Ave popular area, close to 590 Highway which gets you anywhere you need to go in Rochester.

Top guest favourite
Flat in Corn Hill
4.98 out of 5 average rating, 174 reviews

Historic 1 BR Luxury Apartment

This spacious 1-bedroom apartment is conveniently located in the heart of Rochester. It is fully furnished and includes everything you will need to have a comfortable, enjoyable stay. This is one of three apartments located in a historic multi-unit home (Hosts occupy the main part of the house).

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, 167 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