Holiday houses in Webster

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Top-rated holiday rentals in Webster

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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
4.88 out of 5 average rating, 26 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
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, 217 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 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, 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, 166 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
Guest suite in Maplewood
4.97 out of 5 average rating, 178 reviews

Private suite, kitchenette, bath on your own floor

Enjoy this charming space with light-duty kitchenette and more on the private 3rd floor within our 126yr-old home. NO CLEANING FEE. 10 min to city center OR Lake Ontario! Next to a park. Enjoy french-press coffee, teas, quick breakfast items & lots of snacks! Space to work or relax. Wifi, desk, streaming TV, books & games. Near zoo & falls. Near hospitals. 15min to airport and Univ of Rochester. 18min to RIT

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.
Apartment in Rochester
4.88 out of 5 average rating, 391 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.

Superhost
Apartment in Webster
4.92 out of 5 average rating, 12 reviews

Spacious Coastal Vibe

This spacious 2 bedroom apartment is central to everything Rochester has to offer + Newly Remodeled. Walk out your back door and access 5 miles of Bayside trails. Good chance you’ll spot a Bald Eagle. Additional Futon with available topper mattress if needed. Potential Bonus GameRoom access for stays over 3 months. Ask for details.

Top Guest favourite
A comfortable living area features a large, wall-mounted smart TV above a stylish entertainment console. A soft rug lies under a modern coffee table, with a cozy sectional sofa beside it. Doorways lead to the kitchen and bathroom, enhancing the open feel of the space.
Apartment in Corn Hill
4.98 out of 5 average rating, 172 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, 163 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 North Winton Village
4.98 out of 5 average rating, 204 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.

Popular amenities for Webster holiday rentals

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