Holiday rentals in Webster

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Top-rated holiday rentals in Webster

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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, 153 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
The exterior of the apartment showcases a two-story structure with gray siding and white trim. A welcoming entrance is highlighted by a dark wooden door framed by large windows. Stone steps lead to the entry, flanked by manicured lawns and black railings.
Flat in Fairport
4.99 out of 5 average rating, 205 reviews

A "Jewel" In The Village

Prepare yourself to relax and enjoy Village Life in this second story apartment! This new 1300 sq. ft. open floor plan apartment is centrally located in the Village of Fairport. Just a short walk to unique Restaurants, Shops and Craft Breweries. Minutes to the Finger Lakes, Wineries, Concert venues and more. The 2nd floor balcony is perfect to end the day. Kick up your feet in front of the fireplace for the night and retire to one of the 2 Charming Master Suites waiting to take you away.

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, 109 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, 128 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 spacious living area features two dark leather sofas positioned around a coffee table. A large television is placed on a wooden stand. Light streams through the windows, and a ceiling fan adds a casual touch to the room's modern decor.
Home in Fairport
4.9 out of 5 average rating, 101 reviews

Village of Fairport - 2 BDRM w/Onsite Parking

Your family will be close to everything that the Village of Fairport offers when you stay at this centrally located 2-bedroom home which can sleep up to 5! -- Erie Canal access for hiking, biking, kayaking -- Thomas Creek Ice Arena five minutes down the road (2.2 miles) -- Restaurants/Pubs/Shopping all walking distance in village Pets welcome if approved - please enquire. Pet fee is $25/night per pet, to be paid a few days prior to arrival. Variable pricing for longer stays.

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, 172 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, 181 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 cozy bedroom features a spacious bed with soft bedding, complemented by decorative pillows. A colorful area rug sits beneath the bed. A small bedside table with a lamp and a large piece of wall art add character to the room, while a plant brings a touch of nature.
Flat in Spencerport
4.97 out of 5 average rating, 124 reviews

Lovely 2 bedroom in a scenic area by the canal

This unique place has a style all its own. Introducing Charlie’s Place in the Quaint Village of Spencerport, NY. This cozy 2 bedroom upper apartment has just been refreshed with new furnishings and redecorate to feel comfortable and welcomed! It is walking distance to Restaurants, Groceries, VIC’s (Village Ice Cream Shop!) and Coffee right down the street! The Erie Canal walking trail is down the street and over the bridge!

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.

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, 173 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, 208 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.

Guest favourite
A beachfront property is highlighted by a spacious deck featuring a red umbrella. The structure is nestled among trees with a view of the lake, while a pathway leads down to the water. The sunset casts soft colors across the sky.
Cottage in Rochester
4.8 out of 5 average rating, 217 reviews

Beautiful Lake House - Sea Breeze - Irondequoit

If you want to see a beautiful sunset then this is the property for you! Beach front property. Great views, open floor plan - expansive deck with retractable awning. Fun for all ages.

Popular amenities for Webster holiday rentals

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