Holiday houses in Webster

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Top-rated holiday rentals in Webster

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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
4.9 out of 5 average rating, 271 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 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, 114 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
A welcoming living room is highlighted by a gray sofa, two patterned armchairs, and a stylish coffee table. Natural light filters through a window draped with gray curtains. A circular mirror and artwork add visual interest to the walls, creating a cozy atmosphere.
Home in Webster
4.99 out of 5 average rating, 140 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, 102 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.

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, 177 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
The tranquil lakeside view showcases gentle ripples on the water under a pastel sky at dusk. Lush greenery and seating options are visible along the serene shoreline, complemented by patios and gardens that enhance the natural beauty of the surroundings.
Home in Rochester
5 out of 5 average rating, 154 reviews

True North Lakeside Retreat Autumn specials!

75’ Lakefront | 6 Outdoor Zones | Wellness Nook Relax at True North, a 2,500 sq ft sanctuary with 6 outdoor living spaces (4 patios/2 decks). ✔ Host: Custom beverage bar with 50lb ice maker & wine fridge (BYOB). Enjoy the granite kitchen & wood-fired pizza oven. ✔ Wellness: CLIMBR gym with lake views, canoe/life vests, & sandy beach access (0.1 mi). ✔ Retreat: Dual Master Suites with private balconies. Spot Bald Eagles & swans from the fire pit. High-end comfort for 8!

Top Guest favourite
A cozy bedroom features soft green walls and natural light filtering through two large windows. A medium-firm queen bed is dressed with crisp linens and a decorative blanket, while lamps on either side provide warm illumination. A simple coat rack is mounted on the wall.
Apartment in North Winton Village
4.95 out of 5 average rating, 126 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
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.

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
4.87 out of 5 average rating, 405 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
A scenic pathway runs alongside the water, lined with trees providing shade. Benches are situated along the walkway, and a set of wooden posts can be seen near the edge. A patio area is visible with patrons seated, enjoying the view of the canal.
Home in Rochester
4.94 out of 5 average rating, 140 reviews

Nature Lover's Charmer / Erie Canal Access 2

Charming '50 house with new contemporary kitchen, bathroom and abundant light. Forever wild backyard with new deck for enjoyment and direct access to Erie Canal / walking and bike paths. Five minute walk to Pittsford Village and Nazareth University. Down the road from St John Fisher University, Oak Hill Country Club and Wegmans.

Top 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, 213 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 holiday rentals

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