House holiday rentals in Webster

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Top-rated house rentals in Webster

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Top Guest favourite
A welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.
Home in Pittsford
4.88 out of 5 average rating, 146 reviews

Charming Pittsford Home-Indoor Pool-4 bedrooms

My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

Top Guest favourite
An inviting outdoor deck is furnished with a cozy sectional sofa and a round table, all shaded by a large umbrella. Flower pots adorn the area, adding color. The green wooden deck is complemented by patterned rugs, creating a welcoming space for relaxation.
Home in Fairport
4.94 out of 5 average rating, 137 reviews

Fairport Village Retreat- Steps to Canal & Main St

Central in the heart of Fairport Village located steps from the Erie Canal! This cozy 3 bedroom home blends historic character with modern comfort all within steps to craft breweries, local shops, kayak rentals and restaurants. Great location for families and travelers. Relax outside in the backyard, unwind in the hammock swing or gather around the fire pit and grill. Inside, you’ll find thoughtful touches like local artwork, cozy lighting and all the essentials for a luxurious village getaway.

Guest favourite
A small historic house is shown from the side, set among greenery. The exterior features dark brown siding, a gabled roof, and a welcoming deck with steps leading up. Flower pots are placed on the patio, offering a touch of greenery near the entrance.
Home in Pittsford
4.98 out of 5 average rating, 216 reviews

The Cottage at Bushnell’s Basin

*NOTE: We are building another house on this property. Construction will not be active during your stay. See last photo for details. Small historic house in the heart of Bushnell’s Basin, Pittsford NY. Walking distance to the Erie Canal, restaurants, a local brewery, & several small businesses. Very close to I-90 & 490, offering easy access to Eastview Mall, Rochester, the Finger Lakes Region, & Bristol Mountain Ski Resort. 3 miles from the Village of Pittsford and 5 miles from Pittsford Plaza.

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 Rochester
4.95 out of 5 average rating, 167 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
A spacious living area is highlighted by a large sectional couch and a contemporary dining table. Natural light filters through multiple windows, while a striking black-and-white artwork adorns the wall, contributing to the room's modern aesthetic.
Home in Pittsford
5.0 out of 5 average rating, 112 reviews

The Retreat in Pittsford / amazing yard W Hot Tub

Tucked back and nestled away atop the Hills of the historic Bushnell's Basin, our inclusive four-bedroom home overlooking the Erie Canal offers a stylish modern comfort unlike any other. Ample parking, a sprawling fenced-in back yard equipped with a hot tub & luxurious king-sized beds are just a few of the many features provided to help transform your getaway into a refreshing and invigorating experience. We prioritize comfort and relaxation at The Retreat, so you can focus on everything else.

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 Rochester
4.94 out of 5 average rating, 181 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!

Top Guest favourite
An open-concept living area is revealed, featuring comfortable seating arranged around a coffee table. A large TV is mounted on the wall opposite plush armchairs. Natural light filters through multiple windows, illuminating the modern kitchen and dining space.
Home in Pittsford
4.98 out of 5 average rating, 158 reviews

Elegant Farmhouse in Pittsford (near Rochester)

Newly renovated house in heart of Pittsford. 3 Bdrms & sofa bed ! Each bdrm has full bath, TV & Ceiling fan. 1st flr laundry & 1/2 bath. WiFi. New appliances. Long driveway with parking for 6 cars, RV or even 18 wheeler! Bottled water, Reg/Decaf Coffee & Tea provided. Walk/Bike trail across street. 5min drive to Pittsford village, Bushnell’s Basin, East View Mall, Colleges (Nazareth and St. John Fisher), Golf courses, Wegmans Grocery store, shopping plaza’s and restaurants.

Top Guest favourite
Home in Webster
4.99 out of 5 average rating, 152 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.

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
5.0 out of 5 average rating, 160 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!

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, 189 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.

Guest favourite
A spacious living area is presented with a comfortable sectional sofa adorned with decorative pillows. Natural light filters through the neatly arranged window treatments, illuminating the hardwood floors. A large television sits on a modern stand, and a colorful area rug adds texture to the space.
Home in East Rochester
4.85 out of 5 average rating, 145 reviews

Cheery 2-BDRM in East Rochester! w/onsite parking

Relax and unwind in this lovely updated home on a quiet street of East Rochester! Centrally located between Penfield and Pittsford, with quick access to 490 Expressway. Parking for two cars in driveway. Spring Lake Park is just around the corner with a playground for children, off leash area for dogs, plus Irondequoit Creek for anglers! Home is pet friendly if approved by host - please enquire. Fee is $25/night/pet. Discount for longer stays.

Top Guest favourite
The entrance of the farmhouse is framed by white columns, leading to a welcoming porch with a black bench. A paved pathway, bordered by a small garden pot, connects the entrance to the gravel driveway. In the background, open farmland is visible.
Home in Williamson
4.99 out of 5 average rating, 103 reviews

The Legacy- Historic Farmhouse

This historic farm house has a lot to offer with 5 bedrooms and can hold up to 10 people. In the den/game room there is a pull out couch for an additional guest if needed. There is a large kitchen and dining room with seating up to 12. Come enjoy a long weekend with us. We are centrally located between Sodus Point and the City of Rochester. There is a lot to do locally as well with restaurants and attractions in Williamson.

Popular amenities for Webster house rentals