Holiday rentals in Orleans County

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Top-rated holiday rentals in Orleans County

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Guest favourite
A charming cottage showcases a combination of white siding and a metal roof, accented by a red brick chimney. A wrap-around deck is visible, bordered by green grass and flowering planters, creating a tranquil outdoor space surrounded by trees.
Cottage in Waterport
4.95 out of 5 average rating, 109 reviews

Oak Orchard Bliss: Angler’s Haven & Family Oasis

Welcome to Crooked Creek Property! There is so much to love about this cozy cottage right on Oak Orchard River. Let yourself in with the high-tech Nest keypad and get to enjoying the huge wrap-around deck that overlooks the Oak Orchard River. The property provides privacy and offers direct access to the River via a private walking path down the river bank. Enjoy your time on the creek fishing, kayaking, canoeing, swimming, or just enjoying the beauty of nature. We have Kayaks available to rent!

Guest favourite
A one-story cottage is set near Lake Ontario, framed by lush greenery. Wooden decking leads to the entrance, while a grassy area extends towards the water's edge. The structure features large windows and a simple exterior. A vehicle is parked nearby, highlighting the accessible location.
Home in Kendall
4.77 out of 5 average rating, 103 reviews

The Love Shack

Nice & cozy Winter get a way with lower rates! Lake front 2 bedroom plus pull out couch with hot tub overlooking beautiful Lake Ontario. This recently remodeled 2 bedrooms on Lake Ontario is 20 miles west of Rochester, NY. 2 king beds, pull out couch,6 man hot tub, cable TV, Netflix, HBO, HULU, TVs in both bedrooms and living room, stereo, full kitchen all the pans and silver, all fresh clean bedding, outdoor shower (full bath too) towels, paper goods, books, bikes, board games, ro ck painting,

Top guest favourite
Home in Waterport
5 out of 5 average rating, 28 reviews

Quiet cottage

Unwind in this calm, stylish home. Perfect for solo travelers, couples, and small families. Cozy, modern, functional spaces for all to enjoy. This cottage is newly renovated and upgraded with numerous amenities. Tucked away property with a number of interior accommodations. Located in a private, tranquil area with lots of outdoor space and privacy. Close proximity to Lakeside State Park and local fishing marinas. Reasonable distance from prime locations including Lake Ontario and Point Breeze.

Top guest favourite
A historic home is framed by vibrant autumn foliage, featuring a circular porch with multiple arches. Colorful trees surround the property, and fallen leaves blanket the lawn, contributing to a serene outdoor setting that invites exploration.
Guest suite in Albion
4.93 out of 5 average rating, 59 reviews

Historic Homestead

We are very pleased to welcome you to our rental! You enter the rental space from a 10'x10' private deck. The unit is a private bed and bath, and the former formal living room of the house, which has a snack area . You will be staying in a large bedroom, which used to be a ladies parlor, and now has a brand new attached bathroom. The living room is equipped with a microwave, Keurig and mini fridge, and a new air conditioner ! Your area is completely private. Park in front circular driveway.

Top guest favourite
The image presents a historic Victorian manor, showcasing its charming architectural details. A sparkling in-ground pool is visible in the bottom right corner, framed by a pristine patio area. Tall trees surround the property, contributing to a peaceful and serene environment.
Guest suite in Albion
4.99 out of 5 average rating, 70 reviews

Meli's Home Suite - 1st floor Victorian & Pool!

You and your family will love this peaceful 1880's Victorian Manor, mixed with luxuries of the modern day. The pool is open May - October for paid guests & includes access to the patio and yard as well! Nestled in the rural Lake Ontario Community, featuring Farmers Markets, the Erie Canal, and Unique Local Shops, take a trip back into the 19th Century! You'll enjoy your own private floor with private entrance, and many amenities to offer you a fun and pleasant stay! Contact us today!

Guest favourite
A modern kitchen area features custom butcher block countertops and sleek white cabinetry. An island with seating for four is positioned next to a contemporary stove and microwave. Natural light filters through several windows, illuminating the spacious layout.
Cabin in Albion
4.94 out of 5 average rating, 18 reviews

The Pinewoods Cabin near Oak Orchard Creek fishing

Kick back and relax in this newly remodeled calm, stylish space. The cabin boasts all new appliances, custom butcher block counter tops, flooring, beds, bathrooms. It has a 65" flat screen TV. The cabin is located in the heart of a fishing town. It is minutes from the Waterport Dam, Oak Orchard Creek, Lake Ontario, boat launches, and many charters. Perfect for fishing enthusiasts who want to be close to the action. Between Buffalo Niagara falls and Rochester. Close to State parks.

Top guest favourite
A lush garden is displayed with a variety of colorful flowering plants, bordered by a circular lawn. Towering evergreen and deciduous trees provide shade and greenery, while a distant car is visible along the gravel path, contributing to the rural setting.
Home in Albion
4.93 out of 5 average rating, 139 reviews

Little Lake Farm House

10 mi from Pt Breeze, NY for great fishing; with a circular driveway for easy boat towing. Area's attractions are Niagara Falls and Seneca Niagara Casino, Batavia Downs, both the Niagara & Finger Lakes Wine Trail & Erie Canal. Close to SUNY Brockport and Genesee Community College; 45 mins to Rochester & Buffalo colleges, as well as 45 mins to Darien Lake (26 mi); slightly over an hr to Niagara Falls. 1/4 mi from the Erie Canal Towpath. Great for biking/hiking/cross country skiing!

Guest favourite
A charming blue cottage is set amidst a lush green lawn, bordered by a stone arrangement. An outdoor seating area with a picnic table is visible, along with a fire pit surrounded by logs. Nearby trees offer shade and natural beauty, with the waterfront visible in the background.
Cottage in Lyndonville
4.9 out of 5 average rating, 60 reviews

Cozy water front cottage

Relax with family or friends at this peaceful place to stay. Enjoy a 480sqf. Studio cottage on Lake Ontario. The cottage consists of an outdoor area, a queen size bed, a pull-out sofa, a 40inch TV, dining area, full bathroom, and a kitchen. Enjoy the view, a nice swim, have a fire, or use the grill. You can bring yard games to play in the yard, or there is a small natural boat ramp to put in your own kayaks or canoes. There are friendly dogs free roaming the area.

Guest favourite
Home in Medina
4.84 out of 5 average rating, 100 reviews

Cozy Village Flat Nestled in the heart of Medina

Adorable Flat in the heart of Medina just blocks away from the Erie Canal. This cozy flat has one bedroom and sleeps 3 people. The bedroom has a queen bed and there is a futon/sleeper in the living room. Be your own chef in this newly renovated kitchen or enjoy close by restaurants! Enjoy the sounds of nature from the yard while also taking in the peaceful neighborhood. Up to two dogs allowed $75 per stay. Please let us know if you are bringing a dog.

Top guest favourite
The exterior of a charming two-story home is showcased, featuring a welcoming front porch with rocking chairs. Lush greenery surrounds the entrance, and decorative lanterns flank the pathway, enhancing the overall inviting presence of the property.
Flat in Albion
4.98 out of 5 average rating, 185 reviews

Lagom Living Not too little ~ Not too Much

Our Airbnb is an entire two-bedroom apartment in an 1800s home in Albion, NY. You’ll have plenty of room to settle in and stretch out here. We can sleep five people in one queen, one double bed and a couch. The comfortable living room is stocked with board games and our full kitchen has all the appliances and kitchenware you need to make your own meals. With onsite parking, a private entrance, and washer and dryer, you can really make yourself at home.

Top guest favourite
An inviting entryway features a wooden porch with two blue adirondack chairs positioned on either side of the door. A warm light illuminates the doorway, which is framed by a distinctive awning. The exterior is clad in gray siding, creating a welcoming atmosphere.
Home in Kendall
4.85 out of 5 average rating, 96 reviews

Ontario Vista Countryside Home

Welcome to the Ontario Vista - a countryside home located in Kendall, NY! This 1878 farm house is a side-by-side duplex, with the host family living on one side. You will have full access to the other side, with a private parking area and entry door. From the upper story, you can see Lake Ontario, which is only a mile north of the home. *We welcome fishermen! We are located only 4 minutes from Bald Eagle Marine and 10 minutes from Point Breeze!*

Guest favourite
The exterior of a vibrant blue house is framed by lush green trees, with a well-maintained lawn leading towards the lake. A spacious deck is visible, adjacent to the water, providing a serene setting for relaxation and outdoor activities.
Cottage in Albion
4.95 out of 5 average rating, 235 reviews

Lake Front: Beautiful Cottage on Lake Alice

Lake front designer gem has Main House, Boat House and Bath House. Boat House is an additional fee and offered seasonally : see details below. Gourmet kitchen, rock fireplace, expansive deck, stairs to lake with dock, swim platform, fire ring, beach chairs, 4 kayaks and a canoe for your use. Just a day trip away to Niagra Falls or Toronto and 5 min to Oak Orchard River which hosts World Class Fishing.

Popular amenities for Orleans County holiday rentals