Holiday rentals in Oak Orchard

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Top-rated holiday rentals in Oak Orchard

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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, 108 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
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,

Guest favourite
The kitchen features wooden cabinetry and a spacious dining table surrounded by six wooden chairs. Natural light enters through a glass door, while a colorful light fixture hangs above the table, adding a warm touch. A modern gas stove and a laundry area are also visible.
Home in Medina
4.96 out of 5 average rating, 24 reviews

Modern, Amish-Built Farmhouse, 3 bedrooms sleeps 6

Experience rural living in this exquisite 3-bedroom Amish-built home, with custom craftmanship, beautiful woodwork and Amish-built furniture. Perfect for a quiet getaway with gorgeous views of woods, meadows, & farmland, a few miles from restaurants & local attractions. Outdoor enthusiasts: minutes from kayak launches, fishing, apple picking, nature trails, & more. Cozy fireplaces, 3 bedrooms w/ walkout basement for easy access + room to stretch out. Porch + deck to enjoy sunrise + sunset!

Top guest favourite
A spacious living area features a cozy sectional sofa and a plush white couch, complemented by a decorative rug. Natural light streams in through skylights and windows, highlighting a modern electric fireplace beneath a simple mantel.
Home in Albion
5 out of 5 average rating, 12 reviews

Lakefront property

Take it easy at this unique and tranquil getaway. This place is a gem you don't want to miss! Very spacious, comfortable and peaceful. You have your own dock to fish off of, go kayaking or pedal boating. at night relax on a very large porch or roast some marshmallows by the firepit. Close by there are farms you can pick your own fruits/veggies and can shop at local and Amish markets. Only 15 min away is Medina, a charming town with unique attractions to visit. This is the place you want to be!

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
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!

Top guest favourite
A serene sunset view is captured over the lake, with the sun casting a golden glow on the water. The image features the edge of a spa tub in the foreground, with gentle ripples of water visible. A blue chair is positioned nearby, inviting relaxation.
Cottage in Barker
4.95 out of 5 average rating, 101 reviews

Lake Front Vista & HotTub

Enjoy Spectacular Lakefront views. Relax at your own pace. Take a dip in the spa tub or just enjoy the scenery Very quiet road Speedy internet Fire-pit Enjoy the Niagara Wine Trail 2 Bdrm 6 min to Golden Hill Park 12 min to White Birch Golf course 15 min to Olcott/Burt (fishing charters) 20 min to Waterport/Kent (fishing charters) 50 min to Niagara Falls *Promo: 3rd night or more, will be discounted ~25% (no discount on cleaning and fees, excl 06/23-09/10)

Top guest favourite
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.

Guest favourite
An elegant two-story vintage home features a white exterior with black shutters and ornate porch details. The well-manicured front yard is adorned with various seasonal decorations, while a stone pathway leads to the inviting entrance. Lush greenery and trees create a serene backdrop.
Flat in Medina
4.88 out of 5 average rating, 187 reviews

Cozy, quaint entire 1 bedroom apartment

Welcome to this quaint vintage upstairs apartment as part of a large 1800's home. Cozy and comfortable with all your basic necessities. Private off street parking in the heart of the village of Medina. You are walking distance from downtown unique shops, boutiques and restaurants. It is less than an hour drive to Niagara Falls, Buffalo and Rochester and about 15 minutes from Lake Ontario (famous for fishermen).

Guest favourite
Two Adirondack chairs in contrasting colors of red and teal are positioned on a green lawn facing a calm lake. A small firepit is located between the chairs, surrounded by a clear view of the water and a cloudless sky.
Cottage in Kent
4.94 out of 5 average rating, 106 reviews

Lakefront 2BR between Rochester and Niagara Falls

Point Breeze Lake Ontario, NY Q Bed, 2 twins and a couch sleep 4-5 fully equipped kitchen, WiFi, TV BBQ steps to marinas, restaurants, historic lighthouse Minutes from wineries, antiques, Amish crafts and markets hour to Niagara Falls,Buffalo,Rochester WE WELCOME SMALL TO MEDIUM SIZED DOGS FOR AN ADDITIONAL FEE OF $30. PER NIGHT. PLEASE ADD AS ADDITIONAL GUEST (3 GUEST MINIMUM W/ PET). Thanks!

Guest favourite
A compact living space features a cozy sleeping area with a spacious bed. A kitchenette with wooden cabinetry is visible, alongside a dining area. Light streams in through multiple windows, illuminating the neutral color palette and natural wood accents.
Cottage in Kent
4.89 out of 5 average rating, 222 reviews

Newly Renovated Cottage on Oak Orchard Creek

Whether you are coming to the Oak the fish, relax or meet up with family and old friends, our cottages are a great place to call home during your stay. There is a kitchen with stove, microwave and fridge as well as a newly renovated bathroom and access to Oak Orchard Creek. Need fishing advice, stop next door at Narby's for tips as well as great prices on tackle.

Top guest favourite
A comfortable living area is furnished with a neutral-toned sofa positioned beside a wooden coffee table. Two windows are adorned with lace curtains, allowing natural light. A small dining table with chairs is visible in the background, along with a TV stand featuring a television.
Flat in Medina
4.96 out of 5 average rating, 271 reviews

Rural Comfort

Fully furnished 2 bedroom apartment sleeps 6 (3rd bed is sleep sofa), 2 night min. Second story apartment with private entrance in a rural area of Western New York State. The apartment has all the amenities one would expect and is quiet and tranquil. No smoking, no pets.

Popular amenities for Oak Orchard holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Orleans County
  5. Oak Orchard