Holiday rentals in Orleans

Private Cabin in the Woods-Close to all amenities

Experience ultimate privacy in our luxury cabins nestled on a 2-acre haven on Wellesley Island in the 1000 Islands. This property features two rustic log cabins, each featuring fully stocked kitchens, full bathrooms, and covered screened in front porches. The property has high speed internet and plenty of open yard for pets, games and more! You'll fall in love with ease of access to everything the 1000 islands has to offer, while also enjoying the privacy this property offers. Book today!

Steps from the River!

Relax at this fully renovated 1,000-sq-ft cottage across from Round Island. This bright & inviting retreat features 2 bedrooms, a great room with high ceilings, dining area, deck and boat house. Comfort and convenience come together with central A/C, new hardwood floors, high-speed WiFi, W/D (in garage) and asphalt driveway for easy parking. Minutes from downtown Clayton's shops, dining and boat tours. An ideal summer escape with modern amenities at a prime location. Now renting by the week.

Cozy Boutique Condo in Historic McKinley Building

Lily Pad is the perfect vacation rental for two, in historic downtown Clayton! This “urban” zen–gem is one block from the River and the new River Walk. Walk everywhere - to restaurants ,parks, shops and museums. This 2nd story hide-away is nestled between River Yoga, Porch and Paddle, and River Rat Cheese. Off-street private parking. One bedroom, one bath queen with air-conditioning and River summer breezes. We use all-natural, organic cleaning supplies and home products whenever possible.

SLR River Retreat Waterfront Cottage

Escape to our family-friendly 2-bd, 1-ba cottage in Fisher's Landing, the heart of the 1000 Islands! Perfect for up to 6 guests, it offers a full bed, full/twin bunk bed, and a comfy sleeper sofa. Enjoy a fully equipped kitchen, cozy living space, and scenic outdoor deck. Relax by the fire pit or explore the river with semi-private water access. Close to local attractions, hiking, and boating. Access to dock/kayak rental, rock and sand beach with basketball and tennis courts nearby.

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

River View Cottage

Completely remodeled 2 bedroom, 1 bathroom cottage with St. Lawrence River channel views! No water access. Fisherman’s paradise! Centrally located between the village of Clayton and Fishers Landing. Boat launch and marina only 1 mile away. 3 miles to Clayton and 7 miles to Alexandria Bay. Sleeps 6. 1 king bedroom 2 queen bedroom Fully equipped kitchen. Outdoor gas grill and patio furniture. Heat and AC, electric fireplace. Washer and Dryer. Linens and towels provided.

Beautiful Butterfield Lakehouse

This lakefront home offers the perfect blend of vintage character and modern comfort. Wake up to serene lake views, sip your morning coffee on the spacious back deck, or head down to your private dock for a day of swimming, kayaking, or fishing. Whether you're relaxing lakeside or grilling under the stars, this spot is made for memory-making. Just a short drive from the Thousand Islands and the Canadian border, this is an ideal base for adventure and exploration.

Potters Place

Central location- footsteps away to water access Walking distance to River golf and Clayton distillery 5 min drive to Clayton, 10 minutes to Alex Bay, both have several excellent restaurants and water views as well as gift shops. Several boat rental/ free launch options near by Spacious home with plenty of sleeping, outdoor seating, and yard for games and activities. New for 2025 we have redone the floor and added new appliences.

The Chez Heron. A small gothic castle in Chaumont

The Chez Heron was built in 1872 out of local limestone and was made to resemble a small Gothic castle. It is nationally registered as a historical structure. It is set up for 1 couple looking for a peaceful getaway. Full kitchen. We will have a bottle of champagne chilling for you .We have an outside Hot Tub and Fire area for you to relax and enjoy. Located within the vilage of Chaumont and walking distance to several local businesses.

Comfy home with great river view. Pets considered.

My place is close to The St. Lawrence River between Alexandria Bay, NY and Clayton, NY, family oriented activities, wineries, shopping, dining, golfing, a short drive to Canada. You’ll love my place because of the great neighborhood with stunning views of the St. Lawrence River. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). Additional charge for pets and dock usage.

Hyde a way

Welcome to your dream getaway! Nestled in the heart of Hyde Lake, our cozy and stylish lake house is your perfect escape from the everyday. Whether you're sipping coffee on the deck as the sun rises over the water, paddling across the lake in our kayak, or rowboat, or roasting marshmallows under the stars, this is the perfect kind of place.