Holiday houses in Rockport

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Top-rated holiday rentals in Rockport

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Top Guest favourite
The exterior of the cottage is viewed at sunset, with warm light spilling from the windows. The wooden deck leads to the lake, surrounded by tall trees. A serene lakeside scene is highlighted, showcasing the tranquil atmosphere of the private setting.
Cottage in Enterprise
4.87 out of 5 average rating, 141 reviews

SAUNA Winter Wonderland + Elegant + Spacious

Warm up in the sauna! Get cozy by the fireplace! Rekindle romance under the bright stars! Hang with friends by the lakeside fire fit! Hike with your dogs! This much-loved 4-season cottage on a quiet private lake is spacious and chic, with upscale furnishings, a fireplace, and NEW SAUNA! Spectacular views, sunsets and stargazing — it's the ultimate Canadian cottage experience. It's even BETTER in the fall and winter. Listen for ice freezing! It's an incredible experience. Easy to find w/GPS

Top Guest favourite
A dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 152 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Top Guest favourite
A master bedroom features a queen-size bed with a textured white coverlet. Large windows and sliding glass doors allow for natural light and offer views of the waterfront. A small table is positioned near the window for additional functionality.
Cottage in Hammond
4.97 out of 5 average rating, 166 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

Top Guest favourite
The exterior entrance features a set of steps leading to a white front door, flanked by large windows for natural light. The surrounding area displays a small garden with greenery and flowers, contributing to a welcoming approach.
Apartment in Redwood
4.93 out of 5 average rating, 176 reviews

A Simple Roof

THIS IS NOT A VACATION HOME. Self-check-in/check-out. Old-fashioned, rustic apartment, painted wood floors, full kitchen, mud room, screened porch; boat/ATV parking; tent space. Ready for year-round outdoor sports, fishing, boating, biking, family camping trips. Near 1000 Islands, several lakes/waterways, 5 room apartment is one side of host duplex, 3 private entrances. King bed, 1 twin upstairs, 2 folding cots, comfy couch for sleep. Bathroom downstairs. WIFI; FireTV, HDMI cord; TVs w/DVD.

Top Guest favourite
An inviting outdoor fire pit area is surrounded by four Adirondack chairs, with a stone circular seating arrangement at its center. The guesthouse's wooden exterior is visible in the background, framed by lush greenery and a lawn, offering a peaceful and open atmosphere.
Guesthouse in Mallorytown
4.9 out of 5 average rating, 146 reviews

Adorable country guesthouse on Graham Lake

Enjoy the countryside on 15 acres of woods backing on to Graham Lake. Tucked away from the road, our guesthouse is family and pet friendly. The bathroom is newly renovated. Outdoors it boasts a lovely campfire area, a patio table and a large grass yard. Enjoy our gardens in the summer and our laying hens year-round. Take a 5 min stroll down a wooded path to the lakefront where you will find another campfire pit, a dock, a canoe and SUP to use and plenty of space for activities year-round.

Guest favourite
The cabin is situated on a gently sloping green lawn surrounded by trees. A spacious deck is visible, complemented by outdoor furniture. A landscaped area with stone walls and plants can be seen in the foreground, enhancing the natural setting.
Cottage in Leeds and the Thousand Islands
4.92 out of 5 average rating, 231 reviews

Smugglers Getaway on the St. Lawrence River

Enjoy your privacy in this waterfront cabin in the historic Smugglers Cove on the St. Lawrence River in the heart of the 1000 Islands. You'll have use of the entire cabin with fantastic River views from your own patio. Conveniently located off of the 1000 Islands Parkway, one of the most beautiful scenic drives in North America, guests may enjoy walking, hiking and cycling the paved and scenic 37 km Waterfront Trail. You're welcome to arrive by boat or car; private entrance to your cabin.

Guest favourite
Cabin in Leeds and the Thousand Islands
4.89 out of 5 average rating, 127 reviews

A-frame Cottage Lakeside, Charleston lake

Welcome to Minnow Cottage, the perfect place to enjoy the lake and nature, spend quality time with loved ones, and relax and recharge! Imagine peaceful mornings on the deck with coffee serenaded by the lake's loons. Swim in one of the clearest lakes in Ontario. Explore the lake on our kayaks, paddleboards and canoe. Bring your fishing gear for some excellent fishing. Savour cozy evenings around the firepit, creating lasting memories under starlit skies. Your lakeside getaway awaits!

Top Guest favourite
A hot tub is featured in the foreground, with water bubbling up from a spout. In the background, a shaded outdoor seating area includes a table and a sofa, surrounded by wooden fencing that ensures privacy.
Townhouse in Brockville
4.95 out of 5 average rating, 172 reviews

BRIGHT & RUSTIC - Self Check-in & Free Parking, DT

The Rustic Lounge features 2 bedrooms, 2 bathrooms, kitchen, dining area, and living room. Guests are encouraged to park their cars or boat under the carport on the property. Located just a 3-minute walk from downtown Brockville, this space is perfect for families or small groups looking to enjoy boating or fishing on the St. Lawrence River. *Winter Only* Rotary Park is just one block away and offers free public skating. (See listing photos for the skating schedule.)

Top Guest favourite
A charming cottage exterior is framed by lush greenery. A metal roof and blue wooden siding complement the three front windows and central door, while orange daylilies add a pop of color to the surrounding garden. The front porch features steps leading to the entrance.
Cottage in Leeds and the Thousand Islands
4.97 out of 5 average rating, 399 reviews

Lyncreek Cottage

Lyncreek Cottage is open year round. it sits on private property on Lyndhurst river in Lyndhurst, Ontario. Observe various types of waterfowl or enjoy the sound of our meandering river as it flows into Lyndhurst Lake. This is all part of the natural surroundings in your own private cottage. A great place to stay if you are travelling through the area or while enjoying all the area has to offer including excellent fishing, paddling and hiking area trails.

Guest favourite
The spacious living area showcases two sofas and an ottoman, complemented by a wooden dining table surrounded by four chairs. A large window allows natural light, illuminating a 50-inch Smart TV on a media console against the wall.
Apartment in Kingston
4.91 out of 5 average rating, 246 reviews

The Sweet Suite

- This bright, peaceful and quiet private apartment has an abundance of amenities at your home away from home. Enjoy this space and explore what Kingston has to offer from its convenient central location. - Separate exterior entrance. - Sound treated ceilings and walls. - Beautiful wooded area, park, and walking paths behind the property. - Two tobogganing hills -Complimentary snacks. -Linens washed after each stay with o3 commercial grade laundry system

Guest favourite
A modern kitchen countertop is featured with a decorative wine display, including two wine glasses and a bottle. Minimalist cabinetry and stainless steel appliances create a sleek aesthetic, complemented by natural light filtering through the windows.
Home in Leeds and the Thousand Islands
4.89 out of 5 average rating, 115 reviews

Home in the heart of Rockport

Welcome to Headlands Estates in the heart of Rockport. This 2022 built 3 bedrooms 2 bathroom 1400 sq/ft bungalow sits on a 1.5 acre lot and has so much to offer. Centrally located between the historic cities of Kingston and Brockville and only a 3 mins drive from the bridge to the USA. This property is a few hundred metres to the boat launch, thousand island tours, and Rockport Barn and in the middle of everything you could want to enjoy the summer.

Top Guest favourite
A large mural featuring a vintage ship against a textured brick wall adds character to the space. The artwork includes the text 'Ships and Stacks' and 'The Future of the St. Lawrence Seaway,' reflecting the local maritime heritage.
Apartment in Prescott
4.98 out of 5 average rating, 117 reviews

Mid-term Stays - Nov to June - 1 Bed Suite

Mid-term stays Nov-June. Nautical-themed, luxurious and romantic 1 bedroom suite. Enjoy your own 1100 sq/ft space in downtown Prescott (1 block from the River). With an industrial, modern design, this space showcases unique and custom art, literature and partial river views. NOTE: Unit access is from the exterior stairs only. This unit is on the 3rd level and is not recommended for individuals that may struggle with stairs or heights.

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