Cottage holiday rentals in Cherry Island

The entrance features a charming purple exterior with a welcoming front door. A set of two Adirondack chairs sits on a stone pathway surrounded by vibrant greenery and colorful flowers, creating a cozy outdoor atmosphere.

4.94 out of 5 average rating, 428 reviews

The Coach House- Cottage Charm, Central Huntsville

Experience the perfect blend of historic Huntsville in my custom crafted Coach House! Centrally located, it radiates a cozy Muskoka cottage ambiance, with historic Main Street just steps away with cafes, shops, and eateries. Enjoy lake adventures w/public docks or rent a canoe/kayak from Algonquin Outfitters. Offering stellar amenities like fast Wifi, free parking, a well-equipped kitchenette, back patio w/BBQ, hammock, Smart TV, skylights, and a comfy queen bed. Welcome to your perfect getaway!

A charming A-frame chalet is set amidst a snowy landscape, with a green metal roof and large windows revealing forest views. A wooden deck with steps leads to the entrance, surrounded by birch and pine trees in a serene winter setting.

4.98 out of 5 average rating, 408 reviews

Muskoka A-Frame + HOT TUB | Arrowhead | 4-Seasons

Welcome to Muskoka A-frame, the perfect couple’s getaway or solo retreat. Relax in the *HOT TUB**. Wake up to swaying treetops, play boardgames & albums by the fire, with 2-story forest views. This classic 70’s A-frame cabin has been re-imagined for the modern world. Nest away or make it your base for 4-seasons of adventure. Hike, snowshoe or cross-country ski Limberlost, ski/snowboard Hidden Valley, skate through Arrowhead forest & visit Huntsville for restaurants, breweries & local amenities

A charming exterior of a dark-colored house is framed by lush green grass and two flowering trees. The trees display vibrant pink blossoms, contributing to a serene outdoor ambiance. The setting is brightened by clear blue skies and soft sunlight.

4.97 out of 5 average rating, 271 reviews

Century Home in Bracebridge Muskoka w/ EV charger!

Welcome to Century Charm, in Bracebridge, Muskoka! We are located right in the heart of Bracebridge. Located across the street from the Muskoka river, steps to Bracebridge Falls and within 6 minute walk from the historic downtown core. Walking distance to Muskoka Brewery. Kirby’s Beach & Bowyers beach nearby, 5 minutes from Santa’s village, 10 minute drive to Bracebridge Resource Management and within 30 min drive to beautiful Arrowhead Provincial Park! Golf lovers, 19 golf courses nearby

5 out of 5 average rating, 283 reviews

The Rock Lodge, At Mary Lake (+ Hot Tub)

A charming little “Old meets New”cottage in the heart of Port Sydney, Muskoka. less than 5 min walk away from Mary Lake where you can enjoy the beach, have a picnic or even Launch your Water vessels into the lake for a relaxing day. Across the beach you can find a community centre with a play ground and basket ball court perfect for our younger guests. 2 km away from North granite ridge Golf Club; Our area is surrounded by preserved woodlands perfect for scenic hikes and spotting wildlife! ✨

Guest favourite

4.89 out of 5 average rating, 119 reviews

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit

Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

A serene winter scene features a snow-covered driveway leading to a cozy cottage framed by tall pine trees. A dog sits peacefully in the foreground, with snow blanketing the ground and the cottage's welcoming windows visible in the background.

4.96 out of 5 average rating, 112 reviews

Dog friendly Muskoka. Fun from forest to river.

Featured in Apartment Therapy and Cottage Life Magazine! Our beautiful cottage, nestled in Muskoka forest, is infused with Australian charm. Explore 300 acres of forest, walk to the river for a dip or simply bask in the sun on our deck. Books, magazines, games and puzzles are provided. We've furnished our cottage with mix of new and vintage pieces giving it a laid-back vibe. Swim in the Muskoka River in the warmer months, hike the forest year round and enjoy snowshoe trails in Winter.

A secluded guest cottage is surrounded by lush greenery, with prominent trees framing the scene. A gravel path leads to the cottage, which features a covered porch with chairs. Colorful flowers and a large blue spruce add natural charm to the inviting landscape.

4.93 out of 5 average rating, 440 reviews

Central & Charming Huntsville Cottage Retreat!

Secluded Muskoka Cottage Charm in Huntsville! Welcome to our charming Guest Cottage, just 5 minutes from downtown Huntsville offering convenient access to all amenities. Enjoy the rustic appeal with fast Wi-Fi, heated floors throughout, 43" Smart TV, and a propane BBQ. Stargaze by the fire pit where you could spot some deer! A perfect base for Arrowhead & Algonquin Parks, or enjoy Muskoka river views at the Brunel Lift Locks across the road. Book your charming Muskoka retreat getaway now!

A wooden dock extends into the water, leading to a welcoming gazebo and multiple red Adirondack chairs arranged on the shore. The lush greenery frames the scene, while the two-story cottage is visible in the background, surrounded by natural landscaping.

4.99 out of 5 average rating, 125 reviews

Escape to Falconview, Huntsville-Muskoka

Enjoy a piece of Muskoka in this beautiful waterfront cottage! This four bedroom home is only minutes away from historic downtown Huntsville, as well as many grocery stores and restaurants! Located on the Vernon Narrows, close to the mouth of Lake Vernon-Also, with boat access to Lakes Mary, Fairy and Peninsula, and a boat launch only a short ride away, it’s sure to impress! If you’re looking for a place to explore or just a spot to sit back and relax, we’ve got you covered!

Guest favourite

The cozy cottage features a welcoming porch with white railings, surrounded by vibrant autumn foliage. The exterior showcases gray siding, with a prominent sign displaying 'Hudson.' A few pumpkins and decorative flowers are placed near the entrance, adding seasonal charm.

4.92 out of 5 average rating, 348 reviews

The Hudson - Riverside Cabin, Bracebridge

Nestled in the pines on the Muskoka River is this cozy one-bedroom cottage, ideal for a couple’s retreat. The Hudson offers the best of all worlds: it is relaxing, tranquil, and private, but you’re only a 10-minute drive from the Town of Bracebridge with unique shops, restaurants, groceries, and breweries, not to mention numerous tourist attractions. Marked trails are direct across the river. For more photos and information visit us on IG (at) thehudson.riversidecabin

Superhost

4.9 out of 5 average rating, 284 reviews

| HOT TUB | Wood Sauna | Muskoka Forest Cottage

Pack your road trip snacks and take the windy roads to your Muskoka retreat. This newly renovated Four Season cottage sits on 8 acres of forest and is equipped with all the modern luxuries. After a long day of exploring lakes or nearby waterfalls, you'll be able to prepare dinner in a fully stocked High-Tech kitchen. Finish your evening off in our luxury Hot Tub spa by Artesian under the night stars for all-year-round enjoyment . *BYOF (Bring Your Own Firewood) *

A modern cottage surrounded by snow-covered trees is depicted, showcasing large windows that reflect the colorful sunset. A circular hot tub and outdoor seating are visible on the patio, enhancing the tranquil and cozy ambiance of the property.

5 out of 5 average rating, 135 reviews

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

Embark on a family wellness journey at our Nordic farmhouse-style Cottage in Muskoka. Unwind in the wisteria-adorned hot tub or by the firepit, nestled in Muskoka chairs. This bungalow features airy ceilings, expansive windows, and a modern fireplace. While the en-suite offers a rejuvenating frameless shower and deep tub. The Muskoka river is 250m away, Port Sydney Beach a 10-min drive. Embrace year-round family fun and wellness. Your rejuvenating escape begins here.