
Holiday rentals with a kayak in Midland
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Midland

Total holiday rentals
Explore 30 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Midland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Midland rentals

4.9 Average rating
Midland stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with kayak in Midland
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Forest Harbour Hideaway
Situated on beautiful Georgian Bay, this cozy waterfront cottage delivers an escape from reality with all the comforts of home! With private access to the water and dock and our brand new custom sauna, and two public beaches within a 5 minute walk, unwind, relax and reset in the heart of our quiet cottage neighbourhood. Find a variety of shops, restaurants and local attractions in Midland and Orillia (both a 20 minute drive) like Sainte-Marie Among the Hurons and Wye Marsh Wildlife Centre!

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

Secluded Lakeside Retreat - Atkins Hideaway
Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Upscale Spa Getaway w/ Private Sauna
Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

Teremok Cabin at Zukaland | Cedar Hot Tub & Sauna
Welcome to Teremok Log Cabin at Zukaland, a unique Slavic-style tiny cabin nestled among mature pines on a scenic forested cliff in Muskoka. Enjoy peaceful woodland surroundings with easy access to a sandy beach by the Muskoka River. Guests may enhance their stay with optional add-on experiences, including breakfast in bed or our Cedar Outdoor Spa with wood-fired hot tub and sauna. As evening falls, cozy up by the warmth of a real wood stove and unwind in nature.

Beautiful Beachfront Cottage.
Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.

The Muskoka River Chalet - The King's Den
Welcome to Muskoka River Chalet! **Please read full listing description before booking.** Relax in your fully private one-bedroom walkout apartment with private kitchen, cozy living room, featuring smart TVs and toasty fireplaces. Explore our shared outdoor spaces along 60' of waterfront. Indulge in the hot tub for relaxation. Just minutes walking to town for shopping, dining, and nightlife. Book now for a perfect blend of comfort and convenience!

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.

Muskoka Waterfront Cabin w/ pool table&Falls view
Welcome to Fallsview Dream cottage! Enjoy the property’s STUNNING waterfront, hot tub, pool table & private beach This cozy cabin is perfect for those who love nature, privacy and the cottage life. Right in the middle of the woods with the most beautiful waterfall view. Watch the sunrise and sunset right from the deck surrounded by trees. Take the time to reconnect with your family/friends :)

Cozy Beach Cottage with Pool | Georgian Bay
Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.
Popular amenities for kayak rentals in Midland
House rentals with a kayak

Cozy Lakeside Cottage on Lake Scugog

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

Birdsong, the perfect Blue Mountains getaway

The Turquoise Cottage

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

6 Bdrm Lake view, Luxury, Modern Cottage w Hot Tub

Ski, Swim, Soak, Boat & Golf
Cottage rentals with a kayak

Dock | Modern Muskoka Waterfront

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Waterfront Paradise on the Georgian Bay

The Bay View Cottage w/hot tub

Lake days last longer-Muskoka Lakeside Cottage

Lakefront Cottage | Sandy Shore, Hot Tub & Dock

Tree Tops on Six Mile Lake
Cabin rentals with a kayak

Oak Cabin on Sparrow Lake

Waterfront Cottage on Severn Falls

Deer Park, Cozy Cabin with Hot Tub, Amazing View

Waterfront Muskoka Cottage | Hot Tub, BBQ & Canoes

Black River Haus - Scandi Riverfront Cabin Muskoka

Beautiful Vacation Home with a Large Backyard.

MapleHaven Cabin @ Lake Eugenia

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $281 SGD | $287 SGD | $226 SGD | $222 SGD | $269 SGD | $425 SGD | $464 SGD | $517 SGD | $340 SGD | $299 SGD | $275 SGD | $281 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- Osler Bluff Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Menominee Lake
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Three Mile Lake
- Couchiching Beach Park
- Sunset Point Park
- Sibbald Point Provincial Park





