
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 €87 per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
30 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.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Georgian Bay Waterfront Cottage HotTub King Bed
Escape to this exceptional modern Lake house on Georgian Bay shores. Enjoy Incredible sunsets and views while you unwind in the hot tub or around the fire. Use the Kayaks to explore the Georgian Bay shores. This home can accommodate up to 4 adult guests (one additional child) Our quite property is best suited for 1 to 2 couples or a family of 5 or less and is fully equipped so you can relax on your next summer or winter getaway. Add the waterfront Bunkie to your summer stay (see additional fee)

Forest Oasis in Tay w/Large Jacuzzi Hottub
Beautiful cottage situated on the most southern point of Georgian Bay in Victoria Harbour. Less then 2 hours from the GTA with full amenities including an LCBO and Foodland 5 minutes away. Take advantage of plenty outdoor activities. Enjoy a bike ride on the stunning Tay Shore Trail, swimming in the lake on a hot summer day or hit the local slopes at Mt St Louie during the winter. Regardless of your choice in activities, end the evening with a soak in the hottub. Don't forget to look for stars!

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

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.

The Bay View Cottage w/hot tub
Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 8 adult.

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI
No linens provided (No Blankets, sheets pillowcases or towels). Sorry NO PETS as guests on the property and NO SMOKING indoors. The cottage is right on the water, lots of wildlife, great for bird watching, Large 4 lake system, miles of boating on Gloucester pool, then for a further adventure it is connected to Georgian bay by locks on the Trent Severn. Honey Harbor, Midland, Whites Falls and lots of provincial parks close by, great fishing, ATV and hiking trails, fish right off the dock

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.

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.

Spacious Apartment On The Severn River
Clean, lower unit, private entrance, one bedroom apartment fronting on the Severn River (aka Black). 90 mins. north of GTA. Five min. off Hwy 11 at the village of Washago where you can find most amenities. Fair weather activities include swimming, kayaking, canoeing, fishing or just dock time. Available winter months for simple relaxing accommodation. Hosts live on the upper floor and will be available to assist but will respect your privacy.
Popular amenities for kayak rentals in Midland
House rentals with a kayak

Ski, Swim, Soak, Boat & Golf

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Birdsong, the perfect Blue Mountains getaway

The Muskoka River Homestead

2 minute walk to the beach / games room

Welcoming Waterfront Cottage

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

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes
Cottage rentals with a kayak

Waterfront Paradise on the Georgian Bay

Cottage on the Rocks - with Hot Tub and Sauna!

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Mistywood Cottage

Lake days last longer-Muskoka Lakeside Cottage

CARL in Muskoka: Waterfront Cottage with Hot Tub

Private Lakefront Cottage | Fishing, Canoe & Sauna

Lakefront Cottage with Sauna and Steam Room
Cabin rentals with a kayak

Black River Haus - Scandi Riverfront Cabin Muskoka

Forest Cabin 90 steps to the beach

Beautiful Vacation Home with a Large Backyard.

MapleHaven Cabin @ Lake Eugenia

MCM Muskoka Cabin + Sauna + Fire Pit + Lake Access

The White Cottage with infinity views

Luxury Cottage with Hot Tub

Misty River Cabin Private Waterfront Pet-Friendly!
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €190 | €194 | €153 | €150 | €182 | €288 | €314 | €350 | €230 | €202 | €186 | €190 |
| 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
- Wasaga Beach Area
- Beaver Valley Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Georgian Bay Islands National Park
- Menominee Lake
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Three Mile Lake
- Sibbald Point Provincial Park
- Sunset Point Park
- Couchiching Beach Park





