Vacation rentals with a pool in Muskoka District Municipality

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Muskoka District Municipality

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Townhouse in Seguin

5.0 out of 5 average rating, 13 reviews

Luxurious Cottage at Rocky Crest Golf Course!

Perched along the rocky outcrops of the Canadian Shield, Rocky Crest Golf Resort is located on majestic Lake Joseph in Muskoka. Boasting luxury suites, villas, cabins, and cottages, Rocky Crest is the perfect spot for families of all sizes to unwind and create lifelong memories. Spend your days at the fun-filled waterpark or playing a round of golf on our world-class course. Rocky Crest Golf Resort has a little something for everyone. Please note that the golf course does not open until 5-May-24

May 31 – Jun 7

€ 369 per night

Guest favorite

Cottage in Parry Sound

4.92 out of 5 average rating, 24 reviews

Beautiful Waterfront Cottage!

Beautiful Waterfront Cottage is conveniently located 2.5 hours from the GTA (20 mins from Parry Sound). This Cottage has a gorgeous lake view with a private beach, dock and deep water for swimming. Guests have access to kayaks, life jackets, noodles, as well as outdoor sports equipment for volleyball, badminton, tetherball, boccia ball, soccer, and football. Cottage has a fire place, BBQ and fire pit. Play a round of exceptional golf at The Ridge at Manitou golf course located right on the lake.

Sep 1 – 8

€ 655 per night

Superhost

Guest suite in Severn

4.84 out of 5 average rating, 25 reviews

Waterfront with Pool & Hot Tub

Come to enjoy, relax and recharge at a charming waterfront Muskoka getaway. The space is an all day sun filled southern exposure and be surrounded by nature. The ideal private family property is great for fishing, ice fishing, water sports and exploring. Connected within 2-3 min to Gloucester Pool Lake, with canoe and brand new 5 person pedal boat. Boat launch and docks available for your boat. Huge above ground pool & hot tub (from May to Nov), fire pit & 3 storey playground set is all yours.

Nov 8 – 15

€ 326 per night

Guest favorite

Cottage in Penetanguishene

4.89 out of 5 average rating, 18 reviews

Cottage Retreat: HotTub, PingPong, Pool, Fireplace

Welcome to our enchanting lakeside retreat! Nestled amidst 100-year-old trees, our cozy wooden cottage offers serenity and charm. Wake up to breathtaking views of the forest from your bedroom window. Relax in our large hot tub and a heated 600sqft pool, overlooking the tranquil lake and vibrant sunset hues. For some friendly competition, challenge your friends to a game of ping pong or pool. Choose from our extensive collection of board games for a cozy night in. Your perfect getaway awaits!

Nov 10 – 17

€ 268 per night

Superhost

Cottage in Huntsville

4.85 out of 5 average rating, 86 reviews

Muskoka♥Log♥Cottage♥Forest♥Pool♥Arrowhead♥Hot-Tub

Beautifully Crafted, Scandinavian Scribe Log Cottage, Tucked Away on a Forested & Private 7 Acre. Come & Embark on a Unique Experience where Relaxation, Luxury, Comfort & Nature Meet. Sleeps 10 guests (additions guest fees for 10+). Charismatic, Plenty of Room for Conversation & Entertainment. Relax by the Fireplace Exchanging Stories with Family & Friends, Making Memories that Last a Life Time! Hot-Tub Year Round, Pool Open 3rd week of June (weather permitting) & Closes 3rd week of Sept.

Jun 7 – 14

€ 728 per night

Guest favorite

Cottage in Sprucedale

4.97 out of 5 average rating, 68 reviews

*Pool*HotTub*Large*Cozy*Private*

Welcome to our enchanting family-friendly log home, a spacious and cozy retreat nestled on a secluded lot, surrounded by a lush canopy of mature trees. If you're seeking peace and tranquility, this is the perfect haven for you. Unique large, cozy log home nestled on a very private lot. Cottage is well furnished and equipped. Indoor and outdoor activities for everyone in your group to enjoy. Enjoy all four seasons at this cottage. The perfect getaway for your family and friends.

Dec 20 – 27

€ 415 per night

Guest favorite

Condo in Huntsville

4.97 out of 5 average rating, 32 reviews

HIDDEN VALLEY ESCAPE 🛶☀️🎿 Park Pass Included

LOOK NO FURTHER ⛸⛷🏂⛄️❄️ * Park Pass included -Algonquin & Arrowhead!!! * Book a week and save 10% / Book a month (28 days) and save 25% ‼️ * Superhosts have 30 Years experience in 5 ⭐️ hotel industry * Disney+ !! * Work and Play confidently with 180 mbps unlimited wifi * Walk onto the Slopes!Easy!! * Secure storage locker for 🎿 🏂 ⛳️ * Steps from Beach and docks! * 10 min to town for all conveniences! * 2 mins from Deerhurst (restaurants etc) * Walk to HV restaurant steps away!

May 6 – 13

€ 220 per night

Superhost

Cottage in Sprucedale

4.75 out of 5 average rating, 48 reviews

Peaceful Waterfront Almaguin cottage *Pool*Hot Tub

We can’t wait to host you! Come and enjoy a unique peaceful getaway by the Lake! Wake up in a cozy bed to a day full of adventure. There are lots to do year-round including kayaking, swimming, hiking trails, snowmobiling, snowshoeing, cross country skiing, and more! Wind-down in the evening to stunning sunsets on the infamous Muskoka Chairs by the fire or in the Hot Tub! Located 10min from the Seguin Trail / OFSC Snowmobile / ATV Trail systems! Just 20 minutes north of Huntsville!

Sep 24 – Oct 1

€ 490 per night

Guest favorite

Townhouse in Huntsville

4.86 out of 5 average rating, 165 reviews

Truly Amazing Muskoka Chalet - Beach & Ski hill

*Our Chalet is a licensed Airbnb* Enjoy the Muskoka lifestyle here at our spacious 3 bdrm, 2 bath, Hidden Valley chalet on beautiful Peninsula Lake. The 3 levels of living area provide everyone with their own space. Loft bedroom has its own private bath and provides a nice getaway with views of the lake and ski hills. A place perfect for couples, families and extended families. Enjoy the sandy beach & outdoor pool in the summer months and skiing and snowboarding in the winter.

Oct 3 – 10

€ 302 per night

Guest favorite

Townhouse in Huntsville

4.98 out of 5 average rating, 96 reviews

Lakehill Haven in Hidden Valley Slope and Lakeside

2 bed, 1.5 bath, wood fireplace & spectacular views of Peninsula Lake & mountains. Two balconies to relax on. Enjoy the beach, tennis & basketball courts, & outdoor pool included in price next door at resort (including a bar/restaurant. Ski hill across the road has a variety of hills and when ready, an ice rink on the lake for a game of shinny or leisurely skate. Also a hill for sledding out front! The area also has numerous places to visit. No water equipment provided.

Oct 15 – 22

€ 182 per night

Guest favorite

Cottage in Baysville

4.97 out of 5 average rating, 78 reviews

Muskoka Forest Chalet with a Private Indoor Pool

Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining

May 12 – 19

€ 634 per night

Guest favorite

Home in Utterson

4.87 out of 5 average rating, 31 reviews

Meadowcreek Cottage

* SEASONAL POOL + INDOOR HOT TUB * Located in beautiful Muskoka Lakes! Four-season cottage offering 3 cozy bedrooms, 2 full bathrooms and an indoor hot tub. The house, on 9+ acres, includes a large deck, with a gated seasonal pool (open from June - September), and a beautiful forest backdrop. Minutes away from marinas, beaches and much more. From fishing, to hiking, to ATV-ing, and snowmobiling, it's all possible at Meadowcreek Cottage.

May 31 – Jun 7

€ 323 per night