Windermere Vacation Rentals from $127: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Windermere?

Lakefront Muskoka of Amazing Cottage : You might want to consider this vacation home rental near Windermere, which is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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Our top choices for Windermere vacation rentals

1. 3 Mile Lakehouse

Utterson

rhowzie e.

$453 nightly

Aug 23 - Aug 24

Total with taxes and fees

Muskoka Premium Waterfront Cottage | Living area | 42-inch Smart TV with digital channels

2. Muskoka Lake Cottages

Muskoka Lakes

Virginia

$174 nightly

Aug 26 - Aug 27

Total with taxes and fees

On the beach, sun loungers, kayaking, rowing

3. Sunny Point Resort Cottages and Inn

Seguin

Natasa

$112 nightly

Sep 3 - Sep 4

Total with taxes and fees

4. Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

Bracebridge

D

$303 nightly

Sep 8 - Sep 9

Total with taxes and fees

5. Lakefront Muskoka of Amazing Cottage

Gravenhurst

Grace

$283 nightly

Aug 26 - Aug 27

Total with taxes and fees

6. `Oda` Log Cabin with Cedar Hot Tub & Sauna on wood

Bracebridge

"Lovely little cabin in the woods. Please be aware that the bathroom is a short walk through some woods away. The bathroom has two separate compartments and Ida has access to one and the other cabin Teremok has access to the other. The condition of the bathroom when we arrived was okay but there was odor and bugs that needed to be dealt with. Also note that there is no AC in the cabin, so during the hottest summer period, you'll at most have access to a ceiling fan that doesn't blow directly on...

James C.

$240 nightly

Sep 8 - Sep 9

Total with taxes and fees

7. Lakefront Muskoka Beautiful Cottage

Gravenhurst

seshu

$319 nightly

Aug 23 - Aug 24

Total with taxes and fees

8. Roberts Landing

Parry Sound

Akshay R.

$377 nightly

Aug 23 - Aug 24

Total with taxes and fees

9. Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

Bracebridge

yULAI D.

$240 nightly

Sep 9 - Sep 10

Total with taxes and fees

10. 1 Bedroom Cottage VIII: PL

Gravenhurst

"First, the positive. The cabin was clean and was dry during a lot of rain. The location is on the water and close to Gravenhurst. We arrived at the cabin not having received an email with check in instructions. There is no office there. Thankfully the cleaning lady let us in. We had called the host twice and messaged on VRBO inbox twice. It wasn’t until I texted him that he responded. I had asked prior to going if there was a coffee maker and was told no, yet there was one and I hadn’t brought...

Melissa S.

$230 nightly

Aug 26 - Aug 27

Total with taxes and fees

11. Terrawoods Resort Muskoka

Seguin

Abigail

$279 nightly

Sep 8 - Sep 9

Total with taxes and fees

12. Off-Grid Getaway | Fireplace, BBQ & Patio

Gravenhurst

Jayne B.

$210 nightly

Sep 15 - Sep 16

Total with taxes and fees

13. Log Cabin On the Lake B&B

Kilworthy

Andy Z.

$257 nightly

Aug 27 - Aug 28

Total with taxes and fees

14. The Notting Hill Room | The Jypsy Inn

Bracebridge

Anonymous traveler

$356 nightly

Aug 20 - Aug 21

Total with taxes and fees

15. Mini Muskoka Getaway

Huntsville

Melissa L.

$285 nightly

Sep 3 - Sep 4

Total with taxes and fees

16. Beautiful Lakefront Inn Suites

Parry Sound

$133 nightly

Sep 13 - Sep 14

Total with taxes and fees

17. Lakefront Muskoka Good View cottage

Gravenhurst

Saif U.

$282 nightly

Aug 20 - Aug 21

Total with taxes and fees

18. Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

Gravenhurst

Tabish k.

$577 nightly

Sep 2 - Sep 3

Total with taxes and fees

19. Luxury Muskoka Beach Retreat, Games Room & Hot Tub

Gravenhurst

Mar S.

$463 nightly

Sep 15 - Sep 16

Total with taxes and fees

20. Modern Muskoka Executive 1 bedroom Loft/Condo

Huntsville

Cyndi R.

$272 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

8/10 Good

"The room was wonderful! Loved the layout. It was clean and everything was in good workong order. It was quiet too.."

Holiday Inn Express & Suites Huntsville by IHG

10/10 Excellent

"Front desk reception we’re both very nice! Anne and sorry didn’t get the name of the lady upon check out. Awesome, hot breakfast! Love the fact that they are open to your pets for a good price and they’re all on the same floor. We would definitely come back to this hotel if we’re in the area ."

Muskoka Bay Resort

8/10 Good

"We spent a weekend at the hotel and really enjoyed our stay. The hotel is new, with a beautiful restaurant and pool right nearby. There is also a second restaurant and pool on the rooftop, and what a surprise it was! It had a great vibe, two pools, and amazing surrounding views. We would definitely recommend staying here."

Charming Muskoka Wilderness Cottage

8/10 Good

"We really enjoyed our little getaway and found the cottage to be a lovely, peaceful place to relax. It was clean, updated, comfortable, and welcoming when we arrived. The property and views were beautiful, and we loved spending time outside, especially sitting on the deck watching the beavers. The surrounding little towns were also wonderful to explore, shop, and wander around during our stay.There were a few things that could have made the experience even better. Communication with the host could have been more timely, as we had to reach out for check-in information and responses to some questions took a few hours. We also needed to purchase a few basic items we hadn't expected to need, including shampoo, coffee filters, and a BBQ lighter.One thing guests may want to be aware of is the access to the cottage. The step up to the deck is quite high, and the main entrance is through the back door, which requires walking over uneven rocks along the side of the cottage. This may be challenging for anyone with mobility or balance concerns.That said, we had a very nice stay. The cottage itself was beautiful, clean, and comfortable, and the peaceful property and surroundings were definitely the highlight for us. It was a great place to slow down, enjoy the scenery, explore the nearby towns, and have a relaxing few days away."

Find out more about Windermere

Everything you need to know about Windermere vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windermere vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windermere vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windermere. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windermere in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windermere rentals

At Expedia, we put the best Windermere vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windermere rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windermere vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Windermere?

Yes, we have vacation rentals close to well known attractions in Windermere, or you can select a more remote option if you'd like a relaxing place to stay. Windermere is known for its lake views and golf courses. Make sure you have time to check out the bars and spas during your trip.

What are some of the best vacation home rentals in Windermere?

Lakefront Muskoka of Amazing Cottage: You might want to consider this vacation home rental near Windermere, which is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Windermere?

Expedia has 3 vacation rentals for your stay in Windermere.

What can I see and do in Windermere?

Lake Rosseau and Three Mile Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Windermere Golf & Country Club and Windermere Marina.

What are vacation rentals like in Windermere?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Windermere. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.

Windermere Vacation Rentals

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Check prices for these dates

Our top choices for Windermere vacation rentals

1. 3 Mile Lakehouse

2. Muskoka Lake Cottages

3. Sunny Point Resort Cottages and Inn

4. Spacious 3 Bdrm Retreat | Muskoka Room & Fireplace

5. Lakefront Muskoka of Amazing Cottage

6. `Oda` Log Cabin with Cedar Hot Tub & Sauna on wood

7. Lakefront Muskoka Beautiful Cottage

8. Roberts Landing

9. Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

10. 1 Bedroom Cottage VIII: PL

11. Terrawoods Resort Muskoka

12. Off-Grid Getaway | Fireplace, BBQ & Patio

13. Log Cabin On the Lake B&B

14. The Notting Hill Room | The Jypsy Inn

15. Mini Muskoka Getaway

16. Beautiful Lakefront Inn Suites

17. Lakefront Muskoka Good View cottage

18. Charcoal Tree House: Cozy Cottage, Luxe Deck, Stargazing, Theatre, Forest Views

19. Luxury Muskoka Beach Retreat, Games Room & Hot Tub

20. Modern Muskoka Executive 1 bedroom Loft/Condo

Find vacation rentals that suit your style

Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Find out more about Windermere

Explore a world of travel with Expedia

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