Beachfront holiday rentals in Cumberland Beach

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Cumberland Beach

Pet-friendly beachfront home rentals

Guest favourite
Guest suite in Innisfil
4.84 out of 5 average rating, 152 reviews

Open tiny king suite with semi-private waterfront

BillieRating, 5 stars2 weeks ago
Property was clean! The hosts were helpful and provided clear instructions on how to access the property.
Top guest favourite
Cottage in Washago
5 out of 5 average rating, 38 reviews

Fern Hill Cottage - Riverfront & Hot Tub

DenissaRating, 5 stars1 month ago
Derek and Katie were awesome hosts. Super easy to communicate with before and during our stay, and really flexible with check-in and check-out, which we really appreciated. They answered any questions we had right away and made the whole experience super smooth! The place was clean, cozy, and had an amazing view. We especially loved hanging out on the patio by the fireplace—it was the perfect spot to relax. Would definitely stay again! 😊
Guest favourite
Chalet in Minden Hills
4.95 out of 5 average rating, 220 reviews

Red Cedar Chalet on Brady Lake (Sauna and hot tub)

LyndseyRating, 5 stars6 days ago
We had a wonderful stay! The road leading to the cottage whisks you away from the city and into a private and beautiful space. Comfy beds, lovely kitchen and gorgeous deck. The cottage exceeded our expectations, and we were so happy to stay. Peter was always responsive, friendly and clear with his communications. Thank you for a lovely and memorable weekend!
Guest favourite
Cottage in Bracebridge
4.93 out of 5 average rating, 127 reviews

3.5 acre Private River View 5+1 BR, Hot Tub, Sauna

AnnaRating, 5 stars1 day ago
This was such an awesome family vacation! The place was perfect for our whole family and exactly as described. So much to do and so nice to get away and enjoy such a gorgeous place and spot! We hope to be back
Superhost
Cottage in Algonquin Highlands
4.82 out of 5 average rating, 154 reviews

Private and Beautiful Boshkung Lake Cottage

KrystineRating, 5 stars6 days ago
This cottage was one of the best we have gone to! This cottage is a jewel on Boshkung Lake. We enjoyed the views, sitting on the dock and having dinner in the screened in deck. We hope to return again soon, thank you Bruce and family for a fantastic weekend!
Guest favourite
Cottage in Tiny
4.97 out of 5 average rating, 120 reviews

Summer Getaway - 3 min walk to Beach, Clean & Cozy

JuliaRating, 5 stars3 months ago
We had a wonderful winter getaway at Woodward by the Beach! The home was beautiful and far exceeded our expectations. It was clean, nicely decorated, and well stocked with the essentials. We especially loved the fire! The host, Kevin, was extremely responsive and even took the time to provide us with recommendations for snow tubing, tobogganing, restaurants, and cafes. The home is in a great location and there are no shortage of activities, restaurants, and shops within short driving distance. We can’t wait to come back in the summer! Thank you Kevin!
Guest favourite
Cottage in Kirkfield
4.92 out of 5 average rating, 202 reviews

Balsam Lake fully renovated 4BR 2BA modern cottage

StaceeRating, 5 stars1 week ago
This was our second stay here and it was even better than the first! This place is super peaceful, kid-friendly and has a really responsive and friendly host. We will be back - thank you!
Superhost
Cottage in Algonquin Highlands
4.91 out of 5 average rating, 365 reviews

Long Beach on Big Boshkung

StevanRating, 5 stars1 month ago
This is Airbnb concept working at its best. Ken’s place was a home away from home. Not just a mere house to generate extra income. Great care was put in for someone to feel good staying there ( night lights meticulously placed around the house for navigating oneself in the dark - just an example) . We found the house in immaculate cleanliness ( thank you Jackie). Ken was always present via messages to address us, suggest activities, provide general logistics of area. The house is a gem, with lots of windows and light, large kitchen with anything you might need, and very comfortable beds with premium mattresses. Thank you Ken, we’d love to be back soon 🙏🏻

Beachfront home rentals with a pool

Top guest favourite
Apartment in Innisfil
5 out of 5 average rating, 41 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

ElenaRating, 5 stars9 months ago
We recently had the pleasure of staying at a fantastic condo in Friday Harbour, and we can’t recommend it highly enough! From the moment we arrived, we were greeted with warm hospitality and a stunning view that took our breath away. The condo itself was a perfect blend of luxury and comfort. It was impeccably clean, stylishly decorated, and equipped with all the amenities one could wish for. One of the highlights of our stay was the private balcony, where we spent many mornings sipping coffee and evenings watching the sunset over the harbor. The location of the condo is unbeatable. Just a short walk to charming local shops, restaurants, and the marina, it offered the perfect mix of relaxation and convenience. Overall, our stay at this condo in Friday Harbour was exceptional. It’s clear that the owners have put a lot of thought and care into creating a perfect retreat. If you’re looking for a memorable getaway, this place should be at the top of your list!
Top guest favourite
Apartment in Innisfil
4.98 out of 5 average rating, 64 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

MakilaRating, 5 stars1 week ago
Great stay! The place was clean, comfortable, and in a great location. Only downside was the hot tub and pool were closed for maintenance, but everything else was perfect. Would definitely come back!
Guest favourite
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars4 months ago
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!
Guest favourite
Cottage in Victoria Harbour
4.96 out of 5 average rating, 56 reviews

Gorgeous Winfield Chalet Cottage

LeeRating, 5 stars3 weeks ago
We loved our stay at Tony's place in Victoria Harbour . The place is as described and literally steps away from lake and Trans Canada Trail . Its 10 minutes away from all major amentias and restaurants . The place is well equipped. We have stayed in so many Airbnb's and this is one of the most well organized place we have ever been to.. The place comes with pretty much all the amenities that truly made it home away from home . We would definitely be back here in Summer .
Guest favourite
Cottage in Tiny
4.95 out of 5 average rating, 42 reviews

Georgian Bay Beach Club Fran’s Beachfront Paradise

AgnesRating, 5 stars10 months ago
Lovely lovely place. Sitting on the deck watching over the blue waters of the bay - dreamy! Kids had fun at the beach and in the pool. Highly recommend.
Guest favourite
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars8 months ago
Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.
Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars8 months ago
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Top guest favourite
Flat in Innisfil
4.92 out of 5 average rating, 13 reviews

FH Suite Getaway!

KaylaRating, 5 stars3 months ago
Beautiful place definitely will be returning in the summer friday harbour is a must visit !!

Private beachfront home rentals

Superhost
Home in Washago
4.95 out of 5 average rating, 56 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

DebbieRating, 5 stars4 months ago
We rented Amanda's place for 2 nights in the winter and it surpassed our expectations! Amanda was a great communicator. The older cottage has been extensively renovated, it was clean, comfortable and cozy. We loved the wood stove and the heating system worked well. The kitchen is first-rate, and very well-equipped, it even had decent knives! We cook a lot and we very much enjoyed making meals there. We loved watching the ever-changing weather on the river from the picture window in the living room, and even saw a beautiful sunrise. The star of our stay was the sauna—we have a wood-burning sauna at home and at our cottage—and we were very impressed with its size, the modern design, the huge picture window and the style of stove. It got up to temperature even in -17 degree weather. We hiked and snowshoed in the Alexander Hope Smith Nature Reserve which was a walk from the cottage. The town of Washago was a 11 minute drive, with a great grocery store. Would definitely stay there again!
Top guest favourite
Cottage in Washago
5 out of 5 average rating, 38 reviews

Gatherings River House - New Hot Tub!

AbelRating, 5 stars3 weeks ago
The place was very clean inside and out. The cottage is in a very good location, with water access to the lake and the locks. There are lot of things to do inside and out. Renting the boat and motor was a plus. We felt at home during our stay. Steve is very responsive.
Guest favourite
Cottage in Port Severn
5 out of 5 average rating, 35 reviews

Relax at Lakefront Follie’s Cove Cottage

MeghRating, 5 stars10 months ago
This cottage is perfection. Liane & James are just SO lovely. If you're reading this, don't look any further. Just book it. We couldn't have had a better week at Follie's Cove. The cottage was the perfect mix of modern and rustic. Clean, comfortable, and thoughtfully equipped. We felt at home instantly. The sunroom was the perfect chill spot for us and our two big dogs to get out of the sun/rain without feeling cooped up indoors. The beach was heaven for our dogs, and on a quiet end of the lake, so we saw few other people all week. The quintessential Muskoka experience! Liane and James were *beyond* wonderful. They set us up with a ton of breakfast food and desserts. Even offered to return the day after check-in to drop off more coffee. It truly felt like renting from friends. Highly recommend renting the pontoon boat from them and puttering around the lake. Wish I had more space to gush about the space and their incredible hospitality. We would book again in a heartbeat!
Guest favourite
Cottage in Orillia
4.91 out of 5 average rating, 66 reviews

Bluebird Cottage - Lakefront - Casino

MollyRating, 5 stars5 days ago
My family and I had an awesome stay and we all agreed that we’d come back again. The lake view is breathtaking - certainly the highlight! We spent all mornings drinking coffee by the lake and a lot of afternoons relaxing on the patio. The beds were very comfortable and the A/C unit kept the cottage cool enough with standing fans for each room if needed. The entire cottage was spotless. The kitchen was well equipped. It was fun watching the small planes come in and out of the nearby airport. We would absolutely recommend this place to a friend and had a great stay!
Top guest favourite
Cottage in Port Severn
4.88 out of 5 average rating, 133 reviews

2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI

RyanRating, 5 stars3 weeks ago
Trevor's Cabin has a breathtaking view. The cabin is really nice with a full wood panel interior, lots of large water facing windows, and is very isolated. The property was spotless. Super easy to check in with clear instructions. Trevor Replied to every message within minutes. BBQ was clean and in perfect condition. outdoor picnic table and 4 Muskoka chairs. Private dock. all in all, a perfect cottage getaway location. My wife and I will definitely be back.
Superhost
Cottage in Washago
4.83 out of 5 average rating, 77 reviews

The Crown LakeFront

RonakRating, 5 stars5 months ago
Prestine lakefront property and friendly host. would recommend visiting for a weekend getaway!
Guest favourite
Cottage in Gravenhurst
4.91 out of 5 average rating, 45 reviews

Tree Top Cottage on Muskoka's Kahshe Lake

LisaRating, 5 stars8 months ago
We came to The Treetop Cottage for a few days after our wedding in Port Severn. It was the perfect place to unwind and relax. We felt right at home instantly. The cottage is extremely clean and cozy, and very private. You are submerged in trees and we loved waking up to the sounds of chipmunks and woodpeckers. We enjoyed our time on the dock, playing cards on the deck, nights by the fire and cozying up on the couch for some movies. Frank and Danny are extremely friendly and responsive, and even left us wine and a nice card. We would definitely book here again!
Top guest favourite
Cottage in Kirkfield
4.98 out of 5 average rating, 101 reviews

Brookside on Balsam. Rest.Relax.Restore.

MarvinRating, 5 stars2 weeks ago
We had an amazing stay at Penny’s beautiful home! The house is warm, cozy, and thoughtfully designed, making it easy to feel comfortable and relaxed. The kitchen was very well-stocked with everything we needed for cooking, which made preparing our own meals simple and convenient. Penny is a truly exceptional host—responsive, welcoming, and attentive to every detail. She went above and beyond to ensure we had a great experience! This was one of the best hosting experiences we’ve had, and we would gladly return in the future. Highly recommend to anyone considering a stay!

Destinations to explore

  1. Airbnb
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  3. Ontario
  4. Simcoe County
  5. Cumberland Beach
  6. Beachfront rentals