Beachfront vacation rentals in Cumberland Beach

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Popular amenities for Cumberland Beach beachfront rentals

Pet-friendly beachfront home rentals

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

Open tiny king suite with semi-private waterfront

BillieRating, 5 stars3 weeks ago
Property was clean! The hosts were helpful and provided clear instructions on how to access the property.
Top guest favorite
Cottage in Washago
5 out of 5 average rating, 40 reviews

Fern Hill Cottage - Riverfront & Hot Tub

EthanRating, 5 stars1 week ago
Katie and Derek's property is stunning and relaxing, and their responsiveness was also fantastic. The property is even nicer than the pictures show, and there is a great attention to detail with their decor and amenities (such as readily available bug spray). The location is great and has lots of privacy. It felt like an incredibly recharging experience! What really was above and beyond was their communication. There was a slight issue with the fridge, but every step of the way, Derek and Katie were very positive and accommodating. They responded to our messages promptly and helped us find a solution so that we could enjoy our stay regardless. With their accommodations and attentiveness, it was as if the issue had never existed in the first place. Thank you to Katie and Derek for an incredible stay, and we hope to rebook with you in the future!
Guest favorite
Chalet in Minden Hills
4.95 out of 5 average rating, 221 reviews

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

MohitRating, 5 stars1 week ago
We had a wonderful couple nights here. The amenities were great and just as described. The host was also very responsive. Overall, totally worth the price and I would love to stay again
Guest favorite
Cottage in Bracebridge
4.93 out of 5 average rating, 128 reviews

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

AnnaRating, 5 stars4 days 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
Guest favorite
Condo in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars1 month ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Superhost
Cottage in Algonquin Highlands
4.82 out of 5 average rating, 154 reviews

Private and Beautiful Boshkung Lake Cottage

KrystineRating, 5 stars1 week 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 favorite
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 favorite
Cottage in Kirkfield
4.92 out of 5 average rating, 203 reviews

Balsam Lake fully renovated 4BR 2BA modern cottage

Marie-AnnetteRating, 5 stars2 days ago
Great cottage for a getaway! Jason was very accommodating and responsive to all our questions. We came for a girl's weekend retreat and it suited our needs perfectly. Nice little sand beach that made it easy to get in and out of the water. Would recommend Bud's Place and will book again myself :)

Beachfront home rentals with a pool

Top guest favorite
Condo 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 favorite
Condo in Innisfil
4.98 out of 5 average rating, 65 reviews

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

LisaRating, 5 stars1 day ago
We had the best weekend! the place was spotless, there were items left for us like seasonings and snacks (the kids LOVED eating the popcorn out of the cool containers) and the place is in a great location!!! We will definitely be back!!
Guest favorite
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 favorite
Cottage in Victoria Harbour
4.96 out of 5 average rating, 56 reviews

Gorgeous Winfield Chalet Cottage

LeeRating, 5 stars4 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 favorite
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 favorite
Apartment in Innisfil
4.97 out of 5 average rating, 38 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

AndreaRating, 5 stars3 weeks ago
Sandra’s place is just like the pictures super cute, clean and private. The place has everything you need for a great stay. She’s very responsive to messages. It was our 2nd time enjoying her place and we’d look forward to booking with her again!
Guest favorite
Condo 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 favorite
Apartment in Innisfil
4.92 out of 5 average rating, 13 reviews

FH Suite Getaway!

KaylaRating, 5 stars4 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 favorite
Cottage in Waubaushene
5 out of 5 average rating, 22 reviews

Jewel of Georgian Bay , Luxury Waterfront Cottage

GraceRating, 5 stars4 weeks ago
We had a fantastic stay! The house was spacious, clean, and perfect for our group of 10 adults. The lakeside view was beautiful, and the large deck was a great spot to relax and enjoy the sunset. This place is perfect for anyone who enjoys fishing or boating. We’d love to come back when the weather is warmer! Bijan was a great host—very responsive, kind, and easy to communicate with. Everything went smoothly. Thank you for a wonderful and memorable getaway!
Guest favorite
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 favorite
Cottage in Orillia
4.91 out of 5 average rating, 67 reviews

Bluebird Cottage - Lakefront - Casino

MollyRating, 5 stars1 week 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 favorite
Guest suite in Port Perry
4.88 out of 5 average rating, 203 reviews

Sunset Haven

SilvieRating, 5 stars1 week ago
My friend and I needed to get away from our busy lives and craziness of the city. I found Sunset Haven last minute and was pleasantly surprised you can book for only one night. The place was easy to find, very cozy and clean and the breathtaking view of the lake right from your own little deck. It definitely exceeded our expectations! The whole unit is lovely decorated, the bedroom is neat with very comfortable mattress and you can see the lake while lying on the bed! Kitchen has everything you need and more, including an air fryer and the luxury bathroom is better than my own at home. We enjoyed our stay tremendously, went kayaking on the lake, suntanned on the dock and watched a beautiful sunset across the lake while having a camp fire. Lawrence & Stacey were easy to communicate with and always responded right away to our questions. Stacey welcomed us when we arrived and then we met her just before we left, so we had complete privacy. I hope to be back for another unwind stay :-)
Superhost
Cottage in Washago
4.91 out of 5 average rating, 11 reviews

Escape to Lake Couchiching

RyannRating, 5 stars8 months ago
We loved our time here! Robert was responsive and answered all of our questions. Instructions were clear. The cottage was clean. There was enough space for 6 adults to feel comfortable and have enough space, and a number of gathering spots to play games, eat together, etc. We were particularly impressed and grateful for all of the amenities--they have it all! For activities: 2 kayaks and a canoe, various-sized life jackets, even 2 fishing rods! Lots of games inside. There were plenty of towels, toiletries, fragrance-free laundry detergent with the washer/dryer. The kitchen is well-stocked (plenty of dishes and cutlery, large mixing bowls, baking pans, pots/pans, oils, sauces, condiments, spices), and we cooked many large meals. The fire pit was great, and they even have bug spray! The park down the street has a new tennis/pickle ball/basketball court. Cons: you can definitely hear the trains and highway, but we expected this going in. Would still recommend this cottage!
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 favorite
Cottage in Gravenhurst
4.91 out of 5 average rating, 45 reviews

Tree Top Cottage on Muskoka's Kahshe Lake

LisaRating, 5 stars9 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!

Destinations to explore

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