Vacation rentals in Woodland Beach

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

Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

Family · Value · Quiet

The Beach House, Georgian Bay, Beach View w/ Sauna

New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.

Family · Beach · Kitchen

Cottage Retreat in Tiny

Recharge with Family and Friends while enjoying gorgeous views of Georgian Bay and the Blue Mountains. Beautifully updated 3 bedroom cottage, 4 PC bathroom, spacious fully stocked kitchen with large island, dining area, and new gas fireplace. Relax on the wrap around deck with Muskoka chairs, ideal for unwinding or entertaining, and gather around the outdoor chiminea under the stars. 5 minute walk to the beach and general store. Super fast WiFi, Smart TVs, free parking, and easy self check in.

Value · Family · Outdoor spaces

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Location · Family · Getting around

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Location · Value · Shared spaces

Whispering Pines Cottage

Escape to Whispering Pines-a modern cottage located just minutes walk to beautiful Edmore or Woodbine beach. Immerse yourself in kilometers of hiking and biking trails right at your doorstep. We offer family-friendly space for six guests with 3 bedrooms and 2 bathrooms. With convenient parking for you can explore the stunning beach and its surroundings. Located 1.5 hours from Toronto, Whispering Pines is the perfect four-season getaway for families seeking a serene and rejuvenating experience.

Location · Family · Condition

Ultimate Georgian Bay Vacation Getaway

Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Location · Family · Hospitality

5 Oaks Family Cottage

Fabulous 4 season cottage set amongst 5 majestic oak trees. Located, just 700m from a beautiful sandy kid friendly beach. It's an ideal spot, just minutes to trails for Hiking/Biking/Snowmobiling. Vacation with a few couples or families - sleeps up to 10 people with over 2300 sqft of indoor space. We are just 7 minutes from the stunning + private Deanlea Beach. You will LOVE the sunsets! *Beaches *Wifi *Fireplace *Fire Pit *Deck *Games Room *90 Minutes from Toronto *3 Ski hills close-by.

Location · Family · Access

Scandinavian Retreat • Beach Walk + Ski

Escape to this charming Scandinavian-style chalet, just a short stroll from one of the most beautiful beaches. With soft sandy shores and crystal-clear, shallow water, it’s an ideal spot for families and children to swim, play, and explore safely. Designed with a cozy Nordic aesthetic, the space features clean lines, warm wood accents, and a calm, inviting atmosphere. Large windows fill the chalet with natural light, creating a bright and comfortable setting for everyone to relax.

Family · Location · Hospitality

Edmore Cottage at Tiny Beaches

Welcome to Edmore Cottage, a 4 season nature escape in Southern Georgian Bay. A modern 3 bedroom , 2 bathroom cottage only a 5 min walk to a beautiful beach and forested walking trails. Enjoy features including a cozy fireplace in the living room, high speed internet, fire pit in the back with Muskoka chairs, and a large deck with gas bbq. Swimming, paddle boarding, skiing, hiking and biking, there is so much to enjoy in the area in any season! License STRTT-2026-064

Family · Location · Beach

Newly Built Woodsy Retreat - Your Perfect Escape

Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Value · Family · Beach

Pura Vida Cozy Retreat - Your All-Season Escape

Welcome to Pura Vida Cozy Retreat — your peaceful escape by the bay. Here, life slows down just enough for you to truly relax, reconnect, and recharge. Whether you're looking for a romantic getaway, a cozy weekend with friends, or a relaxing family escape, our charming cottage offers the perfect setting to unwind and soak in the natural beauty around you. No matter the time of year, this is a place to fully unplug and simply be.

Location · Family · Nearby