Vacation rentals with beach access in Keswick

RELAX @ our HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

Lake Simcoe Retreat

Holiday retreat on Lake Simcoe with Sunset view. Front bedrooms and kitchen facing the river and Living room, Dining room, other rooms and open kitchen facing the Lake. You can enjoy the views from every part of the house. Totally renovated interior. High speed internet, a work space, Close to many world class family activities including Fishing, Hunting, Ice Fishing, Snowmobiling. Conveniently located an hour from Toronto, closest small town 5 minutes drive and Sutton town 12 minutes drive.

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Spacious Apartment 5 Minute Walk to Innisfil Beach

Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

NEW!!: seasonal or monthly rental available, contact me directly to get the exact pricing, thank you Our cottage is about a 800 m from the beach at family friendly Innisfil Beach Park! The kitchen is modern and bright with lots of room for lounging inside the cottage or entertaining outside in the large yard with a fire pit. Our cottage is ideal for couples and families. It is beautifully furnished. There is a BBQ, patio furniture & firepit, smart TV with Roku and Chromecast.

Luxury Lakehouse Hot Tub Private Beach Lake Simcoe

Luxury Lake Simcoe Waterfront Retreat – 6BR/4BA lakehouse with private sandy beach, kayaks, SUP, lily pad, and hot tub under the stars. Cook in a lakeview open kitchen with floor-to-ceiling windows, or dine at the 14-seat solid wood table. Relax in 3 family rooms with fireplaces, a game room, and a new gazebo with outdoor sofas. Outdoors: lakeside firepit with Muskoka chairs, kids’ sand play area, west-facing sunsets, and space for family & group getaways.

Hotel Style 1 Bedroom Short/Long term Available

Come stay at this all-season, private & modern guest suite close to all Innisfil has to offer! 1 km on 6th line away from Lake Simcoe , Big Cedar Golf Course, Ic finshing & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

Lakeside Simcoe Fisher's apartment

Enjoy the cozy attached private Fisher's apartment in the small town of Gilford. The town is surrounded by Lake Simcoe and we are right across the street from the lake. You can fish at any season and sail your boat during the summer! We are also minutes away from the Cooks Bay Marina where you can rent boats and canoes. It's a great place to enjoy it with friends and family! ( Not a lakefront home)