
Cottage holiday rentals in Keswick
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Top-rated cottage rentals in Keswick
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Stunning Lakefront Cottage Hot Tub & Sauna
.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Cozy Winter Wonderland Escape with Hot Tub
Beautiful, modern, pet-friendly cottage nestled in the trees. Located on a large, private lot secluded at the end of a small gravel road. The huge yard backs onto a forest with an extensive trail network meandering a peaceful river steps from your backdoor. Mapleview beach is a short walk down the road along with many other scenic beaches in the area. The cottage is warm, cozy and fully equipped. Offering high-speed internet and smart TVs, brand new hot tub, BBQ, outdoor firepit, and boardgames.

Beach House 5 Star Gem +Muskoka room + Yoga Studio
High-end oasis & diamond in a ruff tucked away in a serene town. Welcome to Innisfil’s best kept secret, a cottage that boasts such sumptuous features that make up an exceptional getaway, far from the city's stress and hustle! This property is great for a girls wine weekend, couples retreat, bridesmaid get together, wine tour stop, ski get away, and more of your ideal leisure activities! From here, you can also enjoy the lovely beaches and the nearest one is only 1 km away from your destination!

Utopia villa and spa
Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

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.

6 Bedroom Cottage near Lake & Innisfil Beach Park.
Gorgeous 6 Bedroom Executive Cottage - "Special weekly, monthly, and Winter Discount 20-35%" Short walk to Lake Simcoe, Innisfil Beach Park, Public Beach, Fishing Dock & Boat Launch, winter & summer activity, Ice Fishing. Close to Friday Harbor all Season Resort, many Golf Courses, Sunset Speedway, Innisfil Arena & OLG Slots, short walk to Grocery, LCBO, Pizza Pizza, Tim Horton, Subway Sandwich & Restaurants. Ample Parking. Guest must be 25 years or older in order to book this properly.

Pearl by Lake Simcoe - with sauna and steam room
Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

Private House Heaven, sleeps 10/Firept/10+car park
Have wonderful memories in our newly renovated and hospitable cottage with your family and friends. This is not only a great place for gatherings and celebrations with a driveway for 10+ cars, NO STAIRS, additional foldable tables and chairs, but also a fantastic place for peaceful rest, for small groups with vaulted ceilings and potlights. Being minutes away from downtown Barrie and plazas and stores, it is like a paradise with modern design and well equipped fully fenced backyard.

White Oak on Cardinal - Cozy Cottage in Kawarthas
Welcome to The White Oak on Cardinal, your home away from home with tranquil views of the Trent-Severn Waterway just 1:15m from Toronto. A newly refreshed, all season cottage with all the amenities you need for your getaway. Disconnect, unwind and enjoy the sunrise from our dock, watch the stars from our patio, enjoy s'mores by the bonfire, or cook a delicious meal in our equipped kitchen. We have carefully curated our amenities for the ultimate balance of recreation & relaxation.

Lake simcoe Waterfront Log Cabin near Toronto
*Great for ice fishing on lake Simcoe* Some of the best ice fishing in Ontario, lots of Jumbo Perch, trout, whitefish etc Relax with the whole family at this peaceful place to stay. This two story, modern cottage built entirely of logs and situated on Lake Simcoe is the perfect getaway. Whether you are in the mood for entertainment, adventure, or simple relaxation, this cabin can provide you a comfortable and picturesque stay throughout your visit.

3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto
Popular amenities for cottage rentals in Keswick
Cottage rentals with a hot tub

Waterfront Cottage with Stunning Sunsets & Hot Tub

Watrfrt Cottage | Sunset Views & 45 Min to Toronto

Affordable Cottage Getaway, W/ Year-Round Hot Tub

Crawford Lakehouse

Family cottage just steps away from Lake Simcoe

Luxury Farmhouse,12ft Hot Tub-Simcoe ice fishing

Spacious family cottage 45 mins from GTA!

THE LAKE HOUSE WITH PRESTINE PANORAMIC VIEW!
Pet-friendly cottage rentals

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

3 Bedroom Waterfront Cottage Kawartha Lakes

Farmhouse next to Bike, Hike, Ski Forest Trails

Peaceful Cottage • Close to Lake Simcoe + Fire Pit

Cottage at Lake Simcoe

Cozy 2 bdrm cabin steps from beach

Balsam Lake fully renovated 4BR 2BA modern cottage

Welcome to "R" Cottage
Private cottage rentals

Newly Renovated Cozy Cottage Close to the GTA!

Beautiful Four Bedroom Lagoon City Waterfront Home

All-Season Family Homey Cottage near Lake Simcoe!

4 Season Waterfront Family Cottage on Balsam Lake

Your River-Side Getaway

Lakeview cottage with hot tub and sauna

5-Acre Waterfront Cottage w/sauna & Hot Tub

3BR Cozy Simcoe Cottage | Lake Pass, BBQ, Firepit
When is the best time to visit Keswick?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $24 SGD | $24 SGD | $24 SGD | $26 SGD | $26 SGD | $27 SGD | $27 SGD | $27 SGD | $26 SGD | $26 SGD | $26 SGD | $24 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about cottage rentals in Keswick

Total holiday rentals
Explore 10 holiday rentals in Keswick

Nightly prices starting at
Keswick holiday rentals start at $26 SGD per night before taxes and fees

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Over 530 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Keswick holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Keswick rentals
Destinations to explore
- Rentals with beach access Keswick
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- Rentals with lake access Keswick
- House rentals Keswick
- Rentals with a patio Keswick
- Rentals with a firepit Keswick
- Rentals with a washing machine and dryer Keswick
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- Blue Mountain Village
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Bay Station
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- Wasaga Beach Area




