
Cottage holiday rentals in Keswick
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Keswick
Guests agree: These cottages are highly rated for location, cleanliness and more.

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.

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.

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

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!

Cozy Riverfront Cottage with Dock
Escape to our cozy waterfront cottage on the Nottawasaga River in Wasaga Beach! This bright, airy retreat comfortably sleeps 4 and features a large private dock and fire pit both overlooking the river plus modern amenities, outdoor dining area and BBQ. Enjoy direct river access from the dock for fishing and boating. Perfectly located just minutes from the main Beach 1 and a short drive to Blue Mountain Ski Resort, Collingwood, Creemore and the Wasaga Casino. Your ideal getaway awaits!

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.

Private oasis in Erin.Hot tub & Woodburning sauna.
WOOD BURNING SAUNA ⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

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.

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.

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

GATED RESORT COTTAGE
[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.
Popular amenities for Keswick cottage rentals
Cottage rentals with a hot tub

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

Watrfrt Cottage | Sunset Views & 45 Min to Toronto

Crawford Lakehouse

Family cottage just steps away from Lake Simcoe

Utopia villa and spa

Your River-Side Getaway

Luxury Farmhouse,12ft Hot Tub-Simcoe ice fishing

Crystal Beach Cottage & Spa
Pet-friendly cottage rentals

Cozy Cottage 5Min Walk/1Min Drive to Private Beach

Farmhouse next to Bike, Hike, Ski Forest Trails

Peaceful waterfront escape overlooking lake Scugog

Lake Side Manor With Games Room

Cheerful 3 bedroom cottage in Kawartha Lakes

Sandy Cove Lake Simcoe

THE LAKE HOUSE WITH PRESTINE PANORAMIC VIEW!

Cozy 2 bdrm cabin steps from beach
Private cottage rentals

Waterfront Cottage with Stunning Sunsets & Hot Tub

Edmore Cottage at Tiny Beaches

All-Season Family Homey Cottage near Lake Simcoe!

Wasaga Beach 1 BR basement -BBQ/POOL/AC

5 Oaks Family Cottage

All Season Cozy Cottage Lake Simcoe Orillia

Spacious Lake Simcoe Retreat

Whispering Pines Cottage
When is the best time to visit Keswick?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $32 NZD | $32 NZD | $32 NZD | $34 NZD | $34 NZD | $36 NZD | $36 NZD | $36 NZD | $34 NZD | $34 NZD | $32 NZD | $36 NZD |
| 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 $34 NZD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Keswick holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Keswick rentals
Destinations to explore
- Rentals with lake access Keswick
- Family-friendly rentals Keswick
- Rentals with a washing machine and dryer Keswick
- Rentals with a fire pit Keswick
- Waterfront rentals Keswick
- Rentals with a patio Keswick
- House rentals Keswick
- Rentals with beach access Keswick
- Rentals with outdoor seating Keswick
- Pet-friendly rentals Keswick
- Rentals with a fireplace Keswick
- Cottage rentals Georgina
- Cottage rentals Ontario
- Cottage rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Port Credit
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Massey Hall
- Financial District
- Casa Loma
- Lakeridge Ski Resort
- Dufferin Grove Park




