
House holiday rentals in Keswick
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Top-rated house rentals in Keswick
Guests agree: these houses are highly rated for location, cleanliness and more.

Water’s Edge
Welcome to Water’s Edge – Lake Simcoe, a cozy charming cottage retreat with private lake access just steps away via your own dock and boathouse. Enjoy peaceful days swimming, sunbathing, fishing, or relaxing on the rooftop seating area with stunning lake views. Inside, you’ll find a fully equipped kitchen, comfortable beds, high-speed Wi-Fi, and outdoor spaces with a BBQ, firepit, and plenty of room to unwind and enjoy nature. Perfect for couples, families, or friends seeking lakeside relaxation

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign
Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Quiet Vaughan Retreat near Wonderland & Hwy 400
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

Luxury 4BR Retreat ~ By Lake Simcoe ~ Full Privacy
Welcome to our Newly Furnished and Professionally Cleaned home in Georgina - minutes drive to Lake Simcoe! âś“ 4 BR, 3.5 WR - 100% Private & Spotless âś“ Just 5 Minutes to Keswick Beach âś“ Fully equipped kitchen for preparing meals âś“ Cozy Family & Living Rooms âś“ High-quality Linens. Comfy Beds âś“ 70" Smart TV, High-speed WiFi âś“ Laundry washer & dryer âś“ Private Backyard âś“ Free parking! âś“ Safe neighbourhood Book your stay with confidence and make unforgettable memories!

Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Lake Days & Cozy Nights – Your Year-Round Retreat
Cozy, family-friendly cottage just a short walk from the lake! Enjoy peaceful mornings on the porch, fun afternoons exploring nearby trails or public lake access, and evenings by the firepit. Perfect for families or friends, with a fully equipped kitchen, comfy spaces, and games for all ages. Relax, reconnect, and enjoy a quiet getaway surrounded by nature—where making memories is easy and the pace is slow.

5 bdrm home with pool and private lakefront
Relax with the whole family at this peaceful retreat with a pool and private lake access just 7 minutes from the 404 and 45 minutes from Toronto. Enjoy breathtaking sunsets and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay.
Popular amenities for house rentals in Keswick
House rentals with a pool

2 Bd Boardwalk Condo Patio Oasis

King Bed, Pool, Gym, Ravine View, Your Getaway!

Home away from home with a hot tub and pool

Lost in Hillsdale | Heated POOL | Near Horseshoe

Ravine Paradise ! heated pool and hot tub!

Luxury Family Home Indoor Pool Hot Tub Lake Access

Ski, Swim, Soak, Boat & Golf

Victorian Charm – Prime FIFA Base in King West
Weekly house rentals

The Uxbridge Inn

Entire Luxury Townhouse | Barrie Hideaway

3BR Spacious Home - KING BED

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

Fairytale - Spotlessly Clean Getaway - 2 Bedroom

The Allandale Residence

comfy basement apartment

Lake Simcoe 5BR 4BA Sleeps 12 | Heated Shop
Private house rentals

Humber River Valley View

River's End: Explore the river by kayak or canoe!

Private Central Newmarket-Second floor

Life is Better at the Cottage

Private Basement Suite w/ Kitchen Parking Entrance

Charming Century Home

Bright Modern Retreat in Barrie

Bradford Adventure Awaits: Explore Lake Simcoe
When is the best time to visit Keswick?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $82 SGD | $74 SGD | $95 SGD | $32 SGD | $103 SGD | $165 SGD | $106 SGD | $138 SGD | $100 SGD | $124 SGD | $109 SGD | $111 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 house rentals in Keswick

Total holiday rentals
Explore 40 holiday rentals in Keswick

Nightly prices starting at
Keswick holiday rentals start at $13Â SGD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Keswick holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Keswick rentals

4.7 Average rating
Keswick stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Pet-friendly rentals Keswick
- Rentals with a fireplace Keswick
- Rentals with outdoor seating Keswick
- Cottage rentals Keswick
- Family-friendly rentals Keswick
- Rentals with a patio Keswick
- Rentals with a washing machine and dryer Keswick
- Rentals with lake access Keswick
- Rentals with a firepit Keswick
- Rentals with beach access Keswick
- Waterfront rentals Keswick
- House rentals Georgina
- House rentals Ontario
- House rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Downsview Park
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Casa Loma
- Massey Hall
- Mount St. Louis Moonstone
- Museum of Illusions





