House holiday rentals in Keswick

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

Family · Location · TV

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

Royal Beach Lakehouse & Spa is your perfect experience of lakeside luxury! Sink your toes into the sand as you relax with your loved ones, our luxury retreat boasts panoramic views of Lake Simcoe! Wake up feeling refreshed after enjoying your private infrared sauna and fun water toys and activities. End your days with a spectacular sunset from your lakeside hot tub & firepit! Our chef's dream kitchen also awaits! This fully equipped lake house is sure to become your next vacation destination!

Family · Location · Hospitality

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!

Family · Value · Checkout

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Value · Location · Layout

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.

Location · Family · Condition

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

Location · Family · Getting around

Warm Home 4Bed/ High Ceilings

" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

Value · Family · Comfort

Toronto Pool Retreat

Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Value · Family · Hospitality

Home in Barrie - Minutes to RVH & Georgian College

Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Please inform us if you would like any extra linen or towels. Please note during WINTER months we can ONLY accommodate 2 cars. NO BACKYARD ACCESS .

Location · Family · Laundry

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

THE COVE suite is located at The Taiga Animal Sanctuary with 10 acres of scenic forest trails. Clean & spacious 2200 sq ft basement unit. Outdoor sauna and hot tub! We have a gated outdoor vegetable garden and fire pit our guests can enjoy, along with various trails, seating, dinning tables, lawn games and hammocks to relax in. Enjoy a walk in nature, relax in the hot tub or just hang out with our rescue animals.

Value · Family · Indoor spaces

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Location · Value · Checkout

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.

Location · Family · Getting around