Pet-friendly holiday rentals in Keswick, Georgina

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Top-rated pet-friendly home rentals in Keswick, Georgina

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite

4.85 out of 5 average rating, 130 reviews

Open tiny king suite with semi-private waterfront

Your family will enjoy to stay in this centrally-located PET FRIENDLY SMOKE FREE place. Open concept tiny king suite semi-private waterfront. King suite is attached to family home-shared walls & locked doors. (Suite-kitchenette & laundry) Play board games inside on rainy days. Walk outside around the house to enjoy waterfront morning sunrise over lake. Pullout loveseat. All Beds in same room. Order food. Walk to beach, shopping & fast food. Drive to larger shopping centers, restaurants &more.

Guest favourite

Cottage

4.94 out of 5 average rating, 219 reviews

Charming riverside cottage, walk to beach

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!

Guest favourite

Bungalow

4.99 out of 5 average rating, 105 reviews

Country Cottage House, Cozy and Private

A peaceful and cozy 2 bedroom country retreat on 2 acres of maintained lawns and gardens. This tranquil property features peace, privacy and fresh air. Just minutes to Belfountain, Forks of the Credit trails, Alton Mills and quaint Erin. Take advantage of the Cataract Trail for walking, jogging or cycling. Enjoy fine dining, a trip to Goodlot Brewery and other great local amenities. Relax with a luxurious hot tub and expansive yard. A comfortable escape from the stress of today's reality.

Guest favourite

Tiny home

4.99 out of 5 average rating, 69 reviews

Riches Retreat

Beautiful newly built tiny home on a large part of private property with its own driveway & parking. Very secluded with large yard in front hosting many type of birds, squirrels and rabbits to watch. Enough parking for 2 plus space for a small boat/trailer. Perfect setting & space to have a peaceful, relaxing stay. You'll have a feel of privacy & be comfortable. Great place to unwind, have fun or even catch up on work with no distractions! Well equipped kitchen for cooking & espresso maker.

Superhost

Flat

4.82 out of 5 average rating, 11 reviews

Double Waterside Beach Oasis

Stay in this newly renovated brand new listing and enjoy sunsets at the worlds largest fresh water beach. Two waterside patios!🌊🏖️ -Sea Doo rentals steps away-Tiki bar boat rentals steps away-Clubs and bars 2 min walk including the world famous Bananas Beach Club overlooking the beach-Skull Island Mini putt 2 min walk-Fishing out your back door-Shops, arcade and MUCH more right outside your front door or 2 min walk. -Blue Mountain a short drive-Go carts and batting cages only 10 min away!

Guest favourite

Cottage

4.93 out of 5 average rating, 107 reviews

Spacious Cottage Escape with Lakeside Hot Tub

Escape from the usual! Bring your crew to our spacious 5 bdrm, 2 wshrm, beautiful Lake Front cottage and RELAX. Enjoy the warmth of the fireplace and the beautiful view from the sunroom. Soak in the hot tub and watch the sunset. Hiking, skiing, frozen lake to walk or ski on. Proximity to Orillia's cute shops and restaurants. Casino Rama is 2km away for a completely different kind of fun with concerts, gaming, restaurants, and spa. Kayaks in spring and fall. Hot tub and bbq year round.

Superhost

Chalet

4.87 out of 5 average rating, 308 reviews

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Our place is perfectly situated on a radius of just minutes travel to lakes, beaches, ski hills, ATV's and snowmobile and hiking trails nearby. Near Horseshoe Valley, Wasaga Beach and the Muskokas, you have the convenience for a quick trip or choose not to leave our place that offers all the amenities of a perfect holiday oasis, a Solar Heated Swimming Pool for the summer and a Hot Tub all year long. In the middle of Nature, you have the quiet and secluded ability to appreciate it all.

Guest favourite

Apartment

4.95 out of 5 average rating, 113 reviews

Pet-friendly, 1 BR condo in Horseshoe Valley

All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. ***POOL, HOT TUB, SAUNA CLOSED UNTIL FURTHER NOTICE! Walk to the new Vetta Nordic Spa. Skiing , driving range across the road, hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY)

Guest favourite

Flat

5 out of 5 average rating, 20 reviews

Mill Dam Inn

Take a break and unwind for a cozy night. Guests enjoy the entire, ground floor apartment with private entrance. King size bed in bedroom. Queen size sofa bed in living room. Walking trail close by. Short walk to Main Street for coffee shops, restaurants, pub, nail salon and stores. A short drive (2 mins) to Foodland, McDonalds, Tim Horton’s, LCBO and restaurants. Pet friendly. (Security camera in driveway)

Guest favourite

Flat

4.89 out of 5 average rating, 208 reviews

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)

Guest favourite

Home

4.93 out of 5 average rating, 29 reviews

Luxury Modern House with EV Charger in Mid-Town

Available for a long-term rental from mid-August. This modern home is located in one of the most desirable, affluent and safest neighborhoods of Toronto. Bright and sunny, it's beautifully decorated and has a cozy backyard/oasis in the heart of the city. 2 min walking distance to trendy and vibrant area with shops, cafes, casual/fine dinning, bus stop, etc.

Superhost

Flat

4.82 out of 5 average rating, 94 reviews

Vacation home•4BR 4BA•Hot Tub•Mins to Toronto

✨ Welcome to Your Perfect Getaway! ✨ 4 Bedrooms & 4 Bathrooms 🛏️🚿 Elegant Decor and luxurious amenities for your comfort 🏡 Located just a short drive from Toronto, near HWY 407 🚗 Ideal blend of city convenience and spacious property 🌆🌳 Basement excluded from this listing 🚫 Book now for a special occasion or a relaxing retreat! 🎉