Vacation rentals in Damascus

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Damascus

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Barrie

4.92 out of 5 average rating, 90 reviews

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

Guest favorite

Home in Hamilton Beach

4.93 out of 5 average rating, 84 reviews

The Nautical Nook | Large Luxury House

Welcome to "The Nautical Nook" - where luxury meets comfort. Indulge in our spacious and majestic 5-BR house, just steps from the beach. Enjoy 2 Cali king beds + 3 queen beds, 2 large comfy couches, games, 2 workstations, wifi and EV Charger. Explore our massive & majestic 16k sq ft private backyard paradise. The house also includes private seperate entrance walkout units. Enjoy 2 kitchens, 2 living areas, laundry etc. Close to restaurants, trails, activities and more. A great fit for all guests

Guest favorite

Home in Stayner

5 out of 5 average rating, 8 reviews

The Vault

Nestled in a serene location, you’ll feel close to everything yet far from everyone. • Prime Location: Just meters away from ATV and snowmobiling trails. • Outdoor Adventures: Near Blue Mountain for skiing in the winter and Georgian Bay for swimming in the summer. • Plenty of space at the front to park ATVs, snowmobiles, or any gear you bring—space for everything! Whether you’re seeking adventure or relaxation, this property is the ideal base for your next trip. Book now and make memories.

Superhost

Cottage in Flesherton

4.77 out of 5 average rating, 66 reviews

Lake Eugenia Oasis, Private,Quiet,Retreat

Private cottage/Chalet all to yourself in the heart of the Grey Highlands steps from Lake Eugenia, Eugenia falls and the Bruce trail. Peaceful, secluded acreage property featuring 3 bedrooms, 1.5 bathrooms with a balcony off the primary bedroom. The area is a Mecca for paddle boarding, skiing, kayaking, cycling, hiking and many outdoor activities. A short drive to dining in Thornbury & Collingwood. There was a water pressure mechanism issue that has been updated and water pressure is excellent!

Guest favorite

Home in Hamilton Beach

4.92 out of 5 average rating, 204 reviews

Beautiful Renovated Beach Cottage Home

When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

Guest favorite

Home in Barrie

4.81 out of 5 average rating, 32 reviews

Unbeatable Deal! Spacious 4bd home Sleeps 10

Enjoy your home away from home with the whole family nestled in a serene, tree-lined neighborhood in Barrie. This spacious four-bedroom invites you to savor the epitome of comfort and convenience. Picture yourself unwinding in the spacious living areas and relishing the harmony of a peaceful retreat, all while being just minutes away from the beach, shopping malls, and various eateries. Free parking for 2 vehicles included all year round. Street parking free from April to November yearly.

Guest favorite

Home in Springwater

4.87 out of 5 average rating, 15 reviews

Cozy Retreat Near Ski Resort - Sleeps 20

Escape to a Cozy Springwater Retreat Discover the charm of our cozy retreat in Springwater Township, located near best ski resorts and Golf club. We welcome small parties and intimate weddings, with additional charges for events. To make your experience even more special, we offer customizable décor packages for occasions like Valentine’s Day, marriage proposals, or birthday parties. Book your stay today and experience the perfect balance of comfort, convenience, and celebration.

Guest favorite

Home in Barrie

4.97 out of 5 average rating, 107 reviews

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. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Guest favorite

Condo in Elora

4.86 out of 5 average rating, 110 reviews

Elora Grandeur: The Pinnacle Retreat"

Discover a bright and modern 3-bedroom Airbnb in the heart of Elora, perfectly positioned just across from the enchanting Elora Mill. This charming retreat is not only an ideal space for wedding parties to prepare in style and convenience but also a welcoming haven for anyone visiting Elora. With its stylish design and cozy ambiance, it offers a delightful escape where you can relax and unwind. Whether you're drawn to the picturesque views, or the historical charm of Elora.

Top guest favorite

Cabin in Kimberley

5 out of 5 average rating, 53 reviews

Luxury Creekside Cabin with Sauna

Exclusive luxury retreat! Creekside Cabin, the perfect couples escape to nature! This newly renovated gem is nestled in the forest calling you to unwind, refresh and to rejuvenate. This private property will instantly welcome you with peaceful sounds of cascading streams and waterfalls. Surrounding the beautiful pond, the forest setting is home to an array of wildlife and guests have often spotted deer, blue heron and even the beautiful snowy owl casually passing through.

Guest favorite

Cottage in Grey Highlands

4.92 out of 5 average rating, 158 reviews

Hilltop garden cottage

enjoy a relaxing stay at a rustic family cottage with open concept for entertaining.relax in front of the fireplace with a glass of wine.Enjoy a morning coffee on the upper deck with a views of the gardens and lower deck for your family dinner in a peaceful setting . 2 minute walk to the lake at beach and boat launch or enjoy the many hiking trails including the Bruce trail with stunning views of Beaver Valley with local water falls.

Top guest favorite

Bungalow in Hamilton Beach

4.94 out of 5 average rating, 157 reviews

Lakefront. Pool. Beach. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.