Holiday rentals in Winterton

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Top-rated holiday rentals in Winterton

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Top guest favourite
A rustic red cottage is perched above the calm waters, supported by wooden stilts. Surrounding trees and houses are reflected in the tranquil water, enhancing the serene atmosphere of the waterfront setting.
Cottage in Dildo
4.93 out of 5 average rating, 171 reviews

Kimmel Cottage Dildo

Beautiful and peaceful little rustic cottage. Located in the beautiful community of Dildo, this is where everything started with Jimmy Kimmel in 2019. The cottage was the place where all Kimmel producers and Guillermo enjoyed their time off after the filming in Dildo. We are also pet friendly!You will be please by the scenery this place have to offer you and his unique patio on the water, don’t forget to get your picture of the Famous Dildo sign,visit the Dildo Brewery at 5 min walking distance!

Top guest favourite
A coastal house is situated on rocky terrain, overlooking the calm waters of Conception Bay. The property features a spacious deck, surrounded by greenery, with distant hills visible along the shoreline. The image captures the natural beauty of the landscape and the proximity to the coastline.
Home in Portugal Cove-St. Philip's
4.99 out of 5 average rating, 256 reviews

Newfoundland Beach House

As waterfront as you can get! Perched on the coastline in beautiful Conception Bay (15-20 minute drive from St. John's airport & downtown) the views from this property are amazing. People who enjoy nature - watching whales breach, icebergs melt, seabirds frolic, storms brew, fishermen fish, the sun set, or those who like to hike, kayak, dive, generally explore - will especially appreciate this unique property and the experiences it offers. (House has great wifi too for those remote workers:)

Top guest favourite
An aerial view presents the cozy cottage nestled in a vibrant green landscape, overlooking calm, blue waters. The surrounding area features a scenic shoreline and rolling hills in the background, suggesting a peaceful retreat within a small community.
Cottage in Chance Cove
4.99 out of 5 average rating, 157 reviews

The Cozy - In Chance Cove, Ocean Front Cottage

A cozy ocean side cottage, about an hour outside of St John's NL, you find this little piece of paradise where you can relax and enjoy amazing ocean views. In season you can see whales right from back deck, Minke and Humpbacks. When the Caplin are rolling you can see them all along the beach and the trails beaches. Or maybe just relax and listen to the sound of the ocean waves breaking on the beach. Just a short walk along the beach and you are at the start of the Chance Cove coastal trail.

Top guest favourite
A charming house with cedar shake siding is set against a backdrop of vibrant purple wildflowers. The property features a large front porch with wooden railings and a prominent window, allowing natural light to fill the interior. Lush greenery surrounds the home.
Home in Southern Bay
4.99 out of 5 average rating, 175 reviews

3-bedroom private escape overlooking Bonavista Bay

The Cedar Shake provides a charming base for exploring the undiscovered side of the Bonavista Peninsula. Five minutes off the highway on an acre of private property overlooking Bonavista Bay, we offer the best sleep in the region. This pet free home has a private master suite on the second floor with a queen bed, fireplace and half bath. Two additional main floor bedrooms with double beds, patios. Wifi, propane fire pit, BBQ, adirondack chairs. 33 KM to Port Rexton 70 KM to Bonavista

Top guest favourite
Home in Newfoundland and Labrador
4.98 out of 5 average rating, 107 reviews

Vista Del Mare NL Oceanfront Sunsets• Pet Friendly

Welcome to Vista Del Mare! Wake up to ocean waves, fall asleep to crackling sunsets, and breathe in that fresh Newfoundland air. Vista Del Mare NL is a pet-friendly, oceanfront retreat overlooking breathtaking Trinity Bay. With room for 8 guests, a fire-pit, a spacious deck, and panoramic water views, this is where you unwind, reconnect, and feel the world slow down. 🦞 buy fresh seasonal lobster. Call for info ✈️ 90 minutes to St.John’s airport 🥑Grocery/Walmart- 40 minutes away 🚗

Top guest favourite
An outdoor deck is illuminated by soft string lights and a fire pit at its center. A covered hot tub is situated under a wooden structure, surrounded by comfortable seating. Lush greenery is visible in a decorative planter, enhancing the serene atmosphere.
Home in Cupids
5 out of 5 average rating, 297 reviews

Private Retreat/Hot Tub/Walk to Distillery/Ocean

Escape to a private retreat in South River mins from historic Brigus. Nestled on a large private lot surrounded by towering trees, this luxury one-bedroom getaway offers the perfect mix of nature, privacy, and relaxation. After exploring the Avalon Peninsula from this central location unwind in the private outdoor hot tub. A 6-minute stroll brings you to The famous Newfoundland Distillery Company, for handcrafted spirits, delicious snacks and a sprawling view of Conception Bay.

Top guest favourite
A modern red house is illuminated at night, showcasing large glass windows and a spacious deck. The wraparound deck, featuring wooden flooring and white railings, creates an inviting outdoor area. The surrounding landscape includes additional homes in the background, set against a darkened sky.
Guest house in New Harbour
5 out of 5 average rating, 347 reviews

The Harbour Loft is your perfect getaway.

Looking for a serene place to stay? You just found it. Kick back , relax and enjoy this peaceful location. Enjoy your morning coffee/tea while overlooking beautiful Trinity Bay . We are a hidden gem along route 80, just 15 minutes from TCH at whitboune. You’ll find walking trails, heritage information and must visit neighbouring communities. We are less than 5 minute commute to the Dildo Brewery. In our community, you’ll find local bakeries and a multitude of restaurants.

Top guest favourite
The exterior view captures a snow-covered landscape, with a modern two-story home positioned to the left. A vibrant sunset casts an array of warm colors across the sky, illuminating the ocean in the background, while silhouettes of trees are visible in the foreground.
Home in Flatrock
4.96 out of 5 average rating, 105 reviews

"The Studio House" Cliffside Home, Ocean Views

"The Studio" is quite possibly the most perfectly situated home in all of Flatrock! Overlooking Flatrock harbour, this home is simply perfect, with floor to ceiling windows and unobstructed views of the Atlantic Ocean. This is the perfect location for the "Nature Seeker", looking for a quite retreat with breathtaking views, whale watching, hiking and so much more! Flatrock is a beautiful town, very authentic Newfoundland just 15 minutes to Downtown, St. John's.

Top guest favourite
A modern cottage exterior is depicted, featuring a sloped roof with triangular windows. The spacious deck includes two light blue chairs and a small table, surrounded by trees. Large windows create a bright, inviting atmosphere within the cottage.
Cottage in Southern Bay
4.97 out of 5 average rating, 118 reviews

Isla's Cottage/Seaside retreat in Southern Bay, NL

Kick back and relax in this calm, stylish space. Isla's Cottage is located in the peaceful town of Southern Bay on the Bonavista Peninsula. This newly constructed cottage sits on the edge of the ocean sounded by nature. Unwind in privacy with your favorite book on our large deck over looking the beautiful bay. Take a stroll through our garden that leads you to a private beach. Or just sit and take in the tranquility that this special place will help you find.

Top guest favourite
A newly built cottage is situated on a grassy hillside, featuring a covered porch with wooden railing. Colorful adirondack chairs are positioned on the lawn, surrounded by tall trees in the background. A cloudy sky is visible above the cottage.
Cottage in Whiteway
4.98 out of 5 average rating, 216 reviews

The Dory

Relax in the privacy of our self-catered cottage with sweeping ocean views. Nestled on the hillside, our newly built 1 bedroom cottage has everything you will need, including a full kitchen & laundry. Hikers and nature enthusiasts will enjoy nearby trails. Minutes from a golf course & restaurants, and the perfect location for a day trip around the Baccalieu Trail. Sit by the fire pit and watch the sunset over Shag Rock. Ranked 4-star by Canada Select.

Top guest favourite
The open concept living area features a mid-century modern sofa, accompanied by a coffee table made of natural materials. Large windows allow natural light to fill the space, complemented by hardwood floors and minimalistic decor, creating a comfortable and inviting atmosphere.
Cottage in Port Rexton
4.95 out of 5 average rating, 204 reviews

Middle Hill Cottage: Walk to Skerwink/ Brewery

*Named one of the TOP 24 Airbnbs in Canada *2-bedroom, 1 bathroom house in Port Rexton *500 square feet per floor * Situated on one acre of land surrounded by forest *Walking distance to the Skerwink Trail *Walking distance Port Rexton Brewery, Fishers Loft Restaurant, and Peace Cove Inn Restaurant *Close to Trinity and Bonavista *Full kitchen, BBQ, fire pit, open concept main floor, large patio on the main floor *Second floor ocean views

Top guest favourite
The chalet features a contemporary exterior design with a pointed roof and large glass windows, allowing for ample natural light. A spacious deck extends along the front, offering seating arrangements and a shaded gazebo. Lush greenery surrounds the property, enhancing the tranquil rural setting.
Home in Collier's Riverhead
4.98 out of 5 average rating, 122 reviews

The Edgewater, Oceanfront w/hot tub,Colliers, NL

Come relax to the sound of the sea in our beautiful 3 bedroom, 3 bath oceanfront chalet. Each bedroom boasts king size bed, two bedrooms with Ocean views. Breathe in that salty air from our 7 person ocean view hot tub. Equipped with everything you need to relax and unwind, located in beautiful Colliers, NL, just a short 40 minute drive from St. John’s, 15 minutes from historic Brigus.

Popular amenities for Winterton holiday rentals