Vacation rentals in Winterton

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Top-rated vacation rentals in Winterton

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Top guest favorite
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!

Guest favorite
A spacious outdoor deck features two red rocking chairs positioned around a small side table. A flower pot adds a touch of greenery, with expansive views of the water and surrounding landscape visible in the background under a partly cloudy sky.
Home in Division No. 7, Subd. K
4.91 out of 5 average rating, 118 reviews

Gin Cove Getaway : A Getaway From The Everyday

Experience the perfect blend of peaceful nature & modern comfort near Clarenville. This charming getaway is nestled in a serene setting with a canopy of a million stars with ocean before & woods behind you, with no city lights, for the tranquility of the great outdoors. The ideal escape for unwinding, plus, pets are welcome, so your dogs can enjoy the gated patio or huge yard with you. Dog bed, tie outs, treats, roasting sticks, bluetooth, all for you. Come for the view, stay for the serenity!

Top guest favorite
A vibrant red two-story house features multiple balconies with white railings. Large windows allow for natural light to fill the space, while a centered garage door complements the front entrance. The structure's architecture highlights the inviting coastal character.
Home in Conception Bay South
4.99 out of 5 average rating, 102 reviews

Our Idyllic Seaside Getaway Awaits You

The ocean at your doorstep. Our Seaside Getaway has everything you need to enjoy a stress free stay. Whether you are a local looking to escape for a staycation, or you are just visiting, this home will inspire you. Enjoy your morning coffee while watching the ocean, whales and listening to the sea birds or your evening wine while watching the sunset. Go for a walk on the beach, hike or bike the Trans Canada Trail or kayak in the ocean or pond, all without getting in your car. Nature awaits you!

Top guest favorite
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, 255 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 favorite
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 favorite
A secluded cottage is illuminated against a starry night sky, showcasing vibrant lighting on the porch and nearby trees. The structure features a deck with access to a hot tub, creating a cozy retreat surrounded by nature.
Cottage in Goobies
4.99 out of 5 average rating, 213 reviews

Water's Edge Revived - w/ Hot Tub & Wood Stove!

Just 5 minutes from Goobies, NL (Burin Peninsula Highway- Route 210) this beautiful, secluded cottage is the perfect getaway. Whether you snuggle up by the cozy wood stove, or decide to enjoy some quality time outside in the hot tub- your trip will be a relaxing one! Enjoy a fire in the firepit, or choose to explore the pond in our kayaks- there is so much beauty to see! There are also many popular hiking trails in the area! $30 pet fee required for pets. Please notify us upon booking.

Top guest favorite
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

Love Lane Little House w/Hot Tub-no cleaning fees

Note that no additional cleaning fees added and. 10 percent off for 5 nights or more Relax under the covered craftsman porch of this new custom designed beauty. The house checks all the boxes-ultimate privacy, large deck w/hot tub, vaulted ceilings with beams and a reading nook. Located in South River by Cupids/Brigus & a short walk from the ocean and a 7 min walk to the Nl Distillery. We are 45 mins west of St. John’s. The simple elegance of this house is refreshing for the soul

Top guest favorite
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.
Guesthouse 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.

Guest favorite
A newly built coastal cottage with a modern design is set amidst a grassy landscape. The structure features a sloped roof and a covered porch area. Surrounding greenery and rocky terrain can be seen, providing a serene and secluded atmosphere.
Home in Bay Roberts
4.84 out of 5 average rating, 258 reviews

Unique Coastal Getaway

Located in Bay Roberts this secluded coastal cottage is a new build that offers rustic charm with a modern twist along with a beautiful ocean view. It has 2 bedrooms, 1 bathroom, 2 communal areas, and a well equipped kitchen. It also has TV/Internet and a mini split. Outside you can enjoy the comfort of a six- person hot tub, a koi pond, and berry picking in the summer and fall. The covered patio allows for all season use. Ideal for families and friends getting together.

Top guest favorite
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 favorite
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 favorite
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.

Popular amenities for Winterton vacation rentals