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Vacation rentals in Kingsport

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Top-rated vacation rentals in Kingsport

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Top guest favorite
Cottage in Canning
4.96 out of 5 average rating, 134 reviews

A-Frame by the Bay

Slow down and soak up the beauty of the Bay of Fundy at this oceanfront A-frame in Scots Bay. Just steps from the shore and a 5-minute walk to the Cape Split trailhead, it’s perfect for hiking, paddling, and relaxing by the water. Sleeps up to 5 with cozy, coastal charm. Enjoy beach fires, dramatic tides, and local gems like Saltair Nordic Spa (25 mins), The Long Table Social Club, and award winning Valley wineries & breweries (20-40 mins). A peaceful place to reconnect with nature—and yourself.

Top guest favorite
A private chalet is nestled among bare trees, with warm light glowing from the windows. String lights adorn the deck, enhancing the wintery scene of fresh snow covering the ground. The cabin's rustic wooden exterior complements the tranquil woodland setting.
Cabin in Windsor
4.97 out of 5 average rating, 200 reviews

Ski Martock Chalet w Fire Pit + Movie Nights

Ski by day, unwind with crackling fires, movies & games by night. 15 minutes to Ski Martock & Bent Ridge Winery, 1 hour to Halifax. This cozy lakefront cottage is the perfect winter basecamp. Warm up by the fire pit, stream a movie on the projector, spin a record. This is your time to relax & reconnect. Pet friendly, fast wifi, tucked in the woods, and set on a quiet lake with private dock. Only 1 hour to Halifax . Expect snowy views, starry nights, and that “wish we had one more night” feeling.

Top guest favorite
A modern open-plan living space is featured, showcasing a stylish kitchen with stainless steel appliances and a central island with seating. A comfortable seating area includes a dark sofa and two minimalist chairs. Natural light enters through the window, complementing the warm wood flooring.
Loft in Wolfville
4.99 out of 5 average rating, 264 reviews

Stylish & modern 1 bed apt. Great location.

A modern designed, newly built apartment in a fantastic location that is a few minutes walk to everything in Wolfville. The 1 bedroom apartment consists of a queen size bed, a full kitchen and bath, seating for 4 in the living area, a dining table, bar seating, and a small outdoor patio space. The apartment is fully detached from our house and above the garage. There is a smart TV and WiFi as well as Air Conditioning and on site parking for one vehicle. This is a pet and smoke free apartment.

Top guest favorite
An open concept living area features a kitchen with a marble countertop, and a cozy seating arrangement includes a patterned armchair. Natural light floods through large windows, revealing calming views. A dining table is positioned beside the windows, with beach-inspired decor enhancing the space.
Cottage in Canning
4.97 out of 5 average rating, 346 reviews

Medford Beach house cottage

Welcome to the beautiful Medford Beach Cottage, this cottage is located on a corner lot with amazing views of the Minas Basin. This cottage is a 2 bedroom, open concept living, Dinning and kitchen, 1.5 bath, tub in master bedroom which is placed under the window for a beautiful view while taking a relaxing bath! Access to the beach just steps away and the most incredible sunrise await you!! Enjoy your morning coffee on the deck while watching the tide come in and go out before your eyes!

Top guest favorite
An aerial view showcases a serene cottage nestled among lush greenery, with trees lining the path leading to the property. The bay stretches in the background, offering a stunning view of the water and distant shores.
Cottage in Centreville
4.98 out of 5 average rating, 205 reviews

Eagle's Bluff - Seaside Cottage in Halls Harbour

"Eagle's Bluff" is a cozy & charming cottage tucked away above the rocky shores of the Bay of Fundy a stone's throw from beautiful Halls Harbour--home of the world's highest tides! You can completely disconnect and enjoy a relaxing getaway on this private property with walking trails throughout or enjoy Netflix on the available Wifi. We offer a perfect home base for your Annapolis Valley adventures--wineries, Wolfville, Cape Split, Grand Pre, Blomidon--and we'd be thrilled to host you!

Top guest favorite
Apartment in Port Williams
4.98 out of 5 average rating, 178 reviews

Luxury Suite w/ Views | 5 mins to Wolfville

Relax in this stylish upper-level suite in the heart of Port Williams, featuring stunning views of the Annapolis Valley. Bright, newly renovated, and thoughtfully designed, this private space offers comfort and scenery just 5 minutes from Wolfville. This luxury 2-bedroom unit is less than a 2-minute walk to local favourites like The Noodle Guy, The Port Pub & Bistro, The Port Taproom, and Bay of Fundy Brewing — the perfect base for exploring the Valley’s wineries and craft breweries.

Top guest favorite
The exterior of a charming blue century home is depicted, showcasing a welcoming covered porch with white railings. Large windows are present on the upper floor, and the entrance features a red door. Lush greenery surrounds the property, enhancing its inviting appearance.
Apartment in Hantsport
5 out of 5 average rating, 157 reviews

Historic East Coast Apartment *Private Sauna*

On your next valley get away, stay in charming Hantsport. This endearing little town, nestled on the banks of the Avon River is centrally located between the towns of Wolfville and Windsor. The second floor of this century home has been renovated into a cozy two bedroom apartment that would be a great place to come stay with your family or friends. All your amenities, such as grocery, pharmacy, liquor store, cafes are within walking distance. *Now featuring a private, outdoor sauna*

Top guest favorite
An open living space features a cozy blue sofa and a decorative rug with floral patterns. A dining area with four wooden chairs is visible. Large windows allow natural light, complemented by pendant lights above the kitchen island, which includes modern appliances.
Hotel room in Wolfville
4.96 out of 5 average rating, 117 reviews

Acadia Suite, #201 - Wolfville Hotel (1 bedroom)

Located in the heart of Downtown Wolfville, Suite 201 is the spacious one bedroom perfectly located to experience Wolfville - with a view ripe for people watching. Our town is exceptionally walkable and full of vibrance. With a full kitchen, rainfall shower head, 55" Smart TV, comfortable furnishings, washer/dryer, large windows, you'll wish you never had to leave! While the suite is on the second floor, not to worry because we have an elevator for added comfort during your travels

Top guest favorite
A spacious hot tub is presented in the foreground, with inviting bubbles and soft lighting reflecting off the water's surface. In the background, a cozy fire pit area is framed by wooden fencing, surrounded by trees and a serene landscape, under the dusk sky.
Home in Wolfville
5 out of 5 average rating, 113 reviews

Retreat on White Rock

Welcome to Retreat on White Rock, a haven designed for families and groups seeking relaxation and rejuvenation.This newly constructed build is a comforting mix of modern, yet cozy vibes. We are nestled on the edge of the Gaspereau Valley, within minutes of several beautiful wineries. The retreat is in a very unique location, situated close to Kentville (7 mins) New Minas (7 mins), Port Williams (10mins) and Wolfville (12 mins), yet maintains the serenity of a getaway.

Guest favorite
A sun-filled sunroom showcases a mix of comfortable seating arrangements, including wicker chairs and a coffee table. Large windows provide expansive views of the surrounding landscape, while potted plants add a touch of greenery to the inviting space.
Guest suite in Canning
4.92 out of 5 average rating, 248 reviews

Romantic getaway with a view double jacuzzi tub.

Take it easy at this unique and tranquil getaway. View The Annapolis Valley in the 40ft. sunroom or enjoy the changing tides of the Minas Basin. Relax in the 2 person jet tub after a hike to Cape Split or near by beaches Snuggle in front of the fireplace for a romantic evening. A seasonal restaurant and Look Off Park is located just a short walk away or if you prefer to cook we have a few small cooking appliances. Microwave, Hotplate oven, BBQ everything you need.

Top guest favorite
The exterior of the guesthouse is illuminated by warm lights, showcasing a welcoming entrance. The porch is decorated with two dark chairs facing the front, and light wooden steps lead to the entrance. A wooden fence borders the property, and trees are visible in the background.
Home in Wolfville
4.99 out of 5 average rating, 218 reviews

New Guesthouse in the Heart of Wolfville

WELCOME to the Guesthouse @ 303! We welcome you to our brand new guesthouse. A 2 bedroom, 1 bathroom home waiting for YOU. Air conditioning, brand new appliances including washer and dryer as well as a Roku TV. We love our furry friends so we are conditionally pet-friendly. You must request pre approval for your small breed pet then we will navigate together the additional cleaning fee at that time. ENJOY! No partying or smoking, please!

Top guest favorite
The modern barn-style guest house is set against a colorful sunset, showcasing large windows that provide panoramic views of the surrounding vineyards. The exterior features light-colored siding and a sloped roof, with a small decorative cupola at the peak.
Barn in Port Williams
5 out of 5 average rating, 274 reviews

Vineyard Vacation Rental

Unique and modern vacation rental with breathtaking views of the Annapolis Valley. The barn is nestled in a working vineyard and home to Beausoleil Farmstead, a boutique winery and cidery. In close proximity to local amenities, guests have easy access to a great experience. Take a walk through the vineyards, visit the boutique, and engage with the hosts to learn more about viticulture as well as wine and cider making.

Popular amenities for Kingsport vacation rentals

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