Vacation rentals in Kingsport

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Top-rated vacation rentals in Kingsport

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Guest favorite

An A-frame cottage is framed by lush greenery and colorful flower beds, with a blend of trees in the background. The structure features large windows and a distinct triangular roof silhouette, offering a charming coastal look. A smaller outbuilding is visible beside the main cottage.

Cottage in Canning

4.95 out of 5 average rating, 127 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.

Superhost

An inviting guest suite features a spacious bed with a soft blue patterned comforter. A television is positioned opposite the bed, and a chair is placed nearby. Natural light filters in through light curtains, illuminating the warm wooden flooring.

Loft in Kentville

4.84 out of 5 average rating, 358 reviews

Winemakers Inn, Newly renovated guest suite.

We are offering a upstairs guest suite in our home in the beautiful Annapolis Valley. We live in a quiet neighborhood minutes from Kentville ,New Minas ,Wolville. We have a pool and deck with a BBQ in season that we will share. We are close to popular hiking / snowshoeing trails ,wineries and shopping. We are within walking distance of Valley Regional Hospital .We are not set up for long term living. Any questions message me. Enjoy your stay. Our cats name is peanut she is out side a lot

Top guest favorite

A wooden sign is seen with the word 'Namaste' artistically crafted in metal lettering. The sign is surrounded by a natural setting, suggesting a peaceful ambiance. Green foliage is visible in the background, adding to the serene atmosphere.

Tiny home in Wolfville

4.99 out of 5 average rating, 222 reviews

Magnolia Corner Small Footprint Vibrant Community

Nestled between stellar magnolias on Wolfville's finest Avenue sits Magnolia Corner (MC). An eye for detail has this studio gem bursting with light color and personality. Take a leisurely stroll from MC to Wolfville's smorgasbord of gastronomical delights and boutique shopping. Minutes from botanical gardens, acclaimed trails for outdoor fun, and local brewers, distillers and vintners. Newly updated, the indoor and outdoor amenities of your tiny home away from home will inspire your experience.

Top guest favorite

A quaint seaside cottage is framed by vibrant flowering shrubs and greenery. The wood-paneled exterior features multiple windows and a distinctive yellow door. A set of adirondack chairs is situated on a wooden deck, and steps lead up to the entrance of the cottage.

Guesthouse in Centreville

4.94 out of 5 average rating, 268 reviews

Halls Harbour BEACH HOUSE Cottage w/Hot Tub

This restored seaside guest cottage is an ideal getaway place for couples. Wake up to the sound of the ocean's waves, and enjoy the beautiful sunsets in the private hot tub overlooking the Bay of Fundy. Take the stairs to the beach to beachcomb for treasurers. Prepare your own meals or enjoy a meal next door at the Halls Harbour Lobster Pound Restaurant. A great place to use as home base while exploring the Annapolis Valley, hiking to Cape Split or visiting the many local breweries and wineries.

Top guest favorite

A serene view of the water is framed by gently swaying grasses under a colorful sky at sunset. The open-concept layout of the kitchen and dining area is visible, showcasing a wooden dining table with six chairs, sleek cabinetry, and modern light fixtures.

Apartment in Port Williams

4.99 out of 5 average rating, 119 reviews

NEW 2 Bed Amazing Views Port Williams Wolfville

Relax in this calm, stylish space located in the heart of beautiful Port Williams! This bright, newly-renovated private unit offers plenty of space and natural light with sensational views of the Annapolis Valley. Just a quick five minute drive to Wolfville with easy access to the 101 highway. This luxury 2 bedroom upper unit is less than a two minute walk to outstanding local pubs and restaurants. it’s a perfect spot to explore the many wineries and craft breweries nestled across the valley.

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, 227 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, 334 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

4.97 out of 5 average rating, 194 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!

Guest favorite

The exterior of the cottage is showcased, featuring bright yellow siding and multiple windows adorned with blue shutters. A simple wreath decorates the front, while a well-maintained grassy area surrounds the cottage, providing a welcoming outdoor space.

Cottage in Grand Pré

4.88 out of 5 average rating, 103 reviews

Cottage at Evangeline Beach & near Local Wineries

The Beach Pea Cottage is a cozy cottage situated in Grand Pre, NS, a short walk to Evangeline Beach where guests can relax and watch the incredible ebb/ flow of the World's Highest Tides! The cottage features 1 bed and 1 bath. The sofa is a pull out for additional guests. It is a short drive to local wineries, recreation trails and all amenities in the quaint Town of Wolfville, home of Acadia University. Perfect home base near the ocean to take in all the Annapolis Valley has to offer!

Top 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, 201 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 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, 262 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 cidery and winery. Adjacent to an award-winning winery and 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 cider and wine making.

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, 201 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!