Holiday rentals in Annapolis Valley

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Top-rated holiday rentals in Annapolis Valley

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Top guest favourite
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 favourite
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.
Guest house in Centreville
4.95 out of 5 average rating, 318 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.

Guest favourite
The Tower rests among the treetops, elevated on sturdy steel legs. The structure features a modern design with large windows allowing ample natural light and views of the surrounding forest. Decks wrap around the building, providing outdoor space to enjoy nature.
Tower in Broad Cove
4.99 out of 5 average rating, 387 reviews

Sleep in the clouds. 30 feet in the air with hotub

Perched high on an ocean hillside, built on 30 ft tall steel legs, the cozy quarters above are akin to an old ship’s cabin. With 360 views at 30ft up you can chart the sun and stars across the sky, set your rhythm to the ebb & flow of the tide and scout the surf from above. Greet the evenings with a cozy woodstove, sunset with drinks on the deck, moonrise with a dip in the hottub & mornings with fresh espresso. Permit yourself to depart land for a while and come stand watch at The Tower.

Top guest favourite
A cozy gray cottage is situated amidst greenery, featuring a welcoming front porch with two blue chairs. The large windows allow for natural light, while the surrounding landscape includes trees and a clear blue sky, hinting at views of the nearby Bay of Fundy.
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 favourite
A charming cottage is perched on stilts amidst lush green foliage. Large windows provide expansive views, allowing natural light to fill the space. The surrounding landscape features a blend of trees and grass, creating a peaceful and serene atmosphere.
Cottage in Margaretsville
4.89 out of 5 average rating, 142 reviews

Margaretsville Cottage

Take it easy at this unique and tranquil getaway. Located on the North shore of The Bay of Fundy, this home will capture your heart with the most spectacular views on the Bay and the most breathtaking sunsets. The wall of windows will give you the ultimate view of the Bay. Sit on the outdoor deck and enjoy the breeze, smell the campfires on the beach or watch the tides come and go. Take a stroll along the beach, visit the HIstoric LIghthouse or pop into the Art Shack.

Top guest favourite
A Highland cow is prominently featured in the foreground, showcasing its long horns and distinctive orange-brown fur. The animal stands in a grassy field with trees and a blue sky in the background, reflecting the farm landscape of The Owl's Nest Wilderness Cottage.
Farm stay in Clementsvale
4.98 out of 5 average rating, 110 reviews

The Owl's Nest Wilderness Cottage

Come experience farm life for yourself and stay at The Owl’s Nest Wilderness Cottage – our private, off grid retreat that boasts open pastures, wildlife and a warm Nova Scotia welcome! Tucked between Bear River, Annapolis Royal, and Kejimkujik National Park, Owl King Orchard is a 70 acre farm dotted with highland cattle, sheep, goats and winding forest trails. If you’re coming to unwind or to explore the local area, there is plenty of fun to be had all year ‘round.

Top guest favourite
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, 249 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 favourite
A hot tub is situated on a wooden deck, with steam rising gently from the water. The background features a serene view of rolling hills under a colorful sunset, creating a peaceful setting for relaxation.
Home in Kentville
4.98 out of 5 average rating, 410 reviews

Hot Tub Retreat | Valley Views | Near Kentville AC

Welcome to “The Twelve,” a luxury 2-bedroom retreat set privately in the Annapolis Valley, just 15 minutes from Wolfville. Perfectly located for exploring the region’s wineries and craft breweries, this stylish home offers a relaxing and elevated getaway. Step into a bright, open-concept space with a modern kitchen and peaceful valley views. Unwind in the private hot tub with your favourite wine, or take in beautiful sunrises and sunsets from the deck.

Top guest favourite
An open-concept kitchen and dining area features wooden beams and light-colored walls. A spacious kitchen island is surrounded by stools, while a dining table is positioned for gatherings. A comfortable gray sofa is located nearby, contributing to the relaxed atmosphere.
Barn in Smiths Cove
4.99 out of 5 average rating, 443 reviews

The Barn at Lazy Bear Brewing

Stay at Lazy Bear Brewing. We have a unique retreat waiting for you above our brewery. A one-bedroom, newly renovated apartment with a private deck to enjoy the sunset over the Digby Gut. You may even enjoy it with our Gut View Amber Ale! We're located in the quiet village of Smith's Cove, a short walk to a sandy beach, and five minutes to shopping, entertainment and restaurants in Digby. Complimentary growler of beer upon arrival (must be 19)

Top guest favourite
Home in Lunenburg
5 out of 5 average rating, 156 reviews

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath

Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Top guest favourite
A dining table set for two is placed beside a large window, offering views of the ocean and surrounding greenery. A colorful assortment of fruits and snacks is displayed on a wooden platter, while natural light illuminates the cozy interior, accentuated by wood paneling.
Cabin in Granville Ferry
4.97 out of 5 average rating, 145 reviews

Fundy Fantasy Oceanfront Cabin

Romantic off-grid getaway! Book a stay at this very private, couples only oceanfront cabin. Perfect opportunity to experience off-grid living in comfort. Shower under the apple tree while watching the sunset across the bay. Fall asleep to the rhythm of the world's highest tides. Visit historic Annapolis Royal. Canada's oldest town. Numerous art galleries, unique shops, & delectable eateries. STR2526B5760 An ETA is greatly appreciated.

Top guest favourite
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 Annapolis Valley holiday rentals