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Holiday rentals in Annapolis

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Top-rated holiday rentals in Annapolis

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Canning
4.96 out of 5 average rating, 135 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
The A-Frame chalet is shown from the lakefront, featuring large wall-to-wall windows that reflect the serene lake view. A wrap-around deck is visible, complemented by outdoor seating. The natural surroundings enhance the rustic charm of the wooden structure.
Chalet in Church Point
5 out of 5 average rating, 143 reviews

At the Ford du Lac

In the rural Acadian community of Clare, you will find our fully equipped, recently updated, 1 bedroom + loft A-Frame style chalet sitting on a quiet lake. The beautiful view can be enjoyed from wall to wall windows, wrap around deck, or while sitting in the hot tub. Loft: 1 king & 1 single bed - excellent for traveling with children. Downstairs bedroom: 1 queen bed. Living room: double pull out sofa & futons. We live next door so let us know if anything is missing during your stay!

Top guest favourite
The exterior view of the holiday house is presented, showcasing a charming, shingled structure with a sloped roof. Lush greenery surrounds the building, including flowering bushes and manicured grass, under clear blue skies. A chimney can be seen on the side of the house.
Home in Annapolis Royal
4.96 out of 5 average rating, 149 reviews

Holiday House

Hello and welcome to the holiday house at Hummingbird Hill! Conveniently located between exits 21 and 22 off the 101 hwy, we are the ideal location for travelers looking to cross on the Digby ferry. This single level house has all the necessary amenities and is accessible to all. Our large property boasts gardens, fire pits, and yard games. The Rosette forestry trail is also open to all visitors of humming bird hill. We hope you will join us in our little piece of paradise.

Top guest favourite
Two individuals are seated comfortably in wooden adirondack chairs on a deck, overlooking a serene body of water. A small table holds two glasses of water, with the sun setting in the background, illuminating the scene with a warm glow.
Flat in Annapolis Royal
5 out of 5 average rating, 139 reviews

Oceanfront Oasis

We are proud to offer you a luxurious vacation experience in our registered heritage building. The oldest commercial property in Annapolis Royal offers you all the modern conveniences that vacationers expect. Located in the heart of Annapolis Royal, recognized by MacLean's Magazine as one of the "10 PLACES YOU'VE GOT TO SEE" in Canada. Within walking distance you can dine in cafes, pubs and fine dining establishments. Live theatre, a farm market and national parks are nearby.

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.

Guest favourite
A modern geodesic dome structure is surrounded by a natural meadow. Wooden deck includes seating with an umbrella. The dome features large panoramic windows, showcasing a cozy seating area inside. Lush ferns and greenery frame the view, enhancing the connection with the natural landscape.
Dome in Long Point
4.92 out of 5 average rating, 437 reviews

The Star Dome at the Belleisle Bayview Retreat!

We offer one night stays! Enjoy stunning panoramic sunset views of the beautiful Belleisle Bay in the Star Dome; situated in a natural meadow near the lodge building. The Star Dome provides a unique experience with propane fireplace, and a clear roof for star gazing. The outdoor viewing deck includes a kitchen with all utensils/ hot sink, hot shower, toilet and BBQ. Round out your relaxation with our Finnish wood-stove sauna and cold tub at $50 per hour.

Top guest favourite
A cottage is nestled beside a serene lake, surrounded by lush trees. The exterior showcases a modern design with a sloped roof and large windows. A private sandy beach is visible, providing direct access to the tranquil water, which reflects the blue sky and scattered clouds.
Cottage in Annapolis, Subd. D
4.96 out of 5 average rating, 112 reviews

Tall Pine Cove Cottage

Tall Pine Cove is a cottage property situated on beautiful Grand Lake. Built in 2019, the cottage features a private beach and is perfect for swimming, fishing and exploring, and relaxing. Located on a private road, you’ll be sure to find peace and quiet here when you're not exploring Nova Scotia. End your days relaxing by the fire pit or by sipping your favourite drink on the front deck overlooking the lake and taking in the dark sky preserve.

Top guest favourite
Home in Lunenburg
5 out of 5 average rating, 159 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. STR2627B5760 An ETA is greatly appreciated.

Top guest favourite
A spacious dining area is highlighted by a large wooden table surrounded by white chairs. Large glass doors provide a panoramic view of the ocean, bringing natural light into the room. The minimalist kitchen is visible in the background, featuring modern appliances.
Home in Port Medway
5 out of 5 average rating, 118 reviews

the Escape - A Private Oceanfront Getaway

The ESCAPE provides a private oceanfront retreat for you and your family or friends to enjoy. Modern newly built house on large private oceanfront lot. Enjoy the endless ocean views from the large oversized deck, relaxing hot tub, large lawn or oceanfront fire pit. Explore the rocky shoreline and beach areas from your front steps! This remarkable getaway is located less than 1.5hrs from Halifax and is a short drive off the highway.

Top guest favourite
A modern log cottage is nestled among tall trees, softly illuminated by string lights. The structure features a welcoming porch with seating, enhancing a connection with nature. A clear path leads to the entrance, surrounded by a natural landscape of grass and stones.
Cottage in Greenfield
5 out of 5 average rating, 188 reviews

The Harmony Grand at Molega Lake

Harbour Acres Cottages offering: 5⭐"The Harmony Grand". A private modern log cottage perched on the serene shores of Molega Lake; Nova Scotia's South Coast cottage country. Experience this two bedroom, full bathroom, kitchen, & living room lakefront accommodation for either a short overnight stay or a longer vacation. We cater to all travelers! Breakfast is included*

Top guest favourite
A comfortable living room features a sleek black sofa with a decorative pillow and an upholstered chair beside a window. A flat-screen TV sits atop a wooden console, which includes storage space. Natural light enters through the windows, illuminating the pale blue flooring.
Guest suite in Annapolis Royal
4.99 out of 5 average rating, 143 reviews

The Maisonette by Corbitt Hospitality

Minutes from downtown Annapolis Royal, Fort Anne, the Historic Gardens and the Community Hub (Pickleball is back twice a week!), we offer a comfortable space to relax and unwind after touring around the beautiful Annapolis Valley. With contemporary decor and all of the conveniences of the big city we welcome you to join us for a few nights and make yourself at home.

Popular amenities for Annapolis holiday rentals