Holiday rentals in Deep Brook

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Top-rated holiday rentals in Deep Brook

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Top guest favourite
Purple lupines bloom along the sandy beach, framing a serene view of the water at sunset. The sky transitions from warm orange to soft purple, while gentle waves lap at the shore, creating a peaceful coastal atmosphere.
Cottage in Smiths Cove
4.99 out of 5 average rating, 101 reviews

Getaway in Smith’s Cove STR2627B2495

If you are in need of a quiet escape, this setting is for you. This little place has been a summer cottage for years. It has recently been renovated with a new kitchen, living room and bathroom to make it extra cosy. The view from the front deck looks out to ‘Digby Gut’ which is the entrance to the Bay of Fundy. This is an ever changing view and a delight to experience. The 2 bedrooms each have very comfortable new queen mattresses to sink into after a long day of exploring The Annapolis Valley.

Top guest favourite
Bungalow in Lunenburg
4.99 out of 5 average rating, 170 reviews

Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath

- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.

Top guest favourite
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.
Flat in Port Williams
4.99 out of 5 average rating, 170 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 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, 381 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
The cottage features a spacious porch with wooden deck chairs overlooking a serene lake. A peaceful waterfront landscape is framed by a neatly manicured lawn, with natural stone accents leading down to the water's edge.
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. We offer a kayak and canoe to help you experience all that Grand Lake has to offer. End your days relaxing by the fire pit or sipping your favourite drink on the front deck overlooking the lake and taking in the dark sky preserve.

Guest favourite
A modern kitchen features navy blue cabinetry and a wooden countertop. Stainless steel appliances include a dishwasher and oven. Wall-mounted utensils and potted plants add functionality and greenery. Natural light filters through the window, illuminating the tiled backsplash and creating a welcoming cooking space.
Cottage in Mill Village
4.94 out of 5 average rating, 196 reviews

The Old Kettle Cabin with Hot Tub

Get cozy and settle in to this inviting space with your significant other, or getaway by yourself for some sought after rest and relaxation. Nestled privately off the road, the cabin offers beautiful views of the Historic Medway River in a tranquil nature setting. Watch the tide come in and out from the large deck, or venture out into the many trails nearby on the electric bikes. This space encourages both adventure and relaxation, and will be sure to bring you and yours closer.

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, 137 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, 106 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
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
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
A modern cabin is depicted against a twilight sky, with warm light glowing from the large glass windows. A fire pit, surrounded by stones, illuminates the foreground, creating a cozy outdoor atmosphere. Silhouetted trees enhance the serene setting overlooking the ocean.
Tiny home in Bay View
5 out of 5 average rating, 108 reviews

The Edge

Welcome to the Edge! Standing right atop a majestic cliff, the Edge will have you experience the most stunning panoramic views of the Bay of Fundy. Beautiful ocean views will greet you wherever you are. Sitting at your dinning counter or in the comfort of the living room, taking a soothing shower or jumping in your wood-fired hot tub, enjoying a bone fire or retreating to the loft for the night... Ocean views everywhere!

Popular amenities for Deep Brook holiday rentals