Holiday houses in Annapolis Valley

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Top-rated holiday rentals in Annapolis Valley

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Guest favourite
The exterior of the tiny house is illuminated by warm light emanating from the glass doors, highlighting its inviting entrance. The surrounding natural environment is visible in the dusk, with hints of trees and greenery blending into the evening sky.
Tiny home in Annapolis Royal
4.81 out of 5 average rating, 235 reviews

Cozy Victorian Tiny Home in Tree Oasis

Only 6 mins from historical Annapolis Royal. Last minute bookings always welcome. Off-season prices in effect. Once used for horse carriages, I converted this into a fully self-contained tiny house/guest suite. (It has a kitchenette; however it is not suitable for large scale, full course cooking.) Spectacular views of North mountain, nestled in the famed fertile Annapolis Valley. Peach tree growing region. Railway turned nature trail practically across the street, perfect for cycling into town.

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 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, 168 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.

Guest favourite
A single-story gatehouse is framed by mature trees displaying vibrant autumn foliage. The exterior is white, complementing the warm colors of the leaves. A gravel pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Aylesford
4.97 out of 5 average rating, 203 reviews

The Gatehouse at Maple Brook

For business or pleasure, enjoy your stay in our spacious, bright one bedroom gatehouse. With all the conveniences of home, the central location allows you to explore the richness of the Annapolis Valley. The property is surrounded by mature trees and developing landscaping. Fully equipped for short or long stays with washer/dryer, dishwasher, queen bed, full living and dining areas. Kitchen has Keurig, microwave and full stove and fridge. On Highway 1 and close to exit for Highway 101.

Top Guest favourite
The exterior of the historic Harbour House is framed by lush flowering plants, with purple and yellow blooms visible in the garden. A wooden deck with seating faces the ocean, enhancing the coastal atmosphere. The Canadian flag is displayed prominently above the entrance.
Home in Centreville
4.95 out of 5 average rating, 151 reviews

Harbour House - Halls Harbour Waterfront Getaway

Welcome to Harbour House, a historical home located in Halls Harbour. Just steps from the Bay of Fundy and the highest tides in the world, this ocean-front home is not only a wonderful place to stay but it's an experience. From the sunsets to the sound of the ocean outside your bedroom window, you will not find a more relaxing retreat for you and your family. Walk the beach, enjoy a meal at the Lobster Pound Restaurant next door, relax in the hot tub, or explore the many local wineries.

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
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 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, 240 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 charming white cottage is set amidst lush greenery, featuring a landscaped front yard. A wooden front deck is complemented by two blue chairs, while vibrant foliage from a nearby bush adds a pop of color to the serene exterior.
Home in Kentville
4.95 out of 5 average rating, 278 reviews

Kentville Hilltop Hideaway

Hilltop Hideaway is a fully furnished home tucked away on a hill within the Town of Kentville. There is a private outdoor living space with outdoor dining and ample parking in the ​circular driveway. Located just across the street from the Harvest Moon hiking trail, bike paths, sports arena, tennis courts, swimming pool with splash pad, and playgrounds. The home is directly across from a local public school and minutes away from NSCC and Valley Regional Hospital.

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, 147 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 cozy guest suite is showcased with a comfortable queen bed dressed in grey patterns. A small dining table with two chairs is positioned beside a stylish accent chair. Natural light filters in through double windows, enhancing the space's tranquil ambiance.
Guest suite in North Alton
4.98 out of 5 average rating, 299 reviews

Valley Gem

Welcome to The Gem! Winter rates Jan-March.This is a private second floor unit.Sleeps 2. No added cleaning fees. We are located near the hospital and minutes from exit 13 of the 101. We offer private independant living with your own private entrance.We do not have a stove in the kitchenette but have lots of kitchen gadgets to make almost any meal. Close to Kentville,Coldbrook & New Minas. Clean, comfortable and modern unit.

Popular amenities for Annapolis Valley holiday rentals