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Holiday rentals in Annapolis

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Top-rated holiday rentals in Annapolis

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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, 231 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.

Guest favourite
The spacious interior features a plush king-sized bed with light bedding, complemented by a nearby wood stove. Large geometric windows provide a sweeping view of the lake and surrounding nature, inviting ample natural light into the dome.
Dome in Springfield
4.85 out of 5 average rating, 109 reviews

The Paddling Dome - Lakefront - Hot Tub - Sauna

Escape to our adult-only lakefront dome, a fusion of nature and luxury. Experience unparalleled tranquility and refined elegance amidst serene surroundings. Unwind on the private patio with a mesmerizing fire table and soak in the private hot tub, surrounded by soothing nature sounds. Embark on aquatic adventures with kayaks and paddle boards. Gather around the fire pit for memorable evenings. Rejuvenate in the panoramic sauna with breathtaking lake vistas. Book now and create lifetime memories.

Top guest favourite
A spacious deck is visible, featuring a hot tub and comfortable seating arrangements. The area is designed for relaxation and entertainment, bordered by a glass railing that offers unobstructed views of the tranquil water and surrounding landscape.
Bungalow in Lunenburg
4.99 out of 5 average rating, 133 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
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, 127 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 of a cottage is surrounded by lush greenery and features a circular swimming pool. Colorful flowers and shrubbery line the walkway, leading to wooden lounge chairs and a shaded umbrella. A fire pit area is visible, inviting outdoor gatherings.
Tiny home in Nova Scotia
4.97 out of 5 average rating, 240 reviews

Cozy Cottage on South Shore. 30 min from Halifax!

A very cozy and peaceful place to base any vacation on the South Shore out of. Very close to hiking and ATV trails. No visible neighbors from the yard, lots of wildlife. Large parking areas. Interior is a mixture of new and re purposed materials. Appliances are small but functional, all the comforts of home but smaller. Double bed is incredibly comfortable. It is my home that I vacate for guests, and contains some sentimental decorations and items. RYA-2023-24-03271525339628999-1197

Top guest favourite
An open living area features wooden beams above, enhancing the spacious feel. Grey chairs surround a light wood table, with a white writing desk positioned nearby. Stainless steel appliances are visible in the kitchen, and large windows allow natural light to fill the space.
Home in Greenfield
4.99 out of 5 average rating, 146 reviews

Lakefront home with hot tub

Unwind at Hidden Lake West, your peaceful haven on Nova Scotia’s stunning south shore. Embrace the serene beauty with exclusive lake access, where you can paddleboard, canoe, or simply relax by the water. Soak in the rejuvenating hot tub, surrounded by nature’s embrace. This cozy with modern comfort, offering the perfect blend for a memorable escape. Whether you're seeking adventure or a restful retreat, Hidden Lake West invites you to relax and recharge in a breathtaking setting.

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, 147 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, 136 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
The tiny home features a modern design with a triangular roof, large glass windows, and wooden accents. A private hot tub is positioned on the deck, alongside a pair of Adirondack chairs. Surrounded by tall trees, the area offers a peaceful setting near Clearwater Lake.
Tiny home in Meteghan River
4.94 out of 5 average rating, 218 reviews

The Beach House (private hot tub and sauna)

We would like to share this piece of our paradise with you, located on a peaceful, crystal clear lake. Acres of land, a sandy beach hidden behind a well-groomed property sprinkled with beautiful tall trees disappearing into the Acadian forest. Includes: private hot tub and firepit, shared sauna, cold plunge, lake access, public wood fired hot tub (great for groups when booking one than more cabin) canoe, kayaks, paddle boards, pedal boat, sandy beach, floating mat and more.

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, 104 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
An aerial view showcases the cottage nestled among dense trees, with a clear path leading to a private waterfront. A firepit is visible by the lake's edge, surrounded by natural landscaping, offering a peaceful retreat in nature.
Cottage in Middleton
4.84 out of 5 average rating, 113 reviews

Waterfront Cottage on Lake with Hot Tub + Rec Room

Escape to the tranquility of nature with our spacious 2-bedroom cottage, perched on the edges of Waterloo Lake. Centrally located in the heart of Annapolis Valley; you are within driving distance to some of Nova Scotia's best destinations. With a 150-foot waterfront access you get to enjoy stunning sunrises and sunsets every day. The perfect retreat for families or groups of friends seeking a relaxing getaway, our cottage offers the ultimate in coziness and fun.

Top guest favourite
The spacious loft bedroom features angled wooden walls and beams, creating a warm, rustic atmosphere. Large windows provide natural light and showcase views of the sea. A comfortable chair sits beside the bed, with a colorful rug adding texture to the wooden floor.
Cabin in LaHave
4.97 out of 5 average rating, 425 reviews

Mid Century Aframe, Hot Tub, and Beach Access

The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. This vintage inspired Aframe sits on its own private lot with huge ocean views, beautiful private hot tub and luxury interior finishes. A note that the nights between now and May 9, 2025 are discounted because the sliding door is not in operation. It will be fixed after May 9.

Popular amenities for Annapolis holiday rentals