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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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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, 238 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
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, 309 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.

Top guest favourite
The cabin's exterior is framed by trees, illuminated by warm interior lights that reflect off large windows. A spacious wooden deck is visible, featuring two red chairs positioned towards the inviting entrance. The structure showcases a triangular gabled roof and a charming mix of wood siding.
Cabin in LaHave
4.97 out of 5 average rating, 882 reviews

East Coast charm, cabin and hot tub by the river

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. Come for a magical getaway. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!

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
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
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 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, 148 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
A spacious dining area features a long wooden table surrounded by white chairs, with large windows offering panoramic ocean views. Natural light fills the room, enhancing the clean lines and modern design. The serene outdoor landscape is visible through sliding glass doors.
Home in Port Medway
5 out of 5 average rating, 114 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, 178 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 modern villa is illuminated at night, featuring large glass windows that provide expansive views. The structure is set on a grassy slope, with outdoor seating and a grill visible on the patio, enhancing the outdoor living space.
Loft in Berwick
4.93 out of 5 average rating, 130 reviews

Bay of Fundy 1BR Loft

Panoramic views of the Fundy. (The cliffs of Fundy has been designated UNESCO Global Geopark site) Inside or out feel like your on the water. Everything has been designed to please the traveler. Easy access all year round, a romantic getaway, a writers retreat, storm watching enthusiasts or a friends long weekend.Harbour villa west will make you want to return for more.

Popular amenities for Annapolis holiday rentals