Holiday rentals 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
4.8 out of 5 average rating, 242 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, 312 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
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
4.98 out of 5 average rating, 175 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
An aerial view showcases a serene cottage nestled among lush greenery, with trees lining the path leading to the property. The bay stretches in the background, offering a stunning view of the water and distant shores.
Cottage in Centreville
4.98 out of 5 average rating, 205 reviews

Eagle's Bluff - Seaside Cottage in Halls Harbour

"Eagle's Bluff" is a cozy & charming cottage tucked away above the rocky shores of the Bay of Fundy a stone's throw from beautiful Halls Harbour--home of the world's highest tides! You can completely disconnect and enjoy a relaxing getaway on this private property with walking trails throughout or enjoy Netflix on the available Wifi. We offer a perfect home base for your Annapolis Valley adventures--wineries, Wolfville, Cape Split, Grand Pre, Blomidon--and we'd be thrilled to host you!

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 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.

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, 247 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, 281 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
Home in Lunenburg
5 out of 5 average rating, 151 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
The exterior of the architecturally unique cottage is showcased in the twilight. The structure features large windows and a sleek design, elevated on supports. Surrounded by natural landscapes, two chairs are positioned on the deck, offering a space to enjoy the views.
Home in Terence Bay
4.89 out of 5 average rating, 249 reviews

Back Bay Cottage

Designed and built by architect Peter Braithwaite, the unique cottage design offers an exclusive and tranquil getaway. Accommodating up to 6 guests, this open concept, fully equipped cottage is ideal for couples, small families or outdoor enthusiasts any time of year. The airbnb is located 20 minutes outside of Halifax on six-acres with an outdoor fireplace, BBQ and stunning views that overlook Back Bay.

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, 179 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*

Popular amenities for Annapolis Valley holiday rentals