
Holiday rentals in Annapolis
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Top-rated holiday rentals in Annapolis
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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.

The Beach House
No cleaning fees. The Beach House is less than 15 min. from Digby & The Pines Golf Course. It is the perfect base for your whale watching trip, exploring Annapolis, Kejimkujik, Bear River or Digby Neck, but make sure you leave time to relax on the deck. Watch the fishing boats come and go, you may even see whales. Comb our rocky, cobblestone shoreline for sea glass or that special rock. Swim our cold, clear water if you dare! Digby is a fishing port so there is always lots to see there too.

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.

The Bear’s Den treehouse lodging.
Nestled in the woods, accessible year round. Very private & quiet. No hunting on this property but enjoy great fishing. Pizza & burger take-out just 10 min away. Lots of water close by for kayaking/canoeing. ATV trails just a few km away. Firewood supplied. Please bring your own drinking / wash water. Pets welcome, but Not on the furniture unless you’ve brought a cover. Never leave pets unattended. No running water. Outhouse/toilet facility. Bring your own disposable propane tank if BBQ’ing.

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.

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

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.

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.

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.

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.

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.

Unique Lighthouse Cottage with Incredible Views
Perched on a hillside overlooking the Bay of Fundy, this lighthouse-shaped cottage offers a cozy one-bedroom retreat that captures the spirit of coastal living. The top-floor living room is the highlight, with panoramic windows showcasing stunning ocean views and the nearby sea caves. From this elevated space, guests can relax and take in the ever-changing seascape. A short walk down the hill leads directly to the beach.
Popular amenities for Annapolis holiday rentals
Other great holiday rentals in Annapolis

Sacred Stays Suite HOT TUB Private Luxury Church

Tanglewood Cabin

Riverview home

The Beach House- Nordic Spa

Ultra Private Oceanfront Cottage with Sunset Views

The Sea Shanty

Beautiful 1 Bedroom apartment on the Bay of Fundy

Longview: Million Dollar Bay Views
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