Holiday houses in Annapolis Valley

Luxury Tiny Home Retreat w/ Hot Tub Near Chester

A Modern Shipping Container Retreat Tucked away in Chester NS walking distance from nine mile lake, this sleek and stylish tiny home offers big comfort in a compact space. Featuring a cozy interior, outdoor seating, and all the essentials for a peaceful getaway. Unplug, unwind and experience container living like never before. ☆ Brand New Shipping Container 320 sqft tucked away in Chester NS. Nordic spa, Ski Martock, golf ☆ Hot tub ☆ Fully equipped Kitchen, Tea and coffee ☆ Wifi ☆ Large TV

Location · Hot tub · Quiet

Driftwood dreams cottage

Within steps of the ocean and minutes from the picturesque hamlet of Halls Harbour, retreat to Bakers Bay Cottages to, gather, relax and explore. Boosting expansive panoramic ocean views, awake to the sound of the ocean, capturing the spectacular sunrise. Indulge in unlimited everchanging sunsets across the ocean skyline. Stunning and spacious, this new, modern 4 bed cottage offers open plan living/dining/entertaining. Perfect for friends and family to come together and create lasting memories.

Location · Family · Access

Halls Harbour BOAT HOUSE Cottage w/Hot Tub

This seaside heritage cabin is an ideal getaway place which has welcomed more than 1000 guests since 2017. Wake up to the sound of the ocean waves and enjoy beautiful sunsets while relaxing in the hot tub overlooking the Bay of Fundy. Take the steps to the beach and beachcomb for treasures. Prepare your own meals or enjoy a meal next door at the famous Lobster Pound Restaurant. Experience the Annapolis Valley, including visiting wineries, hiking Cape Split or watching the world's highest tides!

Location · Value · Walkability

Dragonfly cottage

Dragonfly cottage is located on the North Mountain in Annapolis County Nova Scotia. A cozy year round, timber framed cottage with both wood and gas stoves. The living room includes a double size pull out, with another queen bed in the loft upstairs. Bath features a large shower and compost toilet. Located at the homestead community of Snow Lake Keep, it has access to our lake, hiking trails, a sauna with plunge pool. We run an operating homestead with many gardens, chickens and goats.

Location · Quiet · View

Oceanfront Retreat | Waterfall, Sauna & Tide Views

Escape your hustle & bustle for a romantic journey designed specifically for couples. The Hideaway at Baxters Harbour is a tranquil haven truly like no other, directly in Baxters Harbour and on the 55’ oceanfront waterfall. This enchanting retreat is tailor-made to rekindle your connection with both nature and your partner, promising a unique, unforgettable experience. Promising solitude within reach of dining and wineries, local hikes, and evenings of sunsets, tides, and starry nights.

Value · Location · Nearby

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!

Family · Location · Nearby

Luxury Suite w/ Views | 5 mins to Wolfville

Relax in this stylish upper-level suite in the heart of Port Williams, featuring stunning views of the Annapolis Valley. Bright, newly renovated, and thoughtfully designed, this private space offers comfort and scenery just 5 minutes from Wolfville. This luxury 2-bedroom unit is less than a 2-minute walk to local favourites like The Noodle Guy, The Port Pub & Bistro, The Port Taproom, and Bay of Fundy Brewing — the perfect base for exploring the Valley’s wineries and craft breweries.

Family · Value · Amenities

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.

Family · Location · Amenities

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.

Location · Family · Check-in

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.

Value · Family · Condition

TideWater Suites 1 Bedroom

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.

Location · Value · Decor

Peaceful 2-Bedroom Coastal Cottage with Hot Tub

High above the ocean, this contemporary two-bedroom cottage provides sweeping coastal views, stunning sunsets, and a canopy of starry skies. Overlooking the entrance to Deep Cove, and out towards Chester, Nova Scotia, this secluded four-season cottage offers an idyllic escape, ideal for a romantic couple's getaway or a tranquil retreat from the everyday.

Value · Location · Amenities