Vacation rentals in Greenwood

Mid Valley Suite

This is a 2 bedroom 1.5 bath guesthouse, centrally located in the beautiful Annapolis Valley. Greenwood Air Force Base is 15 minutes away. Wolfville and its vineyards are 30 minutes away. At the other end of the Valley is Annapolis Royal, the first European settlement in North America. Peggy's Cove, Lunenburg, Digby, and Yarmouth are an easy drive. Please note: we are semi-rural, with a restaurant and convenience store close by. Groceries and a liquor store are in Berwick, 10 km to the east.

Elegant home away from home - Valley View

Away from it all and under the stars. This modern unit offers a relaxing, quiet experience. Conveniently located just off Hwy 101, close to amenities and the famous Bay of Fundy (highest tides in the world). Enjoy your own semi-private space in our backyard with a stunning view of the valley. See the sunrise while sipping your coffee, splash in the pool on hot days and have your BBQ at the picnic table. Look at the stars while the firepit keeps you cozy or snuggle up inside on those rainy days.

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.

Fern-Gran Fundy Cottage on the Bay of Fundy

This cottage, with spectacular views of the Bay of Fundy and the most breathtaking sunsets, was fully renovated in 2021. The cottage has 2 bedrooms, an open living/kitchen area and a full bath. Large deck with BBQ, table and chairs. Beach access is only a few minutes walk away where you can walk for hours or sit and watch the highest tides in the world or if you prefer to be inside, a smart tv is ready for your streaming accounts. Wineries, historic sites & amazing hike locations are close by.

Nova Scotia A-Frame with Hot Tub

Welcome to the Nova Scotia A-Frame! This striking cottage is located in Aylesford Lake, Annapolis Valley. Over 3 years, the a-frame has been developed with immense passion and a keen eye for detail. Exuding relaxing vibes, the organic neutral tones inside allow you to fully absorb the natural surroundings. Enjoy a morning soak in the cedar hot tub followed by yoga on the top deck. Fine dining at a nearby vineyard, then a glass of wine by the wood stove. You've just found your next getaway!

The Gatehouse at Maple Brook

For business or pleasure, enjoy your stay in our spacious, bright one bedroom gatehouse. With all the conveniences of home, the central location allows you to explore the richness of the Annapolis Valley. The property is surrounded by mature trees and developing landscaping. Fully equipped for short or long stays with washer/dryer, dishwasher, queen bed, full living and dining areas. Kitchen has Keurig, microwave and full stove and fridge. On Highway 1 and close to exit for Highway 101.

Serene lakefront living. Two bedroom cottage.

Relax with the whole family at this peaceful paradise on Trout Lake, New Albany, NS. Enjoy magical sunsets from the large lakeside patio, comfortably furnished screen room or firepit. Take in the scenery via kayaks, paddle boat or bicycles. A quick float or a short walk with water shoes will take you to a swimming area with a floating dock complete with cup holders & reclining seats. BBQ & full kitchen on site. WiFi, Sat TV, & outside/inside games provided for your entertainment.

Seaside Escape - Wake to Waves & Panoramic Views

Relax and recharge at The Shore, our cozy coastal retreat nestled along the dramatic Bay of Fundy shoreline. Just 40 minutes from the picturesque vineyards of Wolfville and 90 minutes from Halifax. Wake up to the sound of waves, stroll along the beach where the world's highest tides shape the rugged coast, and marvel at breath taking sunsets from your spacious private deck. At night, unwind under a canopy of stars in one of the most peaceful settings you’ll ever experience.

Peaceful Central Valley home w/ CalmGardens&wifi

Thinking about visiting Middleton? I have a 3-bedroom house that will be perfect for your stay. This peaceful rental comes with amenities such as Wi-Fi and free coffee and tea. If you want to go to restaurants, shops, and cafes, we're within walking distance. In the heart of the fabulous Annapolis Valley. It will enchant you with its unique charm. Shop the local fruit markets, antique shops, and craft stores. Golf nearby. A Short drive to the wineries and the Bay of Fundy.

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.

The Cedars - Custom Log Home with Hot Tub

Ready to escape from the hustle and bustle of daily life and immerse yourself in the beauty of nature? The Cedars is a cozy, one level, 3-bed 2-bath custom built log home, nestled on 47-acres of woodland in Harbourville. We offer a fully equipped house which is dog friendly and has a 40x10 covered porch, an outdoor firepit and a six-person hot tub. Close to all Berwick, Wolfville and all Annapolis Valley has to offer. Come join us to Rest, Relax and Recharge!

Storybook Craftsman Cottage - Annapolis Valley

Charming 3-bedroom, 2-bath Craftsman-style retreat in Aylesford, Nova Scotia. Set amid beautiful, established gardens, this home blends warmth, character, and timeless charm. A screened back porch offers the perfect place to relax and enjoy the peaceful surroundings year-round. Filled with natural light and inviting living spaces, it captures a storybook feel reminiscent of rural Nova Scotia living. A true retreat full of charm, comfort, and quiet beauty.