Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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Top guest favourite
Cottage in Canning
4.96 out of 5 average rating, 138 reviews

A-Frame by the Bay

Slow down and soak up the beauty of the Bay of Fundy at this oceanfront A-frame in Scots Bay. Just steps from the shore and a 5-minute walk to the Cape Split trailhead, it’s perfect for hiking, paddling, and relaxing by the water. Sleeps up to 5 with cozy, coastal charm. Enjoy beach fires, dramatic tides, and local gems like Saltair Nordic Spa (25 mins), The Long Table Social Club, and award winning Valley wineries & breweries (20-40 mins). A peaceful place to reconnect with nature—and yourself.

Superhost
The living area features a gray sofa and an armchair, complemented by a wooden coffee table. A floor lamp provides soft lighting beside a window. The space is designed with a light color palette and has a fan mounted on the ceiling.
Home in Kingston
4.84 out of 5 average rating, 158 reviews

The Dog Pound

Visiting the Annapolis Valley? We have the perfect spot for you to rest after a day of exploring! We are centrally located with access to everything the valley has to offer. From the many local craft breweries, farms, wineries, gorgeous hiking trails, to CFB Greenwood’s Air Force Museum, there is SO much to experience! The Dog Pound is a 3 bedroom + den private home. Minimally designed to make you feel at ease at the end of your day. Onsite at Roofhound Brewing for a bonus dining experience!

Top guest favourite
A well-appointed bedroom features a spacious bed with striped bedding and accent pillows in rich colors. Soft bedside lamps provide warm lighting, while natural light enters through two windows framed by light curtains. A small nightstand complements the inviting atmosphere.
Guesthouse in Aylesford
4.98 out of 5 average rating, 173 reviews

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.

Superhost
Cottage in Waterville
4.86 out of 5 average rating, 109 reviews

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!

Guest favourite
A single-story gatehouse is framed by mature trees displaying vibrant autumn foliage. The exterior is white, complementing the warm colors of the leaves. A gravel pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Aylesford
4.97 out of 5 average rating, 209 reviews

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.

Guest favourite
A wooden deck features four Adirondack chairs in black and red, positioned facing the tranquil Bay of Fundy. Lush green grass surrounds the deck, leading to the shoreline, while the rocky coast and distant trees provide a serene backdrop under a cloudy sky.
Cottage in Berwick
4.89 out of 5 average rating, 168 reviews

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.

Top guest favourite
A serene lakefront scene captures vibrant autumn foliage reflecting on still waters. A wooden boardwalk leads to a small dock, surrounded by trees displaying shades of red, orange, and green, creating a peaceful natural setting.
Guest suite in Hubbards
4.96 out of 5 average rating, 287 reviews

Studio Apt at Cove Cottage Eco Oasis

Cove Cottage is a lakefront eco-retreat tucked into the woods, 45 mins from HRM. We vibe with nature. Walk the boardwalk, sit lakeside enjoying the views, feed the chickens, wander the gardens, go kayaking or swimming. We are scent free & all natural with 100% cotton bedding Your stay includes a DIY Breakfast bar: Pancakes, syrup, rolled oats & of course coffee and tea Studio Suite is an Apartment here in our main building, more detail ⬇ TT, IG & FB: covecottageecooasis

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.

Top guest favourite
The exterior of a blue home is highlighted by a wooden deck with railing, providing outdoor seating space. Large windows allow natural light to fill the interior. Grass surrounds the property, and trees are visible in the background against a clear blue sky.
Apartment in Kentville
4.93 out of 5 average rating, 152 reviews

Casa Young I - Kentville Suite

Casa Young is a fully-furnished, accessible, upper-level suite located in the Town of Kentville, only steps away from the Valley Regional Hospital. The private driveway provides ample parking and access to one of the two private entrances, including a wheelchair ramp. The home is located within walking distance to the Harvest Moon trail, bike paths, sports arena, tennis courts, swimming pool with splash pad, playgrounds, and also many nearby restaurants, cafes, and pubs.

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, 113 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
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
4.93 out of 5 average rating, 269 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 cozy living space is presented with a spacious bed and a comfortable seating area. A small dining table is set for two, adorned with decorative plates. Natural light fills the area through a window, illuminating the modern kitchenette and accent decor.
Guest suite in North Alton
4.98 out of 5 average rating, 220 reviews

The Loft

Welcome to The Loft! This is a private second floor unit. The Loft is available year around. We are located on a beautiful golf course with beautiful views. We offer private independant living with your own private entrance. Unit does not have a stove it does have lots of kitchen gadgets to make almost any meal. There are no added cleaning fees. Close to hospital,Kentville,Coldbrook and New Minas. Minutes off of the 101 exit 13.Clean, modern and safe units.

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