Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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Top guest favorite
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
4.82 out of 5 average rating, 223 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.

Guest favorite
The rustic kitchen features a wood cookstove surrounded by stone walls, complementing locally sourced timber cabinetry. A dining table with chairs sits next to large windows, allowing natural light to illuminate the space. Open shelves display various kitchen essentials, enhancing functionality.
Cabin in Hampton
4.93 out of 5 average rating, 110 reviews

Ironwood Cottage

At the top of the North Mountain, this off grid tiny home features locally milled timber and stone construction, wood cookstove and panoramic sunset views over the Bay of Fundy. Soak in the tranquil sights and sounds from this cozy mountain perch. Located in a dark-sky preserve, star gazing is second to none. 140 acres of private forest, brookside sauna, and Snow Lake are yours to explore. Local hiking trails, waterfalls, lakes, Valleyview Provincial Park, Hampton Beach and lighthouse nearby.

Superhost
An inviting guest suite features a spacious bed with a soft blue patterned comforter. A television is positioned opposite the bed, and a chair is placed nearby. Natural light filters in through light curtains, illuminating the warm wooden flooring.
Loft in Kentville
4.83 out of 5 average rating, 365 reviews

Winemakers Inn, Newly renovated guest suite.

We are offering a upstairs guest suite in our home in the beautiful Annapolis Valley. We live in a quiet neighborhood minutes from Kentville ,New Minas ,Wolville. We have a pool and deck with a BBQ in season that we will share. We are close to popular hiking / snowshoeing trails ,wineries and shopping. We are within walking distance of Valley Regional Hospital .We are not set up for long term living. Any questions message me. Enjoy your stay. Our cats name is peanut she is out side a lot

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
4.86 out of 5 average rating, 129 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 favorite
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
4.97 out of 5 average rating, 152 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.

Top guest favorite
A spacious bedroom features two double beds with patchwork quilts in soft colors. A wall-mounted electric fireplace adds warmth, complemented by a tall lamp providing soft lighting. Natural wood accents create a cozy ambiance, while a large television is mounted on the wall.
Apartment in Kentville
4.94 out of 5 average rating, 382 reviews

New Upgrade The Rustic Oasis (Coldbrook/Kentville)

UPGRADED/BIGGER SPACE located in the Annapolis Valley. This flat is a beautiful escape whether it be business or pleasure it has all the needs of home.Sleeps 6 quests with 2 double beds and a fold down comfy futon.Electric fire place.Full kitchen, coffee, bbq, patio, washer & dryer. (see full amenities). Digital cable, Smart TVs, Wifi and Netflix provided.Mins away from the #1 Hwy, and the #101 Hwy to all towns, and tourism needs.5 min drive to the hospital for personal or professional stay.

Top guest favorite
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
4.99 out of 5 average rating, 203 reviews

The Loft

Welcome to The Loft! This is a private second floor unit.This unit is available year around.We are located on a beautiful golf course with beautiful views. The short term rentals are a independant business and a separate business from the golf course. We offer private independant living with your own private entrance.We do not have a stove in the kitchenette but have lots of kitchen gadgets to make almost any meal. Close to Kentville,Coldbrook and New Minas. Minutes off of the 101 exit 13.

Guest favorite
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, 195 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.

Top guest favorite
A single-story bungalow is presented with a light exterior and a blue metal roof. A wooden deck, featuring a small table and an umbrella, extends from the entrance. Surrounding greenery contributes to the peaceful atmosphere of the property.
Home in Wilmot
4.92 out of 5 average rating, 136 reviews

Cozy 1BR Home | Furnished | All-Inclusive Monthly

Monthly Rental – 28day Minimum Ideal for professionals or relocations. Kick back and relax in this calm and stylish 500 sq ft Bungalow situated in the heart of the Annapolis Valley. 1-acre lot, surrounded by greenery and forest, provides privacy. Enjoy your walks or sip your morning coffee on the large Deck. Renovated home, elegant furnishings, high-end accessories & equipment. Fast Internet, all utilities included. Minutes to amenities, highway & the famous Bay of Fundy.

Guest favorite
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, 140 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 favorite
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, 209 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.

Guest favorite
A bright living area features a black leather sofa adorned with decorative pillows. A modern coffee table sits in front, with a vase of vibrant flowers as a centerpiece. A decorative shelving unit stands against the wall, and ample natural light flows in through large windows.
Apartment in Port Williams
4.96 out of 5 average rating, 418 reviews

Port Williams 2 Bed Beautiful Bright Wolfville A/C

Located in the heart of beautiful Port Williams, this bright, newly-renovated private unit offers plenty of space and natural light. This modern, stylish two-bedroom unit is (less than a two minute walk!) to outstanding local pubs and restaurants such as The Noodle Guy, The Port Pub & Bistro, The Port Taproom and Bay of Fundy Brewing. The location is a quick five minute drive to Wolfville with easy access to the 101 highway.

Popular amenities for Greenwood vacation rentals

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  2. Canada
  3. Nova Scotia
  4. Kings County
  5. Greenwood