Holiday rentals in Greenwood

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Top-rated holiday rentals in Greenwood

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Guest favourite
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
4.81 out of 5 average rating, 231 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 favourite
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
4.84 out of 5 average rating, 377 reviews

Winemakers Inn

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
4.84 out of 5 average rating, 139 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.
Guest house in Aylesford
4.97 out of 5 average rating, 159 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 favourite
A modern open-plan living space is featured, showcasing a stylish kitchen with stainless steel appliances and a central island with seating. A comfortable seating area includes a dark sofa and two minimalist chairs. Natural light enters through the window, complementing the warm wood flooring.
Loft in Wolfville
4.99 out of 5 average rating, 246 reviews

Stylish & modern 1 bed apt. Great location.

A modern designed, newly built apartment in a fantastic location that is a few minutes walk to everything in Wolfville. The 1 bedroom apartment consists of a queen size bed, a full kitchen and bath, seating for 4 in the living area, a dining table, bar seating, and a small outdoor patio space. The apartment is fully detached from our house and above the garage. There is a smart TV and WiFi as well as Air Conditioning and on site parking for one vehicle. This is a pet and smoke free apartment.

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
4.99 out of 5 average rating, 211 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 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, 200 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 favourite
The exterior of a cottage is surrounded by lush greenery and features a circular swimming pool. Colorful flowers and shrubbery line the walkway, leading to wooden lounge chairs and a shaded umbrella. A fire pit area is visible, inviting outdoor gatherings.
Tiny home in Nova Scotia
4.97 out of 5 average rating, 241 reviews

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

Top guest favourite
An open living area features wooden beams above, enhancing the spacious feel. Grey chairs surround a light wood table, with a white writing desk positioned nearby. Stainless steel appliances are visible in the kitchen, and large windows allow natural light to fill the space.
Home in Greenfield
4.99 out of 5 average rating, 155 reviews

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.

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, 141 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
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, 224 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 favourite
An aerial view showcases the cottage nestled among dense trees, with a clear path leading to a private waterfront. A firepit is visible by the lake's edge, surrounded by natural landscaping, offering a peaceful retreat in nature.
Cottage in Middleton
4.84 out of 5 average rating, 115 reviews

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.

Popular amenities for Greenwood holiday rentals

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