Holiday rentals in Greenwood

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Top-rated holiday rentals in Greenwood

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Guest favourite

Home in Kingston

4.95 out of 5 average rating, 38 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!

29 May – 5 Jun

₹10,283 per night

Guest favourite

Guest suite in Middleton

4.97 out of 5 average rating, 118 reviews

Cozy 3 Bedroom Annapolis Valley Hideaway

Experience comfort and relaxation in our spacious three-bedroom suite, nestled in the heart of the Annapolis Valley. Located in a quiet rural area, our renovated century farmhouse offers a peaceful retreat for your stay, and is an ideal base for exploring the beauty of Nova Scotia. Located within 5 minutes of Middleton, and within 20 minutes of Greenwood, Margaretsville, Cottage Cove, Lawrencetown, and Bridgetown. Annapolis Royal, Digby, Kejimkujik, Kentville, and Wolfville are within an hour.

23 Feb – 2 Mar

₹8,035 per night

Guest favourite

Guest house in Aylesford

4.96 out of 5 average rating, 95 reviews

Mid Valley Suite

This new 2 bedroom guesthouse, centrally located in the beautiful Annapolis Valley, is 5 minutes from the famous Oaklawn Farm Zoo; Berwick, Apple Capital of NS, is 8 minutes from us; Greenwood Air Force Base is 15 minutes away. Explore the Valley from end to end -- Wolfville, home of Acadia University and vineyards is a half hour away, while at the other end of the Valley is Annapolis Royal, the first European settlement in North America. Peggy's Cove, Lunenburg, Digby are all an easy drive.

23–30 Nov

₹9,055 per night

Guest favourite

Cottage in Morden

4.97 out of 5 average rating, 150 reviews

Cozy Cottage in Quaint Village with Coastal Views

Steps from the Bay, tucked down a private lane in the quaint village of Morden, this cozy 1 bed cottage is the perfect coastal retreat. Newly renovated, it has everything you'll need for your stay. Sit by the wood burning stove and enjoy views of the nearby cliffs, or sunset views of the Bay from the dining area. Small but full kitchen, and a brand new four piece bath, including a soaker tub and outdoor shower off the bedroom. Private yard with outdoor seating to enjoy views. @grovecottage_ns

19–26 Jun

₹8,111 per night

Guest favourite

Home in Aylesford

4.98 out of 5 average rating, 162 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.

23–30 Sep

₹7,669 per night

Guest favourite

Cottage in Centreville

4.97 out of 5 average rating, 147 reviews

Eagle's Bluff - Seaside Cottage in Halls Harbour

"Eagle's Bluff" is a cozy & charming cottage tucked away above the rocky shores of the Bay of Fundy a stone's throw from beautiful Halls Harbour--home of the world's highest tides! You can completely disconnect and enjoy a relaxing getaway on this private property with walking trails throughout or enjoy Netflix on the available Wifi. We offer a perfect home base for your Annapolis Valley adventures--wineries, Wolfville, Cape Split, Grand Pre, Blomidon--and we'd be thrilled to host you!

12–19 May

₹11,895 per night

Superhost

Home in Kingston

5.0 out of 5 average rating, 3 reviews

Home Away From Home in Kingston, NS

Welcome to Kingston, Nova Scotia! This charming residence comfortably sleeps six. Conveniently located near the military base, hockey rink, schools, and groceries, this spot is a perfect hub for various activities. The proximity to a craft brewery and cafe adds to the local charm. Easily accessible right off the highway, it’s a breeze to reach your destinations. For added convenience, laundry facilities are available, ensuring a seamless and enjoyable stay for you and your guests.

15–22 Sep

₹14,026 per night

Guest favourite

Flat in Mahone Bay

4.97 out of 5 average rating, 104 reviews

Mahone Bay Ocean Retreat

Your private ocean getaway! Beach access, keyless self check-in. Completely private on the South Shore. Cathedral ceilings. Four seasons private spa with hot tub, full spectrum infrared sauna, indoor & outdoor rainfall showers, and indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove. King size bed with premium linens. Licensed esthetician bookings available. A calm, luxurious space flooded with natural light and epic ocean views.

4–11 Jun

₹31,146 per night

Guest favourite

Guest house in Kingston

4.98 out of 5 average rating, 56 reviews

Whispering Oaks Studio

Welcome to our cozy modern studio nestled in the heart of the Annapolis Valley, the perfect location to set up camp and explore all the Valley has to offer. Greenwood, the home of 14 Wing and the Military Aviation Museum a short drive away, 10 mins to Margaretsville, 45 mins the the quaint town of Wolfville. 60 mins to Digby with its scallops and whale watching. 90mins to Halifax - and should you want to visit the south shore - Lunenberg is at the end of a scenic 75 min drive.

2–9 Nov

₹5,893 per night

Guest favourite

Home in Wilmot

4.9 out of 5 average rating, 106 reviews

Elegant home away from home in a country setting.

Kick back and relax in this calm and stylish space. This 500 sq ft 1- bedroom bungalow is situated in Wilmot, NS a small community in the middle of the Annapolis Valley. The 1-acre lot & the surrounding area feature privacy with lots of greens and forest to enjoy your walks or just sit back on the big patio and relax. The renovated home offers elegant furnishing and high-end accessories & equipment. Only minutes to all amenities, highway & the famous "Bay of Fundy".

7–14 Aug

₹8,110 per night

Guest favourite

Cottage in Margaretsville

5.0 out of 5 average rating, 22 reviews

Saddle Bay Cottage - Panoramic Ocean View!

Slow down and escape with sunrises, sunsets, and the highest tides in the world. Saddle Bay Cottage has an ocean view from every window and overlooks the Bay of Fundy, Margaretsville wharf, and lighthouse. Explore waterfalls, tide pools and the marine life all within sight. The cottage has served this community for nearly 100 years as a fishing shack, ice cream parlour and restaurant before becoming the cozy 2 bedroom family cottage it is today.

14–21 Dec

₹12,764 per night

Guest favourite

Barn in Smiths Cove

4.99 out of 5 average rating, 333 reviews

The Barn at Lazy Bear Brewing

Stay at Lazy Bear Brewing. We have a unique retreat waiting for you above our brewery. A one-bedroom, newly renovated apartment with a private deck to enjoy the sunset over the Digby Gut. You may even enjoy it with our Gut View Amber Ale! We're located in the quiet village of Smith's Cove, a short walk to a sandy beach, and five minutes to shopping, entertainment and restaurants in Digby. Complimentary growler of beer upon arrival (must be 19)

23–30 Dec

₹12,839 per night