Holiday rentals in Greenwood

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!

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.

Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath

- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.

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.

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.

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.

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!

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

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.

Hot Tub 2 Bed House NEW Kentville A/C Valley Views

Welcome to “The Twelve" a luxury 2 bedroom home with sensational views privately set in the Annapolis Valley. Located just 15 minutes from Wolfville, it’s a perfect spot to explore the many wineries and craft breweries nestled across the valley. Be greeted by the bright and open layout, modern kitchen and sweeping views. Enjoy your favourite wine in your hot tub and embrace the breathtaking sunrises and sunsets from the private deck.

Whispering Oaks Studio

** studio is strictly for non smokers/non vapers** 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.

Vineyard Vacation Rental

Unique and modern vacation rental with breathtaking views of the Annapolis Valley. The barn is nestled in a working vineyard and home to Beausoleil Farmstead, a boutique winery and cidery. In close proximity to local amenities, guests have easy access to a great experience. Take a walk through the vineyards, visit the boutique, and engage with the hosts to learn more about viticulture as well as wine and cider making.