Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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Guest favorite

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

4.91 out of 5 average rating, 122 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, 148 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 deck is visible, featuring a hot tub and comfortable seating arrangements. The area is designed for relaxation and entertainment, bordered by a glass railing that offers unobstructed views of the tranquil water and surrounding landscape.

Bungalow in Lunenburg

5 out of 5 average rating, 102 reviews

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.

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, 378 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

4.98 out of 5 average rating, 194 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.

Top 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

4.98 out of 5 average rating, 192 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 favorite

A brown cottage with a red metal roof is positioned on a grassy lot overlooking the ocean. A staircase leads to a porch, and a picnic table is visible in the foreground, offering a spot for outdoor relaxation.

Cottage in Aylesford

4.91 out of 5 average rating, 102 reviews

Bay of Fundy cottage

Seated high on the North Mountain above the Bay of Fundy, this cottage offers open concept living/dining area with high ceiling, ocean views, and a beautiful porch for relaxing on a spacious lot with a fire pit for enjoying the outdoors. We are located in the beautiful Annapolis Valley only a short drive from the Town of Berwick. **Please note if bringing pets, that must be disclosed and approved before your arrival. There will be a pet cleaning fee for having pets on the property.

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, 132 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 charming white cottage is set amidst lush greenery, featuring a landscaped front yard. A wooden front deck is complemented by two blue chairs, while vibrant foliage from a nearby bush adds a pop of color to the serene exterior.

Home in Kentville

4.95 out of 5 average rating, 260 reviews

Kentville Hilltop Hideaway

Hilltop Hideaway is a fully furnished home tucked away on a hill within the Town of Kentville. There is a private outdoor living space with outdoor dining and ample parking in the circular driveway. Located just across the street from the Harvest Moon hiking trail, bike paths, sports arena, tennis courts, swimming pool with splash pad, and playgrounds. The home is directly across from a local public school and minutes away from NSCC and Valley Regional Hospital.

Guest favorite

A hot tub is situated on a wooden deck, with steam rising gently from the water. The background features a serene view of rolling hills under a colorful sunset, creating a peaceful setting for relaxation.

Home in Kentville

4.98 out of 5 average rating, 326 reviews

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.

Guest favorite

A modern villa is illuminated at night, featuring large glass windows that provide expansive views. The structure is set on a grassy slope, with outdoor seating and a grill visible on the patio, enhancing the outdoor living space.

Loft in Berwick

4.93 out of 5 average rating, 121 reviews

Bay of Fundy 1BR Loft – Fresh Hot Tub for You

Panoramic views of the Fundy. (The cliffs of Fundy has been designated UNESCO Global Geopark site) Inside or out feel like your on the water. Everything has been designed to please the traveler. Easy access all year round, a romantic getaway, a writers retreat, storm watching enthusiasts or a friends long weekend.Harbour villa west will make you want to return for more.