Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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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, 101 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.

Top guest favorite

A cozy guest suite is showcased with a comfortable queen bed dressed in grey patterns. A small dining table with two chairs is positioned beside a stylish accent chair. Natural light filters in through double windows, enhancing the space's tranquil ambiance.

Guest suite in North Alton

4.98 out of 5 average rating, 277 reviews

Valley Gem

Welcome to The Gem!This is a private second floor unit.Sleeps 2.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 & New Minas. Minutes off of the 101 exit13.

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

4.9 out of 5 average rating, 124 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, 150 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, 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 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

The exterior of a blue home is highlighted by a wooden deck with railing, providing outdoor seating space. Large windows allow natural light to fill the interior. Grass surrounds the property, and trees are visible in the background against a clear blue sky.

Apartment in Kentville

4.92 out of 5 average rating, 112 reviews

Casa Young I - Kentville Suite

Casa Young is a fully-furnished, accessible, upper-level suite located in the Town of Kentville, only steps away from the Valley Regional Hospital. The private driveway provides ample parking and access to one of the two private entrances, including a wheelchair ramp. The home is located within walking distance to the Harvest Moon trail, bike paths, sports arena, tennis courts, swimming pool with splash pad, playgrounds, and also many nearby restaurants, cafes, and pubs.

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, 262 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, 332 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.