House holiday rentals in Annapolis Valley

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!

The Beach House

No cleaning fees. The Beach House is less than 15 min. from Digby & The Pines Golf Course. It is the perfect base for your whale watching trip, exploring Annapolis, Kejimkujik, Bear River or Digby Neck, but make sure you leave time to relax on the deck. Watch the fishing boats come and go, you may even see whales. Comb our rocky, cobblestone shoreline for sea glass or that special rock. Swim our cold, clear water if you dare! Digby is a fishing port so there is always lots to see there too.

New Guesthouse in the Heart of Wolfville

WELCOME to the Guesthouse @ 303! We welcome you to our new Guesthouse. Two bedrooms on the upper level with the kitchen, living and bathroom on the main level make it ideal for families. Air conditioning, brand new appliances including washer and dryer and a Roku TV. We love our furry friends so we are conditionally pet-friendly. You must request pre approval for your small breed pet then we will navigate together the additional cleaning fee at that time. No partying or smoking, please!

Oceanfront Guest House near Peggy's Cove

This 1680 sq ft guesthouse has its own private path to the oceanfront, a 2nd storey deck with panoramic views of Indian Harbour. It is situated 4 kms from Peggy's Cove, and is within an hour of Halifax and Lunenburg. The property is surrounded by trees, and the only sounds are from the waves and the wind. Hiking trails are located at Polly's Cove & Peggy's Cove, sandy beaches are just a 5-40 min drive, and Oceanstone Spa Resort is a 5 min walk. It is ideally suited for stays up to 3 weeks.

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.

Holiday House

Hello and welcome to the holiday house at Hummingbird Hill! Conveniently located between exits 21 and 22 off the 101 hwy, we are the ideal location for travelers looking to cross on the Digby ferry. This single level house has all the necessary amenities and is accessible to all. Our large property boasts gardens, fire pits, and yard games. The Rosette forestry trail is also open to all visitors of humming bird hill. We hope you will join us in our little piece of paradise.

Waters Edge Bay of Fundy St. Martins/West Quaco

Stunning 4 bedroom , 1 bathroom private home on sprawling 3 acre property with your own Bay of Fundy cliff side lookout. Just steps from incredible secluded Browns Beach , 2kms to picturesque West Quaco Lighthouse and only 4 to 5 kms to restaurants , shops , the harbor and the famous St. Martins Sea Caves. The House is newly furnished and decorated with modern decor and local artwork. Large kitchen and oversized deck makes this the perfect place for larger groups or families.

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.

Hot Tub Retreat | Valley Views | Near Kentville AC

Welcome to “The Twelve,” a luxury 2-bedroom retreat set privately in the Annapolis Valley, just 15 minutes from Wolfville. Perfectly located for exploring the region’s wineries and craft breweries, this stylish home offers a relaxing and elevated getaway. Step into a bright, open-concept space with a modern kitchen and peaceful valley views. Unwind in the private hot tub with your favourite wine, or take in beautiful sunrises and sunsets from the deck.

Tide & Vine | Vineyard Stay Near Wolfville | 3BR

Vineyard retreat in the heart of Gaspereau Valley, minutes to Wolfville. Perfect for wedding groups, wine tours, and relaxing Valley getaways. ✔ 3 bedrooms | 2.5 bathrooms ✔ Sleeps 6 comfortably ✔ 2 living rooms (perfect for groups) ✔ Full kitchen + island seating ✔ Private balcony + fire pit ✔ Laundry + strong Wi-Fi Whether you’re here for a vineyard tour, a wedding weekend, or a quiet Valley escape, this home gives you space, privacy, and location.

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath

Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

the Escape - A Private Oceanfront Getaway

The ESCAPE provides a private oceanfront retreat for you and your family or friends to enjoy. Modern newly built house on large private oceanfront lot. Enjoy the endless ocean views from the large oversized deck, relaxing hot tub, large lawn or oceanfront fire pit. Explore the rocky shoreline and beach areas from your front steps! This remarkable getaway is located less than 1.5hrs from Halifax and is a short drive off the highway.