Holiday houses in Town of Middleton

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.

Elegant home away from home - Valley View

Away from it all and under the stars. This modern unit offers a relaxing, quiet experience. Conveniently located just off Hwy 101, close to amenities and the famous Bay of Fundy (highest tides in the world). Enjoy your own semi-private space in our backyard with a stunning view of the valley. See the sunrise while sipping your coffee, splash in the pool on hot days and have your BBQ at the picnic table. Look at the stars while the firepit keeps you cozy or snuggle up inside on those rainy days.

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.

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.

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.

Waterfront Cottage on Lake with Hot Tub + Rec Room

Escape to the tranquility of nature with our spacious 2-bedroom cottage, perched on the edges of Waterloo Lake. Centrally located in the heart of Annapolis Valley; you are within driving distance to some of Nova Scotia's best destinations. With a 150-foot waterfront access you get to enjoy stunning sunrises and sunsets every day. The perfect retreat for families or groups of friends seeking a relaxing getaway, our cottage offers the ultimate in coziness and fun.

The Edge

Welcome to the Edge! Standing right atop a majestic cliff, the Edge will have you experience the most stunning panoramic views of the Bay of Fundy. Beautiful ocean views will greet you wherever you are. Sitting at your dinning counter or in the comfort of the living room, taking a soothing shower or jumping in your wood-fired hot tub, enjoying a bone fire or retreating to the loft for the night... Ocean views everywhere!

Lakefront Boler Trailer

Sleeps 2 only! This 13 foot 1974 Boler has been completely redone. Parked lakeside on the beautiful Zwickers Lake, just steps from the beach, the Boler is outfitted in with a dock and outdoor kitchen (BBQ, camp stove and propane). Bedding is not provided. A communal flush toilet bathroom is just 100 feet away. Firewood is available for purchase for $8 a bin. Come enjoy the spectacular sunsets!