Vacation rentals in Middleton

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.

Paradise Coach House/Maisonette à Paradise

This stylish unit in the quaint village of Paradise is the perfect pied-à-terre to explore all the wonders of the Annapolis Valley, in Nova Scotia. Whether you are a nature photographer, sports buff, gardening enthousiast or History geek this centrally-located flat will get you anywhere in the region within minutes. This space is ideal for two. There is a queen size bed. if traveling with a child or if you would prefer not to sleep in the same bed, there is a chair that unfolds to become a bed.

Serene lakefront living. Two bedroom cottage.

Relax with the whole family at this peaceful paradise on Trout Lake, New Albany, NS. Enjoy magical sunsets from the large lakeside patio, comfortably furnished screen room or firepit. Take in the scenery via kayaks, paddle boat or bicycles. A quick float or a short walk with water shoes will take you to a swimming area with a floating dock complete with cup holders & reclining seats. BBQ & full kitchen on site. WiFi, Sat TV, & outside/inside games provided for your entertainment.

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.

Peaceful Central Valley home w/ CalmGardens&wifi

Thinking about visiting Middleton? I have a 3-bedroom house that will be perfect for your stay. This peaceful rental comes with amenities such as Wi-Fi and free coffee and tea. If you want to go to restaurants, shops, and cafes, we're within walking distance. In the heart of the fabulous Annapolis Valley. It will enchant you with its unique charm. Shop the local fruit markets, antique shops, and craft stores. Golf nearby. A Short drive to the wineries and the Bay of Fundy.

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.

The Farm at Outram

Enjoy a quiet farm setting with panoramic views of the Bay of Fundy. This newly-renovated home is situated on 35 acres and offers a massive dining room (seats 12), fully-equipped gourmet kitchen, and all the modern amenities (cable, wi-fi, stereo system). Follow a groomed trail down rolling hills to experience cliff-side views of the Bay. Enjoy cocktails by the pond or fireside. Easy access to Middleton, Port George, and Port Lorne. Minutes from Highway 101.

Waterfront Cottage on Lake w/ Hot Tub + Game 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.

Bay of Fundy Escape w/ Hot Tub & Ocean Views

Unwind at a rustic log chalet perched above the Bay of Fundy, where the world’s highest tides rise and fall just beyond your window. Perfect for families or couples, this peaceful escape sleeps up to 8 and offers stunning ocean views, a private hot tub under the stars, and easy access to wine tours, fruit picking, and tidal beach adventures.

Bramble Lane Farm & Cottage

Enjoy wonderful views of trees and rolling fields from the deck of this beautifully renovated 100+ year old, post-and-beam constructed barn. Two open loft sleeping areas, two bathrooms, full kitchen, all linens and towels provided. Outdoor hot tub, barb-b-q, and ping pong table. Spacious yet cozy, comfortable, private and quiet.

Ironwood cottage

At the top of the North Mountain, this off grid cabin 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, perfect for star gazing.