Vacation rentals in Middleton

Cozy Victorian Tiny Home in Tree Oasis

Only 6 mins from historical Annapolis Royal. Last minute bookings always welcome. Off-season prices in effect. Once used for horse carriages, I converted this into a fully self-contained tiny house/guest suite. (It has a kitchenette; however it is not suitable for large scale, full course cooking.) Spectacular views of North mountain, nestled in the famed fertile Annapolis Valley. Peach tree growing region. Railway turned nature trail practically across the street, perfect for cycling into town.

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!

Halls Harbour BEACH HOUSE Cottage w/Hot Tub

This restored seaside guest cottage is an ideal getaway place for couples. Wake up to the sound of the ocean's waves, and enjoy the beautiful sunsets in the private hot tub overlooking the Bay of Fundy. Take the stairs to the beach to beachcomb for treasurers. Prepare your own meals or enjoy a meal next door at the Halls Harbour Lobster Pound Restaurant. A great place to use as home base while exploring the Annapolis Valley, hiking to Cape Split or visiting the many local breweries and wineries.

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.

Paradise Cove - Lakefront with Projector & Hot Tub

Come enjoy all Paradise Cove has to offer on Lake Torment. This bohemian inspired getaway is all about comfort and relaxation. This all season accommodation has equal amenities both in the summer and winter months. Soak in the hot tub while watching the sunset, or take the peddle boat or SUP boards out of the cove with a bottle of bubbly and enjoy the views from the water. On chilly nights, rock in the hammock chairs by the wood stove while listening to records. You can skate on the lake too!

Medford Beach house cottage

Welcome to the beautiful Medford Beach Cottage, this cottage is located on a corner lot with amazing views of the Minas Basin. This cottage is a 2 bedroom, open concept living, Dinning and kitchen, 1.5 bath, tub in master bedroom which is placed under the window for a beautiful view while taking a relaxing bath! Access to the beach just steps away and the most incredible sunrise await you!! Enjoy your morning coffee on the deck while watching the tide come in and go out before your eyes!

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.

Glamping Dome 2 StarGazer

Welcome to Board & Batten in beautiful Rose Bay, Nova Scotia. Sitting on a cliff overlooking the ocean, this breathtaking property is home to four, individually rented, geodesic glamping domes and two premium cottages (coming soon). Each identical dome offers a breathtaking view of the ocean and the night sky, as well as everything you’ll need for a luxury stay (this isn’t camping, it's glamping!). The domes and cottages are set nicely apart to allow a feel of privacy.

Romantic getaway with a view double jacuzzi tub.

Take it easy at this unique and tranquil getaway. View The Annapolis Valley in the 40ft. sunroom or enjoy the changing tides of the Minas Basin. Relax in the 2 person jet tub after a hike to Cape Split or near by beaches Snuggle in front of the fireplace for a romantic evening. A seasonal restaurant and Look Off Park is located just a short walk away or if you prefer to cook we have a few small cooking appliances. Microwave, Hotplate oven, BBQ everything you need.

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.

Fundy Retreat

Private 'half' of a very old farmhouse overlooking the Bay of Fundy. Ideal as a quiet getaway surrounded by natural beauty. (Host lives in the other half.) This is a rural location with no street lights or urban infrastructure. Instead there are eagles, high tides, dark skies at night and quiet only broken by birds at dawn. All new interiors, well designed and keeping the character of the house. Important to know - the 2 bedrooms are adjoined.

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.