Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

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Guest favorite
The exterior of the tiny house is illuminated by warm light emanating from the glass doors, highlighting its inviting entrance. The surrounding natural environment is visible in the dusk, with hints of trees and greenery blending into the evening sky.
Tiny home in Annapolis Royal
4.81 out of 5 average rating, 248 reviews

Cozy Victorian Tiny Home in Tree Oasis

Only 6 mins from historical Annapolis Royal. Last minute/same day bookings always welcome. Once used for horse carriages, I converted this into a private, 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, beyond ballpark, perfect for cycling into town.

Top guest favorite
Cottage in Canning
4.96 out of 5 average rating, 138 reviews

A-Frame by the Bay

Slow down and soak up the beauty of the Bay of Fundy at this oceanfront A-frame in Scots Bay. Just steps from the shore and a 5-minute walk to the Cape Split trailhead, it’s perfect for hiking, paddling, and relaxing by the water. Sleeps up to 5 with cozy, coastal charm. Enjoy beach fires, dramatic tides, and local gems like Saltair Nordic Spa (25 mins), The Long Table Social Club, and award winning Valley wineries & breweries (20-40 mins). A peaceful place to reconnect with nature—and yourself.

Top guest favorite
A cozy seating area features an orange sofa adorned with soft cushions, complemented by a patterned accent table. Natural light pours in through large windows with checkered curtains, highlighting the textured rug on the concrete floor. Decorative plants add a touch of greenery.
Cabin in Mount Pleasant
4.98 out of 5 average rating, 179 reviews

Orig.Inns - Cozy Bunkie Hideaway with Hot Tub

Unwind and relax near the stunning beaches and charming cafés on the South Shore. Tucked away surrounded by trees, this cozy retreat offers all the comforts you need for a perfect getaway. Listen to a record, cook a delicious meal, snuggle up with a movie, soak in the hot tub, stargaze under the clear night sky, and listen to the peepers. Just a 5–10 minute drive away, you’ll find Crescent Beach, Rissers Beach, Ploughman’s Lunch Café, Osprey Nest Pub, and the Lahave Bakery. Follow us @Orig.Inns

Top guest favorite
A cottage is nestled beside a serene lake, surrounded by lush trees. The exterior showcases a modern design with a sloped roof and large windows. A private sandy beach is visible, providing direct access to the tranquil water, which reflects the blue sky and scattered clouds.
Cottage in Annapolis, Subd. D
4.96 out of 5 average rating, 114 reviews

Tall Pine Cove Cottage

Tall Pine Cove is a waterfront cottage on beautiful Grand Lake, Nova Scotia. Built in 2019, the cottage features a private beach and is perfect for swimming, fishing, exploring, and relaxing. Located on a private road, you’ll be sure to find peace and quiet here. Spring and fall are incredible times in the woods, with native flora, fauna and mushrooms along the quiet driveway. End your days by the propane fire pit and relaxing on the deck overlooking the lake taking in the dark sky preserve.

Top guest favorite
The cabin's exterior is framed by trees, illuminated by warm interior lights that reflect off large windows. A spacious wooden deck is visible, featuring two red chairs positioned towards the inviting entrance. The structure showcases a triangular gabled roof and a charming mix of wood siding.
Cabin in LaHave
4.97 out of 5 average rating, 908 reviews

East Coast charm, cabin and hot tub by the river

The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. Come for a magical getaway. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!

Guest favorite
The tiny home features a modern design with a triangular roof, large glass windows, and wooden accents. A private hot tub is positioned on the deck, alongside a pair of Adirondack chairs. Surrounded by tall trees, the area offers a peaceful setting near Clearwater Lake.
Tiny home in Meteghan River
4.94 out of 5 average rating, 270 reviews

The Beach House (private hot tub and sauna)

We would like to share this piece of our paradise with you, located on a peaceful, crystal clear lake. Acres of land, a sandy beach hidden behind a well-groomed property sprinkled with beautiful tall trees disappearing into the Acadian forest. Includes: private hot tub and firepit, shared sauna, cold plunge, lake access, public wood fired hot tub (great for groups when booking one than more cabin) canoe, kayaks, paddle boards, pedal boat, sandy beach, floating mat and more.

Top guest favorite
An A-frame cabin is showcased with a wooden deck that features vibrant yellow chairs. The cabin's large triangular windows reflect the natural surroundings, while trees frame the structure. A gentle path leads to the steps, emphasizing the peaceful lakefront setting.
Cabin in Barss Corner
5 out of 5 average rating, 100 reviews

Mallard on Church Lake Accessible Lakefront AFrame

The Mallard is an accessible A-Frame cabin in the woods just outside of the beautiful town of Lunenburg! Enjoy peace and quiet while being able to access all that the South Shore of Nova Scotia has to offer. An hour from Halifax, and less than 20 minutes to both Lunenburg and Bridgewater, this brand new cabin is perfectly situated to give you the best of all worlds. Lakefront living on a quiet lake, right off of a main road for easy access to shopping, dining, and tourism.

Guest favorite
A bright kitchenette features modern appliances, including a coffee maker, and is complemented by open shelving with glassware. An inviting seating area with a cozy chair sits beside a large window, offering expansive views of the ocean outside.
Dome in Rose Bay
4.87 out of 5 average rating, 132 reviews

Glamping Dome 3 DriftWood

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.

Top guest favorite
A quaint cottage made of light wood stands amidst a snowy landscape, featuring a bright yellow door and large windows. The structure is complemented by a sloped roof, surrounded by trees and open fields under a partly cloudy sky.
Farm stay in Clementsvale
4.98 out of 5 average rating, 113 reviews

The Owl's Nest Wilderness Cottage

Come experience farm life for yourself and stay at The Owl’s Nest Wilderness Cottage – our private, off grid retreat that boasts open pastures, wildlife and a warm Nova Scotia welcome! Tucked between Bear River, Annapolis Royal, and Kejimkujik National Park, Owl King Orchard is a 70 acre farm dotted with highland cattle, sheep, goats and winding forest trails. If you’re coming to unwind or to explore the local area, there is plenty of fun to be had all year ‘round.

Top guest favorite
Home in Kentville
4.98 out of 5 average rating, 429 reviews

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.

Guest favorite
A modern loft-style unit is shown at dusk, illuminated by large windows. A wooden deck extends outdoors, featuring two blue adirondack chairs. The surrounding grassy area is sparse, indicating recent landscaping. The structure showcases clean lines and a contemporary design against a cloudy evening sky.
Townhouse in Berwick
4.94 out of 5 average rating, 121 reviews

Bayfront 2-Bedroom

Modern 2 bedroom, 2 bathroom, loft style unit on a 4 acre lot with unbelievable views located on cliffs of the Bay of Fundy. (The cliffs of the Bay of Fundy has been designated a UNESCO Global Geopark site) Just a short few minutes away Harbourville beach, restaurant and fish market (open during fishing season). Berwick is 20 mins away and has all the amenities you may need. Vacation in style and enjoy your views of the highest tides in the world.

Top guest favorite
A breathtaking sunset is captured over St. Mary’s Bay, casting vibrant hues of orange, pink, and purple across the sky. Silhouettes of distant hills frame the bay, while soft reflections dance on the water's surface. Lights from nearby settlements twinkle softly along the shoreline.
Apartment in Digby
4.95 out of 5 average rating, 172 reviews

Oceanview Cottage

Located in beautiful Sandy Cove, your apartment in located on the lower floor of a log home overlooking St. Mary's Bay. Once you enter through your private entrance, you'll be greeted by 750 square feet of living area which includes your bedroom, private bathroom, kitchenette and living room. Located between the Bay of Fundy and St. Mary's Bay, Sandy Cove is approximately 25 minutes from Digby. Nova Scotia Accommodation Registry # STR2627B4334

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