Holiday rentals in Diligent River

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Top-rated holiday rentals in Diligent River

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Top guest favourite

An A-frame cottage is displayed against a clear blue sky, with a well-maintained lawn and a view of the ocean in the background. Two adirondack chairs and a picnic table are positioned on the patio, surrounded by greenery and a few shrubs.

Cottage in Canning

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.

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4.96 out of 5 average rating, 165 reviews

Top guest favourite

The modern cottage is set against a colorful sunset backdrop, showcasing its sleek black exterior and large windows. A small entrance area with steps leads to the door, while the expansive lawn stretches toward the ocean, providing a serene coastal view.

Cottage in Halls Harbour

Driftwood dreams cottage

Within steps of the ocean and minutes from the picturesque hamlet of Halls Harbour, retreat to Bakers Bay Cottages to, gather, relax and explore. Boosting expansive panoramic ocean views, awake to the sound of the ocean, capturing the spectacular sunrise. Indulge in unlimited everchanging sunsets across the ocean skyline. Stunning and spacious, this new, modern 4 bed cottage offers open plan living/dining/entertaining. Perfect for friends and family to come together and create lasting memories.

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 121 reviews

Top guest favourite

A restored cabin features a private hot tub on the deck, surrounded by greenery. Soft evening lights illuminate the exterior, highlighting the weathered wood and shingles. Nearby, colorful houses add a charming backdrop, with the setting sun casting a gentle glow over the scene.

Guest house in Centreville

Halls Harbour BOAT HOUSE Cottage w/Hot Tub

This seaside heritage cabin is an ideal getaway place which has welcomed more than 1000 guests since 2017. Wake up to the sound of the ocean waves and enjoy beautiful sunsets while relaxing in the hot tub overlooking the Bay of Fundy. Take the steps to the beach and beachcomb for treasures. Prepare your own meals or enjoy a meal next door at the famous Lobster Pound Restaurant. Experience the Annapolis Valley, including visiting wineries, hiking Cape Split or watching the world's highest tides!

LocationValueOutdoor spaces

4.94 out of 5 average rating, 137 reviews

Top guest favourite

An aerial view of a tranquil waterfront community is captured, showcasing a mix of houses surrounded by lush greenery. Streets are lined with trees, and the coastline is visible in the distance, providing a backdrop of nature along with the winding river.

Cottage in Parrsboro

Luella’s Little House

"Luella's Little House" is a beautifully renovated century home nestled in Parrsboro NS. This charming house is a stone throw from the community's inner harbor where bass fishing , boating abound as the World's Highest Tide floods the harbor. It's a short 7 minute walk to First Beach with its spectacular view of the lighthouse. A 10 minute walk gets you to Main St which is budding with new life with its shops, brewery, bakery and eating establishments. The house is equipped with Netflix.

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4.98 out of 5 average rating, 135 reviews

Top guest favourite

An open concept living area features a kitchen with a marble countertop, and a cozy seating arrangement includes a patterned armchair. Natural light floods through large windows, revealing calming views. A dining table is positioned beside the windows, with beach-inspired decor enhancing the space.

Cottage in Canning

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!

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4.97 out of 5 average rating, 374 reviews

Top guest favourite

An aerial view showcases a serene cottage nestled among lush greenery, with trees lining the path leading to the property. The bay stretches in the background, offering a stunning view of the water and distant shores.

Cottage in Centreville

Eagle's Bluff - Seaside Cottage in Halls Harbour

"Eagle's Bluff" is a cozy & charming cottage tucked away above the rocky shores of the Bay of Fundy a stone's throw from beautiful Halls Harbour--home of the world's highest tides! You can completely disconnect and enjoy a relaxing getaway on this private property with walking trails throughout or enjoy Netflix on the available Wifi. We offer a perfect home base for your Annapolis Valley adventures--wineries, Wolfville, Cape Split, Grand Pre, Blomidon--and we'd be thrilled to host you!

LocationValueBeach

4.97 out of 5 average rating, 231 reviews

Top guest favourite

The living area features a blue sofa, a yellow accent chair, and a stylish table with four seats. A large TV is mounted on the wall, with a soft rug below that complements the decor. Large windows allow natural light, offering views of the surroundings.

Hotel room in Wolfville

Blomidon Suite, #204 - Hotel Wolfville (2bedroom)

Located in the heart of Downtown Wolfville, Suite 204 is our accessible suite that is a spacious two bedroom layout perfect for a group or two couples. With a balcony and views of Cape Blomidon you can't go wrong. This suite uniquely has accessibility features and the building has an elevator for added comfort and ease during your stay. With a full kitchen, rainfall shower head, 55" Smart TV, comfortable furnishings, washer & dryer, large windows, you'll wish you never had to leave!

ValueLocationOutdoor spaces

4.99 out of 5 average rating, 120 reviews

Top guest favourite

A sun-filled sunroom showcases a mix of comfortable seating arrangements, including wicker chairs and a coffee table. Large windows provide expansive views of the surrounding landscape, while potted plants add a touch of greenery to the inviting space.

Guest suite in Canning

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.

LocationValueCleanliness

4.93 out of 5 average rating, 324 reviews

Top guest favourite

Flat in Port Williams

Luxury Suite w/ Valley Views | 5 mins to Wolfville

Relax in this stylish upper-level suite in the heart of Port Williams, featuring stunning views of the Annapolis Valley. Bright, newly renovated, and thoughtfully designed, this private space offers comfort and scenery just 5 minutes from Wolfville. This luxury 2-bedroom unit is less than a 2-minute walk to local favourites like The Noodle Guy, The Port Pub & Bistro and The Port Taproom — the perfect base for exploring the Valley’s wineries and craft breweries.

ValueFamilyDecor

4.98 out of 5 average rating, 227 reviews

Top guest favourite

Cottage in West Bay

Top of Tides Cottage

Enjoy breathtaking Bay of Fundy sunsets with beach access just a 5-minute walk away. This peaceful coastal retreat is perfect for nature lovers — offering hiking, beachcombing, birdwatching, and relaxing while taking in ocean views and the world’s highest tides. Note* cottage has Starlink wi-fi Only 10 minutes from the charming seaside town of Parrsboro, you’ll find local art galleries, live music, theatre, and small-town maritime charm waiting to be explored.

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4.95 out of 5 average rating, 285 reviews

Top guest favourite

The modern barn-style guest house is set against a colorful sunset, showcasing large windows that provide panoramic views of the surrounding vineyards. The exterior features light-colored siding and a sloped roof, with a small decorative cupola at the peak.

Barn in Port Williams

Vineyard Vacation Rental

Unique and modern vacation rental with breathtaking views of the Annapolis Valley. The barn is nestled in a working vineyard and home to Beausoleil Farmstead, a boutique winery and cidery. In close proximity to local amenities, guests have easy access to a great experience. Take a walk through the vineyards, visit the boutique, and engage with the hosts to learn more about viticulture as well as wine and cider making.

FamilyValueWifi

5.0 out of 5 average rating, 293 reviews

Top guest favourite

A charming cottage is positioned on a wooden deck, featuring a bright turquoise door. The ocean view is visible from the deck, with a grassy area leading to a private beach and colorful chairs arranged along the shoreline.

Cottage in Baxters Harbour

Private 2-Bedroom Cottage on the Bay of Fundy

303 By-the-Sea is a 2-bedroom oceanfront cottage on a very private lot in Baxters Harbour, Nova Scotia with direct beach access to the Bay of Fundy. Pet-friendly and relaxed, this is a classic coastal cottage. Enjoy a fire pit outside, fireplace inside, and a heat pump for chilly evenings. Close to Cape Split, wineries, Wolfville, Acadia University (25min) and Annapolis Valley adventures in an unbeatable location.

FamilyLocationGrill

4.99 out of 5 average rating, 114 reviews