Holiday houses in Leonardville

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Top-rated holiday rentals in Leonardville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a modern two-story studio apartment is shown, featuring a private deck with a striped umbrella. Stairs lead up to the deck from the ground level, and the building is adorned with multiple windows and light gray siding.
Guest suite in Eastport
4.99 out of 5 average rating, 130 reviews

Studio @ Chadbourne House: Private deck and more!

Modern studio apartment in a historic building in Eastport Maine. 460 sq ft with private deck, king-sized bed, sitting area w/gas stove, galley kitchen, and bathroom. Walk-out second story deck overlooks large side-yard and has table, umbrella, and chairs for outside dining or simply enjoying the day. Private entrance and off-street parking. Well-equipped kitchen w/ refrigerator/freezer, Keurig, kettle, toaster oven, cookware, knives, utensils, dinnerware. Large closet with vacuum and heater.

ValueFamilyIndoor spaces

Top Guest favourite
A charming lakeside cottage is framed by lush greenery, showcasing a large deck with seating. Expansive windows reflect the serene waters of the lake, creating a harmonious connection between nature and the retreat.
Cottage in Moores Mills
5.0 out of 5 average rating, 178 reviews

Luxury Lakefront Cottage w/Hot Tub/Kayaks-Sleeps 6

Escape to an enchanting cottage retreat, nestled on the shores of Moores Mills lake. Immerse yourself in the serene beauty of nature as you soak in the hot tub and gaze out over the tranquil waters. Everything you need to make beautiful memories! #cozycanadiancottage ✅ Swimming, Kayaking ✅ Fishing, Pedal boating ✅ Arcade Pac-Man, Record Player w/ 45’s ✅ Bonfire pit - free firewood ✅ Outdoor BBQ ✅ Sleeps 6: 2 King, 1 Queen bed ✅ 51 inch Smart Roku TV ✅ Amazon Prime, Roku ✅ Screened in porch

LocationFamilyNearby

Top Guest favourite
The image depicts a scenic view of a tranquil ocean with gentle waves lapping against rocky shores. Lush green trees line the coastline, framing the water. A wooden structure is visible in the foreground, highlighting the natural beauty and serenity of the location.
Cottage in Wilsons Beach
4.96 out of 5 average rating, 81 reviews

Whale of a View Oceanfront Cottage! Amazing views!

The Whale of a View Cottage has amazing unobstructed views of the ocean and the whales, seals and eagles that pass by the cottage. The Whale cottage is private and sits on a cliff overlooking the water. The cottage also has great outdoor spaces with an attached screened in room, attached open deck and a screened in gazebo located on a lower cliff overlooking the water with open decks. Dining alfresco is easy on the screened porch, open deck or in the screened in gazebo. Enjoy your Stay!

LocationFamilyLong stay

Guest favourite
The exterior of a blue cottage is presented, with modern metal roofing. A wooden deck is visible, overlooking the water at sunset. Surrounding greenery and trees frame the scene, highlighting the tranquil outdoor environment.
Home in Wilsons Beach
4.91 out of 5 average rating, 43 reviews

Oceanside Oasis

Forget your worries as you relax and watch the spectacular sunsets in the oceanside home. This property overlooks the beautiful bay of Fundy with spectacular views of sunsets. Morning coffee in hand, enjoy the tide come in as fishing boats go out, watch seals play, and listen to the foghorn and seagulls right from the deck. Bike/hiking trails, 2 beautiful lighthouses and Roosevelt Park are all within 8 kms. Small convenience store, restaurant and fishing pier are all within walking distance.

FamilyValueSleep quality

Top Guest favourite
A spacious living area features a large, restored window providing views of the bay. A comfortable seated area includes a light-colored sofa, two accent chairs, and a flat-screen television on a modern console, with exposed brick adding texture to the wall.
Place to stay in Eastport
5.0 out of 5 average rating, 49 reviews

The Salty Seagull

Enjoy a stylish experience at the Salty Seagull! After 8 months of extensive restoration and preservation efforts, this centrally located, fully furnished NEW 1-bedroom loft is now available. All furnishing and accessories throughout have been recently purchased. Relax by the restored grand window with the most breathtaking views of the bay in Eastport. Watch as whales pass by, or fisherman leave the working waterfront as the sun rises. Walking distance to all downtown galleries and eateries!

LocationValueComfort

Top Guest favourite
Home in Dufferin
4.97 out of 5 average rating, 101 reviews

Luxury w/fire pit & hot tub on deck by the water!

Welcome US guests! Romantic getaway, near St. Andrew's, Canada's #1 tourist destination! Secluded luxury accommodation w/ hot tub & firepit, on water - 38 foot tides! See seals and porpoise! Access to a table reserved for SEAWINDS guests every Saturday night at the Rossmount, one of Canada's top 10 restaurants! ( Difficult to get reservations in the summer.) Queen bed w/remote, mini fridge, Kureig, microwave, air-conditioning, safe to drink well water, 4K TV & the most spectacular view!

FamilyLocationIndoor spaces

Guest favourite
A charming farmhouse is set against a backdrop of lush greenery. The structure features a welcoming entrance with an orange door, complemented by bright windows. Flowering plants in the foreground add a touch of color to the serene landscape that leads to the horizon.
Farm stay in Lubec
4.89 out of 5 average rating, 164 reviews

SPECTACULAR SEASIDE FARMHOUSE

Located in the most eastern town in the US, sits a rustic 1800 farmhouse overlooking the quaint seaside village of Lubec, Maine. This 4 bedroom, 2 bath rental sleeps 8 comfortably and has breathtaking views of the colorful fishing harbor, Canada's Campobello Island, and the famous Moholland Lighthouse. The cottage is immaculate with all amenities and is fully stocked. Enjoy your coffee while you watch the sunrise from your back deck as the local lobstermen get ready to haul their traps.

ValueLocationCleanliness

Top Guest favourite
Two bright blue Adirondack chairs are positioned on a grassy area, overlooking a serene view of the Atlantic Ocean. Surrounding trees display autumn foliage, with vibrant yellow and orange leaves. In the distance, calm waters reflect a clear blue sky with scattered clouds.
Cottage in Wilsons Beach
4.97 out of 5 average rating, 30 reviews

Campobello Island Cozy Cottage Retreats

Vocational Summer Retreats & Cottage Living Come Visit Une BelleVue Where Eagles Soar for: • Personal Relaxation • Weekend Getaways • Intimate Getaways • Romantic Getaways • Pillow Talks • Nature's Retreat • Fresh Air Getaways Our house, "Une BelleVue", is an 864 sq ft 2 bedroom cozy bungalow resting on an acre of spectacular views of the Atlantic Ocean, on the beautiful Island of Campobello, NB Canada. 15 minutes from Lubec, Maine. Bookings Available For Quiet Time...

FamilyLocationBiking

Top Guest favourite
An aerial view captures a secluded property surrounded by water, with lush greenery framing the landscape. The winding road leads to the home, positioned on a small peninsula. Various tidal flats and islands are visible in the expansive blue water.
Home in Fairhaven
5.0 out of 5 average rating, 31 reviews

Birch Point Retreat

Experience island living with all the comforts of home in this modern cottage finished in 2025. Wake up in your king size bed to a different view every morning as the tide transforms the landscape from the ocean floor to a 30-foot deep harbour. Watch the wildlife put on amazing shows while you relax or bbq on the wraparound deck. Catch the sunset from huge picture windows or soak in the tub after a long day exploring the acres of private land that surround you.

LocationGetting aroundIndoor spaces

Top Guest favourite
A sunlit sunroom features a cozy blue couch and two colorful chairs with striped cushions. A vibrant circular rug adds a lively touch to the space. A small green table holds various magazines, while large windows allow natural light to fill the room.
Home in Eastport
4.96 out of 5 average rating, 205 reviews

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

LocationValueComfort

Top Guest favourite
The exterior of a two-story home is framed by lush green lawns and mature trees. A welcoming entrance features a bright red door, flanked by large windows and potted plants. Additional seating is provided by red adirondack chairs, creating a charming outdoor space.
Guest suite in St. Andrews
4.97 out of 5 average rating, 123 reviews

Premium Guest Suite in St. Andrew's, NB

A two-bedroom hotel-type suite located in the heart of historic St. Andrews by- the-Sea. Please don’t choose us if you are looking for a full kitchen. It does have a big fridge, microwave, kettle and Keurig machine, but no kitchen sink. It’s lovely - a much larger and elegant alternative to an expensive hotel. We are pet friendly with an enclosed yard and dog play-house. We are two doors down from the Algonquin Resort.

FamilyLocationCheckout

Top Guest favourite
A multi-level house is presented, featuring a spacious wooden deck that extends around the structure. The exterior is clad in white siding, complemented by gray roofing. Surrounding greenery includes trees and a landscaped area with stones, enhancing the natural setting.
Home in Pembroke
4.98 out of 5 average rating, 61 reviews

Full 4 bed home on Cobscook Bay

Full house on Cobscook Bay (4 bed sleeps up to 5) located walking distance from Sipp Bay Preserve (what used to be Knowlton's Seashore Campground) with hiking trails on the beach. Also access to kayaking on fresh and salt water, centrally located between Bar Harbor and Mt. Katahdin for day trips. Multiple shoreline trails and attractions between Eastport, Calais, Machias and Lubec. Private driveway and plenty of parking.

FamilyLocationBackyard

Popular amenities for Leonardville holiday rentals