
Holiday houses in Leonardville
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Top-rated holiday rentals in Leonardville
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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

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

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

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

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

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

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

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

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

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

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

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
Other great holiday rentals in Leonardville

Peaceful Oceanfront Cabin
ValueLocationCondition

Relaxing Sunset Getaway!
FamilyLocationComfort

Cannery Bunkhouse on Private Beach
LocationBikingHospitality

Capen Cottage
LocationFamilyBackyard

Naini's Rental, 4 bedrooms, 5 mins from the water.
LocationFamilyOutdoor spaces

Mountain A-Frame Cabin in Maine
LocationValueBeach

HOUSE OF DREAMS ( BAILLE an AISLING)
FamilyLocationKitchen

Stunning Ocean Front - Deer Island NB Canada
LocationFamilyHospitality
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