Vacation rentals in Cutler

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Top-rated vacation rentals in Cutler

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Guest favorite

A tiny house is framed by a wooden deck that features bright red chairs. The exterior showcases a combination of navy blue and white siding, with large windows allowing natural light. A colorful birdhouse sits on the railing, and lush greenery surrounds the structure.

Tiny home in Bayside

4.88 out of 5 average rating, 48 reviews

"Bayside Baby" - ocean resort town tiny house

"Bayside Baby" is our Tiny House 5 mins from The Algonquin Resort & golf course. Think "breezy Marimekko vibe meets ocean playground". Very handy for delightful St. Andrews-by-the-Sea: whale-watching, fine dining, sightseeing, and more. Vacation on a budget & experience the adventure of Tiny House living. A perfect week's retreat for couples, families or friends (sleeps 3+: 2 in loft, 1 adult (or 2 kids) in twin daybed downstairs and a rolling cot on request). Four adults would be crowded.

Guest favorite

A wooden deck is visible, featuring a small dining area with two chairs and a table, overlooking a spacious yard. Potted flowers add color to the railing, while a grill stands on the lower deck. Lush greenery surrounds the home.

Farm stay in Lubec

4.9 out of 5 average rating, 132 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.

Superhost

A side deck features two wicker chairs with cushions and a small table, overlooking a tidal water view. Lush trees frame the far bank, under a partly cloudy sky that casts natural light onto the area. The serene waters reflect the surrounding landscape.

Home in Milbridge

4.92 out of 5 average rating, 24 reviews

Oceanfront Cottage on Private Island

Newly Renovated cozy cottage on secluded private island. Enjoy a tidal water view with outside fire-pit and seating. Great space for cooking, lounging and sleeps 4 comfortably. Super location to relax at or do sightseeing from. Enjoy hiking, puffin tours and small town events. Bring your kayak or bike to enjoy surrounding locations. Take a trip to Schoodic Point or Acadia National Park. Come vacation with us to make your trip a lasting memory. Coastal Maine is a treasure no one should miss.

Top guest favorite

A wooden deck is positioned amidst tall trees, featuring five rustic chairs arranged for relaxation. The natural wood finishes complement the outdoor setting, while views of the water can be glimpsed between the greenery.

Cottage in Gouldsboro

5 out of 5 average rating, 89 reviews

Stunning Beachfront Cottage w/ Stargazing Platform

Placed Below A Winding Driveway At The Tip Of Compass Point, Our Cottage Rests On The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance. Compass Point Offers Exceptional Accommodations Minutes Away From The Picturesque Coastal Fishing Villages of Corea and Winter Harbor Where You'll Find Lobster Boat Tours, Kayak/Bicycle Rentals, Restaurants, Hiking Acadia National Park and the Seasonal Ferry To Bar Harbor!

Superhost

A vast body of water stretches under a clear blue sky, dotted with wispy clouds. Gentle ripples create variations in the water's deep blue and green hues. Lush greenery lines the shoreline, adding natural texture to the serene landscape.

Home in Eastport

5 out of 5 average rating, 4 reviews

Relaxing Sunset Getaway!

This 3 bedroom home has stunning views of Half Moon Bay and the sunsets are SPECTACULAR! Fits 6 people comfortably with two queen bedrooms and one room with twin beds. This property has everything you will need to enjoy a relaxing week away from it all. Enjoy this serene setting, relax around the fire pit and spot the abundant wildlife. Just minutes to downtown Eastport. Near beautiful Campobello Island. Open concept home with large kitchen, flat screen smart tv, WiFi and phone access.

Top guest favorite

A quaint cottage with a shingled exterior is accompanied by a flower-filled garden. The view of the ocean and boats in the distance is visible beyond a stone retaining wall. Low-growing plants and colorful flowers add to the coastal charm.

Home in Jonesport

4.99 out of 5 average rating, 70 reviews

Perfect Downeast Rosehip Cottage

Beautifully renovated ocean front cottage with spectacular views of Moosabec Reach from all rooms, in this truly one-of-a-kind home. In addition to the downstairs bedroom, there is a loft bedroom with views of nearby islands. Watch the lobster boats, along with the sailboats. This property is a mere fifteen feet from the shore so you can enjoy the changing tides, an array of shore birds -- eagles, ospreys, and blue herons. Surrounding sea roses infuse the air with their lovely scent.

Guest favorite

A spacious deck extends from the cabin, offering views of the calm water and surrounding trees. Two grilling stations are present, and comfortable seating is positioned for relaxation. The natural landscape provides a serene backdrop, emphasizing the cabin's connection to the environment.

Cabin in Roque Bluffs

5 out of 5 average rating, 51 reviews

Sunset Cabin by the Sea: Log cabin stunning views

Welcome to Sunset Cabin by the Sea in Roque Bluffs, Maine. Your secluded oceanfront retreat. This property offers so many things things to do you'll want to come back again and again. It's not often you get the seclusion, comforts, amenities and coziness of a modern log cabin with the views and excitement of being oceanfront. Cathedral ceilings in the great room. Amazing views from most rooms in the house. Conveniently located between Bar Harbor, Gardner lake and Lubec.

Top guest favorite

A water view captures a spacious property along the shoreline, surrounded by greenery. Smooth stone beaches extend towards the property, while a wooden deck and large windows are visible, indicating a welcoming space to relax and enjoy the scenic surroundings.

Apartment in Bayside

4.94 out of 5 average rating, 113 reviews

Breathtaking St Croix Island Beach Apartment

Enjoy the beautiful St. Croix River on this historically unique property. This two bedroom/two bathroom oceanfront apartment is ready for your next trip. Pet friendly with lovely fenced in backyard and steps to the beach from your livingroom door. 5 minute drive to gorgeous St Andrews by the Sea, 15 minutes to St Stephen and under an hour to Saint John NB. The Airbnb is perfectly placed with a view of the water to watch the amazing 25 foot tides as close as you can get.

Guest favorite

A wooden dock extends over calm waters, surrounded by lush green trees. Individuals are seen at different points on the dock, enjoying the view. The sky is clear, with a few fluffy clouds, creating a serene atmosphere.

Townhouse in Winter Harbor

4.92 out of 5 average rating, 78 reviews

Schoodic Acadia National Park Winter Harbor Maine!

Sunny, clean, humble, in Winter Harbor. Mountain & sunset view. Acadia National Park's Schoodic section 1 mi. Quiet setting. Peaceful coastal village. Walk to ocean, eateries, groceries, shops, kayak/bike rental, summer ferry to Bar Harbor. 1200 sq ft. 2 QUEEN, 2 TWIN BEDS sleep 6 max. Guests clean kitchen, take out trash before departure. Owner Kathleen. Host Cheryl. REQUIRED: EMAIL, ADDRESS, CELL #, names of guests. 2 car limit. Driveway parking No animals.

Top guest favorite

Cottage in Machiasport

4.97 out of 5 average rating, 30 reviews

Oceanside cottage in remote location. Cottage 2

Relax with the whole family at this peaceful place to stay. Off the beaten path and accessible by car two hours before and two hours after low tide. Beach combing and birdwatching. Kids will love catching crabs and skipping rocks. The serene atmosphere is unmatched and the stars at night are worth the trip. It’s an adventure in relaxation. Take time to slow down and escape the hustle and bustle. No traffic noise, just wind, waves, birds, and serenity.

Guest favorite

An inviting interior showcases a spacious bed, with ample natural light illuminating the room. Large windows frame scenic views of the water, while a door leads to an outdoor seating area. Neutral tones are complemented by wooden accents, enhancing a cozy ambiance.

Cottage in Gouldsboro

5 out of 5 average rating, 16 reviews

Right on the ocean! (2)

Discover this cozy oceanfront cottage with breathtaking views. Equipped with essentials, a queen bed, twin bunk room, pack & play, and beach-themed décor. Enjoy ocean views from every window. The property features a large lawn, fire pit, and grill. Just 5 mins from Acadia National Park. Experience a magical oceanfront getaway in Maine. Book now!

Top guest favorite

A modern blue exterior is showcased with a welcoming front porch, featuring pillars and a dark door. Lush greenery surrounds the entry, including trimmed bushes and small shrubs. Large windows allow for natural light, contributing to the inviting facade of the spacious property.

Home in St. Andrews

5 out of 5 average rating, 16 reviews

Hot Tub Under the Atlantic Stars Luxury 2 BR home

Captain Dan's Cozy is a private get-away property with outdoor spa for a romantic escape in historic St Andrews N.B. This 2 bedroom property, built in 2018 is spacious, modern and convenient walk to downtown. The master suite (and on-suite) are the breath taking and cannot be missed.