Holiday rentals in Cutler

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Top-rated holiday rentals in Cutler

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Top guest favourite
A serene view of the tidal waterfront is captured, displaying a clear blue sky and calm waters. Lush, green lawns and a sandy beach are visible, with trees framing the landscape, creating a peaceful outdoor setting.
Loft in Oak Haven
4.98 out of 5 average rating, 210 reviews

Safe Haven loft Waterfront with Kayaks & Hot Tub

Cute coastal, apartment on the scenic tidal Oak Bay. Relax outside & enjoy the views & watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area. Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All new memory foam mattresses. Includes use of beach, canoes (2) kayaks (4) BBQ, fire pit w/wood, lawn chairs, pergola, hottub (avail May1-Nov1) , Coffee/tea. Plans for a heated Pool coming July 2026!

Guest favourite
A comfortable outdoor seating area features light-colored cushions on a sectional sofa, complemented by a round coffee table. A dining table is visible in the background, with lush greenery and serene ocean views enhancing the scenic atmosphere.
Home in Addison
4.9 out of 5 average rating, 125 reviews

Oceanfront Home on 5 Acres w/ Private Beach & Cove

Beautiful coastal home feet from ocean with 1500 ft of water frontage with 180 views & private beach for picnics, canoeing & water sports. Located on 5.2 acres with large wrap-around porch, there's plenty of privacy for family get-aways and outdoor dining. Remodeled kitchen with all new appliances and entire home freshly painted and upgraded. Drink coffee on the large wrap-around porch while watching lobster boats. Visit National Acadia Park, Bar Harbor, Winter Harbor & many towns in between.

Top guest favourite
A view from a deck overlooking Holmes Bay, showcasing a grassy landscape with colorful foliage. A modern mini-home resembling a boat is positioned nearby, contrasting with the natural surroundings. The sky is bright with scattered clouds, enhancing the scenic ambiance.
Cottage in Machiasport
4.98 out of 5 average rating, 231 reviews

Cottage/w beach, hiking, boat lounge, shown on HBO

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish mini-home connected to a lobster boat library & lounge. Enjoy sun-filled spaces and mid-century modern decor, as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

Guest favourite
A cheerful blue cabin features a bright yellow door and white window accents. Four kayaks in vibrant colors rest on the grassy area in front, alongside wooden steps leading to the entrance. Planters are positioned by the cabin, adding to the welcoming outdoor space.
Tiny home in Oak Bay
4.84 out of 5 average rating, 411 reviews

Turning Tides Tiny Ark Airbnb And Miniatures Farm

We at Turning Tides know that people are going through a lot right now. We want to encourage folks to: get out of their apartments, get out of the city, stay safe and sane somewhere you can have some space! Use our kayaks to enjoy the famous Bay of Fundy that’s located steps away. Or take in the tides from the back deck while you BBQ some dinner. Come have a fire! Sit and watch the entertaining animals we have. Come Enjoy! *WIFI IS SPOTTY! DOWNLOAD MOVIES IF YOU WANT THEM ON YOUR PHONE :)*

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 out of 5 average rating, 169 reviews

Love The Cottage/King beds/Hot tub under the stars

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 inporch

Top guest favourite
The A-frame cabin is nestled among trees, surrounded by nature. An inviting view of Little Kennebec Bay is visible in the background, showcasing tranquil waters and coastal landscapes. The private deck with a hot tub extends from the cabin, offering a peaceful outdoor area.
Cabin in Machiasport
4.99 out of 5 average rating, 168 reviews

A-Frame, Hot Tub, Firepit, Oceanfront, Pets

Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

Top guest favourite
The exterior of a historic cape cottage is displayed, featuring a grey shingle facade with red doors. A well-kept lawn surrounds the property, and a blue sky is visible in the background, indicating a sunny day. Access to nearby natural scenery is suggested.
Cottage in Roque Bluffs
5 out of 5 average rating, 150 reviews

Historic Cottage -Roque Bluffs Beach, Pond, & Park

Relax with your family at our peaceful home just a few short steps from the beach, pond, and hiking trails of Roque Bluffs State Park. Hummingbird Hollow, aka Schoppee House, is a lovingly updated two bedroom cottage nestled between the ocean and state park land. Enjoy ocean views, salt air, and the sound of waves. A quick walk to the beach or pond, you’re not too far away to run back for lunch or take an afternoon nap. Also, the house is fully heated and is suitable for the cooler months!

Top guest favourite
A lakefront home features a spacious wooden deck that extends along the side, providing views of the water. Large windows offer ample natural light, while the surrounding grass creates an inviting outdoor space. The warm glow of sunset reflects off the exterior, enhancing the serene setting.
Cottage in Whiting
4.96 out of 5 average rating, 105 reviews

Gardner Lake home with access and view

Lakefront home steps from Gardner Lake, Whiting, Maine. Tile floors, wood interior, granite countertops, dishwasher, w/d, radiant heat and heat pump. Awesome views/sunsets. Deck/grill. Shared water access with adjacent cabin. Wi Fi. Roku tv - No cable. Message owner for long term rates. Long term stays require references. Extra twin bed and cot in basement living area. Adjacent cabin if available in summer for additional fee. No pets. No smoking of anything or vaping on premises.

Top guest favourite
Two wooden Adirondack chairs sit on a deck overlooking tranquil waters, framed by lush greenery. The sunset casts a warm glow across the expansive view, with gentle ripples on the surface reflecting the surrounding nature.
Cottage in Lubec
5 out of 5 average rating, 38 reviews

Cobscook Lodge

Cobscook Lodge faces west for perfect water sunsets, with 1/3 mile of private bay shoreline, and 30 wooded acres to explore. Cliffs, ledges, pebble beaches, observation points, and 21 foot tides make for any adventure. The Bold Coast’s 43 parks (incl the 20 parklands of Cobscook Shores) with 150 miles of trails and 90 miles of coastline, is a rare wild getaway. The farmhouse is available on a five night minimum stay. Please contact us for scheduling help. We hope you can visit!

Guest favourite
A rustic log cabin is nestled among lush evergreens, featuring a deep red door that adds a touch of color. Adironack chairs and a picnic table provide seating on a gravel area. The serene setting is enhanced by the surrounding natural landscape.
Cabin in Cutler
4.86 out of 5 average rating, 14 reviews

The Cutler Cabin

Take it easy at this unique and tranquil getaway. You will love the location of this brand new off grid log cabin in the woods! Enjoy your stay on Maine's Bold Coast On this beautiful 20 acre property just 1/4 mile to a beach and the spectacular western head trail entrance. There are also many more undiscovered trails and small fishing villages in the area to explore. The cabin is very private and surrounded by forest. Easy check in and no cleaning fees!

Guest favourite
The cottage is nestled among trees, with a grassy area in the foreground. Two chairs, one plastic and one metal, are positioned near a circular stone fire pit. The structure features a porch that adds to the serene natural surroundings.
Cottage in Lubec
4.8 out of 5 average rating, 61 reviews

Private seasonal cottage on bay in Lubec, Maine

This is a seasonal 2-bedroom (4 people) cottage with water access and panoramic views of Straight Bay and islands. Very private with everything you need (frig, stove, kitchen utensils, washer/dryer, linens, fireplace) to enjoy your stay. Great place to use as base explore the Downeast area visiting lighthouses and many restaurants, whale watching or just staying put and exploring the woods, shore, and water surrounding this unique and tranquil cabin.

Superhost
The shoreline is visible with clear water in the foreground and a mix of cottages lining the coast. Lush greenery and bushes add vibrant color, while a cloudy blue sky stretches above, creating a serene coastal scene.
Cottage in Cutler
4.77 out of 5 average rating, 30 reviews

Harborside cottage with unequaled maritime views

Small cottage with tremendous view of Cutler Harbor right from the center of it. Best seat in town. The cottage was the town store for generations and it retains some of the rustic elements of the store from a renovation years ago. It is great spot for hiking base camp or staying right there for great harbor views. The building is located close to the road, but traffic is usually very low. Parking in back and some lawn for outdoor activities.

Popular amenities for Cutler holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Washington County
  5. Cutler