Vacation rentals in Cutler

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Top-rated vacation rentals in Cutler

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

Guest favorite
Home in Jonesboro, Maine
The Chandler House with private waterfront.
(Long term discounted bookings available, inquire directly.) This newly renovated 3 bedroom/2 bath home is nestled on the tidal waters of Mason's Bay. The Chandler House boasts "all brand-new everything." We took this 1940's Craftsman Style home down to its studs. Brand new kitchen with with granite counters and all new LG appliances. New washer and dryer. High speed wifi with a 55" smart TV. The large rear deck has a hot outdoor shower. Beyond the orchard is the waterfront with a firepit!
Aug 23 – 30
$141 per night
4.96 out of 5 average rating, 104 reviews
Guest favorite
Cottage in Machiasport, Maine
Cottage/w ocean view, hiking + lobster boat lounge
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 rooms 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.
Jan 28 – Feb 4
$190 per night
4.97 out of 5 average rating, 153 reviews
Guest favorite
Farm stay in Lubec
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.
Sep 19 – 26
$280 per night
4.88 out of 5 average rating, 109 reviews

Popular amenities for Cutler vacation rentals

Stay near Cutler's top sights

Cutler Coast Public Reserved Land12 locals recommend
Trailhead: Cutler Bold Coast Trail12 locals recommend
Bold Coast Charter Co.3 locals recommend

Other great vacation rentals in Cutler

Guest favorite
Cottage in Machiasport, Maine
Frisky Fish Cottage on the water
Apr 19 – 26
$126 per night
4.87 out of 5 average rating, 70 reviews
Guest favorite
Cottage in Machiasport
The Maine Salt River Cottage
Oct 23 – 30
$174 per night
4.96 out of 5 average rating, 76 reviews
Guest favorite
Home in Machiasport, Maine
Cozy Cape Cod offers sweeping ocean views
Dec 15 – 22
$126 per night
4.93 out of 5 average rating, 91 reviews
Superhost
Tiny home in Lubec
Charming 1 bedroom tiny house with full kitchen, laundry, deck, and picture perfect views.
Apr 17 – 24
$112 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Cottage in Whiting
Private Lakeside Cottage
Sep 25 – Oct 2
$150 per night
4.97 out of 5 average rating, 32 reviews
Guest favorite
Cottage in Machiasport, Maine
Remote Oceanside cottage (closer to water) #1
Mar 17 – 24
$169 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Cottage in Lubec, Maine
Lubec Home with a View -Globe Cove Cottage
Dec 29 – Jan 5
$79 per night
4.88 out of 5 average rating, 40 reviews
Guest favorite
Cottage in Machiasport, Maine
Seaclusion: Ocean-front home on Maine’s Bold Coast
Nov 27 – Dec 4
$254 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Cottage in Roque Bluffs
Historic Cottage -Roque Bluffs Beach, Pond, & Park
Dec 16 – 23
$180 per night
5.0 out of 5 average rating, 57 reviews
Guest favorite
Cottage in Lubec
Private seasonal cottage on bay in Lubec, Maine
Feb 16 – 23
$134 per night
4.83 out of 5 average rating, 24 reviews
Guest favorite
Cottage in Whitneyville
Private Large Log Home, 5 min From Machias
Mar 22 – 29
$160 per night
5.0 out of 5 average rating, 35 reviews
Guest favorite
Cottage in Lubec
Cobscook Lodge
May 17 – 24
$375 per night
5.0 out of 5 average rating, 23 reviews

Destinations to explore

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