A coastal landscape with rocky shores, calm water, and dense forest.

Cutler Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Cutler vacation rentals

A living room with a patterned sofa, a black armchair, a small table with a lamp, and a view of a balcony with a wooden deck and chairs.

1. Sunset by the Bay retreat beautiful sunsets close to downtown quiet restful

Sunset by the Bay retreat beautiful sunsets close to downtown quiet restful
Lubec
9.6 out of 10, Exceptional, (16 reviews)
"This was a beautiful place to stay!! Very clean, beds were really comfortable. Lynn was great to work with, very attentive to her guests. Lubec is a beautiful coastal town with great views and good a place to unwind."
United States
Brenda P.
The price is CA $174
CA $319 total
includes taxes & fees
Nov 16 - Nov 17
Sunset by the Bay retreat beautiful sunsets close to downtown quiet restful
A bedroom with a four-poster bed, a desk with a chair, a dresser, and a window with a view of trees.

2. 21 Acres, Near Trails to Shore With Island Access

21 Acres, Near Trails to Shore With Island Access
3.0 star property
Lubec
The price is CA $214
CA $424 total
includes taxes & fees
Nov 25 - Nov 26
21 Acres, Near Trails to Shore With Island Access
A two-story house with a garage and a covered porch.

3. 21 Acres, Near Trails to Shore with Island Access

21 Acres, Near Trails to Shore with Island Access
Lubec
The price is CA $157
CA $400 total
includes taxes & fees
Nov 16 - Nov 17
21 Acres, Near Trails to Shore with Island Access
A cabin with a wooden deck overlooking a lake, surrounded by trees.

4. Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
Edmunds Township
9.6 out of 10, Exceptional, (46 reviews)
"Such a quiet and private place, perfect for a easy weekend getaway. Already planning another trip with more Robinsons in tow"
United States
celina R.
The price is CA $184
CA $219 total
includes taxes & fees
Nov 16 - Nov 17
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
A bedroom with a bed, a desk, a chair, and a window with curtains.

5. Cozy Downeast Getaway Near Machias- River View + Wi-Fi

Cozy Downeast Getaway Near Machias- River View + Wi-Fi
Jonesboro
10.0 out of 10, Exceptional, (1 review)
"This was an incredibly cozy and spacious apartment. It’s located right off hwy 1, the kitchen had everything we needed, and the bed was very comfortable. I will happily stay again next time I’m in the area!"
United States
Morgan H.
The price is CA $161
CA $287 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Downeast Getaway Near Machias- River View + Wi-Fi
A log cabin with a number 6 sign, wooden windows with red shutters, and a picnic table outside.

6. Rustic, split-level log cottage, River-view, Pet-friendly, Downeast Maine

Rustic, split-level log cottage, River-view, Pet-friendly, Downeast Maine
Edmunds Twp
10.0 out of 10, Exceptional, (1 review)
"I was pleased with the property and hosts. The property is quiet and comfortable. The porch overlooking the river is fantastic. The problem came during and after check out. Our host said I was only registered for 1 adult 2 kids. I had reservations for 5 adults (2weee teens). Later she emailed me saying that because I was only registered for 2 she was charging my card an extra fee. Sure enough when I checked my card was charged again. I didn’t mind paying for the extra. I really had thought...
United States
Dianna
The price is CA $184
CA $219 total
includes taxes & fees
Nov 16 - Nov 17
Rustic, split-level log cottage, River-view, Pet-friendly, Downeast Maine
A cozy cabin interior with a wooden dining table, a rocking chair, and a bench.

7. Rustic, 3-bedroom, log cottage, Lake-view, Pet-friendly, Downeast Maine

Rustic, 3-bedroom, log cottage, Lake-view, Pet-friendly, Downeast Maine
Edmunds Twp
9.4 out of 10, Exceptional, (3 reviews)
"Very nice host and cabin came with a nice pond view! Thank you again!"
United States
Cliff L.
The price is CA $192
CA $228 total
includes taxes & fees
Nov 16 - Nov 17
Rustic, 3-bedroom, log cottage, Lake-view, Pet-friendly, Downeast Maine
A wooden cabin with a porch, two windows, and a staircase leading up to the entrance.

8. New Cabin on Pennamaquan River. Relax in comfort and privacy .

New Cabin on Pennamaquan River. Relax in comfort and privacy .
Pembroke
10.0 out of 10, Exceptional, (29 reviews)
"Loved the cabin so much!!"
United States
Henry S.
The price is CA $257
CA $446 total
includes taxes & fees
Nov 16 - Nov 17
New Cabin on Pennamaquan River. Relax in comfort and privacy .
A marina with boats docked, a calm water body, and a sunset in the background.

9. Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries

Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries
Eastport
10.0 out of 10, Exceptional, (55 reviews)
"Loved our stay some much. This was our 7th trip to Eastport and definitely a favorite place to stay. Great home and we will return."
United States
Patrick Terri H.
The price is CA $392
CA $586 total
includes taxes & fees
Dec 1 - Dec 2
Coastal Gem historic Eastport Water Street walk to shops, restaurants, galleries
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cutler Hotel Reviews

Machias River Inn

Machias River Inn

10/10 Excellent
"I stay here a couple of times a year for work, and always enjoy the lovely view. Helen's restaurant is always a treat."
Shanna 2-night trip
Posted 2 days ago
Machias River Inn

Find out more about Cutler

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cutler. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Cutler?

Yes, we have vacation rentals near top sights in Cutler, or you can go with a more remote option if you'd like a relaxing place to stay. Cutler is known for its parks.

What are some of the best vacation home rentals that Cutler has to offer?

Oceanfront Home; A Coastal Maine Woodland Retreat: This highly rated vacation home rental in Cutler is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Cutler?

Choose from 6 Expedia vacation rentals in Cutler for a memorable vacation.

What’s there to see and do in Cutler?

The Bold Coast and Cutler Coast Public Reserved Land are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Jasper Beach and Cobscook Bay State Park.

What’s a vacation rental in Cutler like?

A vacation rental is a private property you can stay in for several days or longer in Cutler. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for families.