Cundys Harbor Vacation Rentals

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Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Cundys Harbor vacation rentals

Dining
Escape to Positive Outlook

Vacation Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is ￥13,101
￥29,548 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Escape to Positive Outlook
Interior
Brunswick Downtown Sugar Cube next to Bowdoin

Apartment in Brunswick

Brunswick Downtown Sugar Cube next to Bowdoin
8.4 out of 10, Very Good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is ￥14,817
￥41,142 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Brunswick Downtown Sugar Cube next to Bowdoin
Exterior
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Apartment in Brunswick

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
10.0 out of 10, Exceptional, (145)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
The price is ￥14,037
￥18,701 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Property grounds
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Apartment in Boothbay

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is ￥15,441
￥43,522 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Terrace/patio
Modern, Luxurious, Cabin in the Woods - 17

Cabin in Freeport

Modern, Luxurious, Cabin in the Woods - 17
10.0 out of 10, Exceptional, (3)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is ￥26,203
￥46,242 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern, Luxurious, Cabin in the Woods - 17
Interior
Apartment over shops in Bath Historic District

Apartment in Bath

Apartment over shops in Bath Historic District
8.8 out of 10, Excellent, (5)
"This is a cute little apartment in a charming location. Brianne was friendly and responded quickly to questions and issues with WiFi. I do think the listing should be adjusted to be clearer about the following: 1) The bedroom, while large, is on the floor above the rest of the apartment, with a long and steep flight of stairs down to the bathroom; 2) The only window in the bedroom opens onto a fire escape that reaches to the ground, so we did not feel comfortable leaving it open and found the...
United States
Nan C.
The price is ￥15,597
￥34,511 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Apartment over shops in Bath Historic District
Iron/ironing board, free WiFi, bed sheets
Studio Apartment in Freeport

Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
The price is ￥9,265
￥22,858 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Studio Apartment in Freeport
TV
Tiny A-Frame Romantic Getaway

Mobile Home in Wiscasset

Tiny A-Frame Romantic Getaway
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is ￥22,132
￥51,325 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Tiny A-Frame Romantic Getaway
Smart TV, books
Little Lincoln beautiful home

Apartment in Brunswick

Little Lincoln beautiful home
9.2 out of 10, Wonderful, (15)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
The price is ￥13,918
￥40,227 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Little Lincoln beautiful home
Fridge, microwave, oven, stovetop
Historic Bath's, Home Away from Home

Apartment in Bath

Historic Bath's, Home Away from Home
The price is ￥9,846
￥45,286 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Historic Bath's, Home Away from Home
Fridge, microwave, oven, stovetop
2King Bed BR Private Apt Downtown Brunswick

Apartment in Brunswick

2King Bed BR Private Apt Downtown Brunswick
8.4 out of 10, Very Good, (10)
"Small place in a great location. Easily walk to several shops and restaurants. "
United States
Jillian B.
The price is ￥15,597
￥38,252 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2King Bed BR Private Apt Downtown Brunswick
1 bedroom, iron/ironing board, free WiFi
Solitude @ The Offshore House

Condo in Boothbay

Solitude @ The Offshore House
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
The price is ￥24,565
￥46,934 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Solitude @ The Offshore House
Smart TV
Shipwright @ The Offshore House

Condo in Boothbay

Shipwright @ The Offshore House
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is ￥24,565
￥46,934 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Shipwright @ The Offshore House
Outdoor dining
Seabed @ The Offshore House

Condo in Boothbay

Seabed @ The Offshore House
9.8 out of 10, Exceptional, (14)
"My husband and I stayed at Seabed because we were in town for a friend’s wedding. It was beautiful and clean! Check in was easy and the hosts are super responsive! Amazing location. "
United States
Hailey K.
The price is ￥24,565
￥46,934 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Seabed @ The Offshore House
Living area
Fred Cottage - Spacious retreat on Popham Beach!

Cottage in Phippsburg

Fred Cottage - Spacious retreat on Popham Beach!
9.0 out of 10, Wonderful, (2)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is ￥23,240
￥34,172 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Fred Cottage - Spacious retreat on Popham Beach!
3 bedrooms, WiFi
Fantastic Waterfront Views

Vacation Home in West Point

Fantastic Waterfront Views
9.6 out of 10, Exceptional, (14)
"The views are amazing! A very relaxing place to be, and the house was clean and comfortable. "
United States
Monika G.
The price is ￥22,928
￥46,029 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Fantastic Waterfront Views
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Vacation Home in South Bristol

Maine Coast House with Spectacular Ocean Views and Beach for Swimming
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is ￥26,328
￥70,689 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Interior
Near Reid State Park Beach+FirePit+Pond+Heat/AC+Fast WiFi+S'mores

Cabin in Georgetown

Near Reid State Park Beach+FirePit+Pond+Heat/AC+Fast WiFi+S'mores
2.0 star property
The price is ￥24,658
￥50,145 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Near Reid State Park Beach+FirePit+Pond+Heat/AC+Fast WiFi+S'mores
Smart TV, books
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Apartment in Brunswick

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
9.8 out of 10, Exceptional, (28)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is ￥21,056
￥55,082 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
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 Cundys Harbor Hotel Reviews

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick

10/10 Excellent
"Room was spotless and the staff was was very nice!"
Susan 1-night trip
Posted 1 day ago
Hampton Inn Freeport/Brunswick

Find out more about Cundys Harbor

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Frequently asked questions

Can I find vacation rentals in Cundys Harbor?

Yes, we offer vacation rentals near the most popular attractions in Cundys Harbor, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Cundys Harbor has to offer?

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!: This vacation home rental near Cundys Harbor is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What can I see and do in Cundys Harbor?

While exploring the area, visit family-friendly sights like Boothbay Railway Village, or get outside and enjoy nature at Popham Beach. In the larger area, you’ll find Bailey Island Bridge and Popham Beach State Park.

What are vacation rentals like in Cundys Harbor?

Vacation rentals are privately owned properties you can reserve for several days or longer in Cundys Harbor. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips.