Default HTG hotel image

Cundys Harbor Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Cundys Harbor vacation rentals

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

1. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (11 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
$203 nightly
The price is $215
Oct 4 - Oct 5
Total with taxes and fees
Mid Coast Getaway w/ water views
A lakeside property with a deck, picnic table, and barbecue grill.

2. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (69 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
$334 nightly
The price is $364
Oct 4 - Oct 5
Total with taxes and fees
Camp Forever cottage
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

3. Sunset Hideaway on Bailey Island

Sunset Hideaway on Bailey Island
Harpswell
8.8 out of 10, Excellent, (6 reviews)
"Wonderful views. Comfortable. "
United States
Susy K.
$220 nightly
The price is $223
Oct 8 - Oct 9
Total with taxes and fees
Sunset Hideaway on Bailey Island
A two-story house with a covered porch, a garage, and a front yard with potted plants.

4. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
$115 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
Large suite/private bath/private entrance on quiet street near Thomas Bay
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

5. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
$227 nightly
The price is $241
Nov 1 - Nov 2
Total with taxes and fees
2 bedroom w/ expansive water views
A narrow hallway with a window on the right, leading to a room with a visible door.

6. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
$203 nightly
The price is $221
Oct 5 - Oct 6
Total with taxes and fees
Modern style in historic building in downtown Bath
A treehouse with a wooden staircase and a small building with a colorful mural.

7. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
$163 nightly
The price is $177
Oct 5 - Oct 6
Total with taxes and fees
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

8. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
$185 nightly
The price is $187
Oct 4 - Oct 5
Total with taxes and fees
Captains Watch: A Coastal Escape
A wooden staircase with a wooden railing, surrounded by green foliage.

9. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
$167 nightly
The price is $182
Oct 5 - Oct 6
Total with taxes and fees
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

10. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
$211 nightly
The price is $213
Oct 25 - Oct 26
Total with taxes and fees
Fantastic Waterfront Views
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

11. Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Harpswell
10.0 out of 10, Exceptional, (3 reviews)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
$313 nightly
The price is $341
Nov 3 - Nov 4
Total with taxes and fees
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
A wooden house with a deck and a stone pathway leading to a grassy area.

12. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
$207 nightly
The price is $218
Oct 20 - Oct 21
Total with taxes and fees
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A spacious living room with large windows, a sofa, a chair, and a small table.

13. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
$297 nightly
The price is $324
Oct 20 - Oct 21
Total with taxes and fees
1 Mi to Maine Street! Mcm-style Home in Brunswick
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

14. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
$322 nightly
The price is $351
Oct 28 - Oct 29
Total with taxes and fees
Historic Bath's, Home Away from Home
A wooden deck with a view of a lake, surrounded by trees and shrubs.

15. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
$438 nightly
The price is $477
Oct 9 - Oct 10
Total with taxes and fees
Centerview cottage
Exterior

16. Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick

Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
Topsham
10.0 out of 10, Exceptional, (1 review)
"Convenient location. Easy check in and communication with hosts. Worked well for our family of 4."
United States
Natalie S.
$321 nightly
The price is $321
Oct 29 - Oct 30
Total with taxes and fees
Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
A modern kitchen with white cabinets, a wooden dining table, and a vase with green leaves.

17. King Size Sun Rise Midcoast Lovely Stay

King Size Sun Rise Midcoast Lovely Stay
Topsham
9.6 out of 10, Exceptional, (18 reviews)
"Perfect for a my husband and I. Close to everything!"
United States
Tabcline S.
$256 nightly
The price is $259
Oct 5 - Oct 6
Total with taxes and fees
King Size Sun Rise Midcoast Lovely Stay
A covered porch with a view of a lake and trees.

18. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
$433 nightly
The price is $438
Oct 13 - Oct 14
Total with taxes and fees
Mere Point Sunrise Views at Eastern Shore!
A large industrial facility with multiple cranes and a prominent American flag.

19. Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.4 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
James E.
$226 nightly
The price is $246
Nov 3 - Nov 4
Total with taxes and fees
Top floor loft apartment in downtown Bath
A wooden deck with outdoor seating and string lights.

20. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (71 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
$339 nightly
The price is $369
Oct 5 - Oct 6
Total with taxes and fees
Full sized home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cundys Harbor Hotel Reviews

Spark by Hilton Brunswick

Spark by Hilton Brunswick

8/10 Good
"able to hear entry and walking noise from doorways and above, but not a serious matter"
Nubar 2-night trip
Posted 15 hours ago
Spark by Hilton Brunswick

Find out more about Cundys Harbor

Everything you need to know about Cundys Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cundys Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cundys Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cundys Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cundys Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cundys Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $177 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cundys Harbor rentals

At Expedia, we put the best Cundys Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cundys Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cundys Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cundys Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Full sized home: This vacation home near Cundys Harbor offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable 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 Cundys Harbor?

Choose from 3 Expedia vacation rentals in Cundys Harbor for a memorable vacation.

What can I see and do in Cundys Harbor?

While exploring the area, visit family-friendly sights like Maine Maritime Museum, or get outside and enjoy nature at Bates-Morse Mountain Conservation Area. 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.