Default HTG hotel image

Search Vacation Homes in Cundys Harbor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cundys Harbor vacation homes

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
9.2 out of 10, Wonderful, (12 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
The price is ￥16,608
￥33,931 total
includes taxes & fees
Nov 1 - Nov 2
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, (71 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is ￥33,216
￥57,928 total
includes taxes & fees
Nov 1 - Nov 2
Camp Forever cottage
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.

3. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (6 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.
The price is ￥19,929
￥38,068 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom w/ expansive water views
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

4. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is ￥26,098
￥29,546 total
includes taxes & fees
Oct 25 - Oct 26
Captains Watch: A Coastal Escape
A treehouse with a wooden staircase and a small building with a colorful mural.

5. 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
The price is ￥17,652
￥28,033 total
includes taxes & fees
Oct 26 - Oct 27
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

6. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (21 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ￥24,912
￥28,360 total
includes taxes & fees
Nov 1 - Nov 2
Fantastic Waterfront Views
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

7. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is ￥22,810
￥62,547 total
includes taxes & fees
Oct 27 - Oct 28
Orchid Harbor, Bailey Island 3BR
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 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
The price is ￥19,534
￥29,913 total
includes taxes & fees
Oct 25 - Oct 26
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A covered porch with a view of a lake and trees.

9. 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.
The price is ￥23,430
￥62,822 total
includes taxes & fees
Nov 17 - Nov 18
Mere Point Sunrise Views at Eastern Shore!
A spacious living room with large windows, a sofa, a chair, and a small table.

10. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (13 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is ￥17,399
￥52,239 total
includes taxes & fees
Nov 1 - Nov 2
1 Mi to Maine Street! MCM-Style Home in Brunswick
A wooden deck with outdoor seating and string lights.

11. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (77 reviews)
"Wonderful stay!"
United States
Erika T.
The price is ￥32,029
￥58,360 total
includes taxes & fees
Oct 28 - Oct 29
Full sized home
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

12. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is ￥32,741
￥40,343 total
includes taxes & fees
Oct 25 - Oct 26
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

13. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is ￥33,311
￥62,530 total
includes taxes & fees
Oct 25 - Oct 26
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A lush garden with a hammock, a variety of flowers, and a lake in the background.

14. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is ￥63,268
￥275,676 total
includes taxes & fees
Nov 22 - Nov 23
Classic New England Waterfront House Big Lawn Beautiful Sunrise
A spacious living room with a wooden floor, a white sofa, a coffee table, and a dining area with a white table and chairs.

15. Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (7 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is ￥26,098
￥61,721 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful 3BR Home with Office in Town of Brunswick with King beds
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

16. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"Another great stay by a great host. The host Jared even provided some activities for our granddaughters to do while we were on vacation. You will not be disappointed with this property. Looking to stay there again in the future. Thank you, Jared!"
United States
Ronald H.
The price is ￥47,293
￥77,410 total
includes taxes & fees
Nov 14 - Nov 15
Award Winning Luxury Carriage House a short stroll from town!
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

17. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location and super clean house"
United States
Gary R.
The price is ￥38,752
￥117,236 total
includes taxes & fees
Nov 8 - Nov 9
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

18. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (13 reviews)
"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....
United States
Lisa E.
The price is ￥65,528
￥150,615 total
includes taxes & fees
Nov 8 - Nov 9
Three bedroom in United States of America, Freeport
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

19. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is ￥38,752
￥80,169 total
includes taxes & fees
Oct 27 - Oct 28
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

20. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is ￥13,275
￥52,152 total
includes taxes & fees
Oct 23 - Oct 24
Quiet Spot in lovely Freeport neighborhood
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"Everyone was so friendly!"
Trevor 3-night trip
Posted 13 hours ago
Flagship Inn and Suites

Find out more about Cundys Harbor

Cundys Harbor Vacation Homes information

Number of reviews
303
Accommodation
616 Vacation Homes
Lowest Price
￥28,033
Highest Price
￥275,676