Cundys Harbor Vacation Rentals from ￥13,019: Search Short-Term Rentals

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

Captain's House 2BR Apartment. Walk to Everything! : This vacation home rental near Cundys Harbor offers a patio, a garden, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

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Vacation Rentals in Cundys Harbor

"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"

￥92,867 total

includes taxes & fees

Jul 20 - Jul 21

"Our host did a tremendous job making us feel welcome. "

￥46,001 total

includes taxes & fees

Jul 1 - Jul 2

"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"

￥42,769 total

includes taxes & fees

Jul 1 - Jul 2

￥48,728 total

includes taxes & fees

Jun 30 - Jul 1

"As soon as we got there we felt welcome. John was amazing, showing us around the whole property & explaining all that was offered. We got there late & had not had a chance to eat so we asked him if there was any suggestions. He immediately got on the phone & got us a reservation for the Thistle Inn. He was amazing & could not do enough for us, including bringing us pastries every morning & having campfires at night so that we could get to know the other guests staying at the inn.The room was...

￥49,590 total

includes taxes & fees

Jul 30 - Jul 31

1 bedroom, iron/ironing board, free WiFi, bed sheets

"The property was on a great location and the service was excellent! We will definitely stay here again!"

￥43,615 total

includes taxes & fees

Jun 30 - Jul 1

"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"

￥52,304 total

includes taxes & fees

Jun 30 - Jul 1

￥43,444 total

includes taxes & fees

Jun 30 - Jul 1

"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."

￥44,463 total

includes taxes & fees

Jul 2 - Jul 3

"Very cute and well maintained property. Room 14 had great view of the harbor. Easy walk to everything in town. Kitchen was well stocked to make your own breakfast. Staff very friendly."

￥54,186 total

includes taxes & fees

Jul 6 - Jul 7

"We loved being in the heart of the bay. Jersey was a fabulous host who served me a delicious breakfast in the solarium overlooking the bay. The full kitchen with snacks on hand was nice. We enjoyed relaxing at the end of the day by the fire pit. We're so glad that we found this gem in Boothbay Harbor. "

￥47,020 total

includes taxes & fees

Jul 2 - Jul 3

"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "

￥63,377 total

includes taxes & fees

Jun 30 - Jul 1

"We loved this property. The views from the premium suites were unbelievable. Property also has shared space that includes a well-stocked, full kitchen (with breakfast food and coffee/nespresso provided), sun room, and outdoor patio. We would definitely stay here again."

￥57,604 total

includes taxes & fees

Jul 7 - Jul 8

￥54,186 total

includes taxes & fees

Jul 6 - Jul 7

￥49,246 total

includes taxes & fees

Jul 5 - Jul 6

"Location is close to what we wanted (botanical gardens and Boothbay Harbor shops). The plusses were free breakfast, nice trails connected to property, icecream across the street. The minuses were the pool/hot tub not open as expected,our room was not deep cleaned."

￥41,655 total

includes taxes & fees

Jun 30 - Jul 1

"clean, affordable accomadations. Manager helpful and responsive"

￥65,432 total

includes taxes & fees

Jun 30 - Jul 1

"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."

￥49,760 total

includes taxes & fees

Jun 30 - Jul 1

"Great location, clean, great commutation. Bonus: Lots of toys my 4 year old loved to play with during our stay. 😆"

￥224,836 total

includes taxes & fees

Jul 18 - Jul 19

￥61,303 total

includes taxes & fees

Jul 6 - Jul 7

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Find out more about Cundys Harbor

Search for holiday rentals in Cundys Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Cundys Harbor using one of the methods below:

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Recent reviews of Cundys Harbor properties

5/5 Excellent

"What a little gem in Maine! We stayed here in late June with a group of 17 family members and everyone had a great stay. The views from the resort are stunning, the rooms are small but well appointed, the restaurant is great, and the service was top notch! Jimmy was especially great and went out of his way to make sure we were well taken care of! If you are looking for a quiet place that screams coastal Maine, this is your place!"

A verified traveler from Rochester stayed at Bluebird Ocean Point Inn

Posted 17 hours ago

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?

Captain's House 2BR Apartment. Walk to Everything!: This vacation home rental near Cundys Harbor offers a patio, a garden, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

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 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.

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Cundys Harbor Vacation Rentals

Check prices for these dates

Vacation Rentals in Cundys Harbor

Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

Greenleaf Inn Room 6 | Private Entry, Balcony, and Harbor Views

Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

Greenleaf Inn - Mary's Room! First Floor King Suite, w/ Balcony, Harbor Views!

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

Greenleaf Inn Room 2: Cozy King Room With Harbor Views

Admiral's Quarters Jersey's Room - Garden Level w/ Gas Stove & Stunning Harbor Views

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

Admiral's Quarter Room 10 - Accessible 2 Room King Suite w/ Bedroom and study

Premium Family Suite - 2 Double Beds, 1 King Bed

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Cozy home on Georgetown Island off the coast of Maine

Escape to Positive Outlook

Find out more about Cundys Harbor

Recent reviews of Cundys Harbor properties

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Frequently asked questions