Photo by Jeffrey Offermann

Search Vacation Homes in Monhegan Island

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Compare 232 Vacation Homes in Monhegan Island with updated reviews, rates, and availability.

Admiral's Quarters - Room 12

8.8 out of 10, Excellent, (5)
"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. "
The price is SAR 1,380
SAR 1,773 total
includes taxes & fees
26 Nov - 27 Nov
Admiral's Quarters - Room 12

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

10.0 out of 10, Exceptional, (66)
"Extremely clean, well stocked beautiful home. Perfect location for the Botanical Gardens and other attractions. Layout is perfect for everyone's privacy."
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Quintessential Maine Oceanfront home

10.0 out of 10, Exceptional, (70)
"Had a wonderful time at the home. The views are just beautiful!"
Quintessential Maine Oceanfront home

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "
Home In Boothbay - Holiday Getaway

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor

10.0 out of 10, Exceptional, (4)
"I can’t say enough about the house and our wonderful hosts. They’ve created a wonderful memory for our friends and family that will last a lifetime. The house, the views, boothbay harbor and all that it has to offer. Best vacation ever!! THANK YOU SO MUCH!! Paul"
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (32)
"Great location, very easy to get to harbor, and a great view. Check-in was easy, not having to keep a key on you was also nice. The house was very cozy, perfect for doing puzzles or drinking coffee in the morning. Lots of appliances and home goods to make it easy to cook, iron clothes, hang stuff, etc. Overall we would definitely stay again!"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

5.6 out of 10, (5)
"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

9.6 out of 10, Exceptional, (35)
"It is a big house with 4 bedrooms and 2 full baths. It was very clean when we arrived It is about a half mile walk into Boothbay Harbor by way of the footbridge. There are many restaurants, and shops. You can go out on boat tours from the middle of the town. Our experience was very good and be enjoyed our stay"
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

10.0 out of 10, Exceptional, (90)
"Beautiful location, really enjoyed the stay. The stairs are a challenge especially with no landing at the top. Didn't receive any notification about check-in and I got no answer when I called but when I checked the door was unlocked and keys were on the table. Everything was very clean and the kitchen was well equipped. "
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (39)
"It was our third time staying on this property...the beds are so comfortable we didn't want to leave...the house is located a nice distance from town...a quick 5 minute walk...just far enough away you don't hear any in town noises at night..sunrises in the porch or dining room are beautiful...already planning our next trip there"
Downtown Boothbay Harbor, The Francis Greene House

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

2.0 star property
8.0 out of 10, Very Good, (1)
"We enjoyed our stay here. Cute newly remodeled room. Close to all we wanted to experience in boothbay. "
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Stunning oceanfront cottage w/ private deck and Atlantic views

9.2 out of 10, Wonderful, (50)
"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "
Stunning oceanfront cottage w/ private deck and Atlantic views

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

Peacefull house on the water

9.6 out of 10, Exceptional, (25)
"We had a great week and the location was perfect for us. The house is very comfortable. It was so nice to hang out and relax. The fire pit was great and we spent many mornings and evenings sitting on the porch. Would love to return again!"
Peacefull house on the water

The Coal Shack: Dog-Friendly Harborfront Studio in Downtown Boothbay

10.0 out of 10, Exceptional, (148)
"Very nice updated cozy property with a fun street side walkout balcony! Inside was small but very doable for a couple. Enjoyed our stay very much!"
The Coal Shack: Dog-Friendly Harborfront Studio in Downtown Boothbay

Downtown Boothbay Harbor, 2-Story Cottage

9.6 out of 10, Exceptional, (16)
"We had fabulous 4 days in Boothbay , visiting beautiful Penaquid , Southport Island, boat cruise, morning coffee near the water, and delicious food at Waves. Fun to look in different shops too. Bed was comfortable, nice readinbathroom was clean but right in bedroom with curtain but no door. That was a negative. Driveway was very steep for climbing and awkward parking space for unloading which was a challenge for 70 yr olds. Good kitchen area and sunny living room. Rivate and semi detached. "
Downtown Boothbay Harbor, 2-Story Cottage

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

9.4 out of 10, Exceptional, (29)
"This is a great home with lots of room, natural light, comfortable bedrooms and a back deck we'd spend hours on in the evenings. Having a full bedroom and bathroom on the first floor and the two bedrooms and bathrooms upstairs also gave everyone privacy and downtime. The area is really quiet and walking distance from a path that runs alongside the water. The home is comfortable and roomy enough that being rained in for a day is no problem, and getting out to surrounding places is easy. "
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

Beautiful Antique Waterfront Property On Round Pond Harbor - Sleeps 7

10.0 out of 10, Exceptional, (60)
"Steep and narrow steps to bedrooms. We Are older but rented it anyway and are so glad we did. The place is so peaceful, beautiful, so well appointed and decorated. We had to be forced out with threats of legal action 😁"
Beautiful Antique Waterfront Property On Round Pond Harbor - Sleeps 7

Iconic downtown retreat with firepit & fireplace- walk to Harbor Footbridge

9.6 out of 10, Exceptional, (33)
"The cottage was clean and cute. The location was convenient to town but not special. Our only misgiving was difficulty with the entry codes and lock box although the support team remained dedicated to troubleshooting and we ultimately prevailed. I would recommend the property for a short stay by a small group."
Iconic downtown retreat with firepit & fireplace- walk to Harbor Footbridge
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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Other property types in Monhegan Island

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (14)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
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.