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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 259 Vacation Homes in Monhegan Island with updated reviews, rates, and availability.

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Fridge, microwave, oven, stovetop

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Fridge, microwave, oven, stovetop

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
Beach

Peacefull house on the water

9.6 out of 10, Exceptional, (26)
"This cozy home had everything we needed for our Thanksgiving getaway. It's beautifully updated, warm, comfortable, and centrally located to what we wanted to do. It's located in a quiet, riverfront area for a peaceful stay. Only the turkeys, squirrels, and an occasional lobster boat to get your attention. Just perfect. I highly recommend this property."
Peacefull house on the water
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Smart TV, books

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!
Interior

Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!

9.6 out of 10, Exceptional, (12)
"We loved our stay! Dog friendly is not always easy to find and this place was amazing for our pup. Kitchen is perfectly equipped to cook breakfast and dinner. Spotless and recently updated. Tasty bakery/coffee (Farm 23) across the street. Landtrust surrounding the property for running and walking trails. Location is walkable or <5 min drive to shops and restaurants downtown. You won’t be disappointed. "
Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Interior

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

9.0 out of 10, Wonderful, (22)
"We so enjoyed the house, but the view stole the show! Needs a bit of a glam up in the furniture department but everything was comfortable and clean. The property is lovely and we enjoyed the piano! We will be back for sure."
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Miscellaneous

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Lake

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

9.8 out of 10, Exceptional, (119)
"The house was very clean and cozy. Peaceful location. Host was accommodating and easy to communicate with. "
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Fridge, microwave, oven, stovetop

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
Coastal bungalow with large yard, beautiful kitchen, & great location
Fridge, microwave, oven, stovetop

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (30)
"We had a wonderful stay! Perfect location to Boothbay and surrounding areas! The home was very clean and it was great have 2 full baths. Planning on booking again next year!"
Coastal bungalow with large yard, beautiful kitchen, & great location
Single-family home situated on the waterfront in the beautiful midcoast Maine
Exterior

Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (92)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Historic Friendship Boat House Near Back River!
Dishwasher, coffee/tea maker, cookware/dishes/utensils

Historic Friendship Boat House Near Back River!

8.0 out of 10, Very Good, (3)
"Everything was beyond expectations. The neighborhood was quiet. The stars were visible and a nice deck to enjoy the experience. Big back yard for the dogs to explore. The kitchen was large and well stocked. One of the best features was large windows throughout the house so you could take in stunning sunsets.We went to the Damariscotta Pumpkin Festival and it was a short drive away.The house is very classy and it has alot of interesting facts about its history.We would come back. Thank You "
Historic Friendship Boat House Near Back River!
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Exterior

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

8.4 out of 10, Very Good, (23)
"Spacious house with nice views."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Peace in Pemaquid - Ocean Sunsets & Stargazing
Terrace/patio

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (16)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Terrace/patio

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

9.6 out of 10, Exceptional, (65)
"We loved this place. Even better in person than the pictures. Gorgeous setting on Ocean Point in a quiet neighborhood. Very nicely appointed, it meets all your needs and when the thermostat acted up the property manager was quick to respond and provide space heaters until hvac could come the next morning. We highly recommend and will stay here again. "
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Hidden Waterfront Retreat with Private Dock & Rocky Beach
TV, fireplace, DVD player, books

Hidden Waterfront Retreat with Private Dock & Rocky Beach

8.4 out of 10, Very Good, (33)
"This house has a great location and lovely views on the water, but should not be allowed to be on the rental market in its current condition. It is filthy and dirty full of mildew that will hit you as soon as you enter. We asked to be moved but the nearest option was 2 1/2 hours away which was not acceptable. The house needs a deep cleaning!!! The furniture and flooring were stained, there were dirty cups in the cabinets, cobwebs everywhere and you couldn’t escape the mildew. There were two...
Hidden Waterfront Retreat with Private Dock & Rocky Beach
Iconic downtown retreat with firepit & fireplace- walk to Harbor Footbridge
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (34)
"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
Historic Captain's Home
Private kitchen

Historic Captain's Home

9.4 out of 10, Exceptional, (3)
"The property was absolutely charming and the views and location were excellent. It being Christmas, the whole experience was like a Hallmark movie. The tiny bathrooms were challenging but a small price to pay for the ambiance. Could use some more cookware"
Historic Captain's 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.
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Other property types in Monhegan Island

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (92)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Ocean Point OCEANFRONT with private rugged BEACH
Lake

Ocean Point OCEANFRONT with private rugged BEACH

10.0 out of 10, Exceptional, (83)
"Beautiful location, lovely accommodations, and great hosts! Oceanfront bliss for a peaceful sunrise and an evening by the fire pit. "
Ocean Point OCEANFRONT with private rugged BEACH
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
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.