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Holiday Homes in Monhegan Island

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In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Featured Holiday Homes in Monhegan Island

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Exterior

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

10.0 out of 10, Exceptional, (27)
"We had a wonderful stay at this property. The owners were fantastic and very welcoming. The property had everything you could need. The grill was ready for use, fire wood was avaliable. The inside was fully stocked as well. The town was incredible. We would definitely recommend this place and if we ever make it back to Booth Bay we will stay at this location again. "
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Oceanfront Retreat with Dock, Boothbay Harbor
Terrace/patio

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
Oceanfront Retreat with Dock, Boothbay Harbor
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, (92)
"Fantastic coastal cottage feel! Beautiful view of the the bay. Updated bathrooms and kitchen. Perfect location to walk to center of Boothbay harbor shops and restaurants. My only suggestion...replace any bad window shades with working ones..andCheck all ac unit filters.maybe consider updating the upstairs ac units.We had an amazing time."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Fridge, microwave, oven, stovetop

Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

9.2 out of 10, Wonderful, (60)
"The house was the perfect size for my family of 7 adults. We enjoyed the short walk to downtown Boothbay too."
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town
Dining

Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town

8.0 out of 10, Very good, (24)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town
Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Dining

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere
Multi-unit with oar & boat house with private dock & kayaks
Exterior

Multi-unit with oar & boat house with private dock & kayaks

9.2 out of 10, Wonderful, (27)
"Great location and the feel of real Maine living. Plenty of room for lots of people."
Multi-unit with oar & boat house with private dock & kayaks
Sailor's Valentine: Bayfront Home on Private Beach and Hot Tub!
Fridge, microwave, oven, stovetop

Sailor's Valentine: Bayfront Home on Private Beach and Hot Tub!

10.0 out of 10, Exceptional, (105)
"We have stayed several times and it never disappoints. Beautiful accommodation and location. Truly a little slice of heaven.."
Sailor's Valentine: Bayfront Home on Private Beach and Hot Tub!
LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK
Outdoor dining

LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK

10.0 out of 10, Exceptional, (117)
"loved our stay-the house is immaculate with fine furnishings and warm colors-many places to settle down with a good book or take out a kayak-easy walk into town-would recommend"
LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK
Coastal home with new, full kitchen, walkable downtown location
Fridge, microwave, oven, stovetop

Coastal home with new, full kitchen, walkable downtown location

9.0 out of 10, Wonderful, (31)
"Lovely place within walking distance of town."
Coastal home with new, full kitchen, walkable downtown location
Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck
Outdoor dining

Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck

9.2 out of 10, Wonderful, (37)
"Our family enjoyed the view at this rental in Southport. The king bed was very comfortable! We had everything we needed at this home, including extras we hadn’t thought about. We were close enough to town when we wanted to explore. We would absolutely stay again!"
Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck
Harborfront Home in the Heart of Boothbay | Walk to Restaurants & Shops
Fridge, microwave, oven, stovetop

Harborfront Home in the Heart of Boothbay | Walk to Restaurants & Shops

Harborfront Home in the Heart of Boothbay | Walk to Restaurants & Shops
Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.
Interior

Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.

10.0 out of 10, Exceptional, (1)
"Terrific. "
Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on 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, (103)
"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
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Interior

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.4 out of 10, Exceptional, (80)
"Other than furniture that is older and not the most comfortable, this is an excellent location from which to explore a lovely quiet peninsula Down East."
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

9.8 out of 10, Exceptional, (74)
"Great visit!"
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Fridge, microwave, oven, stovetop

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

9.4 out of 10, Exceptional, (3)
"We loved how spacious and accommodating this home was, as well as it's great proximity to downtown Boothbay Harbor."
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
Marina

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

9.8 out of 10, Exceptional, (31)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great stay in Boothbay. The rental property was nestled in the woods. We saw wild turkey, ducks, and osprey from the house. The house was comfortable, very clean, well equipped, and beautifully decorated. It was exactly as described. Our...
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
Dog-friendly bay view home - water views, dock access
Fridge, microwave, oven, stovetop

Dog-friendly bay view home - water views, dock access

6.8 out of 10, (8)
"We had a great time and Sea View was perfect for oir stay!"
Dog-friendly bay view home - water views, dock access
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Exterior

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

10.0 out of 10, Exceptional, (6)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
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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Top Monhegan Island Hotel Reviews

Fishermans Wharf Inn

Fishermans Wharf Inn

10/10 Excellent
"Staff is excellent. Property very clean."
george 1-night trip
Posted 2 days ago
Fishermans Wharf Inn

Find out more about Monhegan Island

Find out more about Monhegan Island

Monhegan Island Holiday Homes information

Number of reviews
602
Accommodation
367 Holiday Homes
Lowest Price
Highest Price

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