Location

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Vacation rentals in Shirley, Maine, United States

Rustic cabin charm meets lakeside serenity

Spacious lakefront living room with a stone fireplace, floor-to-ceiling windows, and breathtaking water views for the perfect cabin getaway.

Rustic cabin kitchen with modern appliances, spacious countertops, and large windows bringing in natural light and peaceful forest views.

Lakeview dining area with seating for the whole group, expansive windows, and stunning waterfront views that make every meal memorable.

Wake up to the sounds of nature in your quiet lakeside escape

Sundown Hideaway

3 bedrooms·2 baths

Greenville • Maine

$2,430.48 USD total for 3 nights

Jan 31 – Feb 3, 2027

A-frame cabin with upper and lower decks, surrounded by trees and a private wooded setting.

Open-concept living area with a full kitchen, wood stove, workspace, and rustic wood finishes throughout.

Private dock with direct lake access, perfect for swimming, fishing, boating, and enjoying waterfront views.

Modern kitchen with a large island, stainless steel appliances, and open-concept living space with rustic wood accents.

Cozy corner with a wood stove, workspace, large windows, and warm wood finishes throughout.

Wilson Pond Dam Cabin

2 bedrooms·1 bath

Greenville • Maine

Spacious lakeview deck overlooking the water, perfect for morning coffee, outdoor dining, and relaxing in a peaceful setting.

Private balcony with comfortable seating and peaceful lake views, perfect for enjoying your morning coffee or evening sunset.

Cozy cabin-style living space with a kitchenette, dining table, futon, and warm wood finishes for a comfortable stay.

Rustic cabin kitchenette and dining area with full-size appliances, a cozy futon, and peaceful woodland views through the large picture window.

Cozy rustic cabin dining area with a full kitchen, comfortable seating, and easy access to the bedroom and bathroom for a relaxing stay.

Lakeshore Retreat

2 bedrooms·1 bath

Monson • Maine

$563.16 USD total for 3 nights

Nov 18 – 21, 2026

Beautiful log cabin retreat with a wraparound porch, spacious lawn, and vibrant fall colors creating the perfect woodland getaway.

Enjoy meals and board games at the family-style dining table

Enjoy home-cooked meals with a view of the woods

Coffee bar with fresh coffee & keg included ☕🍺

Relax on the covered porch with a view of nature

Whitetail Ledge

3 bedrooms·2 baths

Greenville • Maine

$1,460.34 USD total for 3 nights

Nov 18 – 21, 2026

Autumn Lakeside Cabin Retreat

Heaven in the Highlands

Spacious log cabin living room with vaulted ceilings, a wood stove, and large windows overlooking the water.

Stunning log cabin surrounded by nature with beautiful sunset views over the water and mountains.

A spacious, fully equipped kitchen with a large island and plenty of seating.

Heaven In The Highlands

7 bedrooms·8 baths

Greenville • Maine

$5,472.00 USD total for 3 nights

Nov 18 – 21, 2026

Winter Wonderland Getaway

Large Private Yard

Fall Foliage Retreat

Rope lights around the property for an enchanting evening

WinterFell

3 bedrooms·2 baths

Greenville • Maine

$1,151.40 USD total for 3 nights

Nov 29 – Dec 2, 2026

Wood Burning Stove w/ Sitting Area

Fully Equipped Kitchen

Open Concept Cabin

Rustic Cabin

2 bedrooms·1 bath

Greenville • Maine

$813.96 USD total for 3 nights

May 15 – 18, 2027

Charming Living Space

Fully Equipped Kitchen

Bedroom 1- Main Level- King Bed

Enjoy access to the shared community dock, a great spot for swimming, fishing, and taking in the waterfront views. Please note that boats may not be docked at this location.

Winter Wren

3 bedrooms·1 bath

Greenville • Maine

$1,057.92 USD total for 3 nights

Nov 30 – Dec 3, 2026

Fall Foliage Retreat

ChatGPT Image Sep 25, 2026, Fall Foliage Retreat PM

Cozy Living Room

Fully equipped kitchen with a coffee bar, full-size refrigerator, stove, microwave, and all the essentials for preparing meals during your stay.

Rustic charm with a cozy wood-burning stove and modern smart TV for your comfort.

Blue Bear Cabin

2 bedrooms·1 bath

Greenville • Maine

$759.47 USD total for 3 nights

Nov 22 – 25, 2026

Outdoor fire pit ready for s’mores, stories, and stargazing nights.

8' x 24' dock with space to accommodate boats between 20–22 feet, making it easy to enjoy your time on the water.

Cozy open-concept cabin featuring a fully equipped kitchen, dining area, and comfortable living space with warm wood finishes throughout.

Comfortable queen bedroom with warm wood flooring, natural light, and a peaceful setting perfect for a relaxing cabin getaway.

Cliff House

2 bedrooms·1 bath

Greenville • Maine

$797.77 USD total for 3 nights

Nov 18 – 21, 2026

Heavenly Hideaway

Heavenly Hideaway

Recline and Relax

Fully Equipped Kitchen

Living Room w/Large Windows

Heavenly Hideaway

2 bedrooms·2 baths

Greenville • Maine

$1,068.18 USD total for 3 nights

Nov 18 – 21, 2026

Fully equipped kitchen with everything you need for a comfortable cabin stay.

Backyard view of Bobcat Cabin.

Cozy king bedroom with warm wood interiors and rustic cabin charm.

Dinning room table that fits 6 people.

Bobcat Cabin

2 bedrooms·2 baths

Greenville • Maine

$1,199.28 USD total for 3 nights

Nov 28 – Dec 1, 2026

Cozy log cabin living room with a wood stove, comfortable seating, and rustic charm.

Water Front access

Rustic cabin kitchen with modern appliances, ample counter space, and natural wood finishes.

Rustic log cabin living area with comfortable seating, a dining table, and an open-concept layout.

Loon Landing

2 bedrooms·1 bath

Greenville • Maine

$1,242.60 USD total for 3 nights

Oct 12 – 15, 2027

Sit and enjoy the view

Sit and enjoy the view

Cozy living room over looking wilson pond

Fully equipped kitchen for home-cooked meals

Rest easy in a comfortable and peaceful bedroom

Oasis on Wilson PondWaterfrontBoat launch*Pet Friendly

2 bedrooms·1 bath

Greenville • Maine

$956.46 USD total for 3 nights

Nov 18 – 21, 2026

Rustic Cabin in the Woods

Large Open Living Room

Fully Equipped Kitchen

Seating on balcony.

Bedroom 3- King Bed

Loon Lodge

3 bedrooms·3 baths

Greenville • Maine

$1,499.10 USD total for 3 nights

Nov 18 – 21, 2026

Rustic Interior

Waterfront Property

Cabin with a Porch

The Bunkhouse

5 bedrooms·3 baths

Greenville • Maine

$1,687.20 USD total for 3 nights

Nov 18 – 21, 2026

Master Bedroom w/Sunset Views

Shared Dock on Moosehead Lake

Cozy Living Room w/Lake and Mountain Views

Seating area inside to enjoy the lake view.

Living Room/ Dining Area

The Boathouse

2 bedrooms·1 bath

Greenville • Maine

$1,249.44 USD total for 3 nights

Nov 18 – 21, 2026

Spacious wraparound deck with outdoor seating, peaceful forest views, and the perfect setting for relaxing cabin getaways.

Point of view from the balcony inside.

Rustic cabin kitchen with stainless steel appliances, spacious countertops, and warm wood finishes perfect for gathering.

Cozy queen bedroom with warm wood interiors, rustic cabin charm, and a comfortable queen bed for a peaceful retreat.

Dining room for 8 people to enjoy meals together.

Black Bear Den

4 bedrooms·2 baths

Piscataquis County • Maine

Waterfront Cabin at Moosehead Lake

Large dock for boats and seaplanes

Cozy log cabin with fireplace

Fully equipped kitchen for home-cooked meals

Large dock for boats and seaplanes

Hartford's Point Lodge Spacious Log Cabin Perfect for families

3 bedrooms·2 baths

Piscataquis County • Maine

$1,879.86 USD total for 3 nights

Nov 18 – 21, 2026

Comfortable Maine cabin rental designed for families, couples, and group getaways

Spacious Moosehead Lake vacation rental with cozy living space and mountain lodge charm

Fully equipped kitchen in this Maine vacation rental near Greenville

Scenic setting just minutes from Greenville, Maine

Eagle's Nest

3 bedrooms·2 baths

Greenville • Maine

$912.00 USD total for 3 nights

Dec 1 – 4, 2026

Large cabin surrounded by vibrant fall foliage with a wraparound deck, fire pit, and scenic mountain views.

Hot Tub Overlooking Moosehead Lake

Kitchen Dining/ Area

Main Floor Bathroom

Kitchen/ Living Room/Dining

Burnt Jacket Lodge

5 bedrooms·2 baths

Greenville • Maine

$2,609.00 USD total for 3 nights

Nov 18 – 21, 2026

Romantic Summer Getaway

Cozy Kitchen/ Living Room

Rustic Hand Built Cabin in the Woods

Covered Porch Overlooking Moosehead Lake

Sunset Views of Moosehead Lake

Tomhegan Cabin

2 bedrooms·1 bath

Greenville • Maine

$706.80 USD total for 3 nights

Nov 29 – Dec 2, 2026

Seboomook Cabin

Woodsy Cabin Interior

Amazing Views of Moosehead Lake/Mountain Views

Charming Rustic Living Room

Seboomook Cabin

2 bedrooms·1 bath

Greenville • Maine

$736.21 USD total for 3 nights

Nov 18 – 21, 2026

Rustic Cabin in the Woods

Watch the Stars at Night

Kineo Cabin

2 bedrooms·1 bath

Greenville • Maine

$113 – $499/ night(excl. fees & taxes)