Photo by Robbie Martin

Shirley Vacation Rentals

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Dec 9 - Dec 10
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Vacation Rentals in Shirley

Interior
Post and beam cabin with bunk beds

Post and beam cabin with bunk beds

Shirley Mills
10.0 out of 10, Exceptional, (20)
"Nice place to stay, enjoyed the star gazing"
United States
P B.
$198 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Post and beam cabin with bunk beds
Exterior
Post and beam cabin with king and bunk

Post and beam cabin with king and bunk

Shirley Mills
10.0 out of 10, Exceptional, (43)
"Cabin was very clean and well stocked. Great place! The host was very nice and will definitely be going back! "
United States
Ryan N.
$198 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Post and beam cabin with king and bunk
Exterior
Post and beam cabin with queen size and bunk

Post and beam cabin with queen size and bunk

Shirley Mills
10.0 out of 10, Exceptional, (27)
"We thoroughly enjoyed our stay. The location, accommodations, and host (Julie), were really great! "
United States
Madeline F.
$198 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Post and beam cabin with queen size and bunk
Smart TV, fireplace, books
Brewery Farm Retreat : Thoreau

Brewery Farm Retreat : Thoreau

Monson
10.0 out of 10, Exceptional, (2)
"We enjoyed out stay with our two pups in the Thoreau cabin. It was quiet and enjoyable. We will be back!"
United States
Alyssa M.
$199 nightly
The price is $217
Dec 10 - Dec 11
Total with taxes and fees
Brewery Farm Retreat : Thoreau
Smart TV, fireplace
Brewery Farm Retreat : Longfellow #7

Brewery Farm Retreat : Longfellow #7

Monson
10.0 out of 10, Exceptional, (5)
"What an incredible concept! A brewery with goats, games, and the friendliest owners! The cabins are perfect. They are not all finished yet and I can’t wait to go back again when they are. Such a peaceful stay."
United States
Amanda C.
$203 nightly
The price is $221
Dec 10 - Dec 11
Total with taxes and fees
Brewery Farm Retreat : Longfellow #7
Property grounds
Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail

Sangerville
9.6 out of 10, Exceptional, (42)
"Clean quiet."
United States
Deane
$113 nightly
The price is $123
Dec 10 - Dec 11
Total with taxes and fees
Rustic intown country apartment on the Moosehead trail
Interior
Tomhegan Cabin Overlooking Moosehead Lake

Tomhegan Cabin Overlooking Moosehead Lake

Greenville
9.6 out of 10, Exceptional, (7)
"View was great.Was as advertised "
United States
Andrew H.
$371 nightly
The price is $386
Jan 2 - Jan 3, 2026
Total with taxes and fees
Tomhegan Cabin Overlooking Moosehead Lake
Terrace/patio
Lakeshore Retreat- Walk to town*Snowmobile Access

Lakeshore Retreat- Walk to town*Snowmobile Access

Monson
10.0 out of 10, Exceptional, (3)
"Super-friendly hosts! Very handy to town.Comfortable beds!!"
United States
Tim U.
$350 nightly
The price is $362
Dec 10 - Dec 11
Total with taxes and fees
Lakeshore Retreat- Walk to town*Snowmobile Access
1 bedroom, WiFi, bed sheets
Pinecone - Apartment in Downtown Greenville

Pinecone - Apartment in Downtown Greenville

Greenville
9.6 out of 10, Exceptional, (12)
"Location was great. Place was very clean. We hope to go back next year "
United States
Patty M.
$179 nightly
The price is $194
Dec 11 - Dec 12
Total with taxes and fees
Pinecone - Apartment in Downtown Greenville
Property grounds
Charming Cabin with Wood Stove, Fire Pit and Porch!

Charming Cabin with Wood Stove, Fire Pit and Porch!

Greenville
9.0 out of 10, Wonderful, (8)
"We really enjoyed our stay at this Cabin by Moosehead Lake! The cabin was cute, clean and comfortable. The loft area was larger than we expected. Close to many hiking trails and all Moosehead Lake attractions. "
United States
Samantha B.
$344 nightly
The price is $356
Dec 10 - Dec 11
Total with taxes and fees
Charming Cabin with Wood Stove, Fire Pit and Porch!
Smart TV, fireplace
Little Moose Lodge *Lake Access*Snowmobile Access

Little Moose Lodge *Lake Access*Snowmobile Access

Beaver Cove
10.0 out of 10, Exceptional, (2)
"Great host great property and great communication! We really enjoyed our stay."
United States
Jayne Y.
$468 nightly
The price is $485
Dec 10 - Dec 11
Total with taxes and fees
Little Moose Lodge *Lake Access*Snowmobile Access
Exterior
Black bear cabin at Moosehead lake

Black bear cabin at Moosehead lake

Greenville
9.6 out of 10, Exceptional, (5)
"Great location! Private yet close to everything. We couldd atv directly from the rental. Clean and had all the basic necessities for cooking. "
United States
Erin
$283 nightly
The price is $295
Dec 10 - Dec 11
Total with taxes and fees
Black bear cabin at Moosehead lake
Fridge, microwave, oven, stovetop
Evergreen - Apartment in Downtown Greenville

Evergreen - Apartment in Downtown Greenville

Greenville
9.4 out of 10, Exceptional, (24)
"We enjoying our stay, the location was great."
United States
Stella G.
$179 nightly
The price is $194
Dec 10 - Dec 11
Total with taxes and fees
Evergreen - Apartment in Downtown Greenville
Dining
Bear's Den - *Direct ATV Access* Walk to Town*

Bear's Den - *Direct ATV Access* Walk to Town*

2.0 star property
Greenville
10.0 out of 10, Exceptional, (6)
"Very well kept and was located in an excellent spot."
United States
CODY R.
$262 nightly
The price is $273
Dec 10 - Dec 11
Total with taxes and fees
Bear's Den - *Direct ATV Access* Walk to Town*
Exterior
The Lily Pad-ATV Access*Close to Town*Pet Friendly

The Lily Pad-ATV Access*Close to Town*Pet Friendly

Greenville
10.0 out of 10, Exceptional, (1)
"We had a great time! The cabin was awesome and was convenient to town and trails. We would definitely stay here again."
United States
Bruce T.
$433 nightly
The price is $450
Dec 10 - Dec 11
Total with taxes and fees
The Lily Pad-ATV Access*Close to Town*Pet Friendly
Property grounds
Loon Dream - Waterfront-ATV & Snowmobile Access

Loon Dream - Waterfront-ATV & Snowmobile Access

Beaver Cove
8.8 out of 10, Excellent, (10)
"The place was great"
United States
Ryan d.
$408 nightly
The price is $422
Dec 10 - Dec 11
Total with taxes and fees
Loon Dream - Waterfront-ATV & Snowmobile Access
Fridge, microwave, oven, stovetop
ATV ACCESS/WALK TO TOWN

ATV ACCESS/WALK TO TOWN

2.0 star property
Greenville
9.4 out of 10, Exceptional, (3)
"We had a fantastic stay here during Fly-In weekend. Walking distance from all events downtown. The accommodations were clean and perfectly met the needs of our family. Communication with property management was great! "
United States
Brianna L.
$315 nightly
The price is $329
Dec 10 - Dec 11
Total with taxes and fees
ATV ACCESS/WALK TO TOWN
Exterior
Kineo Cabin on Moosehead Lake

Kineo Cabin on Moosehead Lake

Greenville
9.6 out of 10, Exceptional, (4)
"Host was great. View from the cabin was spectacular."
United States
Douglas A.
$392 nightly
The price is $407
Dec 10 - Dec 11
Total with taxes and fees
Kineo Cabin on Moosehead Lake
Fridge, microwave, oven, stovetop
Up Country Cabin · Moosehead Lake: A/C + Ping Pong

Up Country Cabin · Moosehead Lake: A/C + Ping Pong

Greenville Junction
10.0 out of 10, Exceptional, (11)
"The cabin was very brand new. It had everything needed for our time there. We would definitely stay there again."
United States
Lois
$377 nightly
The price is $409
Dec 10 - Dec 11
Total with taxes and fees
Up Country Cabin · Moosehead Lake: A/C + Ping Pong
Full-size fridge, microwave, oven, stovetop
Waterfront Cottage Moosehead Lake

Waterfront Cottage Moosehead Lake

3.5 star property
Greenville
9.2 out of 10, Wonderful, (5)
"We had a lovely stay, would love to go back."
United States
Lilia
$261 nightly
The price is $285
Dec 10 - Dec 11
Total with taxes and fees
Waterfront Cottage Moosehead Lake
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 Shirley Hotel Reviews

The Mill Inn

The Mill Inn

10/10 Excellent
"Room& bathroom we perfectly maintained & really spacious! The cafe was cute & great atmosphere. Food & coffee were excellent."
Susan 1-night trip
Posted 4 days ago
The Mill Inn

Find out more about Shirley

Everything you need to know about Shirley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shirley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shirley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shirley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shirley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shirley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $356 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shirley rentals

At Expedia, we put the best Shirley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shirley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shirley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shirley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Shirley?

Yes, we offer vacation rentals near top sights in Shirley, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Shirley?

Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi!: This vacation home rental near Shirley is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Shirley?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Shirley stay.

What’s there to see and do in Shirley?

While exploring the area, visit family-friendly sights like Katahdin Cruises and Moosehead Marine Museum, or get outside and enjoy nature at Big Moose Mountain. In the larger area, you’ll find Big Squaw Mountain Ski Resort and Prong Pond.

What’s a vacation rental in Shirley like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Shirley. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.