A calm river with a moose swimming, surrounded by dense forest and distant mountains.

Shirley Vacation Rentals

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Shirley vacation rentals

A bunk bed with a quilted mattress featuring a wildlife print.

1. Post and beam cabin with king and bunk

Post and beam cabin with king and bunk
Shirley Mills
10.0 out of 10, Exceptional, (50 reviews)
"Beautiful location!! Cabin was wonderful. Excellent location. Can’t say enough good stuff about it."
United States
Wendi
$199 nightly
The price is $217
Oct 27 - Oct 28
Total with taxes and fees
Post and beam cabin with king and bunk
A wooden bed with a patterned quilt and two pillows in a room with wooden flooring and a window.

2. Post and beam cabin with queen size and bunk

Post and beam cabin with queen size and bunk
Shirley Mills
9.8 out of 10, Exceptional, (32 reviews)
"We thoroughly enjoyed our stay. The location, accommodations, and host (Julie), were really great! "
United States
Madeline F.
$199 nightly
The price is $217
Oct 27 - Oct 28
Total with taxes and fees
Post and beam cabin with queen size and bunk
A wooden bunk bed with a patterned bedspread and pillows.

3. Post and beam cabin with bunk beds

Post and beam cabin with bunk beds
Shirley Mills
10.0 out of 10, Exceptional, (25 reviews)
"Our host Julie was very helpful and friendly and the view was spectacular!!!"
United States
Lisa W.
$199 nightly
The price is $217
Oct 27 - Oct 28
Total with taxes and fees
Post and beam cabin with bunk beds
A cozy cabin interior with a fireplace, wooden floors, a sofa, a dining area, and a kitchen.

4. Private pet-friendly cabin with year round trail access

Private pet-friendly cabin with year round trail access
Shirley
$506 nightly
The price is $528
Nov 1 - Nov 2
Total with taxes and fees
Private pet-friendly cabin with year round trail access
A wooden cabin interior with a staircase leading to a living area featuring a sofa, a television, and a fireplace.

5. Evergreen|Apartment Downtown with Fire Pit

Evergreen|Apartment Downtown with Fire Pit
Greenville
9.4 out of 10, Exceptional, (27 reviews)
"Very cute place! Clean. Centrally located! Would definitely go back."
United States
Louis
$175 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Evergreen|Apartment Downtown with Fire Pit
A bedroom with a wooden bed, a dresser, a desk, and a chair.

6. Pinecone|Apartment Downtown with Fire Pit

Pinecone|Apartment Downtown with Fire Pit
Greenville
9.6 out of 10, Exceptional, (12 reviews)
"Very clean and lovely place to stay. Me and my family really enjoyed staying here. Great communication and easy check in!"
United States
Christina A.
$160 nightly
The price is $174
Oct 27 - Oct 28
Total with taxes and fees
Pinecone|Apartment Downtown with Fire Pit
A compact living space with a dining area, a sofa, a TV mounted on the wall, and a wooden floor.

7. Downtown Greenville Spacious Apartment

Downtown Greenville Spacious Apartment
3.0 star property
Greenville
9.8 out of 10, Exceptional, (12 reviews)
"Great pre arrival comms with owner and great recommendations for dinner. The property was spotless and spacious . We used our time to find the B52 crash memorial and find the ghost trains."
United States
Ian.
$215 nightly
The price is $234
Nov 1 - Nov 2
Total with taxes and fees
Downtown Greenville Spacious Apartment
A two-story house with a garage, a balcony, and a flagpole with an American flag.

8. Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access

Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
Monson
9.6 out of 10, Exceptional, (5 reviews)
"Super-friendly hosts! Very handy to town.Comfortable beds!!"
United States
Tim U.
$344 nightly
The price is $356
Oct 27 - Oct 28
Total with taxes and fees
Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
A cabin with a porch, large windows, and a wooden deck.

9. Brewery Farm Retreat : Hawthorne

Brewery Farm Retreat : Hawthorne
Monson
10.0 out of 10, Exceptional, (6 reviews)
"The cabin was peaceful, clean, and well stocked. Lovely location, too. Close to Moosehead lake."
United States
tiffany
$198 nightly
The price is $216
Nov 22 - Nov 23
Total with taxes and fees
Brewery Farm Retreat : Hawthorne
A modern log cabin interior with a gray sofa, wooden flooring, and large windows offering a view of the surrounding forest.

10. Brewery Farm Retreat : Thoreau

Brewery Farm Retreat : Thoreau
Monson
9.6 out of 10, Exceptional, (5 reviews)
"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.
$187 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
Brewery Farm Retreat : Thoreau
A wooden cabin room with a bed, a nightstand, and a chair.

11. Trails Edge*Direct ATV Access* Walk to town*Pet Friendly*Short Drive to Red Cross Beach

Trails Edge*Direct ATV Access* Walk to town*Pet Friendly*Short Drive to Red Cross Beach
Greenville
9.8 out of 10, Exceptional, (7 reviews)
"All the amenities and close to everything"
United States
Rodney S.
$374 nightly
The price is $389
Nov 1 - Nov 2
Total with taxes and fees
Trails Edge*Direct ATV Access* Walk to town*Pet Friendly*Short Drive to Red Cross Beach
A forested area with a fire pit and two wooden Adirondack chairs facing a lake.

12. Cliff House* Lake View*ATV Access*Private Dock*

Cliff House* Lake View*ATV Access*Private Dock*
Greenville
10.0 out of 10, Exceptional, (6 reviews)
"Loved that we could walk onto the ice to go fishing!"
United States
Marian C.
$417 nightly
The price is $434
Nov 1 - Nov 2
Total with taxes and fees
Cliff House* Lake View*ATV Access*Private Dock*
A wooden deck with a table and chairs, a white house with two windows, and a door with the number 4.

13. Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail
Sangerville
9.6 out of 10, Exceptional, (48 reviews)
"The place was a very nice place to stay"
United States
Ruth
$117 nightly
The price is $127
Oct 31 - Nov 1
Total with taxes and fees
Rustic intown country apartment on the Moosehead trail
A bedroom with a bed, a fireplace, and a deer painting on the wall.

14. Bear`s Den *ATV Access*Walk to Town/Bars/Restaurants*A/C*Pet Friendly

Bear`s Den *ATV Access*Walk to Town/Bars/Restaurants*A/C*Pet Friendly
Greenville
10.0 out of 10, Exceptional, (6 reviews)
"Clean room, steps from restaurants where we ate "
United States
Hypnophase
$341 nightly
The price is $359
Nov 2 - Nov 3
Total with taxes and fees
Bear`s Den *ATV Access*Walk to Town/Bars/Restaurants*A/C*Pet Friendly
A room with a wooden floor, a black bookshelf, a mounted TV, and a door with a bear head decoration.

15. ATV ACCESS/WALK TO TOWN

ATV ACCESS/WALK TO TOWN
Greenville
9.0 out of 10, Wonderful, (4 reviews)
"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.
$369 nightly
The price is $387
Nov 2 - Nov 3
Total with taxes and fees
ATV ACCESS/WALK TO TOWN
A kitchen with white cabinets, a dining table with chairs, a stove, and a sink.

16. Second floor apartment with water access, ATV/snowmobile trail access

Second floor apartment with water access, ATV/snowmobile trail access
Greenville
10.0 out of 10, Exceptional, (2 reviews)
"It was a comfortable place to land. On a quiet street close to town."
United States
Nancy N.
$283 nightly
The price is $297
Oct 27 - Oct 28
Total with taxes and fees
Second floor apartment with water access, ATV/snowmobile trail access
A staircase with white balusters and a wooden handrail leading to a landing.

17. Brook Street Retreat

Brook Street Retreat
Greenville
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and had all the amenities we needed"
United States
Lynn D.
$460 nightly
The price is $480
Oct 28 - Oct 29
Total with taxes and fees
Brook Street Retreat
A cabin with a porch, large windows, and a wooden deck.

18. Brewery Farm Cabin: Dickinson

Brewery Farm Cabin: Dickinson
Monson
9.8 out of 10, Exceptional, (7 reviews)
"This is a magical place! Super new, clean, relaxing and has everything you need. The location is quiet and serene. The bed is so comfortable. Nice linens, equipped kitchen and comfortable living area. I can’t wait to come back!"
United States
Nancy G.
$187 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
Brewery Farm Cabin: Dickinson
A wooden deck with a railing, overlooking a forested area.

19. Loon Dream - Waterfront-ATV Access*Pet Friendly*Small Dock*Kayaks

Loon Dream - Waterfront-ATV Access*Pet Friendly*Small Dock*Kayaks
Beaver Cove
8.8 out of 10, Excellent, (13 reviews)
"The place was great"
United States
Ryan d.
$431 nightly
The price is $446
Oct 27 - Oct 28
Total with taxes and fees
Loon Dream - Waterfront-ATV Access*Pet Friendly*Small Dock*Kayaks
A modern log cabin interior with a gray sofa, wooden flooring, and large windows offering a view of the surrounding forest.

20. Brewery Farm Retreat : Longfellow #7

Brewery Farm Retreat : Longfellow #7
Monson
10.0 out of 10, Exceptional, (6 reviews)
"Great spot to enjoy some local craft beer in the peace and quiet!"
United States
Jacob R.
$187 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
Brewery Farm Retreat : Longfellow #7
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

Post and beam cabin with king and bunk

Post and beam cabin with king and bunk

10/10 Excellent
"."
Erich P. 7-night trip
Posted 5 hours ago
Post and beam cabin with king and bunk

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 $217 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.

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?

Moosehead Hideaway (Custom-Built, Waterfront, On Moosehead Lake): This vacation home rental near Shirley is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Lake Hebron. In the larger area, you’ll find Moosehead Historical Society and Lumbermen's Museum and Big Moose Mountain.

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.