Photo by Robbie Martin

Shirley Holiday Rentals

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Holiday Rentals in Shirley

Peaceful Dog-Friendly Cabin with Large Yard, Deck, & Firepit - Close to the Lake
9.8 out of 10, Exceptional, 59 reviews
"It was great. Everything we could have asked for and great service. A little to close to the main road but that’s it."
Peaceful Dog-Friendly Cabin with Large Yard, Deck, & Firepit - Close to the Lake
"Andy's Place"
10.0 out of 10, Exceptional, 99 reviews
"It was beautiful and clean! Would definitely stay there again!!"
"Andy's Place"
Lakefront cabin with woodstove, beautiful mountain views & private swimming dock
9.6 out of 10, Exceptional, 41 reviews
"Beautiful little cabin in a lovely secluded location. Clean, comfortable, extremely quiet. The only issue we found is - the hot water heater is horribly undersized. Any more than one 10-min shower and you’ll be taking a COLD shower! Lovely retreat for a couple, but a shower together? Out of the question! My wife and I took AM/PM shifts on the 2nd day after it took my breath away on day 1."
Lakefront cabin with woodstove, beautiful mountain views & private swimming dock
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Friendly cabin near tons of outdoor activities & walk to the lake - dog-friendly
8.8 out of 10, Excellent, 40 reviews
"The property was a typical Maine camp. Clean with a comfortable bed. Dog friendly and 5 minutes from our son's house was exactly what we needed."
Friendly cabin near tons of outdoor activities & walk to the lake - dog-friendly
Renovated Cabin w/ a Deck, Firepit, Gas Grill, Free WiFi, & Full Kitchen
10.0 out of 10, Exceptional, 22 reviews
"My family fell in love with this cabin as soon as we walked in the door. It made for a very nice get away in the mountains. The property was nice, the amenities we great. My kids enjoyed the games and movies."
Renovated Cabin w/ a Deck, Firepit, Gas Grill, Free WiFi, & Full Kitchen
Cozy Cabin with Access to Beautiful Moosehead Lake. Pet friendly!
9.4 out of 10, Exceptional, 99 reviews
"The cabin was very nice, clean, and quite. Good place to unwind."
Cozy Cabin with Access to Beautiful Moosehead Lake. Pet friendly!
Lakefront cabin with private dock, wood stove & beach access - dogs OK
9.8 out of 10, Exceptional, 12 reviews
"Although the cabin was not cleaned before we arrived, the Vacasa cleaning crew came right over after we called. They said it was a scheduling problem that caused them to not have the cabin cleaned before we got there. I would have expected a proactive call to let us know about the problem and for them to have corrected the schedule before we got there and called them about it. Vacasa is also refunding us our cleaning fee."
Lakefront cabin with private dock, wood stove & beach access - dogs OK
Lakefront cabin close to town with dock, firepit - dogs welcome
9.8 out of 10, Exceptional, 70 reviews
"We had a great time fishing the lake. The Kids loved the house. Great location and home, we'll definitely be back!"
Lakefront cabin close to town with dock, firepit - dogs welcome
Historic Barn Suites
3.0 star property
Historic Barn Suites
Lakefront, dog-friendly home with firepit & Moosehead/Mt. Kineo views
Lakefront, dog-friendly home with firepit & Moosehead/Mt. Kineo views
Lakefront Home with Private Dock, Pebble Beach & Enclosed Porch - Dogs Welcome
9.4 out of 10, Exceptional, 40 reviews
"Loved sitting by the water watching the wildlife Convenience store and proximity to town was under a 5 min drive"
Lakefront Home with Private Dock, Pebble Beach & Enclosed Porch - Dogs Welcome
Charming home with direct lake access, close to town
10.0 out of 10, Exceptional, 173 reviews
"We had a great time. Perfect location, very clean, pet friendly. We love Greenville and this was such a nice property."
Charming home with direct lake access, close to town
Beautiful home with WiFi, lake view, deck, & firepit - walk to beach
9.0 out of 10, Wonderful, 28 reviews
"Everything was great except the beds and linens. Pillows should be replaced-stained. Mattresses were hard as a rock, very uncomfortable and bed frame squeaked.Linens should be updated, very old. The family did a lot of outdoor activities, it would have been wonderful to go to bed and get needed rest but unlikely with the mattresses and flat stained pillows. Betty McBrien"
Beautiful home with WiFi, lake view, deck, & firepit - walk to beach
Lakefront home with private dock, canoe & kayak, fast WiFi, and firepit - dog OK
10.0 out of 10, Exceptional, 61 reviews
"We enjoyed our stay it was, a quiet and relaxing cabin. I would definitely stay here again."
Lakefront home with private dock, canoe & kayak, fast WiFi, and firepit - dog OK
Moosehead Hideaway (Custom-Built, Waterfront, On Moosehead Lake)
9.8 out of 10, Exceptional, 97 reviews
"This house is just fantastic. We got to watch the total eclipse from the deck! TV works great, kitchen has all you need and bedrooms are clean. thank you, Scott, or replying to messages so quickly."
Moosehead Hideaway (Custom-Built, Waterfront, On Moosehead Lake)
Rustic, dog-friendly lakefront cabin w/ gorgeous lake views and private W/D
6.0 out of 10, 11 reviews
"Convenient place to stay during the seaplane fly in."
Rustic, dog-friendly lakefront cabin w/ gorgeous lake views and private W/D
Cozy Lakefront Cottage with Dock, Mountain Views, Peaceful Location
9.4 out of 10, Exceptional, 47 reviews
"If you’re looking for a peaceful, relaxing, and beautiful place to stay, this is the one! The cabin was extremely clean, beds were comfortable and the shower was nice and hot, and the views of the lake can’t be beat, and the location of this cabin is also ideal- it was close to many hikes, and extremely close to the local grocery store and all the restaurants."
Cozy Lakefront Cottage with Dock, Mountain Views, Peaceful Location
Dog-friendly lakefront home with deck, grill, WiFi, shared dock & water access
10.0 out of 10, Exceptional, 69 reviews
"We had a lovely stay at Prong Pond. The property is quiet, and although there are two cabins next to each other, they still feel private. About 6 miles outside of "downtown" Greenville, just the right distance away. The pond was quiet when we were there, perfect for paddling. Amazing scenery and wildlife, although we didn't see a moose, which was one of our goals. Great vacation!"
Dog-friendly lakefront home with deck, grill, WiFi, shared dock & water access
Charming cabin with wood stove, firepit and Porch!
Charming cabin with wood stove, firepit and Porch!
Lakeside cottage, close to town, large lot, 300+ft of Moosehead Lake frontage
10.0 out of 10, Exceptional, 101 reviews
"We truly enjoyed our stay her. The views from the living and dining area windows of the lake were amazing. And was convenient to town. The inside of the house was very nice and comfortable and also the deck was a great place to sit outside and enjoy the lake views. We enjoyed Kelly’s Landing and in the downtown there was a little shop Northwoods Gourmet Girl that had an amazing crab cake sandwich and homemade blueberry cobbler. May want bug spray for an outside activities in the area especially...
Lakeside cottage, close to town, large lot, 300+ft of Moosehead Lake frontage
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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.

Other types of properties in Shirley you may be interested in

Peaceful Dog-Friendly Cabin with Large Yard, Deck, & Firepit - Close to the Lake
9.8 out of 10, Exceptional, 59 reviews
"It was great. Everything we could have asked for and great service. A little to close to the main road but that’s it."
Peaceful Dog-Friendly Cabin with Large Yard, Deck, & Firepit - Close to the Lake
Moose Mountain inn
3.0 star property
8.6 out of 10, Excellent, 310 reviews
"Very clean and close to all the activities around Moosehead Lake"
The price is NZ$264
per night
5 Jun - 6 Jun
Moose Mountain inn
Kineo View Lodge
2.5 star property
9.4 out of 10, Exceptional, 169 reviews
"Clean and comfortable - enjoyed it!"
The price is NZ$227
per night
12 Jun - 13 Jun
Kineo View Lodge
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Shirley holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Shirley. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Shirley. Seeing all the best attractions is bound to make you fall in love with Shirley. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Shirley short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Shirley?

Yes, there are holiday rentals close to the most popular sights in Shirley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shirley has to offer?

Renovated Cabin w/ a Deck, Firepit, Gas Grill, Free WiFi, & Full Kitchen: This holiday home rental outside of Shirley is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Shirley?

With 3 Expedia holiday rentals, you're guaranteed 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 Moxie Falls. In the wider area, you’ll find Lily Bay State Park and Sebec Lake.

What’s a holiday rental in Shirley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shirley. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.

Recent reviews of Shirley properties
Expedia verified reviews