Book Holiday Homes in Maine Highlands

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Featured Holiday Homes in Maine Highlands

Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Grand Lake Stream ME
When you stay at this vacation home in Grand Lake Stream, you'll be on the waterfront and 12 minutes by foot from West Grand Lake.
Opens in a new windowNewly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

Orrington ME
Located in Orrington, this vacation home is within a 15-minute drive of Penobscot River and Paul Bunyan Statue.
Opens in a new windowNew listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna
The Rustic Maine Retreat w/ Heated Massage chair

The Rustic Maine Retreat w/ Heated Massage chair

Brewer ME
The price is AU$646 per night from 17 May to 18 May
AU$646
17 May - 18 May
includes taxes & fees
With a stay at this vacation home in Brewer, you'll be within a 10-minute walk of Chamberlain Freedom Park and Penobscot River.
Opens in a new windowThe Rustic Maine Retreat w/ Heated Massage chair
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Big Red House - Historic Bangor Home

Big Red House - Historic Bangor Home

Bangor ME
A stay at this vacation home places you in the heart of Bangor, within a 10-minute walk of Bangor Museum and Center for History and Thomas A. Hill House and ...
Opens in a new windowBig Red House - Historic Bangor Home
Charming Sandy Point Home

Charming Sandy Point Home

Stockton Springs ME
Located in Stockton Springs, this vacation home is a 2-minute drive from Penobscot River and 5 minutes from Penobscot Narrows Bridge and Observatory.
Opens in a new windowCharming Sandy Point Home
Beautiful lakefront home on Phillips Lake - Near Acadia!

Beautiful lakefront home on Phillips Lake - Near Acadia!

Dedham ME
With a stay at this vacation home in Holden (Lucerne-in-Maine), you'll be within a 15-minute drive of Phillips Lake and Green Lake.
Opens in a new windowBeautiful lakefront home on Phillips Lake - Near Acadia!
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

Bangor ME
Located in Bangor, this vacation home is within a 5-minute drive of Husson University and Thomas Hill Standpipe.
Opens in a new windowMaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
Quiet single-level fully furnished house

Quiet single-level fully furnished house

Bangor ME
Located in Bangor (Fairmount), this vacation home is within a 15-minute walk of Bangor Municipal Golf Course and Mansfield Sports Complex.
Opens in a new windowQuiet single-level fully furnished house
Updated house close to downtown and the airport.

Updated house close to downtown and the airport.

Bangor ME
The price is AU$421 per night from 14 May to 15 May
AU$421
14 May - 15 May
includes taxes & fees
A stay at this vacation home places you in the heart of Bangor, within a 15-minute walk of Thomas Hill Standpipe and Thomas A. Hill House and Civil War ...
Opens in a new windowUpdated house close to downtown and the airport.
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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.

Maine Highlands Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Maine Highlands vacation homes are the perfect way for you to wing it.

Holiday houses in Maine Highlands let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Maine Highlands in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Maine Highlands adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Maine Highlands with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Maine Highlands vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Maine Highlands Holiday Homes essential information

Accommodation
181 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$646
Popular accommodation
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine, New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna, The Rustic Maine Retreat w/ Heated Massage chair, Big Red House - Historic Bangor Home , Charming Sandy Point Home, Beautiful lakefront home on Phillips Lake - Near Acadia!, MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,, Quiet single-level fully furnished house, Updated house close to downtown and the airport.

Top trending hotels in Maine Highlands

Bangor Grande

Bangor Grande

2.5 out of 5
357 Odlin Rd Bangor ME
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 14 May to 15 May
AU$129
14 May - 15 May
includes taxes & fees
When you stay at Bangor Grande in Bangor, you'll be near the airport, within a 5-minute drive of Hollywood Casino at Bangor and Cross Insurance Center.
Opens in a new windowBangor Grande
Country Inn at The Mall

Country Inn at The Mall

2 out of 5
936 Stillwater Avenue Bangor ME
Fully refundable
The price is AU$209 per night from 17 May to 18 May
AU$209
17 May - 18 May
includes taxes & fees
When you stay at Country Inn at The Mall in Bangor, you'll be near the airport, within a 5-minute drive of Bangor Mall and Mount Hope Cemetery.
Opens in a new windowCountry Inn at The Mall
Hollywood Casino Bangor

Hollywood Casino Bangor

3 out of 5
500 Main Street Bangor ME
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 25 May to 26 May
AU$232
25 May - 26 May
includes taxes & fees
Hollywood Casino Bangor is in the heart of Bangor, within a 5-minute walk of Hollywood Casino at Bangor and Cross Insurance Center.
Opens in a new windowHollywood Casino Bangor
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Bangor Aviator Hotel, BW Premier Collection

Bangor Aviator Hotel, BW Premier Collection

3 out of 5
308 Godfrey Blvd Bangor ME
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 11 June to 12 June
AU$216
11 June - 12 June
includes taxes & fees
Located in Bangor, Bangor Aviator Hotel, BW Premier Collection is within a 10-minute drive of Husson University and Maine Discovery Museum.
Opens in a new windowBangor Aviator Hotel, BW Premier Collection
Don't see what you're looking for?
See all available properties in Maine Highlands
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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.

Top Picks

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^Subject to availability and chosen travel dates.