Book Holiday Homes in Maine Highlands

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Featured Holiday Homes in Maine Highlands

Peaceful Bangor Getaway | Clean & Cozy 2BR Home

Peaceful Bangor Getaway | Clean & Cozy 2BR Home

2 out of 5
Bangor
With a stay at this vacation home in Bangor, you'll be within a 5-minute drive of Maine Savings Amphitheater and Hollywood Casino at Bangor.
Peaceful Bangor Getaway | Clean & Cozy 2BR Home
1812 Pierce House

1812 Pierce House

3.5 out of 5
384 S Main St, Winterport, ME
With a stay at 1812 Pierce House in Winterport, you'll be within a 5-minute walk of Winterport Winery and Penobscot River.
1812 Pierce House
Quiet single-level fully furnished house

Quiet single-level fully furnished house

Bangor
The price is AU$430 per night from 18 Aug to 19 Aug
AU$430
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Bangor (Fairmount), you'll be within a 5-minute drive of Cross Insurance Center and Hollywood Casino at Bangor.
Quiet single-level fully furnished house
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House close to Mt. Kathadin, Baxter State Park

House close to Mt. Kathadin, Baxter State Park

East Millinocket
With a stay at this vacation home, you'll be centrally located in East Millinocket, within a 15-minute drive of Penobscot River and Hillcrest Golf Club.
House close to Mt. Kathadin, Baxter State Park
Pointe Branch Lake-New!

Pointe Branch Lake-New!

Ellsworth
Located in Ellsworth, this vacation home is on the waterfront, a 1-minute drive from Branch Lake and 5 minutes from Telephone Museum.
Pointe Branch Lake-New!
Charming Sandy Point Home

Charming Sandy Point Home

Stockton Springs
Located in Stockton Springs, this vacation home is a 2-minute drive from Penobscot River and 5 minutes from Penobscot Narrows Bridge and Observatory.
Charming Sandy Point Home
Updated house close to downtown and the airport.

Updated house close to downtown and the airport.

Bangor
The price is AU$454 per night from 11 Sept to 12 Sept
AU$454
11 Sept - 12 Sept
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Bangor, within a 5-minute drive of Maine Savings Amphitheater and Hollywood Casino at ...
Updated house close to downtown and the airport.
Charming 3-bedroom house with AC, WiFi in the heart of Bangor!

Charming 3-bedroom house with AC, WiFi in the heart of Bangor!

Bangor
With a stay at this vacation home in Bangor, you'll be within a 5-minute drive of Maine Savings Amphitheater and Hollywood Casino at Bangor.
Charming 3-bedroom house with AC, WiFi in the heart of Bangor!
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

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

Bangor
The price is AU$558 per night from 13 Sept to 14 Sept
AU$558
13 Sept - 14 Sept
includes taxes & fees
With a stay at this vacation home in Bangor, you'll be within a 10-minute drive of Maine Savings Amphitheater and Hollywood Casino at Bangor.
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
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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
196 Holiday Homes
Lowest Price
AU$149
Highest Price
AU$558
Popular accommodation
Peaceful Bangor Getaway | Clean & Cozy 2BR Home, 1812 Pierce House, Quiet single-level fully furnished house, House close to Mt. Kathadin, Baxter State Park, Pointe Branch Lake-New!, Charming Sandy Point Home, Updated house close to downtown and the airport., Charming 3-bedroom house with AC, WiFi in the heart of Bangor!, MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

Top trending hotels in Maine Highlands

Country Inn at The Mall

Country Inn at The Mall

2 out of 5
936 Stillwater Avenue, Bangor, ME
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 1 Sept to 2 Sept
AU$199
1 Sept - 2 Sept
includes taxes & fees
When you stay at Country Inn at The Mall in Bangor, you'll be near the airport, within a 10-minute drive of Maine Savings Amphitheater and Hollywood Casino at ...
Country Inn at The Mall
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$178 per night from 18 Aug to 19 Aug
AU$178
18 Aug - 19 Aug
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.
Bangor Grande
Vacationland Inn & Suites

Vacationland Inn & Suites

2.5 out of 5
453 Wilson St, Brewer, ME
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 17 Aug to 18 Aug
AU$149
17 Aug - 18 Aug
includes taxes & fees
With a stay at Vacationland Inn & Suites in Brewer, you'll be within a 5-minute drive of Cross Insurance Center and Maine Savings Amphitheater.
Vacationland Inn & Suites
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Holiday Inn Bangor by IHG

Holiday Inn Bangor by IHG

3 out of 5
404 Odlin Rd, Bangor, ME
Fully refundable
The price is AU$235 per night from 7 Sept to 8 Sept
AU$235
7 Sept - 8 Sept
includes taxes & fees
When you stay at Holiday Inn Bangor by IHG in Bangor, you'll be near the airport, within a 5-minute drive of Hollywood Casino at Bangor and Cross Insurance ...
Holiday Inn Bangor by IHG
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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.

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^Subject to availability and chosen travel dates.