Book Holiday Homes in Maine Highlands

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Featured Holiday Homes in Maine Highlands

Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!

Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!

Bangor ME
With a stay at this vacation home in Bangor, you'll be within a 10-minute drive of Cross Insurance Center and Bangor Public Library.
Opens in a new windowCharming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!
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
Big Red House - Historic Bangor Home

Big Red House - Historic Bangor Home

Bangor ME
With a stay at this vacation home, you'll be centrally located in Bangor, within a 5-minute drive of Cross Insurance Center and Thomas A. Hill House and Civil ...
Opens in a new windowBig Red House - Historic Bangor Home
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Cozy home in Bangor Maine

Cozy home in Bangor Maine

Bangor ME
The price is AU$414 per night from 28 Dec to 29 Dec
AU$414
28 Dec - 29 Dec
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Bangor, within a 10-minute drive of Cross Insurance Center and University of Maine Museum of ...
Opens in a new windowCozy home in Bangor Maine
Peaceful waterfront home on quiet cove with outdoor sauna near shops & hiking

Peaceful waterfront home on quiet cove with outdoor sauna near shops & hiking

Stockton Springs ME
Located in Stockton Springs, this vacation home is by the ocean, within a 10-minute drive of Long Cove and Penobscot Marine Museum.
Opens in a new windowPeaceful waterfront home on quiet cove with outdoor sauna near shops & hiking
Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

Millinocket ME
The price is AU$485 per night from 12 Jan to 13 Jan
AU$485
12 Jan - 13 Jan 2026
includes taxes & fees
With a stay at this vacation home in Millinocket, you'll be within a 10-minute walk of North Light Gallery and Millinocket Memorial Library.
Opens in a new windowCharming 4-bedroom house in enchanting Millinocket with AC, WiFi
Oceanfront mid-coast Maine Getaway!

Oceanfront mid-coast Maine Getaway!

Stockton Springs ME
Located in Stockton Springs, this vacation home is a 4-minute drive from Fort Point State Park and 8 minutes from Long Cove.
Opens in a new windowOceanfront mid-coast Maine Getaway!
Central yet quiet Log Cabin on 4 acres with laundry, kitchen, bathroom and sauna

Central yet quiet Log Cabin on 4 acres with laundry, kitchen, bathroom and sauna

2 out of 5
Holden ME
With a stay at this vacation home in Holden, you'll be within the vicinity of Playland Adventures and Cross Insurance Center.
Opens in a new windowCentral yet quiet Log Cabin on 4 acres with laundry, kitchen, bathroom and sauna
Quiet single-level fully furnished house

Quiet single-level fully furnished house

Bangor ME
The price is AU$346 per night from 29 Dec to 30 Dec
AU$346
29 Dec - 30 Dec
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 Mansfield Sports Complex.
Opens in a new windowQuiet single-level fully furnished house
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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
165 Holiday Homes
Lowest Price
AU$124
Highest Price
AU$485
Popular accommodation
Charming 3-bedroom house with AC, WiFi and a large yard in the heart of Bangor!, Charming Sandy Point Home, Big Red House - Historic Bangor Home , Cozy home in Bangor Maine, Peaceful waterfront home on quiet cove with outdoor sauna near shops & hiking, Charming 4-bedroom house in enchanting Millinocket with AC, WiFi, Oceanfront mid-coast Maine Getaway!, Central yet quiet Log Cabin on 4 acres with laundry, kitchen, bathroom and sauna, Quiet single-level fully furnished house

Top trending hotels in Maine Highlands

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$220 per night from 1 Jan to 2 Jan
AU$220
1 Jan - 2 Jan 2026
includes taxes & fees
Hollywood Casino Bangor is centrally located in Bangor, a 3-minute walk from Hollywood Casino at Bangor and 6 minutes by foot from Cross Insurance Center.
Opens in a new windowHollywood Casino Bangor
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$124 per night from 29 Dec to 30 Dec
AU$124
29 Dec - 30 Dec
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
Black Bear Inn, an Ascend Collection Hotel

Black Bear Inn, an Ascend Collection Hotel

3 out of 5
4 Godfrey Dr Orono ME
Fully refundable
The price is AU$144 per night from 15 Jan to 16 Jan
AU$144
15 Jan - 16 Jan 2026
includes taxes & fees
When you stay at Black Bear Inn, an Ascend Collection Hotel in Orono, you'll be near the airport and within a 5-minute drive of Penobscot River.
Opens in a new windowBlack Bear Inn, an Ascend Collection Hotel
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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$188 per night from 28 Dec to 29 Dec
AU$188
28 Dec - 29 Dec
includes taxes & fees
With a stay at Country Inn at The Mall in Bangor, you'll be near the airport, within a 10-minute drive of Cross Insurance Center and Bangor Mall.
Opens in a new windowCountry Inn at The Mall
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.