A suspension bridge over a calm river with trees and a clear sky.

Maine Highlands Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Maine Highlands holiday rentals

1. Rustic cabin in Lincoln Maine

Rustic cabin in Lincoln Maine
Lincoln
10.0 out of 10, Exceptional, (23 reviews)
"Great place!"
United States
Amy
The price is NZ$337
includes taxes & fees
13 Nov - 14 Nov
Rustic cabin in Lincoln Maine

2. Big Narrows Lakeside Cottage

Big Narrows Lakeside Cottage
Lincoln
9.6 out of 10, Exceptional, (5 reviews)
"If you are looking for a beautiful quiet spot to get away this is it! Very accommodating host, needed something that wasn't in the cabin and host almost immediately brought it over and made sure we had what we needed. Thank you!"
United States
Michael C.
Big Narrows Lakeside Cottage

3. Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly
Old Town
9.4 out of 10, Exceptional, (13 reviews)
"Very pet friendly!"
United States
Sue H.
The price is NZ$396
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

4. The Raven's Nest in Maine!

The Raven's Nest in Maine!
Milford
The price is NZ$305
includes taxes & fees
13 Nov - 14 Nov
The Raven's Nest in Maine!

5. Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.

Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.
Lee
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay. The lake view was nice, and the three bathrooms were definitely helpful. The neighbors are very close, but it was nice and quiet for the most part. Overall, a very good place to stay for a larger group."
United States
Kenneth W.
The price is NZ$1,090
includes taxes & fees
5 Dec - 6 Dec
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.

6. Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
Glenburn
10.0 out of 10, Exceptional, (4 reviews)
"The stay was great! My boyfriend and i planned an ice fishing trip and this place was perfect! Gorgeous, clean and the property owner was super responsive! We will definitely book there again!"
United States
Briana H.
The price is NZ$360
includes taxes & fees
18 Nov - 19 Nov
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

7. MaineStay Cottage #2 Bangor/Hampden close to town

MaineStay Cottage #2 Bangor/Hampden close to town
Hampden
9.8 out of 10, Exceptional, (19 reviews)
"The cottage was perfect for us as a couple. It was clean, cute, and had all the amenities we needed. The Grover family did a great job decorating the cottage and leaving helpful notes throughout the cottage. It was close to the airport and only an hour from Bar Harbor."
United States
Justine
The price is NZ$302
includes taxes & fees
18 Nov - 19 Nov
MaineStay Cottage #2 Bangor/Hampden close to town

8. MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (66 reviews)
"Cottage #5 was very cozy,.We enjoyed our stay here very much & would love to return some day."
United States
Lily S.
The price is NZ$302
includes taxes & fees
17 Nov - 18 Nov
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

9. Hermon Pond Studio

Hermon Pond Studio
Hermon
10.0 out of 10, Exceptional, (107 reviews)
"Awesome place to stay very clean, host is super friendly and accommodating."
United States
Douglas C.
The price is NZ$437
includes taxes & fees
15 Nov - 16 Nov
Hermon Pond Studio

10. Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Glenburn
8.8 out of 10, Excellent, (3 reviews)
"Everything was perfect, If I could recommend one thing it would be free local channels on the tv"
United States
Bruce
The price is NZ$415
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

11. Cozy MaineStay Cottage #1 Hampden/Bangor

Cozy MaineStay Cottage #1 Hampden/Bangor
Hampden
10.0 out of 10, Exceptional, (23 reviews)
"Loved our cabin. Wish we were staying longer."
United States
Dawn G.
The price is NZ$306
includes taxes & fees
15 Nov - 16 Nov
Cozy MaineStay Cottage #1 Hampden/Bangor

12. Timberlight Retreat | Tiny Home Cabin

Timberlight Retreat | Tiny Home Cabin
Winterport
10.0 out of 10, Exceptional, (1 review)
"This was the first time I’ve ever stayed in a Tiny home and it was adorable. An experience I am so happy to have had a chance to try. The firepit and hot tub were very relaxing."
United States
Christy L.
The price is NZ$498
includes taxes & fees
22 Nov - 23 Nov
Timberlight Retreat | Tiny Home Cabin

13. Charming 3-bedroom cottage in Hampden with AC, WiFi

Charming 3-bedroom cottage in Hampden with AC, WiFi
Hampden
9.8 out of 10, Exceptional, (31 reviews)
"My family and I had a great stay at this place! We would come back for sure!"
United States
Brandon H.
The price is NZ$394
includes taxes & fees
23 Nov - 24 Nov
Charming 3-bedroom cottage in Hampden with AC, WiFi

14. Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater

Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater
Bangor
The price is NZ$434
includes taxes & fees
17 Nov - 18 Nov
Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater

15. Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready

Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready
Hermon
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay! Host was so accommodating to our needs! "
United States
Nicole T.
The price is NZ$436
includes taxes & fees
23 Nov - 24 Nov
Cozy Hermon Pond Basecamp: 15m to Bangor Airport, Fast Wi-Fi & Winter Ready

16. Waterfront Cape | 3BR/2 Bath| Fire Pit

Waterfront Cape | 3BR/2 Bath| Fire Pit
Brewer
9.8 out of 10, Exceptional, (6 reviews)
"The house was sparkling clean and so easy to navigate around. The view from The front of the house is spectacular."
United States
Amy
The price is NZ$539
includes taxes & fees
16 Nov - 17 Nov
Waterfront Cape | 3BR/2 Bath| Fire Pit

17. Charming studio in Bangor Maine on Broadway park.

Charming studio in Bangor Maine on Broadway park.
Bangor
9.8 out of 10, Exceptional, (35 reviews)
"It was a perfect nest for us with a great experience, the host was really friendly and charming. The downtown proximity was great to walk. Thank you for your hospitality."
Canada
Bernard
The price is NZ$288
includes taxes & fees
30 Nov - 1 Dec
Charming studio in Bangor Maine on Broadway park.

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

MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,
Bangor
10.0 out of 10, Exceptional, (51 reviews)
"Enjoyed the property, close to things we wanted to do in the area."
United States
rick r.
The price is NZ$476
includes taxes & fees
13 Dec - 14 Dec
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

19. Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (22 reviews)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
The price is NZ$379
includes taxes & fees
7 Dec - 8 Dec
Inkwell Suite at Spofford Lodge

20. Blueprint Suite at Spofford Lodge

Blueprint Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (11 reviews)
"Had a wonderful stay. The property is beautiful and each room is professionally decorated with a high end touch."
United States
Gay M.
The price is NZ$382
includes taxes & fees
7 Dec - 8 Dec
Blueprint Suite at Spofford 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Maine Highlands Hotel Reviews

Find out more about Maine Highlands

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 Maine Highlands 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 Maine Highlands. 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 Maine Highlands. Seeing all the best attractions is bound to make you fall in love with Maine Highlands. 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 Maine Highlands short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia