Holiday Homes in Maine Highlands

  • 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

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Maine Highlands holiday homes

1. 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)
"It was clean, cozy, and oh so quiet ❤️"
United States
Alyssa
The price is €211
includes taxes & fees
10 Nov - 11 Nov
Charming 1-bedroom house. Close to everything, But quiet area. Pet Friendly

2. 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 €544
includes taxes & fees
10 Nov - 11 Nov
Tranquil lakeside and trailside 5-bedroom house in Lee with gourmet kitchen.

3. 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 €251
includes taxes & fees
10 Nov - 11 Nov
Timberlight Retreat | Tiny Home Cabin

4. Four bedroom in United States of America, Orono

Four bedroom in United States of America, Orono
Orono
10.0 out of 10, Exceptional, (4 reviews)
"It was a perfect place for our two families to share! "
United States
Howard W.
The price is €421
includes taxes & fees
11 Nov - 12 Nov
Four bedroom in United States of America, Orono

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

Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater
Bangor
The price is €223
includes taxes & fees
17 Nov - 18 Nov
Field of Dreams Tiny Home w/ Jacuzzi & Personal Theater

6. 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 €266
includes taxes & fees
12 Nov - 13 Nov
Waterfront Cape | 3BR/2 Bath| Fire Pit

7. 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, (50 reviews)
"Enjoyed the property, close to things we wanted to do in the area."
United States
rick r.
The price is €246
includes taxes & fees
10 Nov - 11 Nov
MaineStay Central Bangor Townhouse Near airport & Acadia Park w washer & dryer,

8. 3-bedroom house in tranquil Millinocket

3-bedroom house in tranquil Millinocket
Millinocket
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect. Communication with the owner was superb, Perfect location if visiting Baxter State Park. Neighbor was safe and convenient to restaurant and grocery store. We would definitely stay there again."
United States
George
The price is €332
includes taxes & fees
12 Nov - 13 Nov
3-bedroom house in tranquil Millinocket

9. Quiet Orono Getaway • 2 Min to I-95 & Downtown

Quiet Orono Getaway • 2 Min to I-95 & Downtown
Orono
The price is €437
includes taxes & fees
13 Nov - 14 Nov
Quiet Orono Getaway • 2 Min to I-95 & Downtown

10. 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 €196
includes taxes & fees
7 Dec - 8 Dec
Inkwell Suite at Spofford Lodge

11. Tides' Reach - Private Waterfront King Beds

Tides' Reach - Private Waterfront King Beds
Orland
9.8 out of 10, Exceptional, (29 reviews)
"We were greeted by deers in the property. It’s very peaceful and closest to nature."
United States
Anup B.
The price is €375
includes taxes & fees
10 Nov - 11 Nov
Tides' Reach - Private Waterfront King Beds

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

Charming 4-bedroom house in enchanting Millinocket with AC, WiFi
Millinocket
9.8 out of 10, Exceptional, (24 reviews)
"Clean and great place to stay!"
United States
Carmon
The price is €280
includes taxes & fees
10 Nov - 11 Nov
Charming 4-bedroom house in enchanting Millinocket with AC, WiFi

13. Unwind at The Highland Sunset—a comfortable three bedroom retreat.

Unwind at The Highland Sunset—a comfortable three bedroom retreat.
Princeton
10.0 out of 10, Exceptional, (1 review)
"We were working in the area for the week, and it was great having a such a nice place to go back and relax at after a long day!"
United States
Michael
The price is €352
includes taxes & fees
14 Nov - 15 Nov
Unwind at The Highland Sunset—a comfortable three bedroom retreat.

14. Spacious, bright, oceanfront house on the Blue Hill Peninsula.

Spacious, bright, oceanfront house on the Blue Hill Peninsula.
Penobscot
10.0 out of 10, Exceptional, (8 reviews)
"Great view and ambience!"
United States
Cameron C.
The price is €672
includes taxes & fees
1 Dec - 2 Dec
Spacious, bright, oceanfront house on the Blue Hill Peninsula.

15. Pine Tree Retreat

Pine Tree Retreat
Hermon
The price is €420
includes taxes & fees
10 Nov - 11 Nov
Pine Tree Retreat

16. Howland House King bed Seconds from I-95

Howland House King bed Seconds from I-95
2.5 star property
Howland
Howland House King bed Seconds from I-95

17. Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath

Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath
Ellsworth
8.6 out of 10, Excellent, (11 reviews)
"The property was nice, and in a good location for us to visit nearby towns"
United States
Samantha
The price is €127
includes taxes & fees
10 Nov - 11 Nov
Clean & Cozy 1BR Apt#6 w/Full Kitchen & Private Bath

18. Clean&Cozy 1BR Apt5 w/Full Kitchen & Bathroom

Clean&Cozy 1BR Apt5 w/Full Kitchen & Bathroom
Ellsworth
7.6 out of 10, Good, (7 reviews)
"This was a wonderful property and we enjoyed our stay!"
United States
Logan
The price is €127
includes taxes & fees
15 Nov - 16 Nov
Clean&Cozy 1BR Apt5 w/Full Kitchen & Bathroom

19. Mullein Hill Cottage: Escape Crowds to MDI’s Quiet, Historic Birthplace

Mullein Hill Cottage: Escape Crowds to MDI’s Quiet, Historic Birthplace
Somesville
The price is €333
includes taxes & fees
10 Nov - 11 Nov
Mullein Hill Cottage: Escape Crowds to MDI’s Quiet, Historic Birthplace

20. Pet-friendly Acadia basecamp: Hot Tub, EV Charger, Dual Kings & Trailer Parking

Pet-friendly Acadia basecamp: Hot Tub, EV Charger, Dual Kings & Trailer Parking
Ellsworth
The price is €408
includes taxes & fees
10 Nov - 11 Nov
Pet-friendly Acadia basecamp: Hot Tub, EV Charger, Dual Kings & Trailer Parking
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.

Learn more about Maine Highlands

Explore the family-friendly area of Maine Highlands—live music, shopping and sights from Collins Center for the Arts to Pushaw Lake.

A river with clear blue water, surrounded by autumn-colored trees and rocky terrain.

Explore a world of travel with Expedia