Photo by Jeff White

Maine Highlands holiday homes

We found 1,143 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Maine Highlands

Showing deals for:25 Dec - 1 Jan

A close up on the front of the house.
View from the master bedroom.
Comfortable seating and a fireplace in the two story space.
The sun porch.
Exceptional
(101 reviews)

Relax And Sleep In The Trees While Listening To The Loons Call On Phillips Lake

Holden

11% off
NZ$3,026
for 7 nights, 1 cabin
NZ$432 per night
includes taxes & fees
Relax And Sleep In The Trees While Listening To The Loons Call On Phillips Lake
Full kitchen setup complete with stove, oven, refrigerator, and dishwasher
Sweeping aerial view showing the private estate, surrounding forest, and cove
Sliding glass doors opening onto the private side deck leading directly to the lake
Dining table with seating overlooking the water
Exceptional
(13 reviews)

Lakefront for 15, private beach and dock

Holden

8% off
NZ$10,837
for 7 nights, 1 home
NZ$1,548 per night
includes taxes & fees
Lakefront for 15, private beach and dock
Dining area in the sun room.
The Rock Dock.  Perfect spot for coffee or cocktails.
Wood stove in living room.
Rockers in the sunroom for reading, relaxing, and birdwatching.
Exceptional
(7 reviews)

4-Season Lakefront Retreat

Springfield

8% off
NZ$2,861
for 7 nights, 1 cabin
NZ$409 per night
includes taxes & fees
4-Season Lakefront Retreat
Living area
Exterior
Terrace/patio
Room
Exceptional
(8 reviews)

Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.

Orland

8% off
NZ$4,821
for 7 nights, 1 cabin
NZ$689 per night
includes taxes & fees
Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.
Living area
Interior
Property grounds
Interior
Exceptional
(43 reviews)

Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine

Holden

9% off
NZ$4,362
for 7 nights, 1 home
NZ$623 per night
includes taxes & fees
Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine
Food and drink
Property grounds
Interior
Exterior
Exceptional
(7 reviews)

Bear's Den 1 Bed/1 Bath Charming Rustic Log Cabin

Mattawamkeag

8% off
NZ$2,589
for 7 nights, 1 cabin
NZ$370 per night
includes taxes & fees
Bear's Den 1 Bed/1 Bath Charming Rustic Log Cabin
Private kitchen
Terrace/patio
Interior
Interior
Very good
(5 reviews)

Oceanfront Home in Belfast with large deck and million dollar views!

Belfast

8% off
NZ$6,689
for 7 nights, 1 home
NZ$956 per night
includes taxes & fees
Oceanfront Home in Belfast with large deck and million dollar views!
Exterior
The back yard
The living room
The dinning room
Exceptional
(154 reviews)

Norcross Cottage, quiet lakeside cottage in Maine moose country

Millinocket

24% off
NZ$1,960
for 7 nights, 1 cottage
NZ$280 per night
includes taxes & fees
Norcross Cottage, quiet lakeside cottage in Maine moose country
kitchen connects nicely to the dining room and has gorgeous quartz countertops
Exterior
dining room table seating for 6 with two chairs at the kitchen peninsula
Interior
Exceptional
(39 reviews)

Sun, salt and sand @ Heart Rock House! Private beach/8 min drive to Belfast!

Searsport

8% off
NZ$5,196
for 7 nights, 1 home
NZ$742 per night
includes taxes & fees
Sun, salt and sand @ Heart Rock House! Private beach/8 min drive to Belfast!
Room
Exterior
Dining
Room
Exceptional
(9 reviews)

1800's Farmhouse IN-TOWN BELFAST! WALK TO EVERYTHING

Belfast

9% off
NZ$3,967
for 7 nights, 1 home
NZ$567 per night
includes taxes & fees
1800's Farmhouse IN-TOWN BELFAST! WALK TO EVERYTHING
Interior
Property grounds
Room
Property grounds
Excellent
(22 reviews)

The White 2 Bedroom Cottage @Twin Hills Cottages

Ellsworth

8% off
NZ$3,121
for 7 nights, 1 cottage
NZ$446 per night
includes taxes & fees
The White 2 Bedroom Cottage @Twin Hills Cottages
Private kitchen
Visitor
Ashley's Cottage
Miscellaneous
Exceptional
(5 reviews)

Vacations, Guided Fishing Trips, Or Non Guided Fishing. Great Bass Fishing.

Brookton

9% off
NZ$1,347
for 7 nights, 1 cottage
NZ$192 per night
includes taxes & fees
Vacations, Guided Fishing Trips, Or Non Guided Fishing. Great Bass Fishing.
Interior
Property grounds
Private kitchen
Dining
Exceptional
(121 reviews)

Newer Construction on Green Lake...between Bangor & Acadia National Park

Holden

7% off
NZ$4,055
for 7 nights, 1 cottage
NZ$579 per night
includes taxes & fees
Newer Construction on Green Lake...between Bangor & Acadia National Park
Exterior
Interior
Outdoor dining
Living area
Exceptional
(26 reviews)

Lazy Bear Cabin With River Views! Gateway to Katahdin region!

Medway

17% off
NZ$1,900
for 7 nights, 1 home
NZ$271 per night
includes taxes & fees
Lazy Bear Cabin With River Views! Gateway to Katahdin region!
Private kitchen
Living area
Exterior detail
Room
Exceptional
(11 reviews)

Comfort, Style, and Convenience

Bangor

8% off
NZ$3,121
for 7 nights, 1 home
NZ$446 per night
includes taxes & fees
Comfort, Style, and Convenience
Dining
Property grounds
Living area
Property grounds
Excellent
(19 reviews)

Beautiful Water view, path to shore, rustic Maine cottage

Castine

13% off
NZ$3,125
for 7 nights, 1 cottage
NZ$446 per night
includes taxes & fees
Beautiful Water view, path to shore, rustic Maine cottage
Exterior
Master
Interior
Living area
Exceptional
(10 reviews)

Bayside cottage 5 minutes to the beach and the local golf course.

Lincolnville

8% off
NZ$4,333
for 7 nights, 1 home
NZ$619 per night
includes taxes & fees
Bayside cottage 5 minutes to the beach and the local golf course.
Living area
Private kitchen
Interior
Dining
Exceptional
(149 reviews)

Travel light long-term (safe & relaxing )special discount for travel nurse

Bangor

9% off
NZ$3,308
for 7 nights, 1 apartment
NZ$473 per night
includes taxes & fees
Travel light long-term (safe & relaxing )special discount for travel nurse
Living area
Property grounds
Property grounds
Private kitchen
Wonderful
(70 reviews)

Riverside 3 bedroom 2 bath near Baxter State Park

Millinocket

8% off
NZ$4,034
for 7 nights, 1 home
NZ$576 per night
includes taxes & fees
Riverside 3 bedroom 2 bath near Baxter State Park
Interior
Interior
Dining
Terrace/patio
Exceptional
(40 reviews)

Classic Log Home on Pristine Maine Pond<br>Kayaking Heaven, Loons, Bald Eagles<br>

Bucksport

12% off
NZ$3,024
for 7 nights, 1 home
NZ$432 per night
includes taxes & fees
Classic Log Home on Pristine Maine Pond<br>Kayaking Heaven, Loons, Bald Eagles<br>
Room
Living area
Property grounds
Dining
Exceptional
(6 reviews)

Charming 3-bedroom house with a Pond View/pet friendly

Belfast

8% off
NZ$5,511
for 7 nights, 1 home
NZ$787 per night
includes taxes & fees
Charming 3-bedroom house with a Pond View/pet friendly
Spa-style bath with soaking tub, gold fixtures, and peaceful wooded views.

Private guesthouse retreat tucked in lush trees with a shaded, secluded patio.
Sunlit, open-concept living space with rustic pine beams and mid-century style.
A rich wood headboard is accented by gold wall sconces, pillows, and a mirror.
Exceptional
(11 reviews)

Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub

Searsport

8% off
NZ$2,811
for 7 nights, 1 room
NZ$402 per night
includes taxes & fees
Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub
One of two living rooms
Large windows in every room
Master bedroom with a very open/airy feel.
Large living room with a wall of windows.
Exceptional
(100 reviews)

Exquisite Waterfront Home near Acadia - GREAT PRICES

Ellsworth

26% off
NZ$8,117
for 7 nights, 1 home
NZ$1,160 per night
includes taxes & fees
Exquisite Waterfront Home near Acadia - GREAT PRICES
Winter sunrise
Back of cottage facing the bay
Office off master bedroom
Interior
Exceptional
(74 reviews)

Charming Belfast Cottage! Great Bay Views! Easy Walk to Town!

Belfast

8% off
NZ$2,726
for 7 nights, 1 home
NZ$389 per night
includes taxes & fees
Charming Belfast Cottage! Great Bay Views! Easy Walk to Town!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The lively city of Maine Highlands awaits you

The area's live music and theatre scene are just some of the reasons to come on holiday to Maine Highlands. Travellers to this welcoming city praise the shopping, restaurants and casino gaming. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Maine Highlands

Are you searching for top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Maine Highlands a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Maine Forest and Logging Museum (22.3 mi / 36 km)
  • Mt. Jefferson (15.2 mi / 24.5 km)
  • Jato Highlands Golf Course (18.3 mi / 29.4 km)
  • Orono Farmer's Market (22.1 mi / 35.5 km)
  • Penobscot Valley Country Club (24.3 mi / 39.1 km)

Exploring the natural features in Maine Highlands

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Maine Highlands is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Chemo Pond (24 mi / 38.6 km)
  • Pushaw Lake (25 mi / 40.2 km)
  • Orono Bog Boardwalk (25.6 mi / 41.2 km)
  • West Grand Lake (26 mi / 41.8 km)
  • Cascade Park (28.9 mi / 46.5 km)
  • Indian Trail Park (29.7 mi / 47.8 km)

Travelling to and around Maine Highlands

Fly into Bangor, ME (BGR-Bangor Intl.), the closest airport, located 31.3 mi (50.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Millinocket, ME (MLT-Millinocket Municipal), which is 37.8 mi (60.9 km) away.

Frequently asked questions

What is the best area to stay in Maine Highlands when booking a holiday home?
If you're organising a Maine Highlands escape, Dedham is one of the most popular locations to stay. Whether you choose a cottage, condo or different property type, you'll always have the entire place to yourself.
What is the most popular type of holiday home accommodation in Maine Highlands?
The most popular types of holiday homes in Maine Highlands are houses. Searching for something different? Bookabach has numerous options to match our guests' diverse needs, so you'll see properties in loads of shapes and sizes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a holiday home in Maine Highlands?
The average price for a holiday home in Maine Highlands is based on a number of factors, like property type, season and length of stay. Whether you're looking for a sprawling villa with lots of bedrooms or an apartment ideal for just you and the kids, just enter your travel dates to find stays with exceptional value.
How much does it cost to rent a beach house in Maine Highlands?
Prices for beach houses in Maine Highlands will vary depending on the size and type of the property and time of year you're travelling. All you need to do is enter your travel dates into Bookabach and how many guests to view your holiday home options and prices. From there you can use our filter tool to refine your search results by ratings, amenities and more.
What are popular home amenities in Maine Highlands?
Some of the most popular home amenities people are looking for in Maine Highlands are a microwave oven, a fridge and off-street parking options. Whether you're taking a trip with family, friends or even pets, Bookabach holiday properties come with the best amenities for fun and relaxation with the people you love.
Are there large group holiday homes in Maine Highlands?
Pick from 26 properties in Maine Highlands that can host a group of 10 or more guests. Whether you're planning a family trip or a special event, there's enough room to get your group together under one roof.
What are the top attractions for families in Maine Highlands?
You'll find loads of wonderful things to see and do with the family in Maine Highlands, including:
  • Bangor Mall
  • Hermon Mountain
  • Waterfront Park
Can I find two-bedroom holiday homes in Maine Highlands?
Select from 71 two-bedroom properties in Maine Highlands. Put your little ones in the second room or fill it with a couple of your besties. There's plenty of space for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Maine Highlands?
Whether you'd like to keep up with the latest headlines, check emails or surf social media, there are 120 holiday homes with WiFi in Maine Highlands. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How old do you have to be to rent a holiday home in Maine Highlands?
You'll need to check with the Maine Highlands holiday property you're looking at on Bookabach as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Maine Highlands for?
The length of time you can rent a holiday home in Maine Highlands is up to the property. Just enter your preferred dates to look at a list of options offering extended stays. With tons of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere perfect to call your home away from home in Maine Highlands.

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