Photo by Jeff White

Maine Highlands holiday rentals

We found 1,137 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Maine Highlands

Showing deals for:13 Nov - 20 Nov

A close up on the front of the house.
View from the master bedroom.
Other side of the kitchen.
The sun porch.
Exceptional
(101 reviews)

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

Holden

11% off
AU$2,547
for 7 nights, 1 cabin
AU$364 per night
includes taxes & fees
Relax And Sleep In The Trees While Listening To The Loons Call On Phillips Lake
Room
Dining
Exterior
Private kitchen
Exceptional
(7 reviews)

Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

Stockton Springs

7% off
AU$3,758
for 7 nights, 1 home
AU$537 per night
includes taxes & fees
Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity
In-unit laundry room with washer, dryer, and utility sink
Secondary dining nook and sleeping area in the lower apartment
Bright, open-concept layout connecting the kitchen, dining, and living areas
Full kitchen setup complete with stove, oven, refrigerator, and dishwasher
Exceptional
(12 reviews)

Lakefront for 15, private beach and dock

Holden

8% off
AU$8,026
for 7 nights, 1 home
AU$1,147 per night
includes taxes & fees
Lakefront for 15, private beach and dock
Property grounds
Property grounds
Exterior detail
Room
Excellent
(22 reviews)

The White 2 Bedroom Cottage @Twin Hills Cottages

Ellsworth

8% off
AU$1,314
for 7 nights, 1 cottage
AU$188 per night
includes taxes & fees
The White 2 Bedroom Cottage @Twin Hills Cottages
Private kitchen
Stonington
Front porch
Sunrise
Exceptional
(11 reviews)

Spacious 3 bedroom farmhouse on the Blue Hill Peninsula

Penobscot

9% off
AU$2,752
for 7 nights, 1 home
AU$393 per night
includes taxes & fees
Spacious 3 bedroom farmhouse on the Blue Hill Peninsula
Living area
Interior
Interior
Room
Exceptional
(34 reviews)

The BearsDen Lodge Mt Katahdin View/Lakefront

Millinocket

13% off
AU$5,280
for 7 nights, 1 cabin
AU$754 per night
includes taxes & fees
The BearsDen Lodge Mt Katahdin View/Lakefront
Room
Property grounds
Interior
Dining
Exceptional
(43 reviews)

On Mill Cove. Close to Acadia, restaurants, kayaking, hiking trails..

Stockton Springs

8% off
AU$3,286
for 7 nights, 1 cabin
AU$469 per night
includes taxes & fees
On Mill Cove. Close to Acadia, restaurants, kayaking, hiking trails..
Primary Bedroom view
Primary view picture taken by a guest
Private kitchen
Dining
Exceptional
(38 reviews)

Cozy Lake Front Cabin minutes to Bangor and the University of Maine

Bangor

16% off
AU$2,950
for 7 nights, 1 cabin
AU$421 per night
includes taxes & fees
Cozy Lake Front Cabin minutes to Bangor and the University of Maine
Private kitchen
Property grounds
Dining
Exterior
Exceptional
(116 reviews)

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

Holden

7% off
AU$3,242
for 7 nights, 1 cottage
AU$463 per night
includes taxes & fees
Newer Construction on Green Lake...between Bangor & Acadia National Park
Room
The back yard
The living room
Exterior
Exceptional
(150 reviews)

Norcross Cottage, quiet lakeside cottage in Maine moose country

Millinocket

24% off
AU$1,565
for 7 nights, 1 cottage
AU$224 per night
includes taxes & fees
Norcross Cottage, quiet lakeside cottage in Maine moose country
Living area
Exterior
Room
Living area
Exceptional
(6 reviews)

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

Orland

8% off
AU$4,421
for 7 nights, 1 cabin
AU$632 per night
includes taxes & fees
Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.
Interior
Property grounds
Food and drink
Exterior
Exceptional
(6 reviews)

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

Mattawamkeag

8% off
AU$2,117
for 7 nights, 1 cabin
AU$302 per night
includes taxes & fees
Bear's Den 1 Bed/1 Bath Charming Rustic Log Cabin
Exterior
Terrace/patio
Interior
Private kitchen
Very good
(5 reviews)

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

Belfast

9% off
AU$5,285
for 7 nights, 1 home
AU$755 per night
includes taxes & fees
Oceanfront Home in Belfast with large deck and million dollar views!
Living area
Property grounds
Living area
Private kitchen
Excellent
(8 reviews)

Cabin 5 feet from waters edge!!

Lincoln

8% off
AU$1,369
for 7 nights, 1 cabin
AU$196 per night
includes taxes & fees
Cabin 5 feet from waters edge!!
Sit in the hammock watching boats pass by.
Large windows in every room
Master bedroom with a very open/airy feel.
Large living room with a wall of windows.
Exceptional
(95 reviews)

Exquisite Waterfront Home near Acadia - GREAT PRICES

Ellsworth

26% off
AU$6,037
for 7 nights, 1 home
AU$862 per night
includes taxes & fees
Exquisite Waterfront Home near Acadia - GREAT PRICES
Interior
Interior
Exterior detail
Exterior
Exceptional
(16 reviews)

Step-free lake house, screened porch

Holden

8% off
AU$5,787
for 7 nights, 1 home
AU$827 per night
includes taxes & fees
Step-free lake house, screened porch
Dining
Interior
Property grounds
Interior
Exceptional
(40 reviews)

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

Holden

9% off
AU$3,488
for 7 nights, 1 home
AU$498 per night
includes taxes & fees
Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine
Main Living Room
Bar Harbor
Living room with lake views and smart TV
Property grounds
Exceptional
(18 reviews)

Lakefront Home With Private Beach Close to Acadia National Park and Bar Harbor

Ellsworth

8% off
AU$5,751
for 7 nights, 1 home
AU$822 per night
includes taxes & fees
Lakefront Home With Private Beach Close to Acadia National Park and Bar Harbor
Living area
Terrace/patio
Exterior
Property grounds
Exceptional
(8 reviews)

SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature

Penobscot

8% off
AU$3,038
for 7 nights, 1 cabin
AU$434 per night
includes taxes & fees
SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
Interior
Property grounds
Living area
Property grounds
Excellent
(18 reviews)

Beautiful Water view, path to shore, rustic Maine cottage

Castine

13% off
AU$2,520
for 7 nights, 1 cottage
AU$360 per night
includes taxes & fees
Beautiful Water view, path to shore, rustic Maine cottage
Private kitchen
Visitor
Room
Ashley's Cottage
Exceptional
(5 reviews)

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

Brookton

10% off
AU$1,054
for 7 nights, 1 cottage
AU$151 per night
includes taxes & fees
Vacations, Guided Fishing Trips, Or Non Guided Fishing. Great Bass Fishing.
Private kitchen
Exterior
Master Bedroom
Front entry
Exceptional
(109 reviews)

Beautifully Renovated 4 Bedroom Farmhouse

Brooksville

8% off
AU$2,481
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Beautifully Renovated 4 Bedroom Farmhouse
Dining
Private kitchen
Terrace/patio
Living area
Exceptional
(25 reviews)

Tides' Reach - Private Waterfront King Beds

Orland

13% off
AU$2,554
for 7 nights, 1 home
AU$365 per night
includes taxes & fees
Tides' Reach - Private Waterfront King Beds
Exterior detail
Living area
Room
Private kitchen
Exceptional
(9 reviews)

Comfort, Style, and Convenience

Bangor

8% off
AU$2,153
for 7 nights, 1 home
AU$308 per night
includes taxes & fees
Comfort, Style, and Convenience
  • 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)
  • Penobscot Valley Country Club (24.3 mi / 39.1 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)

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? Stayz 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 Stayz 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, Stayz 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 Stayz 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 Stayz 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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