Villa Sahara - Vacation Rentals in Highland Plantation

Charming Bingham Home Near Outdoor Adventure, Pet Friendly! From US $194
         

|
10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf From US $164
         

10.0 (107 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Cottage on the Kennebec From US $233
         

10.0 (81 Reviews)
Cottage
  • Parking
  • View
  • Ocean View

Luxury Places to Stay in Highland Plantation

Over 276+ Luxury Places to Stay in or Near Highland Plantation
Premier Trailside Property at Sugarloaf From US $1,744
         

The Epic Sugarloaf Getaway From US $1,383
         

10.0 (1 Review)
Ski Chalet
  • TV
  • Balcony/Terrace
  • Security/Safety
Snow Lion From US $1,149
         

|
10.0 (2 Reviews)
House
  • Security/Safety
  • Sports/Activities
  • Skiing

Top-Rated Vacation Rentals with a Pool in Highland Plantation

Over 46+ Top-Rated Vacation Rentals with a Pool in or Near Highland Plantation
Ski in/Ski Out at Sugarloaf From US $308
         

10.0 (41 Reviews)
Condo
  • Parking
  • Pet Friendly
  • Pool
Beautiful Embden Pond Cabin w/Dock & Kayaks! From US $307
         

10.0 (21 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
New Listing! Cozy Chalet 10-Minute Drive to Sugarloaf, Sleeps 9 From US $354
         

Pet-Friendly Vacation Rentals in Highland Plantation

Over 94+ Pet-Friendly Vacation Rentals in or Near Highland Plantation
Forest-View Hideaway 3 Mi to Sugarloaf Mountain! From US $265
         

|
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Accessibility
Welcome Outdoor Enthusiasts! Direct ATV access From US $128
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly! From US $89
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Dog-friendly chalet + hot tub, EV charger From US $810
         

Sugarloaf camp - ski/outdoors rustic retreat From US $114
         

10.0 (14 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly! From US $331
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Carrabassett River Retreat From US $545
         

10.0 (7 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Peaceful Maine Home with Mountain Views From US $285
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Highland Plantation

Over 81+ Large Vacation Homes & Villas in or Near Highland Plantation
Loafers' Lodge From US $971
         

|
10.0 (1 Review)
Ski Chalet
  • Parking
  • Balcony/Terrace
  • Security/Safety
Warm Riverside Kingfield Ranch From US $649
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Highland Plantation

Over 6+ Wheelchair Accessible Vacation Homes in or Near Highland Plantation
The Inn on Winter's Hill From US $1,000
         

7.9 (46 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sugarloaf Mountain Hotel From US $194
         

|
9.2 (566 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Loafinit From US $489
         

|
New
Apartment
  • Wheelchair Accessible
  • Accessibility
  • Security/Safety
Summit Haus - Golf & Liftside Penthouse! From US $527
         

8.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Highland Plantation Vacation Rentals and Airbnb Places to Stay Under $200

Over 42+ Highland Plantation Vacation Rentals and Airbnb Places to Stay Under $200
The Sterling Inn From US $110
         

8.9 (49 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Studio Riverside in Kennebec From US $161
         

10.0 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Terrapin Hostel From US $109
         

9.8 (101 Reviews)
Hostel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Riverfront mountain retreat From US $194
         

10.0 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Log Cabin Near town From US $191
         

10.0 (11 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Top Floor River View Apartment From US $182
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi! From US $155
         

Instantly Bookable Vacation Homes in Highland Plantation

Over 90+ Instantly Bookable Vacation Homes in or Near Highland Plantation
10-acre Cabin Escape From US $487
         

10.0 (3 Reviews)
House
  • Parking
  • TV
  • Security/Safety
Mountain Escape - Views Firepit Near Sugarloaf From US $239
         

10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV

About Highland Plantation Vacation Rentals

With more than 285 Highland Plantation vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villasahara and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Highland Plantation.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Villasahara Highland Plantation, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Highland Plantation. Places to stay near Highland Plantation are 1117.32 ft² on average, with prices averaging $487 a night.

Villasahara makes it easy and safe to find and compare vacation rentals in Highland Plantation with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Highland Plantation

Type Count
Vacation Homes 105
Holiday Apartments 31
Cabin Rentals 31
Ski Chalet Rentals 15
Hotels with Suites 8
Cottages 7
Hostels 3
B&B 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Highland Plantation

Pro Tip: Villasahara makes it easy to compare the best listings on Villasahara homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villasahara homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Highland Plantation.

Weather in Highland Plantation

View the weather forecast for Highland Plantation before booking your Highland Plantation Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Highland Plantation, ME

Villasahara offers a large selection of top attractions around Highland Plantation. Research things to do on your vacation before you visit Highland Plantation.


Highland Plantation Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Highland Plantation?
How many vacation rentals are available in Highland Plantation?

Currently, the total number of properties listed in 2026 is over 285 in the Highland Plantation area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Highland Plantation.