Pirate Cove Cottages - Vacation Rentals in Pleasant Ridge

Cottage on the Kennebec From US $233
         

10.0 (81 Reviews)
Cottage
  • Parking
  • View
  • Ocean View
Family lakefront vacation destination on beautiful Embden Pond/Lake. From US $342
         

Lakeside retreat for your Maine adventure! From US $332
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Embden Single Level Lakehouse From US $421
         

9.8 (16 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Snug Rustic Cottage minutes from Beautiful Wyman Lake in Moscow, ME From US $135
         

Private 2-Person Cottage Overlooking Wyman Lake - Unit 14 From US $135
         

New
Cottage
  • Pet Friendly
  • Bedding/Linens
  • Child Friendly
Private 2-Person Cottage Overlooking Wyman Lake - Unit 15 From US $135
         

New
Cottage
  • Pet Friendly
  • Balcony/Terrace
  • Bedding/Linens

Luxury Places to Stay in Pleasant Ridge

Over 95+ Luxury Places to Stay in or Near Pleasant Ridge
Spacious Riverside Cabin Near Sugarloaf – Perfect for Family Getaways From US $594
         

Kingfield Kastle: Stunning Home near Sugarloaf From US $545
         

10.0 (17 Reviews)
House
  • Parking
  • Designated Smoking Area
  • TV

Top-Rated Vacation Rentals with a Pool in Pleasant Ridge

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Pleasant Ridge
New Listing! Cozy Chalet 10-Minute Drive to Sugarloaf, Sleeps 9 From US $256
         

Beautiful Embden Pond Cabin w/Dock & Kayaks! From US $307
         

10.0 (21 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Pleasant Ridge

Over 44+ Pet-Friendly Vacation Rentals in or Near Pleasant Ridge
Welcome Outdoor Enthusiasts! Direct ATV access From US $116
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Bingham Home Near Outdoor Adventure, Pet Friendly! From US $194
         

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10.0 (5 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
Carrabassett River Retreat From US $474
         

10.0 (11 Reviews)
House
  • Parking
  • Pet Friendly
  • TV
Comfortable, Charming Home Near Outdoor Adventure. Pet Friendly! From US $262
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Maine Home with Mountain Views From US $278
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasant Ridge

Over 22+ Large Vacation Homes & Villas in or Near Pleasant Ridge
The Sterling Inn From US $110
         

9.1 (51 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Dog-friendly cabin - Built in 2022! From US $376
         

9.6 (14 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
Embden Pond Lakehouse Rental From US $444
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Pleasant Ridge Vacation Rentals and Airbnb Places to Stay Under $200

Over 27+ Pleasant Ridge Vacation Rentals and Airbnb Places to Stay Under $200
Quiet rural Maine cabin near Bigelow Preserve, Flagstaff Lake and Sugarloaf From US $181
         

10.0 (117 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Charming Renovated Brick Home on ATV/Snowmbl trail From US $104
         

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8.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Bingham Motor Inn From US $94
         

8.4 (82 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Studio Riverside in Kennebec From US $162
         

10.0 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Awesome house in Kennebec Valley. Dog Friendly! OUTDOOR FUN! w-Wifi! From US $156
         

Charming renovated Bank building direct access for ATV/snowmobiles From US $180
         

Instantly Bookable Vacation Homes in Pleasant Ridge

Over 28+ Instantly Bookable Vacation Homes in or Near Pleasant Ridge
Mountain Escape - Views Firepit Near Sugarloaf From US $482
         

10.0 (1 Review)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV
Inviting Lakeside Cottage for You From US $247
         

9.4 (107 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

About Pleasant Ridge Vacation Rentals

With more than 7 Pleasant Ridge vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages 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 Pleasant Ridge.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Pleasant Ridge, 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 Pleasant Ridge. Places to stay near Pleasant Ridge are 428.57 ft² on average, with prices averaging US $248 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in Pleasant Ridge 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 Pleasant Ridge

Type Count
Cottages 7

Use these Quick Filters to Find a Vacation Rental in Pleasant Ridge

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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 Pleasant Ridge.

Weather in Pleasant Ridge

View the weather forecast for Pleasant Ridge before booking your Pleasant Ridge 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

Pleasant Ridge Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pleasant Ridge?

There are a lot of options in Pleasant Ridge. If you plan on staying in the Pleasant Ridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasant Ridge:

How many vacation rentals are available in Pleasant Ridge?

Currently, the total number of properties listed in 2026 is over 7 in the Pleasant Ridge area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pleasant Ridge.