Sailings Canada - Vacation Rentals in Raymond Pond

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From US $800

         

10.0 (110 Reviews)

House

Modern, Luxury Lakefront Home on Crescent Lake, Maine

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Raymond

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From US $996

         

10.0 (59 Reviews)

House

NICEST LAKEHOUSE IN MAINE - PRIVATE BEACH - LUXURY!

• Air Conditioner
• Parking
• Pet Friendly

• Maine
• West Poland

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From US $491

         

10.0 (29 Reviews)

Cottage

Lakeside Cottage with all the amenities

• Air Conditioner
• Parking
• TV

• Portland
• Raymond

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From US $1,081

         

10.0 (5 Reviews)

House

Spacious Luxury Retreat on Raymond Pond | Game Room & Private Dock

• Air Conditioner
• Parking
• TV

• Portland
• Raymond

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From US $271

         

10.0 (5 Reviews)

Cabin

Welcome to Dorie's Cottage! Cozy waterfront home with gorgeous sunset views!

• Air Conditioner
• Parking
• TV

• Portland
• Raymond

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From US $563

         

10.0 (2 Reviews)

Cottage

Charming pet-friendly camp on peaceful Panther Pond!

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Raymond

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From US $563

         

10.0 (1 Review)

House

Spacious Pet-Friendly Home on Crescent Lake with Sandy Beach

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Raymond

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From US $325

         

9.8 (6 Reviews)

Cottage

Bright and cozy waterfront home on Panther Pond with stunning lake views!

• Parking
• TV
• Balcony/Terrace

• Portland
• Raymond

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From US $414

         

6.8 (3 Reviews)

House

Pet-friendly home on peaceful Raymond Pond with beautiful sunrise views!

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Raymond

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From US $662

         

New

House

Panther Pond Retreat with Private Tennis & Pickleball Court

• Parking
• TV
• Balcony/Terrace

• Portland
• Raymond

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From US $410

         

New

House

New for 2026 – Owl’s Nest | Modern Lakeside 3-Bedroom Retreat

• Air Conditioner
• Parking
• TV

• Portland
• Raymond

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From US $269

         

New

Cabin

The Yellow Camp on Raymond Pond in Maine

• Air Conditioner
• Parking
• Security/Safety

• Portland
• Raymond

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From US $164

         

New

Cottage

Charming Cottage w/Water Access on Crescent Lake - Perfect Couple’s Getaway!

• Air Conditioner
• Parking
• TV

• Portland
• Raymond

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From US $514

         

10.0 (16 Reviews)

House

20 steps to your own private sandy beach, clean quiet lake, new whole house AC

• Air Conditioner
• Parking
• TV

• Portland
• Raymond

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From US $362

         

10.0 (30 Reviews)

Cottage

Classic Lakefront Cottage

• Parking
• TV
• Security/Safety

• Maine
• Poland

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From US $633

         

10.0 (12 Reviews)

House

Crescent Lake - Raymond, Maine - Lakefront with Sandy Beach

• Parking
• TV
• Balcony/Terrace

• Portland
• Raymond

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From US $526

         

10.0 (5 Reviews)

House

Peaceful Lake Front Home. Wonderful family memories. Pets stay free.

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Raymond

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From US $353

         

10.0 (2 Reviews)

Cottage

Spacious and Relaxing New England Lakeside Getaway

• Air Conditioner
• TV
• View

• Portland
• Raymond

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From US $288

         

10.0 (1 Review)

House

Lakehouse Paradise. Wonderful Family Memories ! Furry family members stay free.

• Air Conditioner
• Parking
• Pet Friendly

• Maine
• West Poland

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From US $642

         

9.8 (42 Reviews)

House

Crescent Lake Lakefront gorgeous sunsets, outdoor firepit , big dock, swim float

• Parking
• Pet Friendly
• TV

• Maine
• West Poland

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From US $784

         

9.8 (9 Reviews)

House

Beautiful, Private Lakefront Home on Crescent Lake in Raymond, Maine

• Parking
• Pet Friendly
• TV

• Portland
• Raymond

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From US $237

         

9.6 (7 Reviews)

House

Farmhouse Chic in the ❤ of the Sebago Lakes Region

• Air Conditioner
• Parking
• Pet Friendly

• Portland
• Raymond

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From US $775

         

9.6 (5 Reviews)

House

Stunning Private Waterfront Lodge on Crystal Clear Crescent Lake

• Parking
• Pool
• TV

• Portland
• Raymond

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From US $297

         

9.4 (6 Reviews)

House

Charming 3-bedroom home in Sebago Lake Region

• Parking
• Pet Friendly
• Designated Smoking Area

• Portland
• Raymond

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