Vacation rentals in Raymond

A serene lake view is depicted, showcasing calm waters reflecting the sky and surrounding trees. A private dock is visible at the water’s edge, adding to the tranquil atmosphere. The natural landscape features a variety of green hues from the trees lining the shore.

4.92 out of 5 average rating, 120 reviews

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the water on Panther Pond, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

A serene lakeside scene is presented with two dark green Adirondack chairs positioned around a fire pit on a grassy area. A wooden dock extends into the lake, with a small boat resting beside it, surrounded by trees that frame the tranquil view.

5 out of 5 average rating, 91 reviews

Lovely Lakefront Cottage - Book Your Fall GetAway!

Whether you’re craving a peaceful retreat or a winter adventure, this lakefront cottage has everything you need to create unforgettable memories. Cozy up by the fire, snowshoe the lake, or simply soak in the serene beauty of the season. Embrace the charm of winter on the lake, the perfect getaway for families, couples, or solo adventurers. Don't wait for summer to fall in love with this hidden gem. NOTE: Winter & Spring guests should be comfortable navigating winter weather/seasonal conditions.

4.91 out of 5 average rating, 143 reviews

A living area features natural wood-paneled walls and is furnished with leather seating. A coffee table with a floral arrangement is centered in the room. A wall art piece depicting trees adds a decorative touch. Warm lighting creates a cozy environment.

Guest suite in Raymond

Rustic knotty pine getaway

lovely completely newly remodeled 2 bedroom 1-1/2 bath completely private upstairs unit with kitchen and private screened in deck. It has a private entrance with plenty of off street parking. located in Maine's lake region area. Walking distance to Raymond beach on Sebago lake. 5 miles to restaurants, shopping and local entertainment. 15 Miles from Portland. 30 to 60 minutes to winter skiing. Kayak, boat, and jet ski rentals nearby. 30 minutes to casino. Electric Vehicle charging on site.

4.95 out of 5 average rating, 182 reviews

A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

4.92 out of 5 average rating, 72 reviews

A cabin is surrounded by greenery, featuring a screened porch with a wooden entrance that invites relaxation. A patio area with two colorful chairs and a grill offers outdoor dining options. Stone pathways wind through a garden filled with plants, enhancing the natural appeal of the setting.

Cabin in Raymond

Sebago Lake Cottage on Raymond Cape

The Bunk House (450 ftsq). Built for our children and grand children visits. We added a 8 x 12 Screen Room on the front. The entry comes in the Screen Room into the kitchenette/living room. The bedroom has a double bed and bunk beds. There is a bathroom that has a shower, sink, and toilet. This cabin is located 100 ft. behind our home, nestled in the woods. Sebago Lake is down the driveway and across the street. Bring your water toys/use our Paddle Boat/Boards. Water shoes are recommended.

4.99 out of 5 average rating, 175 reviews

The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

A charming home nestled among trees, with a spacious deck extending from the front. Large windows offer views of the serene surroundings, while a pathway leads from the house to the water's edge. The exterior features a mix of natural elements and a carefully maintained yard.

4.91 out of 5 average rating, 58 reviews

The Great Escape - Picturesque Sebago Lake

Experience an intimate home with stunning Sebago Lake views. This inviting retreat features 4 bedrooms and 8 beds, ensuring a restful stay for up to 12 guests. The enormous kitchen island is perfect for gathering, whether preparing a family feast or enjoying casual conversations. Snuggle up by the propane fireplace in the living area, or spend evenings around the outdoor firepit, making s’mores under the stars. The breathtaking lake views create a serene backdrop for your vacation.

A charming single-family cottage is set amidst a spacious yard with well-maintained grass. A wooden staircase leads to the entrance, flanked by plants. The exterior features a neutral color palette, with a sloped roof and distant trees visible in the background.

4.92 out of 5 average rating, 59 reviews

Cottage with private beach access to sebago lake

The Raymond Cottage is the perfect place for Families, couples and nature lovers. Two Bedrooms, fitted with Queen size beds. The House has been freshly renovated in january/february 2023, with all new furniture. 5 minutes from sebago lake, shopping and dining. Just 30 minutes from Portland, this is the perfect place for your Maine vacation. Access to a little private sand beach just 5 min walking distance down our road, it is shared with all on rd. Brand new shower in march 2025

4.95 out of 5 average rating, 22 reviews

A spacious living area features a light-colored sofa and a green armchair, positioned around a dark coffee table. A flat-screen television is mounted on a light brown media console. Natural light streams through a skylight and a large window, illuminating the soft beige walls.

Loft in Raymond

Gorgeous 1BR apartment, walk to Sebago Lake

Centrally located in the Sebago Lake region, this spacious 1BR apartment is the perfect home base for your Southern Maine adventures! Just a 30 minute drive to Portland, this location also provides great access to skiing, swimming, hiking, snow-tubing, coastal exploring, outlet shops in Freeport and North Conway, and the White Mountains of New Hampshire. A full modern kitchen and bath, with an additional fold-out sofa in the living room. Second floor above a daytime business.

4.92 out of 5 average rating, 172 reviews

A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.

Cabin in Raymond

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

An aerial view captures a serene lakeside scene surrounded by lush greenery. The expansive blue water of the lake reflects the sky, while the home is nestled among the trees, providing a sense of tranquility and seclusion.

4.95 out of 5 average rating, 21 reviews

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Welcome to Salmon Point Lodge on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared with the friendly owners, this spacious 2,800 sq. ft. home offers the perfect mix of rustic charm and modern comfort. Whether you’re looking for a peaceful getaway or an outdoor adventure, this property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Indoor Fireplace -Ping Pong Table & Board Games -Washer & Dryer -Fully Equipped Kitchen

4.91 out of 5 average rating, 222 reviews

A charming red cottage is nestled among tall trees, with a sloped roof showing patches of moss. The front features a large window and a welcoming yellow door, while a grill is visible on the side patio. The peaceful lakeside is glimpsed through the trees.

Cottage in Gray

Sunset Haven - Little Sebago Lake

Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

Popular amenities for Raymond vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Raymond

4.96 out of 5 average rating, 211 reviews

The entrance of a green cabin is framed by snow-covered ground and trees, with a glimpse of a lake visible in the background. A grill is positioned near the steps, and ski equipment leans against the wall, hinting at winter activities.

Cabin in Raymond

Idyllic Lakeside Cabin Winter Getaway

The cottage features a unique architectural design with green accents contrasting against white siding. A spacious screened porch is visible, with ample windows allowing for natural light. The high deck is surrounded by greenery, providing a serene atmosphere. A wooden walkway leads up to the entry.

4.91 out of 5 average rating, 43 reviews

Hawthorne Cottages Sand Castle

4.92 out of 5 average rating, 12 reviews

Cabin in Casco

Private pond | Sebago Lake Region | Romantic

4.91 out of 5 average rating, 11 reviews

A wooden swing set is positioned beside a calm lake, surrounded by natural landscapes. Sparse trees line the shore, while a small fire pit is seen nearby. Clear blue skies and soft clouds create a serene atmosphere over the water.

Home in Gray

Little Sebago Lake with boat dock

The lake house features a spacious screened-in deck, providing shaded areas surrounded by lush greenery. Two kayaks and a canoe are stored neatly beneath the deck, while life jackets are displayed on hangers, offering easy access for water activities. The wooden staircase leads up to the entrance.

4.97 out of 5 average rating, 34 reviews

Life is short, Eat The Cookie!

5 out of 5 average rating, 33 reviews

A fire pit is surrounded by six bright red Adirondack chairs, inviting relaxation. The cottage's exterior features large windows and a covered porch, surrounded by lush greenery. Flames dance in the center, creating a warm focal point in the outdoor space.

Cottage in Sebago

Sebago Lake waterfront Cottage

A serene lakeside view captures a charming two-story home surrounded by tall trees. Reflections shimmer on the water's surface, highlighting the house's deck and a nearby boat dock with colorful paddle boats. The peaceful setting conveys a sense of nature and relaxation.

4.88 out of 5 average rating, 8 reviews

Family Lakefront Memories. Grandkid approved.