Waterfront vacation rentals in Raymond

4.93 out of 5 average rating, 137 reviews

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.

Cottage in Raymond

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.

4.91 out of 5 average rating, 604 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.96 out of 5 average rating, 105 reviews

A serene waterfront scene is presented, showcasing a calm lake framed by trees. In the foreground, a small dock extends into the water alongside a moored boat. Rocky shorelines feature boulders partially submerged, adding to the natural beauty of the landscape.

Guest suite in Raymond

Sebago Lake Waterfront Studio

Beautiful Lakehouse studio apartment located on Sebago Lake. A perfect spot to take in the gorgeous lake view w/sandy beach. The lake is great for swimming, boating, kayaking, and water activities. Backyard to enjoy lawn games, grill, and relax by the outdoor fire-pit. This space has a cozy modern feel, for a perfect summer vacation or fall leaf-peeping. Located within 40 minutes of Portland and the beautiful Maine coast. This space is furnished to sleep 4. Dock available for $100 per stay.

5.0 out of 5 average rating, 248 reviews

Home in Oxford

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

4.81 out of 5 average rating, 120 reviews

A scenic view of a tranquil lake is captured, with a boat dock extending into the water. A boat is anchored near the dock, surrounded by lush greenery. A picnic table sits on sandy ground nearby, inviting relaxation by the lakeside.

Cottage in Gray

Edgewater Retreat - Lakefront w/Sauna & EV Charger

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.

4.98 out of 5 average rating, 200 reviews

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!

4.92 out of 5 average rating, 150 reviews

Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.

Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

4.93 out of 5 average rating, 184 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.

4.96 out of 5 average rating, 124 reviews

A cozy fire pit area is situated near the water's edge, surrounded by tall trees. Adjacently, five colorful adirondack chairs offer seating for gatherings. A serene view of the lake and a private dock can be seen in the background, providing a tranquil backdrop.

Chalet in Naples

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

4.95 out of 5 average rating, 204 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 Lakeside Tavern, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

4.96 out of 5 average rating, 263 reviews

A relaxing outdoor area is shown, featuring several seating options around a fire pit. Two cabins can be seen, with one situated on a hill and the other by the water. A sun umbrella provides shade, surrounded by trees and nature.

Chalet in Standish

Blueberry Hill

Beautiful property located on Watchic Lake in Standish Maine. Clear clean spring fed lake. 25 minutes to Portland with access to shopping, restaurants and entertainment. 45 minutes to North Conway New Hampshire. Where you wil find plenty of shopping, restaurants and winter skiing. Property includes use of Main Chalet home year round and two additional cabins each sleeping 4 are available from May-Oct. Great for extended families and friends.

4.96 out of 5 average rating, 222 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

Situated on a beautiful lake with 350 feet of private shoreline the cabin is ideal for family gatherings or a small group of friends, it is not available for parties and events. A seven day minimum stay (Saturday to Saturday) is required for July and August. Cozy up with board games, a book and enjoy the tranquility. We have firewood on the property for you to use. The docks are not in the water from October to April.

Popular amenities for Raymond waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.95 out of 5 average rating, 184 reviews

Apartment in Gray

Two bedroom duplex across st from crystal lake

4.97 out of 5 average rating, 200 reviews

A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.

Apartment in Falmouth

Falmouth Waterfront Carriage House Apt

Apartment in Downtown Portland

A modern kitchen features an island with bar stools and white shaker cabinets. Bright lighting is provided by pendant fixtures above. Large windows showcase waterfront views, while a dining area is visible, with a colorful striped rug under the table.

Penthouse Two Master Waterfront Suite with Rooftop

4.97 out of 5 average rating, 155 reviews

4.92 out of 5 average rating, 346 reviews

A cozy living room is depicted, featuring two brown leather sofas with colorful cushions. A wooden coffee table sits center stage. Large windows adorned with patterned curtains allow natural light to fill the space, while shelves decorated with various items line the walls.

Apartment in Portland

Monument SWEET!

Apartment in Cape Elizabeth

Beautiful Kettle Cove Apt Steps to Beaches

4.99 out of 5 average rating, 134 reviews

4.95 out of 5 average rating, 112 reviews

The exterior of the multi-unit house is shown, featuring a light gray facade and a red roof. An expansive wooden deck is visible on the second level, overlooking the green lawn. Bright flowers adorn the entrance, adding a touch of color to the outdoor space.

Apartment in Orrs Island

Shore House, Leona Unit - Ocean Front Property

Apartment in Downtown Portland

A comfortable seating area features a rust-colored couch and a light armchair, arranged around a wooden coffee table. A soft area rug lies beneath, complementing the warm light from nearby windows. The open layout connects to a kitchen in the background.

Beautiful West End Apartment

4.9 out of 5 average rating, 124 reviews

4.92 out of 5 average rating, 125 reviews

Apartment in Brownfield

Stone Mountain Guest House 2nd Floor Apt.

Waterfront house rentals

4.98 out of 5 average rating, 202 reviews

A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.

Home in Bridgton

Wren Cabin + Wood fired Sauna

4.92 out of 5 average rating, 113 reviews

A circle of adirondack chairs surrounds a fire pit, set on grassy ground. Tall trees frame the view of the lake, where a serene sunset casts soft colors on the water. A dock can be seen in the distance, contributing to a tranquil outdoor space.

Home in Poland

Sunset Cove I

4.96 out of 5 average rating, 148 reviews

A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.

Home in Bridgton

Fish Tales Cabin

4.9 out of 5 average rating, 125 reviews

Home in Auburn

The Loons' Nest: Lakefront oasis w/ hottub

Home in Old Orchard Beach

The exterior of a modern oceanfront home is captured, showcasing a two-story structure with light gray siding and a charming front entrance. Lush landscaping and a paved driveway enhance the appeal. Panoramic views of the beach and ocean are visible in the background.

Unique and Stunning Beachfront property Greygoose

4.92 out of 5 average rating, 189 reviews

4.97 out of 5 average rating, 33 reviews

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.

Home in Raymond

Spacious Lakehouse +Private Dock+Firepit+Kayaks

4.97 out of 5 average rating, 30 reviews

The modern two-story home is surrounded by lush greenery, featuring large windows that invite natural light. A covered porch with comfortable seating offers a relaxing view of the expansive lawn. Tall trees provide shade, enhancing the serene outdoor atmosphere.

Home in Raymond

37(A) Shore Rd, Raymond ME

5.0 out of 5 average rating, 16 reviews

A hand is holding a ceramic mug labeled 'Maine' while resting on a wooden dock. The still lake reflects the clear sky and sunlight, surrounded by trees in the background. The serene water creates a calm atmosphere.

Home in Raymond

Lake front home on Little Sebago

Waterfront condo rentals

4.92 out of 5 average rating, 515 reviews

Luxury Beach Front Condo! Prime Location!

4.96 out of 5 average rating, 234 reviews

A cozy living area features a brown leather sofa and two woven armchairs flanking a wooden coffee table. Light flows in through two large windows with sheer curtains, creating a bright, inviting space. A decorative rug adds warmth to the floor.

Condo in South Portland

Rustic Willard Beach condo ten mins from Old Port!

A serene view of a sandy beach at sunset, with soft clouds painted in hues of orange and pink against a clear sky. The sun sets gently on the horizon, reflecting on calm ocean waters, creating a tranquil atmosphere.

4.84 out of 5 average rating, 122 reviews

Oceanfront condo, spectacular views

4.76 out of 5 average rating, 169 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

A four-story oceanfront condo building features multiple balconies that overlook a sandy beach. Sunbathers and beach chairs are spread across the shoreline, with a vibrant atmosphere enhanced by people enjoying the coastal setting under a partly cloudy sky.

4.85 out of 5 average rating, 119 reviews

The Brunswick

4.99 out of 5 average rating, 128 reviews

A bright living area is revealed, featuring large windows that allow natural light to fill the space. A cozy gray sofa and matching armchair are complemented by colorful pillows. A small side table holds a plant, and a soft area rug adds warmth to the hardwood floor.

Condo in Portland

Charming, newly remodeled space atop Munjoy Hill.

4.98 out of 5 average rating, 155 reviews

An open living area features a high wooden ceiling and light-colored walls. Two sofas and two leather chairs are arranged around a wooden coffee table. A Foosball table is visible in the background, along with a stairwell leading to the upper level.

Condo in Bartlett

Fall nights are booking fast! Cozy fireplace!

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.