Beach house holiday rentals in Westbrook

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Top-rated beach house rentals in Westbrook

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Guest favourite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 169 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Top Guest favourite
A calm Highland Lake is depicted with a reflective surface, capturing the surrounding trees and clouds. Bright autumn foliage colors the landscape, blending with the serene waters. Gentle ripples can be observed, enhancing the peaceful ambiance of this natural setting.
Home in Windham
4.96 out of 5 average rating, 71 reviews

Lakehouse on Highland Lake

Relax with the whole family at this renovated 4 bedroom home, situated right on Highland Lake. Spacious frontage, with room to play & entertain! The lake is power boat friendly. Enjoy the newly built deck including a grill, for outdoor dining. The first floor includes one bedroom, cozy living area & full bathroom. Second floor includes the kitchen with 2 sets of french doors leading to the exterior deck. Third floor includes 3 bedrooms and a full bathroom. Wifi, Netflix and Hulu are included.

Top Guest favourite
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
4.95 out of 5 average rating, 179 reviews

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.

Top Guest favourite
A vibrant garden features clusters of purple flowers in full bloom, enhancing the greenery of the lawn. A gazebo is visible in the background, alongside the tranquil lake, which reflects the clear blue sky. Tall trees provide shade, adding to the serene environment.
Home in Gray
5 out of 5 average rating, 13 reviews

Coveside on Little Sebago

Welcome to our lakefront home on Little Sebago Lake in Gray, Maine. Have morning coffee on the patio while listening to wildlife. Kids enjoy the beach with shallow water entry, while boaters appreciate the deeper water at the dock! Westerly view of glorious sunsets. Gardens, wildlife, great star viewing! 7 day minimum in the summer. 4 mi. from Gray Exit #63 of the Maine Turnpike I-95. 2 hrs from Boston. 30 min to Portland or Oxford Casino, 60 min to Shawnee Peak, 74 min to Sunday River.

Top Guest favourite
A well-appointed bedroom features a spacious bed with inviting linens. Two windows offer expansive views of the ocean and shoreline. Soft natural light enhances the stylish wallpaper with leaf patterns and a blue seating area complements the space.
Home in Peaks Island
5 out of 5 average rating, 72 reviews

Ocean Paradise Sunrise/Sunset Peaks Portland

Wonderful Ocean-front location offers broad, breathtaking views from every room and easy access to the water's edge. Adorable 2 Br, 1.5 BA cottage recently completed, high-quality workmanship. It is a well-appointed year-round island home with radiant heat, Jotul stove, air-conditioning, fabulous deck, security and sprinkler systems, built-ins, stylish kitchen with concrete countertops, hardwood floors,vaulted ceiling in LR. This home is walkable to 'down front' yet removed from congestion.

Superhost
A spacious outdoor deck features comfortable seating arrangements, including dark wicker chairs and a patterned rug. The deck overlooks sandy shores and calm ocean waters, creating a serene environment for relaxation. A pathway leads to the beach, enhancing accessibility to the waterfront.
Home in Saco
4.9 out of 5 average rating, 103 reviews

Beachfront Bliss: Spacious 4-BR Retreat for 15!

Our beautiful 4-bdrm home offers breathtaking ocean views and direct access to the sandy shores of Ferry Beach. Perfect for families, groups or a romantic escape, this spacious retreat combines comfort and relaxation for an unforgettable stay. You will fall in love with the location. Take a walk to Huots and grab some seafood, stop by the General Store for a lobster roll, or walk down to the trolley stop and hop on to take a ride down to OOB. You really cannot beat this versatile location!

Top Guest favourite
An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.
Home in Higgins Beach
5 out of 5 average rating, 105 reviews

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Top Guest favourite
A fire pit area is surrounded by several white chairs, facing the lake. The sun sets on the horizon, casting warm tones across the water. Trees with autumn foliage frame the scene, enhancing the natural setting.
Home in Harrison
4.96 out of 5 average rating, 67 reviews

Lakehouse only 70 feet from water!

Spectacular sunsets from our dock and waterviews from every window in the home. Spacious open floor plan, perfect for gathering. 70 feet from Long Lake shore. Large kitchen and living room. Exceptionally clean and comfortable home nestled in the woods.Lower level provides privacy with the master bedroom, full bath, game table and tv. Upstairs bedrooms have AC. Lower level walks out to the fire pit area and spacious dock with views of Mt Washington. Kayaks and paddleboat included.

Guest favourite
A living area features rustic wooden walls, brightened by natural light from large windows. Comfortable leather seating is arranged around a wooden coffee table, which holds books and a remote. A doorway leads to additional areas of the cabin, blending warmth and openness.
Home in Windham
4.93 out of 5 average rating, 57 reviews

Knotty Pine Cabin in the Pines

Centrally located Newly remodeled cabin. Walking distance to Bob's Seafood restaurant as well as Lake House Tavern . Within 1 mile of seacoast fun park and major shopping and restaurant area. This cabin is located on Pentingill Pond in the heart of the lake region with short driving distances to Sebago lake, Long lake and the causeway in Naples. Windham is a bedroom community to Portland and located within 1 hour to 2 ski areas. Type 2 EV charging on site

Guest favourite
Two white adirondack chairs are positioned on a grassy area beneath towering trees, offering a serene view of the calm water in the distance. Lush green foliage surrounds the space, contributing to the peaceful atmosphere of the outdoor retreat.
Home in Freeport
4.94 out of 5 average rating, 80 reviews

Coastal Maine Waterfront Retreat

Newly renovated, peaceful waterfront retreat in South Freeport, Maine. Very private with 180 degree views of the ocean. In a quiet neighborhood with private steps leading to a small beach in an idyllic cove on beautiful Casco Bay. Ideally located in a gorgeous and peaceful spot for all seasons! Come relax on the coast of Maine and explore all that Maine has to offer! Create your own adventures – Check notes below for distances to some top area attractions...

Guest favourite
The exterior of a new lake house presents a modern design with light green siding and large windows on either side of a central double door entrance. A gravel pathway leads to the front door, surrounded by a grassy area and tree line in the background.
Home in Windham
4.92 out of 5 average rating, 49 reviews

The Lake House

New Lake house on Highland Lake. Lakefront with water access, swimming, canoeing and firepit. Being a short walk down the back lawn, the lake allows you to enjoy the water all day. The home is equipped with all kitchen amenities, 2 bedrooms, 400 mbs WiFi and dedicated office area ~ perfect for working from home. Nearby walking trails, 20 minutes to downtown Portland and lakes region. Great family vacation destination with all the comforts of home.

Top Guest favourite
The lakefront property is nestled among trees, showcasing a charming house with large windows and a deck. A private dock extends into the calm water, providing space for seating. A sandy beach area leads to the water's edge, creating a serene natural setting.
Home in Limerick
5 out of 5 average rating, 120 reviews

Waterfront, Wood stove & Private beach, Solo Stove

Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

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