Holiday rentals in Waterboro

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Cozy Log Cabin

Experience the ultimate getaway in this enchanting 3-bedroom log cabin with direct lake access! Nestled in a tranquil setting, this cozy retreat boasts a warm living area with a 3 season porch and large windows showcasing stunning lake views. The fully equipped kitchen is perfect for family meals, while the expansive grounds invites you to unwind outdoors. Enjoy swimming, fishing, or kayaking right at the dock. Ideal for families and friends, this cabin promises unforgettable moments in paradise

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.

Charming Limerick Lake House

Direct access to Pickerel Pond! Private beach front and dock! Escape to the peace and beauty of Limerick with this serene lakefront house — perfect for a relaxing weekend, a family vacation, or a remote work retreat. This charming lake house offers stunning views, direct access to the water, and all the comforts of home. Enjoy mornings on the private deck with coffee in hand, afternoons kayaking or swimming in the clear lake, and evenings around the fire pit under the stars. No smoking inside.

Enchanting Artist Retreat

Enjoy this enchanting cottage set in nature. Only 35 minutes from Portland & close to hiking trails. Listen to the owls & wind while enjoying a fire in the pit. Fresh muffins in the morning, baked by Barb. We offer a queen-sized Tempur-Pedic bed with comfy cotton bedding. Air conditioner for hot days and a NEW gas stove for chilly nights. Our Bathroom Greenhouse has a shower & a green Compostable toilet. ( changed daily) We provide bathrobes, hand soap, body wash, shampoo & conditioner.

The Getaway at Lake Arrowhead

The Getaway is a new space, completed in 2025 over our garage with its own entrance and private deck. Located on a quiet cove on Lake Arrowhead, you can enjoy your morning coffee or an afternoon glass of wine on your deck or the deck on the water’s edge. Enjoy fishing, kayaking, walking or a morning run. Shopping at the outlets in either North Conway or Freeport is about an hour away. There are several restaurants nearby and Portland is about an hour away. Getaway and relax on the lake.

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!

Sokokis Lake House

The perfect place for friends & family getaways. The boat dock & fire pit are perfect for relaxing. It has everything you want: fully stocked kitchen, linens, towels, grill, dock, stand up paddle board, kayaks, life jackets, games, books wifi, cable, smart tvs, free parking & many more amenities. 2 hours from Boston 45 min to Portland, Lake Winnipesaukee, Old Orchard Beach, Sebago. Snowmobiling & lake in the back yard! Groceries, restaurants, & general store all within 1/2 mile.

Maine Escape on Mousam Lake

Welcome to your 'Maine Escape' on Mousam Lake! Ideally located between Southern Maine's coast and mountains, just 15 miles from I-95. Enjoy 2 queen bedrooms, a loft with twin beds, and a four-season porch with futon. Lower Mousam offers year-round lake fun, ATV/snowmobile trails, and you're just minutes from restaurants, groceries, and activities. Spacious outdoor area with grill, firepit, evening entertainment space, plus plenty of parking in a friendly neighborhood.

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

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.

Waterfront Oasis - Sandy Private Beach, Kayaks

Welcome to your ultimate waterfront getaway! This beautiful lakeside property offers the perfect balance of outdoor adventure and peaceful relaxation. The house offers direct access to your own large sandy beach, a gazebo overlooking the water, kayaks and a fire pit! Enjoy dining and playing games in the screened porch overlooking the lake. Surrounded by nature, you might even catch a glimpse of local wildlife!