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Lake house holiday rentals in Middletown

Find and book unique lake houses on Airbnb

Top-rated lake house rentals in Middletown

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Top guest favourite
A serene pond reflects the surrounding greenery, with a fountain spraying water at its center. Two swans glide gracefully across the water. In the background, a gazebo is nestled among the trees, alongside a newly constructed house, enhancing the tranquil setting.
Home in Holtwood
4.99 out of 5 average rating, 166 reviews

Swan Lake

Swan Lake is a newly constructed home in Southern Lancaster County. The house is situated on 12.5 Acres with pond, gazebo. This is a secluded family destination in Amish country but close to numerous amenities. You will enjoy beautiful views of the pond from all floors and decks. Numerous hiking trails and the Susquehanna River within minutes. Working Amish farms surround this property and yet you are within 30 Minutes of Lancaster City. PLEASE NOTE WE REQUIRE RENTERS TO BE A MIN Of 25 YRS OLD

Top guest favourite
A spacious living room features a large sectional sofa, a coffee table, and a TV stand. Natural light enters through multiple windows, illuminating the wood flooring. An open view leads towards the kitchen area, where bar stools are positioned at a counter.
Home in Stevensville
4.93 out of 5 average rating, 346 reviews

ā¤ļøCharming Coastal/Country Home w/3 Acres & Sauna!ā¤ļø

Relax in this Stylish Coastal-Country Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups! We're conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets or Parties & 14 max guests (8 max adults). Book Today!

Top guest favourite
An outdoor fire pit is surrounded by six wooden lounge chairs, arranged on a gravel patio. Lush green grass and trees provide a natural backdrop, while tranquil river views are visible beyond the fire pit, reflecting the soft colors of the sky.
Home in Millington
5 out of 5 average rating, 37 reviews

Anchors Away

Anchors Away beckons as your tranquil waterfront escape! Inside, the cozy gas fireplace awaits. Savor a coffee bar experience and utilize the well-appointed kitchen. Unwind in the screened-in porch with a book and river views. Outdoors, the dock invites relaxation by the water. Gather around the wood fire pit for memorable nights under the stars. Enjoy Kayaks, fishing poles and family games! Anchors Away promises an unforgettable riverside retreat. We look forward to hosting you!

Guest favourite
An outdoor seating area is presented with two dark wooden adirondack chairs positioned around a stone fire pit. A scenic view of the Susquehanna River and hills is framed by trees, with a soft sunset glow illuminating the sky.
Home in Pequea
4.92 out of 5 average rating, 188 reviews

Charming River view cottage

Take it easy at this unique and tranquil getaway. River view cottage is nestled up on a hillside with beautiful views of the Susquehanna river and Pequea creek. Come relax and enjoy the beauty of the outdoors, the magical sunsets with multiple outdoor seating areas, flower gardens and an outdoor fire pit. The cottage is tucked back in on 5 acres allowing for full privacy. The cottage was built in the 1950s and has a unique, charming character for you and your family/friends to enjoy!

Guest favourite
A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.
Home in Edgewater
4.99 out of 5 average rating, 140 reviews

Luxury Modern Home on Water+Hotub- Annapolis 25min

Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Guest favourite
Home in Annapolis
4.97 out of 5 average rating, 90 reviews

Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit

Kick back and relax in this calm, charming newly renovated coastal farmhouse waterfront two-story home with private pier/dock! Gorgeous sunrises! Experience fresh Maryland Crabs & fish caught from your private pier & enjoy the peace, serenity, bay breezes & waterfront green space! Connect to nature and explore Meredith Creek on the Chesapeake Bay by kayak or boat! Super CLEAN & new with water views from dining, living room, kitchen and bedroom! 1.5 miles to the Beach!

Guest favourite
Home in Lynch
4.9 out of 5 average rating, 10 reviews

Bamboo Sands Villa & Captains Lookout

Where luxury meets coastal by the bay. A perfect spot to make memories, enjoy the views from the house or the hot tub.... Welcome to Bamboo Sands Villa & Captain’s Quarters, A peaceful retreat on a sandy area of the Chesapeake Bay where families can RELAX & reconnect. Here, serenity and fun flow as easily as the coastal breeze. Enjoy sandy beaches without the crowds, the sounds of waves on the bay without the oceanfront price tag, a coastal luxury getaway...

Guest favourite
An aerial view of a charming colonial home surrounded by lush greenery and mature trees. A well-maintained lawn with brick pathways leads to the house, which features a gray roof and white siding. The Cohansey River is visible in the background.
Home in Bridgeton
4.96 out of 5 average rating, 234 reviews

WATERFRONT w/ Hot Tub & Fire Pit | 4 Bedrooms

Tucked along the banks of the Cohansey River, The Foxtail has just completed a renovation. While updated photography is coming soon, guests booking now will be among the first to enjoy the refreshed space, including a brand new kitchen, all new windows, and an updated primary bathroom. As a courtesy, current rates are being held until new photography is released. Early reservations offer the opportunity to experience the full update at existing pricing.

Guest favourite
Home in Salem
4.95 out of 5 average rating, 132 reviews

Beachfront Sunsets on the Water at Oakwood Beach

You’ll instantly relax when you arrive at this private beachfront home on the beautiful Delaware River (2020 River of the year!). This hidden gem is off the beaten path, making it perfect for you to escape the hustle and bustle of your busy day-to-day. You’ll love the amazing sunsets and water fun — walk out the back door directly onto the large deck and sandy beach. Message us for information about the local wineries and distilleries or for kayaking!

Guest favourite
A spacious living area is highlighted by large windows offering views of the sunset. Comfortable seating includes a sectional sofa and a pair of chairs, positioned around a decorative rug. A flat-screen television and an electric fireplace complete the welcoming ambiance.
Home in Charlestown
4.99 out of 5 average rating, 70 reviews

Catching Sunsets on the Bay

Come and enjoy this brand new home, built for making memories on the Chesapeake Bay! Our spacious 3 bedroom, 2.5 bath is perfect for your next getaway. Our cozy, yet modern home is within feet of the Northeast River where you can take in the beautiful views, go kayaking, swimming or boating, or take a 12 minute drive to the new Great Wolf Lodge! Our home is perfect for couples or families as we have games, toys, and a pack n play if needed!

Guest favourite
A serene river view features vibrant orange and pink hues reflected in the calm water at sunset. Silhouetted dock posts and boats create a tranquil atmosphere against the expansive sky, enhancing the peaceful setting of the Elk River.
Home in Elkton
5 out of 5 average rating, 22 reviews

The River House - waterfront

Relax with the whole family at this peaceful home on the Elk River. Enjoy breathtaking sunsets in the backyard overlooking the river. The kids will love running and splashing around in the yard. Outside patio features sectional sofa, Adirondack chairs and a fire pit to enjoy nights on the river. Plenty of restaurants and things to do in the area. Come enjoy the beauty of life on the Chesapeake!

Guest favourite
The exterior of a two-story house is framed by mature trees, complemented by a wide concrete driveway. A welcoming front porch with multiple steps leads to the entrance, and landscaped areas surround the home, enhancing its natural setting.
Home in Annapolis
4.96 out of 5 average rating, 113 reviews

Serene Riverfront Home

A private setting with river and marshland views where fox, heron, and osprey sightings are common. Sip coffee in front of the gas fireplace while watching the sun rise on the water's horizon. Conveniently located in the community of Cape St Claire walking distance to grocery and restaurants. Easy access to Route 50 and only 15 minutes to downtown Annapolis and the US Naval Academy.

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