Search Middletown Cottage Rentals from CA $137

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Browse Select Middletown Cottages

Stroll up to the charming entrance, flanked by windows, and enjoy the serene surroundings of this two-story home.

"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "

Relax in a hot tub surrounded by serene views of a body of water and lush trees.

"We loved the property and the access to the river."

CA $514 total

includes taxes & fees

Aug 10 - Aug 11

Situated among trees, this two-story house features a spacious balcony on the upper floor.

"A real cute place with a cozy layout and amazing bathroom and shower. It was just secluded enough but not overly challenging to get to. The upper porch was great for hanging out and watching the pair of hummingbirds that seem to have made the area home. The bed was comfortable but also a little squeaky and noisy. We really enjoyed our stay and it was just the relaxing getaway we needed. "

Relax in a spacious outdoor hot tub surrounded by a serene natural setting.

"It’s was a beautiful stay for me and my partner we got to spend quality time together "

CA $376 total

includes taxes & fees

Sep 2 - Sep 3

"The downstairs area would not get warm enough to stay downstairs, the wood for the back porch was rotting too underneath so we stayed off that, and I’m not sure if it was someone who stayed before left a box of beer by the jacuzzi. Overall we had a good time. "

Set amidst rolling fields, this traditional two-story building offers a serene rural retreat.

"This place was cozy and welcoming, exactly what we were looking for on a weekend away."

Escape to a secluded cabin nestled among lush greenery, surrounded by a dense forest.

"It was fantastic"

Relax in a hot tub surrounded by lush greenery under a covered pergola.

"So much to do in the area, cute little cottage, very clean and comfortable "

Houses with unique architectural styles and lush green surroundings.

Stunning two-story home with a central entrance and flanked windows, set amidst mature trees and a beautifully manicured lawn.

Relax in a serene outdoor oasis with a hot tub surrounded by lush greenery and a wooden pergola.

"It was so relaxing & beautiful! We loved the views from every room , even the bathroom upstairs! "

"Nice place near skyline drive"

Relax outdoors with a barbecue grill and comfortable seating under a shaded patio overlooking a serene grassy field and distant mountains.

Step up to the inviting entrance and enjoy the peaceful ambiance of this home's cozy porch area.

"We had a wonderful stay and look forward to booking again next year!"

Relax on the shaded deck or enjoy the peaceful surroundings from the front porch.

"We had a fantastic family trip. This was a great landing point to amazing outdoor adventures in the area. "

Step out onto the covered porch, where a cozy bench invites you to sit and enjoy the surroundings.

Relax on the patio surrounded by lush greenery and a serene view of the water.

"We loved our stay here. Came here to escape DC. Very easy to get to. Still close to civilization but still feels remote on the property. 20 minutes from Skyline Drive."