Holiday rentals with a kayak in Pennsylvania

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Value · Location · Bathroom

Restored Barn - 44 Acres, 100 Acre Lake

Reconnect with nature at this unforgettable retreat. Escape to our renovated barn on a 44-acre eco-paradise. Experience modern farmhouse living with 25-foot ceilings, a great room with beautiful views, fully equipped kitchen, king-size bed in giant loft bedroom, and cozy gas stoves. Hike, kayak or fish on the 100 acre lake, forage for wild berries and ramps in season, or go skiing at Elk Mountain right down the road. One-of-a-kind serenity and rustic, natural luxury in Pennsylvania's wilderness.

Outdoor spaces · Location · Backyard

Beautiful A-frame, with sauna and cold plunge tub

Enjoy the lovely setting of this romantic spot in nature. Our Tiny Aframe with bathhouse has everything you need to comfortably spend that amazing night with your significant other. The 12’ x 16’ Aframe has a very cozy, floating style queen bed. Also has a small kitchen area with microwave, stove top, mini fridge and freezer as well as a full set of kitchen supplies. All this is only a short walk (100 yds) from our private lake were you can enjoy kayaking, fishing and/or watching the sunsets.

Location · Outdoor spaces · Comfort

Allegheny River Aqua Villa

Experience a unique getaway on the Allegheny River with our exceptional tiny home built on a barge! This floating haven offers a distinctive reverse floor plan with luxury & breath-taking views! Lower Level- Two inviting bedrooms, each with twin beds that can convert into a king for your comfort - Full bathroom with Dual Rainfall Shower Heads. Upper Level - Open Concept Living with TV & Internet, Fully Equipped Kitchen & Peninsula. See-through gas fireplace! Patio Doors & Wrap around Decks!

Outdoor spaces · Value · Family

Fancy Poconos Castle & Indoor MEGA 10+ SWIM SPA

Welcome to your luxurious sanctuary in the heart of the Poconos. Located in the prestigious, Gold Star-rated Blue Mountain Lake Community, this 6,600 sq ft home offers breathtaking views and an estate-like experience. With elegant interiors, spacious living areas, and year-round beauty, every moment here is designed to impress. Whether relaxing or entertaining, comfort and sophistication await at every turn. Here, comfort is elevated, and unforgettable memories are just part of the experience.

Outdoor spaces · Value · Decor

"The Lure" Delightful, Private Waterfront Getaway

The Lure is a fully renovated 1940s fishing cabin reimagined into romantic waterfront retreat for 2 on the glacial waters of Round Pond in Lake Harmony. Designed for couples, this home pairs vintage charm with modern indulgence--private hot tub beneath the stars, crackling wood-burning fireplace, fire lit evenings by the shore, and quiet mornings drifting by canoe. Secluded yet moments from adventure: hiking, dining, skiing, Jim Thorpe, and Pocono Raceway--where romance lingers and time slows.

Value · Location · Accuracy

Creek Valley Cove

Enjoy an open concept newly furnished stream front rental on Penn’s Creek. This is a private country getaway to enjoy the outdoors or just relax. You can bring your kayaks and launch just steps from the house. Stay nice and warm by cozing up to the outside fire pit or enjoy the deck with a glass of wine by the fire table overlooking the water. Inside you can be pampered by the master bathroom’s whirlpool and enjoy the lavishing bedding that will make everything better. PLEASE NO FIREWORKS!

Value · Location · View

Renovated Riverfront Cabin w/ Outdoor Adventures

Just-remodeled 1300-sf cabin on 60 yards of Penns Creek waterfront. Perfect for fishing, kayaking, inner tubing, hiking, biking or lounging around our outdoor fire pit. Bordering Bald Eagle State Forest, we're just hours outside Philadelphia, New York, DC, Pittsburgh and Baltimore, directly between State College and Lewisburg, PA. It’s a perfect family-friendly or fishing destination filled with miles of gorgeous hiking, breathtaking vistas, world-class fishing, and endless adventure.

Value · Outdoor spaces · View

NEW Lakefront Home with Hot Tub

Situated on the water's edge of Arrowhead Lake, this brand new, custom built home offers a unique, luxury getaway for those seeking a stay with all that lakefront living has to offer. Perfectly set up for a romantic getaway for two, The Lakehouse on Arrowhead was created to provide a space for couples to rest and reconnect while enjoying gorgeous lake views from both inside and out. The spacious deck is just steps from your own private dock which allows you to kayak at your leisure.

Value · Outdoor spaces · Quiet

Cozy Cottage on Lake Ag-Mar: Hot tub, Pool Table +

Cozy Lakefront Home in Private Wooded Setting 3BR +1½ BA Tucked away in the lovely Ag-Mar community near Hickory Run State Park, come and experience all that our cozy country home has to offer. Take in views of the lake and beautiful sunsets from one of the two decks or the enclosed porch. Spend the day fishing from the dock or enjoying a relaxing ride on one of our boats or kayaks. Gather the family for a fun game of pool and end the day by soaking in the private hot tub.

Value · Location · Long stay

Country Tucked Inn, with pond Sauna woods hunting.

Tucked Inn is a totally remodeled house in a quiet country setting. The pond offers swimming, a dock, pedal boat and fishing. The sunroom has a sauna for 2. The owners are next door and have a 500 acre family farm with beef cattle and a maple syrup operation. Sit on the front porch or grill on the back porch and enjoy the propane fire ring. Kids can run and play. Hunting available a mile away on a State Game Lands 219. Enjoy hiking in the large woods just out your back door.

Value · Location · Walkability

Condé Nast featured A-frame. Hot Tub. Lake. Pools

Sink into the hot tub and let the Poconos do the rest. This Condé Nast-featured mid-century A-frame is nestled among the trees, just minutes from the lake — a beautifully curated escape two hours from NYC with everything you need to completely unwind. Soaker tub with a tree-top view, chef’s kitchen, fire pit, community pools, and a bathroom so good it’s been featured in Condé Nast, Houzz and West Elm. This is the one you’ve been saving on Pinterest

Outdoor spaces · Location · Beach