Holiday houses in Olyphant

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.

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

Waterfront, Hot Tub, Dock Kayaks, Movie/ Game Room

🌲 Welcome to A-Frame of Mind, your private lakefront escape designed for relaxation, connection, and unforgettable moments. Wake up to breathtaking views, spend your days on the water, and end your nights by the fire under the stars. 🌊 Lakefront w/ Private Dock 🛶 5 Kayaks + 2 Paddleboards + Paddle Boat 🔥 Hot Tub + Fire Pit + Wood 🎬 Movie Lounge w/ 75” TV + Popcorn Machine 🎮 Polycade Arcade + Game Room 🍔 Propane + Charcoal Grill 🔥 Indoor Gas Fireplace 🌅 Stunning Views from Every Level

LOVELY LAVISH OFF OAK

We invite you to indulge in the comfort and tranquility of this contemporary two family semi-attached duplex (3 bedroom/1 bath) to unwind and relax after a busy day. Whether it's work or play, this is an ideal place for a lovely lavish getaway. There is everything to make you feel at home -tasteful furnishings and traditional accents, kitchen with basic amenities for meals, washer and dryer, bathroom essentials for personal care, Wi-Fi & Streaming services. Street parking is directly in front.

American Chestnut Log Cabin - Sauna, Hot Tub, Gym

Escape to the lost frontier of the northeast, Promised Land. This Pocono log cabin is the perfect blend of off-grid seclusion coupled with luxuries that could only be rivaled by city living comforts. Amenities include a wood-fired cedar sauna, hot tub, full gym, blue-light blocking lightbulbs throughout & Starlink wifi. There is no better place in the Poconos to reset & recenter. Everyone should experience staying in a log cabin at least once in their life. Featured in: Architectural Digest

Coziest Creek Cabin- Idyllic, Authentic, Poconos

Deep within our psyche lies a romantic image, that of a log cabin tucked into the woods perched above a babbling trout laden stream. Perhaps inside there's a sheepskin rug laid before a grand fireplace, a reading nook, and a child's dreamy hideaway loft. Or maybe you're out on the deck, a crisp morning bundled and sipping cocoa on a rocking chair, or nights soaking sore bones and soaking up the sounds of the stream & kids below roasting smores by the fire. Now make that dream a reality!

Charming 4-Bedroom Victorian Home

Enjoy your stay in this charming Victorian-style home that blends classic character with modern comfort. Featuring 4 spacious bedrooms and 1.5 bathrooms, this home is perfect for families, groups, or extended stays. Bright, comfortable living spaces and timeless architectural details create a warm, welcoming atmosphere. Relax on the inviting front porch, enjoy the well-keptoutdoor space, and unwind in a quiet residential neighborhood close to local dining, shopping, and attractions

Herons Rest Lakefront: Sand Beach, Kayaks, Hot Tub

Set directly on the water, Heron's Rest is a lakefront retreat designed for group stays. Enjoy mornings on the dock, afternoons kayaking, and evenings in the hot tub or around the firepit. With multiple living spaces, a pool table game room, and room for up to 8 guests, it’s ideal for families and lake escapes. Spend your days swimming or exploring the lake, then return to grill, relax, and unwind indoors. (Professional photos are scheduled for early July and will be updated soon.)

Lakeside Cottage near skiing/waterparks/wineries

Welcoming cottage located on a private lake near skiing, golfing, waterparks, wineries, and breweries. Recently renovated with a large living/dining area perfect for relaxing and gathering with family & friends. Offers an additional loft with 2 full-size beds, great for kids. A short walking distance from a year-round bar and grill with a rotating seasonal menu and craft beer. Several other casual and fine dining options are located within minutes.

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

Chalet with year round heated pool, sauna, jacuzzi

Secluded chalet tucked away in the woods of Moscow PA but central to all skiing and water park attractions. Three levels of the home provide ample space for big families to spread out with 4 bedrooms, 3 full bathrooms and 2 half bathrooms. Built in 2025 this is a brand new home ready to welcome your family for your mountain adventure. The pool is heated year-round with a full spa, sauna, and jacuzzi. Our backyard is fully fenced in and private.

The GoldenHour Retreat #2

This peaceful and centrally-located duplex home is a wonderful retreat featuring a huge shared back patio with an equally large shared yard. Relax on a covered front porch with seating for morning coffee. You can enjoy the 50" Roku TV, or cook some warm soup in a beautiful kitchen with a huge single basin sink and granite countertops and enjoy new appliances. Feel at peace as you take a relaxing stroll in this friendly neighborhood.