Holiday rentals with a pool in Pennsylvania

Mountain Getaway w/ Pool+Hot Tub

Relax with the whole family at this secluded mountain getaway. The cabin is located just a few minutes from Penn's Creek, a trout enthusiasts dream that offers endless activities like fishing, canoeing, tubing, and so much more! The cabin borders state game lands and has direct access to snowmobiling trails! The best part is that you don't even have to leave the cabin. Lounge by the pool or take in the soothing currents of the hot tub! Just 45 minutes to Penn State, 25 to Bucknell, and 35 to SU!

Value · Location · Wi-Fi

Glamping Cabin~Gazebo/HotTub/Pool 1.5 NYC/1 Philly

Welcome/todos son bienvenidos~As of September 2026 nightly prices include the guest service fee. A romantic getaway. Comforts/amenities of a cabin with an atmosphere of camping. Full kitchen. Experiential get-away/private gated/fenced property. Gazebo~gas firepit & hot tub. Detached bathroom behind cabin.Outdoor shower, Hammock, BBQ’s, Wood firepit. Queen bed w/firm mattress.Escape the cities to privacy. Abutted on 3 sides by a farm/pasture views.Easy to get to from points east in NYC & Philly.

Location · Value · Heating

The Stone Cottage w-hot tub, a romantic escape

Experience the ultimate private, romantic retreat tucked away from the hustle and bustle. Our unique hideaway offers over a mile of seclusion from the nearest road, immersing you in nature’s quiet beauty. Relax in the Brand-new Saltwater pool and hear the gentle hums of a train rolling along on the other side of the river. Indulge in the luxurious amenities our property has to offer. Rejuvenate in the hot tub, or warm up by the Breeo Firepit with a Latte from the Breville Espresso Machine.

Family · Location · Biking

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

Family · Location · Cleanliness

Simply Serene: Wild West City/Escape Room/4 Acres

✨IT'S ALL ABOUT FINDING THE CALM IN THE CHAOS ✨ & making memories .. 🌿4 ACRES OF PRIVACY, TRANQUILITY & WILD WEST CHARM 🌿4 COZY BEDROOMS • 3000+ SQ FT OF PURE FUN 🏡Unique Custom Designed Retreat in the Heart of the Poconos - Stunning Nature & Wildlife yet Minutes from All Major Poconos' Attractions 💖Perfect for Any Group Size - From Romantic Getaways, to Family Reunions, Special Occasions, OR Relaxing with Friends & Loved Ones ⭐Over 100 Indoor & Outdoor FUN Activities for All Ages ⭐

Value · Location · Check-in

Mill Road Farmhouse: Restored with Beautiful Pool.

The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.

Value · Family · Sleep quality

Heated Pool I Hot Tub I View I Bedford Heights

Welcome to the best view in Bedford County! Our updated 1940s home offers the perfect getaway with ample space for the whole family. Enjoy a hot tub, heated pool (open mid-May through mid-Sept), and a playground. Just a few short miles from downtown Bedford and the Omni Bedford Springs, you'll be close to dining, shopping, and local attractions. Whether you're seeking adventure or relaxation, our home is the perfect place to make lasting memories. We'd love to host your next vacation!

Family · Location · Comfort

Hershey Retreat | Pool, Spa, Sauna, Plunge, & Pond

Come and relax with the family or friends in this spacious and stylish home with special touches: ➤ Mins to Hersheypark and all things Hershey ➤ Pool ➤ Hot Tub ➤ Pond w 2 kayaks ➤ Bass catch & release ➤ EV Charger ➤ Sauna and outdoor shower ➤ BBQ grill for cookouts ➤ Fully equipped kitchen ➤ Air hockey table ➤ Pack n Play ➤ Cold Plunge ➤ Playground ➤ Outdoor firepit Note: The caretaker lives in a separate home onsite; friendly dogs stay with him. You will have full privacy.

Value · Location · Layout

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

Value · Location · Air conditioning

Lake Front Retreat in the Poconos * King Bed*

Our single level lake home awaits your family's memories. Our 3 bedroom, 2 bathroom lake home accommodates up to 6 guests. Lake Larsen can be viewed from any point in our home. A King bed is provided in the master bedroom. Relax, Play, and Enjoy. Our home is located in the 5 * star community of Big Bass Lake. The town of Gouldsboro provides for a country setting, however it is very close to many of the Pocono's attractions.

Family · Location · Comfort

The Running Eagle. Pool, hot tub, and a game room.

***PRIVATE OUTDOOR POOL is open from Memorial Day Weekend through the end of September. Depends on the weather. Please check on exact dates. *** Running Eagle Modern Ranch located in The Estates @ Emerald Lakes! Yet another, designed with detail, equipped with all, and fully renovated SsMook home in Poconos. Relax in the Gameroom, a large home with a HOT TUB and in-ground pool. Pet fee is $50 per pet per stay.

Value · Location · Indoor spaces

Pocono Escape: Pool Sauna Hot Tub Games Tesla EV

HEATED POOL open to end of September Set on a quiet, private lot, the home is a filled with amenities and perfect for families, groups, kids, and other celebratory trips. Whether you’re planning a family trip, a ski weekend with friends, or a quiet winter escape, the house is arranged to feel easy and lived-in rather than busy — with simple check-in, professional cleaning, and thoughtful details throughout.

Value · Location · Getting around