
Holiday rentals with a pool in Westmoreland County
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Top-rated rentals with a pool in Westmoreland County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Pool, Hot Tub, Game Room & Ski-In/Out - Sleeps 22
Make Memories at Our Unique Glass House. Nested right across from the ski slopes and close to all nearby activities, including hiking, rafting, biking, swimming. Perfect for family and friend reunions. Features: ✔ 4 Glass Rooms ✔ Few Steps to Ski Slopes ✔ Hot Tub ✔ Game Room ✔ Gorgeous Views ✔ Electric Fireplace ✔ Outdoor Propane Firepit ✔ Wood Firepit ✔ Steam Shower ✔ Community Swimming Pool ✔ Fully Equipped Kitchen ✔ Smart TVs in all rooms ✔ High-Speed Wi-Fi ✔ 5,500sq ft MUST BE 24+ TO RENT
ValueLocationPool

Mayberry Escape
Discover the charm of this inviting 3-bed, 3.5-bath Monroeville home! Immerse yourself in luxury with a heated pool (seasonal), rejuvenating infrared sauna, expansive decks, a private backyard, a fully equipped kitchen, a finished basement, and a delightful fire pit overlooking the pool. Experience comfort and style with off-street parking included. Enquire now to make this your own sanctuary! ***If you enjoy this space, the owners are amenable to selling. Please contact for more information***
FamilyLocationAir conditioning

Sleeps 10, 3BR-5Bed, Seven Springs, Pool, Hot Tub
Perfectly located in the heart of the Laurel Highlands, this 3 bedroom retreat offers the ideal balance of relaxation & adventure. 10 minutes to both Seven Springs and Hidden Valley Resorts. 20 minutes to Ohiopyle State Park & Frank Lloyd Wright’s Fallingwater. Enjoy every season! Ski in winter, hike & bike in summer, or unwind year-round in the hot tub. The home sleeps 10 and features an all-season room with a foosball table for endless fun. Cool off in the private outdoor pool in the summer.
FamilyLocationQuiet

Private Pool & Hot Tub at Chalet by Hidden Valley
5 minutes from Hidden Valley & 15 minutes from Seven Springs. Nestled across from Kooser State Park. This mountain retreat sits on 6 secluded acres off of Glades Pike Rd Rt 31. This Somerset chalet was modern-renovated while preserving its woodsy charm in 2023. It boasts a massive great room, with wood burning fireplace, fully renovated baths and kitchen, with brand new appliances. There are 3 inviting bedrooms each with unshared walls and a loft with plenty of space for 10 guest to enjoy!
LocationFamilyCleanliness

Hidden Valley 6BR/Sleeps 16 Hot Tub & Shuttle
Located on Hidden Valley Resort w/ views of the Seven Springs slopes, our home is a perfect location. It's in the exclusive Stonewood community of Southridge w/ free access to the Hidden Valley shuttle, yet it's tucked in a back corner with lots of privacy. The home is large and updated with beautiful mountain furniture and decor, it has expansive decks, a hot tub, a fenced in back yard, game room, 2 stone fireplaces, an outdoor fire pit, amazing views & access to 2 wonderful community pools.
LocationFamilyView

Dillon's Getaway Chalet at Hidden Valley Resort
Welcome to the Dillon Getaway Chalet at Hidden Valley Resort- a guest favorite! This 5 bedroom, 3.5 bathroom home sleeps 13. With an abundance of outdoor activities like golfing, skiing & snowboarding, swimming, hiking, and biking (just to name a few); plus festivals, state parks, sightseeing, spas, & restaurants and bars, there is entertainment for everyone in the Laurel Highlands. Note: AWD/4WD vehicles are suggested in the winter (gravel driveway is steep). Exterior security cameras in use.
LocationValueTV

Seven Springs Adventure Condominium
Seven Springs Condominium ready for outdoor enthusiasts or a cozy get away. Just a short shuttle ride to golf, ski, hike, bike, or enjoy the Seven Springs Lodge dinning and/or activities. Or, enjoy a drink and socialize while preparing your own meals in this quiet Swiss Mountain Condominium. One bedroom one bath with large comfortable living area. Fully stocked kitchen for cooking. Cable and internet provided. Microwave, stove, dishwasher, and refrigerator. Keurig and keurig cups provided.
FamilyValueHiking

Charming Getaway Hidden Valley 4BR+3Bath Hot Tub
4-Bedroom Hidden Valley Townhouse w/ back deck and private hot tub overlooking pond! Turnkey, furnished and ready for you to make it your very own mountain getaway. Kitchen remodeled and new flooring throughout! 2 bedrooms on main floor w/ full bathroom. Master bedroom upstairs with private balcony overlooking pond. 2nd suite upstairs with separate full bathroom. Enjoy relaxing on back deck that overlooks the pond; within walking distance to the South Ridge Center Pool & Playground.
FamilyValueParks

Walk to ski/Hike/Pond View/Vaulted Ceiling/Loft
The perfect year-round mountain getaway with lots of the comforts of home! This vacation rental townhome is located at Hidden Valley Resort in the picturesque Laurel Highlands. This resort location offers year round amenities including skiing, tubing, golfing, fishing, pools, tennis and basketball courts, playgrounds, paved walking trails, on-site spa and restaurants, as well as close proximity to several state parks and many other local area attractions for adults and children.
ValueFamilyPool

Private 25 acre retreat w/pool views 6BR Ligonier
Private 6-bedroom, 3.5-bath retreat on 25 acres in the Ligonier Valley. Enjoy panoramic views, a private pool, wooded surroundings, and modern interiors. This entire home is laid out on one single floor for easy, step-free access. You will love the master suite, which includes a private bathroom attached right to the bedroom. Perfect for families, group getaways, and quiet escapes—just minutes from downtown Ligonier, hiking, skiing, Idlewild Park and Laurel Highlands attractions.
LocationOutdoor spacesComfort

•New Ligonier Luxury: 1 BLOCK Downtown + Free YMCA
Stay in a beautifully restored early 1900’s home where historic charm meets boutique comfort in the heart of Ligonier. With sun-filled rooms, a covered outdoor patio, and a kid-friendly attic retreat, this all-seasons getaway is perfect for families, couples, and groups exploring the Laurel Highlands. Steps from Fort Ligonier, local festivals, and YMCA amenities, your unforgettable stay starts here. *Visit: https://www.airbnb.com/secretlakechalet for more reviews from this host.
FamilyLocationWalkability

Chateau W a Ski-in Ski-out upscale 2-bedroom condo
At the top of the slopes, this beautifully decorated condo offers an upscale retreat at Hidden Valley. Enjoy walk out access to the slopes from the first-floor deck with great views and your choice of an easy hike or a more challenging one on the Black Diamond runs. Nearby attractions include Seven Springs, Flight 93 Memorial and Frank Lloyd Wright's "Falling Water". Explore the Ohio Pyle, Laurel Hill State Park, Highlands Hiking Trails, and numerous golf courses.
FamilyLocationIndoor spaces
Popular amenities for Westmoreland County rentals with a pool
House rentals with a pool

Gardner House with Hot Tub and near pools and golf
FamilyValueKitchen

The farm house
Hospitality

Posh Pittsburgh: two stories with terrace & pool
FamilyLocationAccuracy

Rustic Retreat at Hidden Valley with hot tub
LocationFamilyHospitality

A beautiful cozy home away from home!
FamilyLocationSleep quality

Chalet at Hidden Valley Resort
FamilyLocationGetting around

Seasonal Pool Retreat | Fire Pit & Large Deck
FamilyValueCheck-in

The Imperial Ski Chalet at Hidden Valley Resort
ValueFamilyBiking
Condo rentals with a pool

Slope side with a view
LocationFamilyPets

Mountain Escape
LocationHospitalityHiking

Cozy Fall Condo at Hidden Valley - Ski In/Out
ValueFamilyAmenities

Your Cozy Mountain Getaway
FamilyLocationCleanliness

Resort condo with pool access, 2 king suites
HospitalityIndoor spacesCleanliness

Hidden Valley - 2 min. walk to Pool/Pickleball, Po
LocationFamilyCondition

Ski-In/Ski-Out Condo | Pools, Golf & Pond View
ComfortHospitalityAccuracy

Idyllic Somerset Condo: Ski, Hike & Relax!
LocationFamilyQuiet
Other holiday rentals with a pool

Charming Ski In/Ski Out Log Cabin at Hidden Valley
FamilyLocationCleanliness

Beautiful Renovated Alpine Chic Mountain Retreat
LocationFamilyNearby

Ellie’s Inspiration Slopeside
ValueFamilyWi-Fi

4 Bd, 3 Bath Mountain Townhome on Golf Course
FamilyLocationGetting around

Hike, Bike, Fish, Swim, Golf the Laurel Highlands
ValueFamilyIndoor spaces

Luxe at Buena Vida Lodge in Hidden Valley
FamilyLocationWalkability

Family Friendly Townhouse in Hidden Valley
FamilyLocationWi-Fi

1 br plus loft br - monthly discount available
ValueLocationIndoor spaces
Destinations to explore
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- PNC Park
- Acrisure Stadium
- Fallingwater
- Seven Springs Mountain Resort
- Carnegie Mellon University
- Wisp Resort
- University Of Pittsburgh
- Ohiopyle State Park
- David Lawrence Convention Center
- Pittsburgh Zoo & PPG Aquarium
- Sri Venkateswara Temple
- Idlewild & SoakZone
- Stage AE
- Point State Park
- Deep Creek Lake State Park
- Phipps Conservatory and Botanical Gardens
- Petersen Events Center
- Schenley Park
- Kennywood
- Carnegie Science Center
- West Virginia University
- National Aviary
- Laurel Hill State Park
- PPG Paints Arena





