Penn Vacation Rentals

Q: What are some of the best vacation home rentals in Penn?

The Walnut Suites - The Family Suite : Visitors like this Penn vacation home rental. It is located in the city center and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like an arcade game room.

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Dates

November 2026

December 2026

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Our top choices for Penn vacation rentals

A bedroom with a large bed, a TV mounted on the wall, a desk, and a dresser.

1. Walk to BTV Winery | Near Corporate Offices

Hunker

Lynne G.

SAR 1,140 total

includes taxes & fees

24 Nov - 25 Nov

A living room with a sofa, a coffee table, a TV, and a lamp.

2. Charming 3-bedroom townhome with AC and WiFi in Greensburg

Greensburg

Linda T.

SAR 1,229 total

includes taxes & fees

23 Nov - 24 Nov

A modern living room with a sectional sofa, a round coffee table, and decorative wall art.

3. The Upper Room

McKeesport

John B.

SAR 695 total

includes taxes & fees

16 Nov - 17 Nov

A compact kitchen with a dining table set for four, a refrigerator, a microwave, and a ceiling fan.

4. The Light Room

McKeesport

Ciara S.

SAR 689 total

includes taxes & fees

30 Nov - 1 Dec

A staircase with a wooden handrail leading to a landing. A patterned rug is on the floor, and a small table with a lamp is on the left.

5. Charming 3-bedroom house in soothing West Newton neighborhood

West Newton

Sara R.

SAR 1,084 total

includes taxes & fees

12 Nov - 13 Nov

A living room with a sectional sofa, a ceiling fan, and a view of the outside.

6. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills

Nara S.

SAR 1,444 total

includes taxes & fees

11 Dec - 12 Dec

7. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills

SAR 1,427 total

includes taxes & fees

15 Nov - 16 Nov

A dining area with a round table, chairs, and a ceiling light fixture.

8. Hydee's Hideaway

Swissvale

Cathy K.

SAR 1,308 total

includes taxes & fees

12 Nov - 13 Nov

A hallway with a dark wooden door, a coat rack with a 'Welcome' sign, a round mirror with a gold frame, and a patterned rug on the floor.

9. Stylish House near Frick Park

Squirrel Hill South

Warren S.

A modern living room with a sofa, a dining table, and a chair. There are windows with blinds, a lamp, and a plant.

10. Spacious & Bright Retreat – Perfect for Families!

Pittsburgh

Tom O.

SAR 815 total

includes taxes & fees

20 Nov - 21 Nov

A modern staircase with a dark wood finish and white balusters, leading to an upper floor.

11. Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

Squirrel Hill South

Anonymous traveler

SAR 420 total

includes taxes & fees

1 Dec - 2 Dec

A bathroom with marble walls and a glass shower enclosure.

12. Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

West Homestead

John E.

SAR 1,035 total

includes taxes & fees

9 Dec - 10 Dec

A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

13. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

Bloomfield

Lisa K.

SAR 641 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with wooden cabinets, a black countertop, and a built-in stove.

14. Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

North Side

Daniel W.

SAR 5,265 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

15. Not so tiny house with full kitchen & patio swing

Garfield

Anna B.

SAR 660 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a brick fireplace, a sofa, a coffee table, and a potted plant.

16. East End Pittsburgh 4 Bedroom Getaway

Point Breeze North

Tom N.

SAR 1,349 total

includes taxes & fees

12 Nov - 13 Nov

A spacious living area with a gray sofa, coffee table, and a blue patterned rug. A ceiling fan and kitchen are visible in the background.

17. Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg

Lawrenceville

Justin

SAR 426 total

includes taxes & fees

1 Dec - 2 Dec

A gravel path leading through a wooden archway surrounded by trees and foliage.

18. Secluded Chalet near Ohiopyle and Seven Springs

Bear Rocks

Ryan C.

SAR 907 total

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a flat-screen TV, a sofa, a coffee table, and a fish tank.

19. California king wet room suite

West Homestead

Andrea D.

SAR 1,035 total

includes taxes & fees

12 Nov - 13 Nov

A living room with a fireplace, a piano, a TV, and a sofa.

20. Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Friendship

Tina

SAR 660 total

includes taxes & fees

12 Nov - 13 Nov

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Find vacation rentals that suit your style

Top Penn Hotel Reviews

A swimming pool with lounge chairs and a lifeguard sign.

Hampton Inn & Suites Pittsburgh New Stanton

New Stanton

10/10 Excellent

Rodica

An outdoor patio area with string lights, a fire pit, and outdoor furniture.

Hampton Inn Greensburg

Greensburg

10/10 Excellent

Anonymous traveler

A buffet with various food items, including omelets and other dishes, arranged on a counter with a patterned tile backsplash.

Holiday Inn Express & Suites Greensburg by IHG

Greensburg

10/10 Excellent

phil

A breakfast bar with a variety of food options including cereal, fruit, and yogurt.

Holiday Inn Express Murrysville - Delmont by IHG

Delmont

10/10 Excellent

Judith

An outdoor seating area with Adirondack chairs and a central fire pit.

Hampton Inn & Suites North Huntingdon-Irwin

North Huntingdon

10/10 Excellent

Kurt

An outdoor seating area with wicker chairs and a central fire feature.

Courtyard by Marriott Pittsburgh Greensburg

Greensburg

10/10 Excellent

Nancy

A spacious lobby with a seating area, a television, and a vending machine.

Wingate by Wyndham Pittsburgh/New Stanton

New Stanton

10/10 Excellent

Kevin

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Motel 6 New Stanton, PA

New Stanton

10/10 Excellent

Room had recently been redecorated with new faux hardwood floor, recent paint job, new furniture, new sink/counter in the bathroom, plus new LG TV and microwave, refrigerator/freezer. It was also spotlessly clean. New carpet in the hallway. Much nicer than I expected from Motel 6. This seems to be a family business. Staff was very pleasant. As someone else noted, the towels were small. Heater got the room warmed up very quickly. My room faced away from the freeway and was very quiet.

Sue

A modern two-story building with a flat roof, a front entrance with a glass door, and a small porch area.

Super 8 by Wyndham New Stanton

New Stanton

10/10 Excellent

Beth

A buffet with various food items, including omelets and baked goods, in stainless steel containers.

Holiday Inn Express Mount Pleasant-Scottdale by IHG

Mount Pleasant

10/10 Excellent

David

A hotel room with two beds, a television, a desk, a chair, and a minibar.

Red Roof Inn Greensburg

Greensburg

10/10 Excellent

Jennifer

A reception area with two reception desks, a wall-mounted sign, and a refrigerator.

Holiday Inn Express Irwin (Pa Tpk Exit 67) by IHG

North Huntingdon

10/10 Excellent

Anonymous traveler

A modern living room with a stone fireplace, a blue sofa set, a round coffee table, and large windows offering a view of the outdoors.

Fairfield Inn and Suites by Marriott Belle Vernon

Belle Vernon

10/10 Excellent

Joseph

An outdoor patio with a fire pit, seating, and umbrellas.

SpringHill Suites Pittsburgh Latrobe

Latrobe

10/10 Excellent

Anonymous traveler

A hotel reception area with a large reception desk, a glass partition, and a reception counter.

Comfort Suites Monroeville - Pittsburgh East

Monroeville

10/10 Excellent

David

An outdoor patio area with tables and chairs, a fire pit, and umbrellas.

Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

Pittsburgh

10/10 Excellent

Lisa

A well-maintained lawn with a curved pathway, a variety of shrubs, and a building with a brown roof and multiple windows.

Jefferson Hills Motel

Clairton

10/10 Excellent

Richard

A two-story house with a wooden deck, a brick chimney, and a 'No Golf' sign.

The John Butler House Bed & Breakfast

Elizabeth

10/10 Excellent

Robert

Frequently Asked Questions

Can I find a vacation rental in Penn?

Yes, there are vacation rentals near top sights in Penn, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Penn?

The Walnut Suites - The Family Suite: Visitors like this Penn vacation home rental. It is located in the city center and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like an arcade game room.

What’s there to see and do in Penn?

Explore the area and family-friendly sights such as Kennywood, or get out into nature at a spot like Frick Park. Seton Hill University and The Palace Theatre are a couple of places you'll find in the larger area.

What’s a vacation rental in Penn like?

A vacation rental is a private property you can stay in for several days or longer in Penn. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.

Penn Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Penn vacation rentals

1. Walk to BTV Winery | Near Corporate Offices

2. Charming 3-bedroom townhome with AC and WiFi in Greensburg

3. The Upper Room

4. The Light Room

5. Charming 3-bedroom house in soothing West Newton neighborhood

6. Penn Hills Home ~ 11 Mi to Pittsburgh

7. Penn Hills Home ~ 11 Mi to Pittsburgh

8. Hydee's Hideaway

9. Stylish House near Frick Park

10. Spacious & Bright Retreat – Perfect for Families!

11. Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

12. Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

13. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

14. Riverside Retreat, a charming studio near Oakmont and Pittsburgh with WiFi, AC

15. Not so tiny house with full kitchen & patio swing

16. East End Pittsburgh 4 Bedroom Getaway

17. Bloomfield/Pittsburgh Bright &amp; Spacious 2BD w/Prkg

18. Secluded Chalet near Ohiopyle and Seven Springs

19. California king wet room suite

20. Spacious 1-Bedroom Apartment In Pittsburgh (B1)

Find vacation rentals that suit your style

Top Penn Hotel Reviews

Hampton Inn & Suites Pittsburgh New Stanton

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Penn?

What are some of the best vacation home rentals in Penn?

What’s there to see and do in Penn?

What’s a vacation rental in Penn like?

17. Bloomfield/Pittsburgh Bright & Spacious 2BD w/Prkg