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Vacation rentals in Homestead

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Top-rated vacation rentals in Homestead

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Townhouse in Squirrel Hill South

4.83 out of 5 average rating, 295 reviews

Private bath 1st floor suite in Squirrel Hill

Situated in the heart of Squirrel Hill, all sorts of dining, theater, shopping and parks are within a safe walking distance. Explore the incredible variety of Chinese, Korean, Mexican, Jewish, Italian, Indian foods that reside in our neighborhood. CMU, Pitt, Chatham, Duquesne & Oakland are close by but why go anywhere else when all you need is right here. Pittsburgh's famous Frick Park w/ endless trails is under a mile. Schenley Park is under 20 min walk. Phipps Conservatory a 7 min drive.

Guest suite in Irwin

4.99 out of 5 average rating, 333 reviews

Accessible Private Suite - near PA Turnpike

Nicely decorated private suite with open floor plan designed for relaxation & comfort! Park in the wide driveway along the wall, a few steps away from the covered level entry door. Walk in, sit down & make yourself at home. Enjoy TV in the sitting area, sleeping in a comfy queen bed in the bedroom, free coffee in the kitchen, or taking a nice warm shower in the bath. Easy access to dining, shopping, Pgh & the Laurel Highlands via Rt 30 & PA Turnpike Exit 67. Hit ♥ to save & find us more easily!

Home in Braddock

4.89 out of 5 average rating, 152 reviews

River Ridge Retreat

Discover the charm of our Braddock, PA Airbnb! Just minutes from all Pittsburgh attractions, reach any city hotspot within 20 minutes. Close to Regent Square, Bakery Square, and Point Breeze. Explore Kennywood Park across the river and enjoy quick access to Sandcastle Waterpark. Whether it’s UPMC, downtown, CMU, or The Strip, we’re minutes away from it all! Your perfect Pittsburgh getaway awaits! *If you enjoy this space, the owners are amenable to selling. Please contact for more information

Guest suite in Highland Park

4.98 out of 5 average rating, 193 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Home in Squirrel Hill South

4.93 out of 5 average rating, 299 reviews

Upscale Modern 2 BR Apartment

This spacious, newly renovated, fully equipped and private access apartment was built for your enjoyment! The granite counter tops and porcelain tiled shower are a hint of the luxuries throughout. You can park on the property or on the street. Located in the heart of Squirrel Hill, right near Schenley park, the Squirrel Hill business district and bus lines. Easy Access to Bakery Square, Shadyside, Waterfront, Downtown, Museums & Galleries, Universities, hospitals, and all Sports venues.

Rental unit in Munhall

4.91 out of 5 average rating, 114 reviews

Comfortable & Cozy Steel Town Apartment!

Welcome to the Steel Town Apartment #2. This renovated 1 BR, 1 Bath apartment comes with a fully equipped kitchen and living room space. Conveniently located minutes from The Waterfront and Kennywood Park! Located south of Pittsburgh, this apartment is a perfect stay if you’re looking to explore The South Side Flats, North Shore area, Oakland, Strip District, and Downtown Pittsburgh! *No smoking & no pets *Please request use of air mattress so I can provide appropriate amount of linens

Rental unit in Point Breeze

4.96 out of 5 average rating, 458 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Rental unit in Pittsburgh

4.91 out of 5 average rating, 395 reviews

Comfort Central

Comfort Central is in a very safe neighborhood with on street parking. It's 7 miles from downtown Pittsburgh, universities, stadiums, museums and 2 miles from RIDC Park in O'Hara Township. It' conveniently located within an 8 minute drive from the Pennsylvania Turnpike . There is a hospital and park nearby. The Waterworks Mall which includes grocery stores, retail shopping, restaurants, wine and spirits store, fast food , and movie theater is a short 5 minute drive.

Guest suite in West Mifflin

4.97 out of 5 average rating, 153 reviews

Hilltop Suite, Quiet Street

I would like to welcome you to my guest suite. I think that you will find my small suite very cozy and have everything that you need. You have your own entrance through the back of the house as well as onsite parking in the driveway. Inside, I’ve worked hard to make the space very updated and clean. Amenities include your own bathroom with a deluxe shower, an in-suite mini kitchen with stove and fridge, a small dining table, a couch, and a comfy queen bed.

Home in Irwin

4.99 out of 5 average rating, 137 reviews

Our cozy contemporary home near PA turnpike

Enjoy this peaceful, private residence conveniently located <5 miles from PA turnpike exit 67 with quick access to many restaurants and retail establishments. This is a nicely appointed and recently renovated ranch home in a residential neighborhood with a peaceful outdoor space. There is an open concept living room, dining area and new modern kitchen with stainless steel appliances. The bedrooms have comfortable beds with down comforters .

Guest suite in Squirrel Hill South

4.91 out of 5 average rating, 220 reviews

Renovated large private studio in Squirrel Hill

Cozy and lovely large studio with garden, separate private entrance, kitchen, and full bathroom. Located in the central and convenient neighborhood of Squirrel Hill, close to CMU, University of Pittsburgh and Chatham University, right next to Schenley Park and walking distance (only 2 blocks) to all the cafes, restaurants, shops, movie theater and local amenities of our amazing neighborhood. Downtown Pittsburgh is only 10-12 minutes drive.

Rental unit in Pittsburgh

4.92 out of 5 average rating, 110 reviews

Newly remodeled 2 bedroom apartment

Newly remodeled 2 bedroom apartment on the first floor of a duplex located in a quiet neighborhood. Fully equipped kitchen. Roku Tv with cable and free wifi. Plenty of on street parking. Walking distance to Frick Park and great neighborhood bars/ restaurants. Under one mile to Regent Square bars and restaurants. Just a few minute car ride to the heart of Squirrel Hill. Under ten minute car ride to downtown Pittsburgh. Self check-in.

Vacation rentals for every style

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Homes

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Popular amenities for Homestead vacation rentals

Free parking on premises

Air conditioning

Stay near Homestead's top sights

Sandcastle Water Park48 locals recommend

The Waterfront41 locals recommend

AMC Waterfront 2220 locals recommend

Dave & Buster's16 locals recommend

Target14 locals recommend

Eat'n Park13 locals recommend

Other great vacation rentals in Homestead

Rental unit in Pittsburgh

4.91 out of 5 average rating, 22 reviews

Rustic Rockwell Park with Free Off-street Parking

Rental unit in Regent Square

4.98 out of 5 average rating, 61 reviews

"April's Retreat" Regent Square King Bed Frick Prk

Home in Squirrel Hill South

4.89 out of 5 average rating, 27 reviews

Spacious New Apartment

Home in Clairton

5 out of 5 average rating, 28 reviews

All new. Near all PGH activities

Rental unit in Shadyside

4.98 out of 5 average rating, 48 reviews

Shadyside/Central @4 Stylish&Central Studio w/Prkg

Rental unit in Pittsburgh

4.99 out of 5 average rating, 69 reviews

2bd unit in regent square - 15 minutes to Downtown

Cabin in South Park Township

4.98 out of 5 average rating, 48 reviews

The Lily Pad Cabin

Townhouse in Pittsburgh

5 out of 5 average rating, 28 reviews

New Retreat in Convenient Suburb to airport/city

Quick stats about vacation rentals in Homestead

Total rentals
20 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
440 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Homestead?
Yes! Work meets play with ease at over 10 vacation rentals in Homestead featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Homestead?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Homestead have wifi?
Absolutely! We offer over 10 house rentals with wifi in Homestead. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Homestead have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Homestead. Enjoy a tailored experience with all the comforts you desire.

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