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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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Guest suite in Irwin

4.99 out of 5 average rating, 318 reviews

Accessible Private In-Law Suite - near PA Turnpike

Nicely decorated PRIVATE suite with an open floor plan designed for relaxation & comfort! Park in the wide driveway only steps away from a covered level entry door. Walk in, sit down & make yourself at home. Enjoy watching 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, Pittsburgh & the Laurel Highlands via Rt 30 & PA Turnpike Exit 67. Hit ♥ to save & find us more easily!

Guest suite in Highland Park

4.98 out of 5 average rating, 177 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 Braddock

4.9 out of 5 average rating, 149 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

Home in Squirrel Hill South

4.92 out of 5 average rating, 289 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, 107 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, 438 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, 370 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.

Home in South Side Flats

4.91 out of 5 average rating, 369 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Home in Duquesne

4.91 out of 5 average rating, 144 reviews

Entire home near Kennywood. No cleaning or pet fee

Bring everyone along for the trip, including Fido! Our home is a cozy, yet spacious Cape Cod southeast of downtown Pittsburgh. The backyard faces a beautiful and peaceful meadow. The yard is fenced in and has a small garden filled with herbs and tomatoes. You’ll see neighbors walking dogs, deer and bunnies galore. Our home has all of the amenities to make your stay enjoyable and easy. The beds, pillows and sheets are new and comfortable. Parking is easy and plentiful!

Guest suite in West Mifflin

4.98 out of 5 average rating, 136 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 East Liberty

4.99 out of 5 average rating, 335 reviews

Quiet, Secluded Loft Suite

One double bedroom and one single room/kitchenette plus a full bathroom - completely private and secluded third floor loft suite behind a door and up a private staircase. Top floor of a gilded age Pittsburgh home in an historic, walkable neighborhood. Close to the Zoo, Pitt, CMU, Chatham, Bakery Square, Lawrenceville, Shadyside, Highland Park. Restaurants, shopping, museums, conservatory, galleries, parks, neighborhoods of interest. Airport 45 minutes.

Rental unit in Glenshaw

4.95 out of 5 average rating, 219 reviews

The Camera Stop

Open and bright private apartment located in the Fox Chapel area. Entire apartment was recently remodeled with all new furnishings and fixtures. We are located only 20 minutes from Downtown Pittsburgh and 15 minutes to Heinz Field, PPG Paints Arena, and PNC Park. This area is close to shopping, restaurants, grocery stores and the PA Turnpike. Jennifer is my office manager and your contact for any bookings or questions you may have. NO SMOKING

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Popular amenities for Homestead vacation rentals

Free parking on premises

Air conditioning

Stay near Homestead's top sights

The Waterfront41 locals recommend

Pittsburgh Improv11 locals recommend

AMC Waterfront 2220 locals recommend

Dave & Buster's16 locals recommend

Burgatory11 locals recommend

LongHorn Steakhouse7 locals recommend

Other great vacation rentals in Homestead

Rental unit in Pittsburgh

4.92 out of 5 average rating, 99 reviews

Newly remodeled 2 bedroom apartment

Rental unit in Pittsburgh

4.98 out of 5 average rating, 52 reviews

2bd unit in regent sq —10 min to Downtown

Guesthouse in Pittsburgh

4.94 out of 5 average rating, 52 reviews

Unique Rustic Carriage House

Home in Clairton

5 out of 5 average rating, 20 reviews

All new. Near all PGH activities

Rental unit in Pittsburgh

4.94 out of 5 average rating, 90 reviews

Cozy 1 bedroom in Regent Square

Cabin in South Park Township

4.97 out of 5 average rating, 39 reviews

The Lily Pad Cabin

Home in Clairton

5 out of 5 average rating, 56 reviews

Updated 2 story with extra fun.

Home in Monroeville

4.85 out of 5 average rating, 80 reviews

3 Bedroom Pittsburgh Neighbor - Pets

Quick stats about vacation rentals in Homestead

Total rentals
20 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
380 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 a kitchen, over 10 homes with wifi, 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 apartment rentals in Homestead have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Homestead. Enjoy a tailored experience with all the comforts you desire.

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