A park with tall brick chimneys, surrounded by trees and houses.

Homestead Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Homestead vacation rentals

A bathroom with marble walls and a glass shower enclosure.

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

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
West Homestead
9.0 out of 10, Wonderful, (10 reviews)
"Host was a great with communication and very nice. The amenities (suana & hot tub) were great and the place was clean. Also in a good location! "
United States
Elizabeth M.
$239 nightly
The price is $270
Sep 4 - Sep 5
Total with taxes and fees
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
A modern living room with a flat-screen TV, a sofa, a coffee table, and a fish tank.

2. California king wet room suite

California king wet room suite
West Homestead
8.8 out of 10, Excellent, (22 reviews)
" Communication was great and easy. The whole unit was perfect for an adult weekend get away!"
United States
Andrea D.
$257 nightly
The price is $291
Sep 3 - Sep 4
Total with taxes and fees
California king wet room suite
A kitchen with a dining area, featuring a red coffee maker, wine glasses, orange chairs, and a star decoration on the ceiling.

3. Crow's Nest Crash-Pad

Crow's Nest Crash-Pad
Homestead
7.6 out of 10, Good, (14 reviews)
"I was weary to book because of some of the other reviews, however it was a great place to stay! It was such a cute and cozy little place! It was also very clean when we got there! You definitely get your moneys worth and more. Will for sure be back next time I’m in town!"
United States
Destinee F.
$156 nightly
The price is $166
Sep 13 - Sep 14
Total with taxes and fees
Crow's Nest Crash-Pad
A window with a view of a house and a clear sky.

4. Historic 3 Bed Apartment - Unique Experience

Historic 3 Bed Apartment - Unique Experience
Homestead
8.2 out of 10, Very Good, (12 reviews)
"If you are doing anything at the Waterfront in Pittsburgh (or in Pittsburgh anywhere for that matter), stay here! It is a great and unique place right on Frick Park. "
United States
Mike B.
$207 nightly
The price is $221
Sep 11 - Sep 12
Total with taxes and fees
Historic 3 Bed Apartment - Unique Experience
A living room with a green sofa, a glass coffee table, and a ceiling fan.

5. Queen jacuzzi suite

Queen jacuzzi suite
West Homestead
7.2 out of 10, Good, (9 reviews)
"It was a nice place to stay at "
United States
Steve H.
$252 nightly
The price is $285
Sep 4 - Sep 5
Total with taxes and fees
Queen jacuzzi suite
A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

6. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!
Munhall
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "
United States
Bobbi C.
$227 nightly
The price is $244
Sep 27 - Sep 28
Total with taxes and fees
Beautiful 3BR Home with Cozy Front & Back Porches!
A dining area with a round table, chairs, and a ceiling light fixture.

7. Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (36 reviews)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
$320 nightly
The price is $362
Sep 7 - Sep 8
Total with taxes and fees
Hydee's Hideaway
A modern interior with a polished floor, a grey sofa, and a white door with text.

8. Melwood Suites Unit 107 Studio

Melwood Suites Unit 107 Studio
2.0 star property
Oakland
9.4 out of 10, Exceptional, (48 reviews)
"Exceptionally clean, spacious, very comfortable!"
United States
Lisa
$166 nightly
The price is $189
Sep 3 - Sep 4
Total with taxes and fees
Melwood Suites Unit 107 Studio
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

9. 424 Gold Way-Apt. 302

424 Gold Way-Apt. 302
3.5 star property
Oakland
9.8 out of 10, Exceptional, (24 reviews)
"Great location. Unit is spacious. Will stay there for our next visit!"
United States
Kai
$203 nightly
The price is $231
Sep 3 - Sep 4
Total with taxes and fees
424 Gold Way-Apt. 302
A historic building with a large arched entrance, multiple windows, and a clock tower.

10. Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0 star property
Downtown Pittsburgh
8.6 out of 10, Excellent, (228 reviews)
"Great stay"
United States
Marci
$169 nightly
The price is $193
Sep 3 - Sep 4
Total with taxes and fees
Placemakr Downtown Pittsburgh at The Pennsylvanian
A wooden deck with potted plants and a hanging fern.

11. Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
South Side Flats
10.0 out of 10, Exceptional, (21 reviews)
"Fantastic property. Intriguing history. Great location."
United States
Kevin M.
$536 nightly
The price is $606
Sep 21 - Sep 22
Total with taxes and fees
Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces
A modern living room with a sofa, ottoman, and a coffee table. There is a television, a lamp, and a plant on a side table.

12. Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
Garfield
10.0 out of 10, Exceptional, (66 reviews)
"We had a great stay. The kitchen was well appointed, parking was convenient and there was plenty of room for our group of 4."
United States
John B.
$337 nightly
The price is $381
Sep 3 - Sep 4
Total with taxes and fees
Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
A building with a large illuminated number '424' sign, a metal awning, and a brick facade.

13. 424 Gold Way-Apt 402, 2 Bed/1Bath

424 Gold Way-Apt 402, 2 Bed/1Bath
3.5 star property
Oakland
9.0 out of 10, Wonderful, (12 reviews)
"Good for staying near Pitt and Carnegie. This accommodates inviting people over as well"
United States
Corinna
$189 nightly
The price is $215
Sep 3 - Sep 4
Total with taxes and fees
424 Gold Way-Apt 402, 2 Bed/1Bath
A hallway with a double door leading to an outdoor area, a staircase, and a view of a brick building.

14. 1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh

1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
3.5 star property
Crawford-Roberts
8.0 out of 10, Very Good, (1 review)
"The apartment itself was very clean, spacious and modern. No complaints. The outside of the building was a bit rough with trash all around and the neighborhood was a bit sketchy. The “included parking” is street parking - so that “perk” felt a little misleading, but my car was still there when I woke up lol. The only issue was the air condition - it worked great, but anytime it was on you could hear something flapping around in the exposed ventilation system which was quite loud. Otherwise good....
United States
Mende
$206 nightly
The price is $235
Sep 3 - Sep 4
Total with taxes and fees
1 Mi to Dtwn! New Pet-friendly Condo in Pittsburgh
A modern kitchen with a central island, bar stools, and a large window with curtains.

15. *New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft

*New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft
Oakland
9.8 out of 10, Exceptional, (65 reviews)
"The apartment worked nice for the size of group we had."
United States
Ben M.
$437 nightly
The price is $492
Sep 8 - Sep 9
Total with taxes and fees
*New* Huge! Spacious 3 Bedroom in Oakland that sleeps 12! over 3000+ sq ft
A backyard with a fire pit, a white chair, a colorful wall, and a wooden fence.

16. Pittsburgh House with Hot Tub, Patio & Free Parking!

Pittsburgh House with Hot Tub, Patio & Free Parking!
South Side Flats
10.0 out of 10, Exceptional, (8 reviews)
"I had an excellent stay at this property and would definitely stay here again. The home was comfortable and stylish. The bedding, towels, and linens were fresh, soft, and comfortable. The neighborhood was charming, walkable, and conveniently located in relation to restaurants and other attractions. The host was also very responsive to questions."
United States
Karin
$598 nightly
The price is $603
Sep 13 - Sep 14
Total with taxes and fees
Pittsburgh House with Hot Tub, Patio & Free Parking!
A living room with a fireplace, two armchairs, a sofa, and a patterned rug.

17. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay
Carrick
9.4 out of 10, Exceptional, (32 reviews)
"we pretty much just traveled from appointments back to the house. but we were very well pleased with our accommodations"
United States
Kay K.
$269 nightly
The price is $293
Sep 27 - Sep 28
Total with taxes and fees
Relax & Feel At Home During Your Pittsburgh Stay
A modern kitchen with a brick wall, white bar stools, and a dining area with a grey sofa.

18. Cozy&Modern 2Bdr Apt PIttsburgh

Cozy&Modern 2Bdr Apt PIttsburgh
South Side Flats
10.0 out of 10, Exceptional, (20 reviews)
"Great location, very clean, and exactly as described. We had a wonderful stay and would definitely stay here again! "
United States
Abby S.
Cozy&Modern 2Bdr Apt PIttsburgh
A multi-story hotel with a modern design, featuring a mix of brick and glass facades, large windows, and a prominent corner entrance.

19. Willy Wonka Themed | King Bed | Convenient parking

Willy Wonka Themed | King Bed | Convenient parking
Lawrenceville
10.0 out of 10, Exceptional, (36 reviews)
"My kids loved the decor, great area to stay."
United States
Christina D.
$560 nightly
The price is $565
Sep 28 - Sep 29
Total with taxes and fees
Willy Wonka Themed | King Bed | Convenient parking
A modern kitchen with a large island, stainless steel appliances, and a dining area with bar stools.

20. Spacious Loft 2 bedroom in N Oakland 400, sleeps 8

Spacious Loft 2 bedroom in N Oakland 400, sleeps 8
Oakland
9.6 out of 10, Exceptional, (36 reviews)
"The place was great! Clean and comfortable, would definitely stay again "
United States
shawn n.
$286 nightly
The price is $321
Sep 3 - Sep 4
Total with taxes and fees
Spacious Loft 2 bedroom in N Oakland 400, sleeps 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Homestead Hotel Reviews

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"Came to Pitt for a family reunion over the weekend. I’ve stayed at the Wyndham a few times over the years and noticed the upgrades and improved customer service. Front desk staff were super nice and quick with requests for water, towels etc. housekeeping staff were great too. Amazing location and great view. Will definitely recommend and return."
Kasey 3-night trip
Posted 6 hours ago
Wyndham Grand Pittsburgh Downtown

Find out more about Homestead

Everything you need to know about Homestead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Homestead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Homestead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Homestead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Homestead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Homestead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Homestead rentals

At Expedia, we put the best Homestead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Homestead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Homestead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Homestead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Homestead?

Yes, we offer vacation rentals in Homestead close to Sandcastle Water Park, or you can select a secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Homestead. Make sure you have time to check out the breweries and sporting events during your trip.

What are some of the best vacation home rentals that Homestead has to offer?

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking: This vacation home rental outside of Homestead is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Homestead?

Choose from 5 Expedia vacation rentals in Homestead for a memorable vacation.

What can I see and do in Homestead?

Cultural attractions include Carnegie Museum and Library, whereas Sandcastle Water Park is just one of the family-friendly sights. PPG Paints Arena and PNC Park are other popular places to visit in the area.

What are vacation rentals like in Homestead?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Homestead. Vacation rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.