Search Vacation Homes in Homestead

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Homestead vacation homes

Terrace/patio
Newly renovated 2 bedroom home located near the waterfront and Carnegie Library!

Newly renovated 2 bedroom home located near the waterfront and Carnegie Library!

Newly renovated 2 bedroom home located near the waterfront and Carnegie Library!
2.0 star property
Munhall
$302 nightly
The price is $342
Dec 15 - Dec 16
Total with taxes and fees
Newly renovated 2 bedroom home located near the waterfront and Carnegie Library!
Dining
Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA

Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA
Brookline
9.8 out of 10, Exceptional, (9)
"Nice, well maintained. The owners provided many amenities and were very responsive to messages. "
United States
Darlene M.
$322 nightly
The price is $365
Dec 16 - Dec 17
Total with taxes and fees
Stunning 2-bedroom Home w/ WiFi, AC in Brookline Pittsburgh,PA
Fridge, microwave, oven, stovetop
★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's

★ HostWise Stays ★ 4 Blocks From UPMC Children's
Lawrenceville
10.0 out of 10, Exceptional, (14)
"Great location and communication from host! The home was clean, comfortable, and exactly as described. We loved and appreciated the kitchen amenities! We very much enjoyed our stay. We would absolutely stay here again and highly recommend this rental. "
United States
Heather S.
$178 nightly
The price is $201
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ 4 Blocks From UPMC Children's
Interior
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
10.0 out of 10, Exceptional, (27)
"Nice place. Came exactly as advertised. Nice diverse neighborhood with a lot available within walking distance."
United States
Gary L.
$159 nightly
The price is $179
Dec 16 - Dec 17
Total with taxes and fees
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Exterior
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!

★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Bloomfield
10.0 out of 10, Exceptional, (7)
"We had a great weekend at this property. Highly recommended!"
Canada
John F.
$236 nightly
The price is $267
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ Off-Street Parking, 2 Full Baths, Great Patio!
Interior
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home

★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Lawrenceville
10.0 out of 10, Exceptional, (4)
"Great location! Very clean, street is super quiet"
United States
Daryll J.
$146 nightly
The price is $165
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ Le Petit Riad: A Moroccan Oasis Tiny Home
Interior
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.

Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
Strip District
9.8 out of 10, Exceptional, (24)
"Nice place and met all our needs. Highly recommend "
United States
Dorothy L.
$198 nightly
The price is $224
Dec 16 - Dec 17
Total with taxes and fees
Walkable to two of Pittsburgh's hottest neighborhoods. Free Off-Street Parking.
TV
307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!
Lawrenceville
9.4 out of 10, Exceptional, (38)
"We loved staying here! The unit was in a quiet and safe location, it was clean and spacious, and had everything we needed. I would highly recommend it. "
United States
Melissa S.
$188 nightly
The price is $189
Dec 16 - Dec 17
Total with taxes and fees
307 37th St · Lawrenceville Row House - Walk to Everything!
Terrace/patio
Modern 3 Bedroom Townhome Close to Downtown

Modern 3 Bedroom Townhome Close to Downtown

Modern 3 Bedroom Townhome Close to Downtown
Pittsburgh
9.6 out of 10, Exceptional, (4)
"This was a very tidy, updated duplex. Clean, everything you could want or need in the kitchen. The deck was really nice with lots of space to visit and we had great weather to enjoy it. We had a group of 5 adults and the space worked great but you must go upstairs for bedrooms and bath so keep that in mind."
United States
Kerri D.
$173 nightly
The price is $196
Dec 17 - Dec 18
Total with taxes and fees
Modern 3 Bedroom Townhome Close to Downtown
2 bedrooms, in-room safe, iron/ironing board, free WiFi
Private Parking

Private Parking

Private Parking
North Side
9.6 out of 10, Exceptional, (9)
"Clean house and easy to communicate "
United States
Matt H.
$135 nightly
The price is $153
Dec 18 - Dec 19
Total with taxes and fees
Private Parking
Terrace/patio
Craftsman Charmer | Easy Access to City & Airport

Craftsman Charmer | Easy Access to City & Airport

Craftsman Charmer | Easy Access to City & Airport
Crafton Heights
9.6 out of 10, Exceptional, (16)
"We enjoyed our visit to Pittsburgh, we would definitely stay here again. "
United States
Jamie B.
$182 nightly
The price is $195
Dec 19 - Dec 20
Total with taxes and fees
Craftsman Charmer | Easy Access to City & Airport
Exterior
Walkable Luxury 4 Br House

Walkable Luxury 4 Br House

Walkable Luxury 4 Br House
North Side
9.6 out of 10, Exceptional, (15)
"As listed great place to stay"
United States
Richard S.
$253 nightly
The price is $287
Dec 16 - Dec 17
Total with taxes and fees
Walkable Luxury 4 Br House
3 bedrooms, desk, iron/ironing board, travel crib
★ HostWise Stays ★ Ohio River Valley Views in the City!

★ HostWise Stays ★ Ohio River Valley Views in the City!

★ HostWise Stays ★ Ohio River Valley Views in the City!
Duquesne Heights
10.0 out of 10, Exceptional, (8)
"Spacious but comfy house with great amenities. Definitely would stay here again. "
United States
Jeff S.
$288 nightly
The price is $326
Dec 17 - Dec 18
Total with taxes and fees
★ HostWise Stays ★ Ohio River Valley Views in the City!
Terrace/patio
Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (54)
"Great location. Close to downtown. Host very accommodating and communicative "
United States
Andrew R.
$156 nightly
The price is $177
Dec 28 - Dec 29
Total with taxes and fees
Explore Pittsburgh from a Modern, Hip Bungalow
Interior
The Colorful Abode with Deck in Mt Washington

The Colorful Abode with Deck in Mt Washington

The Colorful Abode with Deck in Mt Washington
Mount Washington
9.8 out of 10, Exceptional, (7)
"Enjoyed the house"
United States
SkyHigh Coasters L.
$388 nightly
The price is $439
Dec 17 - Dec 18
Total with taxes and fees
The Colorful Abode with Deck in Mt Washington
Interior
Spaciuos House in Wexford

Spaciuos House in Wexford

Spaciuos House in Wexford
2.0 star property
Wexford
9.8 out of 10, Exceptional, (14)
"Wonderful stay. Great location--peaceful, but close to everything. Comfortable beds. Hockey room downstairs was so much fun for the kids when they came to visit my mom. "
United States
tiffany p.
$300 nightly
The price is $340
Dec 16 - Dec 17
Total with taxes and fees
Spaciuos House in Wexford
Interior
Stunning Big Home Near Downtown North Shore & More

Stunning Big Home Near Downtown North Shore & More

Stunning Big Home Near Downtown North Shore & More
Pittsburgh
9.6 out of 10, Exceptional, (29)
"We don’t come to Pittsburgh for fun so we look for a place to hang out while in town. There is a donut place and a Dollar General right next to the place. Very convenient! A grocery store is less than a mile away. Also, lots of options for meal delivery."
United States
Ingrid U.
$231 nightly
The price is $248
Dec 19 - Dec 20
Total with taxes and fees
Stunning Big Home Near Downtown North Shore & More
Terrace/patio
Modern Family Friendly Home - 3 Bed Great Location

Modern Family Friendly Home - 3 Bed Great Location

Modern Family Friendly Home - 3 Bed Great Location
2.0 star property
Mount Washington
9.6 out of 10, Exceptional, (4)
"Perfect location for our activities. "
United States
Michelle K.
$249 nightly
The price is $269
Dec 16 - Dec 17
Total with taxes and fees
Modern Family Friendly Home - 3 Bed Great Location
Property grounds
Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
10.0 out of 10, Exceptional, (66)
"Perfect location, cozy and comfortable, well stocked. "
United States
Mary D.
$154 nightly
The price is $174
Jan 6 - Jan 7, 2026
Total with taxes and fees
Urban Retreat with Garage on Mt. Washington
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home

Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
3.0 star property
West Mifflin
$309 nightly
The price is $352
Dec 17 - Dec 18
Total with taxes and fees
Pet-friendly 4br Near Kennywood & Pittsburgh 4 Bedroom Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Homestead Hotel Reviews

Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Kind and courteous and helpful staff. "
Donald 1-night trip
Posted 1 day ago
Drury Plaza Hotel Pittsburgh Downtown

Find out more about Homestead

Homestead Vacation Homes information

Number of reviews
336
Accommodation
641 Vacation Homes
Lowest Price
$153
Highest Price
$439

Explore a world of travel with Expedia