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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Top guest favorite

A modern three-story home is shown, featuring large glass windows that allow ample natural light. The exterior showcases a combination of sleek metal siding and neutral tones, with a driveway leading up to the garage. Two neighboring buildings are visible on the right.

Home in Mexican War Streets

5 out of 5 average rating, 47 reviews

3 King Beds! Garage! Theater! Great Location!

Perfect for families & traveling groups of friends, our new construction home is ready for its first guests! All three bedrooms have king beds along with a private attached bathroom, perfect for travelers wanting privacy. No need to search for parking, with garage + driveway parking for 2 vehicles. Create a memorable meal in our well stocked kitchen, relax on the couch and watch the 120" screen, or take a short stroll to the numerous bars & restaurants in the area. You can't beat this location!

Guest favorite

An expansive outdoor deck features a sectional seating area with soft cushions, a coffee table, and a dining set. A fire pit with adjacent seating is visible, along with a patio heater. Potted plants add greenery to the space, enhancing the tranquil atmosphere.

Apartment in South Side Flats

5 out of 5 average rating, 8 reviews

Wow! Skyline Sunset Escape On Hackstown

Ahoj and welcome to your elegant 2-bed, 1.5-bath home with breathtaking downtown views! Newly renovated with a thoughtfully designed interior, this home offers a distinctive experience. Enjoy parking in a 2-car garage plus an outdoor space, and easy access to downtown and Oakland. Featured on the South Side Historic Homes Tour, it’s a true Pittsburgh gem. Pets are allowed! Relax on the deck with a fire pit, or unwind by the custom mosaic fireplace with a 55” TV or in the luxurious soaking tub.

Superhost

Home in Pittsburgh

4.91 out of 5 average rating, 64 reviews

Spacious and Cozy Home

We do our very best to provide you with a comfortable, and clean home during your stay! Free street parking usually with plenty of space available for multiple cars. House is located on a nice and quiet street. 5 minutes from southside. 15 minutes from downtown. WiFi and smart T.V In living room. Washer & dryer with pods and dryer sheets. Closets in bedrooms. Kitchen has everything you will need, plus coffee maker with coffee pods and creamer. kid friendly dishes too. Lots of outdoor sitting

Guest favorite

Home in Pittsburgh

4.94 out of 5 average rating, 164 reviews

Huge 6 BDRM min to Downtown & Stadiums w/ parking

Gather with friends and family in our renovated Pittsburgh home, designed for comfort and fun! ✅ 6 Large Bedrooms & 3 Full Baths – Includes a soaking tub ✅ Easy Parking – Two-car driveway + plenty of free street parking ✅ Stocked Kitchen – Fully equipped with essentials ✅ Spacious Living Areas – Two living rooms for lounging ✅ Entertainment – Projector & sound system for movie nights ✅ Family & Pet-Friendly – Room for everyone ✅ Cozy Fireplace – Available Nov.–Feb. Everyone will enjoy it!

Superhost

A spacious living area showcases a sectional couch, paired with a sleek side table. The room features vaulted wooden ceilings and large windows that provide views of the outdoors. A patterned area rug is positioned on the floor beneath, enhancing the inviting ambiance.

Home in Murrysville

4.88 out of 5 average rating, 121 reviews

Gorgeous Modernized Cabin + Hot Tub + Pool Table

Welcome to this incredible, fully renovated true log home with a massive entertainment room consisting of a pool table, ping pong table and more 🔥 3 full sized bedrooms along with an additional room with a pull out couch. There are 3 private bedrooms or use it as 4 with a wall separation. Fully equipped kitchen with quartz countertops and stainless appliances. Large front porch with plenty of furnishings and a rear deck with a view of a farm. Huge 2 car garage for parking and a driveway! 🚘

Guest favorite

An exterior view of the home is presented amidst vibrant autumn foliage. The multi-story structure is surrounded by trees showcasing various warm colors, complementing the peaceful nature setting. Large balconies offer views of the surrounding landscape, enhancing the serene atmosphere.

Apartment in Pittsburgh

4.98 out of 5 average rating, 120 reviews

Amazing views! Free Parking!

After a year-long restoration project, we are thrilled to present our home in Pittsburgh's historic north side. What awaits you is a quiet, downtown gem surrounded by nature with amazing city views. What You'll Love: -Total and complete renovation between 2020-2021 -Gourmet, fully-equipped kitchen including coffee/tea station -Remarkable city views -Close to stadiums, downtown, museums -Relaxing patio -Gigabit internet connection -Peaceful nature surroundings -Comfortable memory foam beds

Top guest favorite

A comfortable living area features a dark leather sofa and an accent chair with a geometric pattern. Light spills in from a doorway leading to the dining area, where a wooden table is set for four. Decorative elements include a coffee table and wall art.

Home in Pittsburgh

4.97 out of 5 average rating, 397 reviews

Head to Pittsburgh From Mt. Lebanon Cottage

Mt. Lebanon Cottage is a craftsman-style home that fuses contemporary styles with traditional elements. Enjoy our well-equipped kitchen, enjoy a coffee for two on the deck nestled in the trees or unwind on the front porch and enjoy the friendly neighborhood vibe. The home is in a walkable neighborhood of tree-lined streets and friendly locals. Blocks from unique shopping boutique options and dine at tasty local restaurants. Hike in the nearby nature and visit Pittsburgh just minutes away.

Guest favorite

The dining area features a wooden table set for six, surrounded by matching chairs. A decorative area rug lies beneath the table. In the adjacent living space, a sofa and a chair invite relaxation, with large windows providing natural light.

Home in South Side Flats

4.95 out of 5 average rating, 91 reviews

Cozy, Pet-Friendly Home in Pittsburgh South Side

Welcome to Steel City! Our updated two-bedroom house in the lively South Side is a perfect home for your group to relax and unwind including your four-footed friends! After exploring the city, enjoy the mood lighting on our cozy patio or check out the local restaurants and bars within walking distance. Work from home with a desk space in each bedroom. Our home has everything you will need and a perfect location if you're looking to have a truly authentic Pittsburgh experience!

Guest favorite

Apartment in Pittsburgh

4.96 out of 5 average rating, 174 reviews

Free Parking★ Walk Everywhere ★North Side Gem!

You'll walk in and say wow! Our place has exposed brick throughout, a generous open floor plan, soaring ceilings, a spacious bathroom and two cozy bedrooms - king & queen 12" thick mattresses. Work from home at your desk, whip up a cocktail or meal in the full kitchen, or lounge on the couches and watch a movie or browse the web (1 Gbps). It's a short walk to Allegheny General and a few minutes to the bars & restaurants and stadiums on the North Shore - it's a great location!

Guest favorite

A staircase with a wooden banister ascends from the main floor, flanked by exposed brick walls. The space transitions into an open dining area, featuring a dark wooden table with multiple chairs. Warm lighting highlights the hardwood flooring and modern kitchen in the background.

Home in Pittsburgh

4.99 out of 5 average rating, 147 reviews

The Larrybird Inn - Steps from Butler Street!

The Larrybird Inn is situated in the heart of Lawrenceville, in a beautifully restored home over 100 years old. Park your car for the weekend and enjoy the neighborhood and other surrounding areas by foot or bike. Walk to nearby bars, restaurants, see a movie all within hundreds of feet away! There is also Arsenal bowling lanes across the street! We invite you to stay in our home, one of the most charming Airbnbs in Lawrenceville.

Superhost

A stunning view of Pittsburgh's skyline is captured at dusk, showcasing buildings illuminated by city lights. The sky transitions through shades of orange and blue, while the rivers reflect the colorful light. A quiet street is visible in the foreground.

Apartment in Mount Washington

4.66 out of 5 average rating, 85 reviews

City Escape/Mt Washington/4 Beds · Free Parking

Upscale Apartment in the heart of Pittsburgh's Mount Washington, located half a block off the city's most desirable viewpoint - Grandview Avenue! · 3 BR/ 1.5 BA - 5 beds - Sleeps 9 · Long-term & Family-Friendly - inquire for discounts! · Street Parking · Convenient & Safe Location · Self Check-in w Keypad in rear of building * Minutes drive time to football/baseball/hockey stadiums, museums and universities.

Superhost

The open living area features a modern kitchen with a marble countertop and an array of cabinetry. Framed artwork adorns the light wood-paneled wall, reflecting various maritime themes. A cozy seating area is arranged with a dark sofa under natural light from large windows.

Home in Verona

4.83 out of 5 average rating, 18 reviews

Key West Carriage House 2BR

The perfect place to rest after a day on the river or exploring local shops and eateries. This second story, carriage house offers a spacious airy and open living/dining/kitchen area plus two private bedrooms and one full bath complete with a soaking tub. Guests can enjoy the view of the river from the balcony or stroll down to the public dock and watch the sunset.