Places to stay in Oakmont

4.94 out of 5 average rating, 165 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!

A sweeping view captures the bustling PNC Park, with a vibrant green playing field framed by cheering fans. The scenic Pittsburgh skyline rises in the background, showcasing diverse architectural styles under a clear blue sky adorned with fluffy clouds.

4.93 out of 5 average rating, 120 reviews

Walk to Pnc+Acrisure!2BR w/ KING bed-FREE parking!

Watch the sun shine through two story stained glass windows in our recently restored 1800’s church turned luxury apartment! Featuring an open, two story floor plan with two large bedrooms, two full bathrooms, a fully stocked kitchen and organic coffee bar plus more located on a quiet, residential street in one of Pittsburgh’s most up and coming neighborhoods. Walk a few blocks to Allegheny General hospital as well as neighborhood bars plus all major stadiums. This spacious condo has it all!

A spacious living area features a large flat-screen TV mounted above an electric fireplace. A coffee table is positioned centrally, while large windows allow natural light to illuminate the room. Potted plants enhance the inviting atmosphere of the space.

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

4.97 out of 5 average rating, 399 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.

4.91 out of 5 average rating, 99 reviews

A spacious living area features a dark gray sofa oriented towards a light coffee table and a large smart TV. Bright cabinets and modern appliances define the kitchen, with a washer and dryer neatly positioned nearby. Two dining chairs are visible at a small table.

Apartment in Shadyside

Cozy King bed suite ~ Central

Enjoy our spacious king-sized bed suite located in the friendly Friendship/ Shadyside neighborhood. This newly renovated retreat is just a short distance from all that Pittsburgh has to offer! Steps away from Pittsburgh's Favorite local coffee shop - Yinz Coffee! 💫 King bed (Memory foam mattress) 💫 Queen pull out bed 💫 Free in-unit washer/ dryer 💫 Large L-Shaped desk w/ fast wifi 💫 Pet-friendly 💫 24/7 Guest support 💫 Free off-street parking - 1 vehicle 💫 Close to CMU / Pitt!

Superhost

A modern bathroom features a sleek glass shower with a rainfall showerhead. A minimalist vanity holds a square basin, complemented by a dark countertop and modern faucet. Soft green foliage adds a touch of nature, enhancing the contemporary design.

4.87 out of 5 average rating, 127 reviews

Private Parking•Walk Everywhere•Style•King bed

Welcome to the modern cozy atmosphere! This stylish place impresses with its brand new complete renovations. The new kitchen is equipped with the latest appliances, providing the perfect conditions for preparing your favorite meals. The private parking ensures convenience for guests, offering confidence in the safety of their vehicle. We are happy to provide an additional sleeping space upon request. We have a comfortable inflatable mattress that can accommodate two more guests.

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!

4.96 out of 5 average rating, 156 reviews

The bathroom features a walk-in glass shower and modern vanity with a mirror. A combination of white subway tiles and wood paneling adds texture to the space. Shelving accommodates neatly stacked towels and toiletries, while natural light filters through a window.

Apartment in Monaca

Key + Kin - The Loft

A newly remodeled top-floor apartment outfitted with updated fixtures, exposed brick, and incredible character. Private bedrooms, each on their own floor, and a cozy living space with a large smart TV, and 2 couches. Light and bright bathroom features a walk-in glass shower! Our top floor bedroom has gorgeous arches and windows, and a private workspace situated right in front of a window for prime zoom call lighting :) Quiet neighborhood, and easily walkable to restaurants!

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.

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.

An expansive common area is shown featuring a billiards table at its center. Surrounding spaces include stylish seating arrangements, built-in shelves displaying decor, and a range of windows allowing natural light to brighten the wooden floors.

4.89 out of 5 average rating, 141 reviews

Luxury Apartment with Balcony Near Stadium

You can stop your search now. You just found the perfect place to book for your trip to Pittsburgh. Pet Friendly with pet wash in building :) Clean. Trendy. Quick host responses. Get the good nights' sleep you deserve with our dreamy Queen bed. Spend your morning or nights in peace with a beautiful view. If you're on a business trip, skip a hotel or other boring Airbnb's for your extended stay and book now with us.

4.97 out of 5 average rating, 247 reviews

A private balcony features natural wood railings and two woven chairs facing outward. A patterned blue rug covers the outdoor floor, adding a touch of comfort. The view includes neighboring houses and greenery under a clear blue sky.

Townhouse in Pittsburgh

Hot Tub | Light & Bright w/Deck | Walk to Butler!

Relax in the heart of upper Lawrenceville! Our 2BR/1BA upstairs home features a **private hot tub**, cozy deck patio, foosball table, and room for 6 to sleep. Perfectly located near Butler Street’s restaurants and shops, with free street parking and fast Wi-Fi. Enjoy stylish comfort, unbeatable location, and HostWise's famous Chore-Free Checkout®. Your Pittsburgh adventure starts here!

4.98 out of 5 average rating, 268 reviews

The kitchen features modern white cabinetry, sleek granite countertops, and stainless steel appliances. A gas stove and dishwasher are included, alongside a spacious refrigerator. Warm overhead lighting and a decorative backsplash enhance the practical layout, creating an inviting space for meal preparation.

Townhouse in Shadyside

Heart of Oakland w/parking by CMU, Pitt, Hospitals

The location of this townhouse, steps from CMU and the University of Pittsburgh, can't be beat! This drop dead gorgeous townhouse boasts three large bedrooms with queen sized beds, and two full bathrooms. A short walk to CMU, Pitt and Oakland based Hospitals. And with an off-street parking spot included there's no need to search for parking.

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Popular amenities for Oakmont places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Oakmont's top sights

Oakmont Bakery25 locals recommend

Carnivores11 locals recommend

Zone 286 locals recommend

Oakmont Country Club6 locals recommend

Hoffstot's Cafe Monaco6 locals recommend

The Lot at Edgewater6 locals recommend

Other great vacation rentals in Oakmont

Superhost

A spacious bathroom features a double vanity with marble countertops, equipped with modern faucets. Natural light enters through a window, illuminating the neutral-toned walls and flooring. A tub and a walk-in shower are included, alongside a toilet positioned in a separate area.

Home in Sarver

4.8 out of 5 average rating, 44 reviews

Cozy Farmhouse Retreat

5 out of 5 average rating, 8 reviews

The image captures a panoramic view of the city skyline at sunset, with colors transitioning in the sky. A wooden deck, adorned with string lights, extends over the scene, while lush greenery frames the foreground, providing a contrasting natural element to the urban landscape.

Home in South Side Flats

Spacious home with great views

4.94 out of 5 average rating, 78 reviews

Sweet Mt. Lebo Cape Cod Retreat

4.99 out of 5 average rating, 102 reviews

A fire pit surrounded by six Adirondack chairs creates a gathering space on a lush green lawn. The area is framed by trees and a serene backdrop of rolling hills, providing a tranquil setting for outdoor enjoyment.

Home in Sarver

Country Retreat: Indoor Pool/Pickle Ball/Sleeps 12

Superhost

Cottage in Leechburg

4.73 out of 5 average rating, 85 reviews

The Kiski River Cottage Retreat

4.93 out of 5 average rating, 30 reviews

A spacious living room is highlighted by a comfortable sofa with decorative pillows and a wooden coffee table. Elegant windows allow natural light to brighten the space, complemented by a flat-screen TV and a decorative fireplace. A cozy armchair enhances the inviting atmosphere.

Apartment in Shadyside

Spacious 1 bd in Shadyside - Walk to CMU and Pitt

5 out of 5 average rating, 18 reviews

An aerial view reveals a spacious outdoor area adjacent to a white two-story house. A large patio features multiple seating arrangements, and a grassy area is outlined by natural stone. A fire pit area, surrounded by chairs, is nestled within the greenery.

Home in Gibsonia

Private Home -Hot Tub -Sleeps 18