Holiday rentals in Oakmont

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Top-rated holiday rentals in Oakmont

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Pittsburgh

4.94 out of 5 average rating, 166 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

Home in Murrysville

4.89 out of 5 average rating, 123 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! 🚘

Top guest favourite

Guest suite in Monaca

4.98 out of 5 average rating, 166 reviews

Rivers Edge

Beautiful, quiet, downtown living with lots of windows. Full kitchen fully stocked for easy cooking and clean up with the dishwasher. All new fully renovated, everything is upscale, quartz countertops and custom easy close cabinets. Bathroom is spotless. Cable and WiFi for guests. A short two block walk to the river access, and 4 blocks to the boat dock access and pavillion. As close as you can get to the Shell Cracker Plant. This is a space that feels like home and is easy to relax.

Guest favourite

Flat 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

Guest favourite

Home in Kittanning

4.9 out of 5 average rating, 224 reviews

House on the river in quaint town of Kittanning

Come relax and rejuvenate at this charming home located in the city of Kittanning with a view of the Allegheny river in the back yard patio located behind the garage. Located only 35 miles from downtown Pittsburgh. For cyclists and hikers, near the the Armstrong Trail (38 mile biking/ hiking trail), only 5 minute drive to the popular hiking destination of Buttermilk Falls. There is a boat ramp a mile down the road. Community Park, shopping and restaurants within walking distance of home.

Top guest favourite

Home in Pittsburgh

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.

Guest favourite

Flat 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 favourite

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

Cottage in Leechburg

4.73 out of 5 average rating, 85 reviews

The Kiski River Cottage Retreat

Location, location, location! This cozy cottage is located on the banks of the Kiski River right next to the historic walking bridge in Leechburg. Walking distance to downtown Leechburg. Close to several recreational boat launches and outfitters as well as biking and hiking trails. Also close to popular wedding venues. It is 45 minutes to downtown Pittsburgh.

Guest favourite

Townhouse in Shadyside

4.98 out of 5 average rating, 268 reviews

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.

Guest favourite

Home in Greensburg

4.93 out of 5 average rating, 207 reviews

Darling Cozy Upscale Cottage, Greensburg 15601

Nestled on a quiet street offers solitude & serenity. Completely updated in 2014. Comfort & Creativity are the backdrop of our Cozy Cottage. Just moments to Seton Hill, Pitt of Gbg, & airport. Ideal for a LECOM student. This home is only for guest. Also now required by State of PA 6% sales tax that will paid at time of check in.

Top guest favourite

Home in South Side Flats

4.97 out of 5 average rating, 336 reviews

Spacious Modern Home • Rooftop Deck

Rest peacefully in Pittsburgh's historic South Side, steps from top shops, restaurants, and nightlife. Walk to attractions, use public transport, or bike the GAP trail. Our spacious, clean, professionally managed home with free garage parking is perfect for groups. Enjoy your comfortable home away from home!