House vacation rentals in Oakmont

Serene Secluded Hilltop Hideaway. Hot Tub Fire Pit

A peaceful escape close to the city. Nestled in a private wooded setting, this 4BR home is just 15 minutes from downtown Pittsburgh. Relax on a wrap-around balcony, unwind in the hot tub, or gather for conversation around the fire pit under the trees. With space for families, pets, and friends, plus trails just steps away, it’s a perfect blend of natural privacy and city convenience. The inside offers a refined treehouse vibe - with warm, modern interiors surrounded by serene woodland views.

Value · Location · Sleep quality

Stunning 4-story Home | Sauna | Parking | Walkable

Welcome to our stunning & secluded 4-story home! This home is huge w/ 4 BRs and 2.5 baths, perfectly located in the heart of Shadyside. Short walk of plenty of restaurants, coffee shops, bars, shops, and steps away from Giant Eagle Market District! ⭐4 beds with memory foam mattresses (2 King / 2 Queen) ⭐Sauna ⭐2 private decks ⭐Futon + air mattress + 1 rollaway bed + 1 crib ⭐Washer/ dryer ⭐Off-street parking(3 cars) My team and I are here for you 24/7 before, during and after your stay with us!

Value · Family · Layout

Pittsburgh, PA - North Side

Keep it simple at this peaceful and centrally-located place. This two bedroom single family home is in an optimal location for access to all Pittsburgh has to offer. Located 2 miles from Pittsburgh's downtown area and Strip District, 5 minutes from PNC Park and Heinz Field, 10 minutes from PPG Paints Arena and UPMC Hospitals, and 15 minutes from CMU, University of Pittsburgh, and Duquesne University. Minutes from Garden Cafe coffee shop, Threadbare Cider House and plenty of bars and restaurants.

Family · Location · Accuracy

Secluded Cozy 3 Bedroom Fun Bungalow

This fully equipped nest has something for everyone. It's a peaceful, entertaining, private experience. Bond with your friends or family over a game of billiards or a relaxing dip in the hot tub. Cook an epicurean delicacy in our fully furnished kitchen, or charcoal/gas grill, then dine fireside on the patio deck as the sun melts into the horizon. Our Cozy bedrooms, outfitted with "Giza dream sheets" will have you sleeping like a toddler on Benadryl. Hit the gym or the hoops for some waist mgmt.

Location · Family · Amenities

Spacious 4BR | 2 Kings, Firepit, Arcade + Parking

Enjoy this stylish, comfy, and fully renovated gem in Troy Hill, minutes from North Shore, Downtown, Strip District, and more. The home features an off-street parking pad, free street parking, and a private backyard with a firepit, grill, and Adirondack chairs. Inside, the living room converts into a movie theater, and the dining room into a game room. Two of the four bedrooms boast king-sized beds. Each bedroom has a Roku TV with guest mode. There are two full-length mirrors for getting ready.

Family · Location · Getting around

Steel City Beds, Breakfast and More

3-story single family home in Pittsburgh's popular eastend. Common areas decorated with eclectic mix of outsider and emerging art, art deco collectibles and antiques. Inviting outdoor spaces including front porch, fenced in backyard and play area good for kids and pets. Short walk to public transit, coffee shops, fine-dining, food coop, Construction Junction architectural artifacts, historic Frick Mansion and more. 5 minute drive or Uber ride to 4 premier shopping and entertainment centers.

Location · Family · Parking

Wyckoff-Mason Log House 1774 Historic Landmark

Stay in the historic Wyckoff-Mason House, a Pittsburgh Historical landmark. This beautifully kept log house built in 1774-75, still maintains the colonial charm of pre-revolutionary times. This property has a storied past, including local lore that it was the residence of William Penn’s brother and was visited by Benjamin Franklin. This relaxing getaway is located in one of Pittsburgh’s eastern suburbs. Get the best of the countries antiquity while visiting the city. We love all people.

Family · Value · Heating

Avant-Garde Escape by Walnut

Welcome to our stylish, newly-renovated home, complete with modern amenities, tasteful decor, and all-new everything. Perfectly located just steps from Walnut Street’s best restaurants, bars, and shops—a prime base for exploring Pittsburgh! ⭐ 2 King beds + 2 Queen beds + 5 rollaway beds or futons - can sleep 16 easily! ⭐ Private deck ⭐ Free Washer/Dryer ⭐ 2 Off-Street Parking spaces (Free) ⭐ Pack N Play & High Chair Our team is here 24/7 to support you before, during, and after your stay!

Family · Location · Air conditioning

Pet Friendly Pittsburgh Home Near Zoo, Sleeps 12

Spacious 4BR pet-friendly home in Upper Lawrenceville, Pittsburgh. Minutes from Pittsburgh Zoo, Strip District, Children's Hospital, and Butler Street dining. Easy access to PNC Park, Acrisure Stadium, PPG Paints Arena, and Pitt/CMU. Open layout with chef's kitchen, luxurious master suite, and modern finishes. Ideal for families, medical stays at UPMC, game-day trips, graduations, and group travel. Free parking and walkable to Lawrenceville's best restaurants and shops.

Value · Family · Kitchen

The Nest in the North Hills.

Ample private parking, this home is close to everything in the North Hills of Pittsburgh and only 14 min from Downtown, Acrisure (Steelers) Stadium, and Pirates PNC Park. Walkable to La Roche University, minutes to UPMC Passavant Hospital, Ross Park Mall, North Park, McKnight Rd, and Rt. 19. 5.5 mi to the PA Turnpike. 9 mi to I-79. 7 mi to 279. New updates, a dedicated work space, fully stocked kitchen, living room dining room and fenced back yard.

Family · Value · Laundry

6BR Group Retreat w/ BBQ, Game Room, and Parking

Enjoy comfort and modern style in this beautifully appointed 6-bedroom, 4-bath home in the East Liberty/Point Breeze area. Relax in the spacious living room, cook in the fully stocked kitchen, or unwind on the deck with the brand-new BBQ grill. With free parking for 4+ cars, a multi-game table, and two washers and dryers, this home is perfect for families, groups, and business travelers—just minutes from top dining, shopping, and entertainment.

Family · Value · View

Peaceful Export Escape

Enjoy this newly remodeled home with a spacious master bedroom and large deck. You'll be pleasantly surprised by the secluded and private feel of this space. It is perfect for a get away with family, friends, or all by yourself! Come relax, have fun, and explore all that the small town of Export has to offer. 25 minutes from Pittsburgh city center, 15 minutes from Monroeville, right off the Westmoreland Heritage Trail.

Value · Location · Condition