Vacation Home Rentals By Owner In Pittsburgh, PA

Imagine arriving in Pittsburgh’s historic Allegheny West and stepping into a true Victorian home full of character, warmth, and space to settle in. Staying at this Western Avenue home, guests get more than just a place to sleep—they get the feeling of staying in a distinctive North Side home with original charm, dramatic architecture, and an unbeatable walkable location.brbrFrom the moment you enter, the home feels spacious and memorable. High ceilings, elegant period details, French doors, built-in bookshelves, and large windows give the space a classic Pittsburgh grandeur that is hard to find. The library is one of the most special rooms in the house, with a full wall of built-in shelves and a beautiful gas fireplace that makes it feel especially cozy in the evenings. It also doubles as an additional sleeping space with a queen pull-out sofa, making the home flexible for couples, families, or small groups traveling together.brbrThe two bedrooms each offer king beds and their own ensuite bathrooms, giving guests both comfort and privacy. One bathroom features a tub and shower, while the other has a tiled shower, which makes getting ready easy whether guests are in town for a game, a concert, a family visit, or a weekend exploring the city. The large living room is perfect for gathering after a day out, with a big sectional and oversized TV for relaxing at night. The kitchen is well stocked for guests who want to cook, enjoy coffee before heading out, or wind down with takeout after a busy day.brbrWhat really makes a stay here stand out is the combination of historic atmosphere and convenience. Guests can walk to Acrisure Stadium in about 5 minutes, making Steelers games, Pitt games, concerts, and major events incredibly easy. PNC Park, the Carnegie Science Center, Rivers Casino, and North Shore attractions are also nearby, along with restaurants, pubs, and local spots throughout the North Side. Guests can spend the day exploring museums, grabbing dinner, walking along the riverfront, or enjoying the energy of game day, then return to a home that feels quiet, distinctive, and full of personality.brbr The private off-street parking space is a major bonus in the city and makes arrivals and departures much easier.brbrThis home is ideal for guests who appreciate character and want something more memorable than a standard rental. It offers the rare experience of staying in a historic Victorian with modern comforts, generous space, and one of the best walkable locations on Pittsburgh’s North Side. Whether guests are coming for sports, concerts, work, hospital visits, or a city getaway, this Western Avenue home gives them a stay that feels both special and unmistakably Pittsburgh.brbr.

Walk to ACRISURE in 5 MINS! ~ The BEST Locale for NFL DRAFT + Free Private Park

Pittsburgh, Pennsylvania, United States

Bed

Bath

Sleeps

$988.0

Stay close to the NFL Draft action in Pittsburgh, 13 minutes to the North Shore. 3-bedrooms and 1.5 bathrooms. Will be minimally furnished with beds and couch and television. Fully functioning kitchen. Sheets, blankets, towels, toilet paper and starter soaps will be provided.

NFL Draft-Ready! 3-bedroom house in Pittsburgh

Pittsburgh, Pennsylvania, United States

Bed

Bath

Sleeps

$155.33

Nestled in the Historic Mexican War Streets of Pittsburgh, this delightful house offers a cozy retreat for guests seeking comfort, modern amenities and ease. Offering an open concept living space and oversized second floor bedroom with two queen beds and bathroom. Guests can unwind in a gorgeous setting that feels like a home away from home. Fall in love with Pittsburgh, while walking to many local spots including parks, restaurants, coffee shops, stadiums and enjoy all the magic the city has to offer.

Historic Carriage House

Pittsburgh, Pennsylvania, United States

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Bath

Sleeps

$344.85

Fresh and clean, comfortable and modern. Located on a quiet street and family friendly street, Serenity is the perfect place for your Pittsburgh adventure. Very close to downtown Pittsburgh, the universities in Oakland, the Strip District, and lots of hospitals. brAbout 15 minutes to Acrisure Stadium, 10 minutes to PPG Paints Arena, 15 minutes to Peterson Events Center, 12 minutes to David Lawrence Convention CenterbrbrParties will not be tolerated. brbr3BR/2.5BA - Super comfy beds. All mattresses are Zinus memory foam with comfort core toppers, all beds have ultra soft sheets. Towels are thick and plush Egyptian Cotton. All bedrooms and the living room have blackout curtains for privacy and comfort. Bedside lamps have charging ports for convivence. Decorated throughout with art from talented local Pittsburgh artists and photographers. brbrUpstairs are two bedrooms and a spacious full bath with tub and shower. One roomy king bedroom with an incredible view of the Slopes, and a 65 television and Roku for you to log onto your own streaming profiles. One queen bedroom with a queen daybed, dedicated work space, charming architecture, and a view of the street and dog park. brbrOn the main level is the cozy living area, perfect for hanging out and relaxing or watching tv on the 65 television with Roku. Also on the main level is the full kitchen fully outfitted with quality pots and pans, utensils, knives, Keurig coffee maker, Bodum pour over and scale (bring your own beans, or there are several amazing coffee shops nearby to purchase them) and electric kettle. The kitchen also is stocked with stylish dishware, glassware, cutlery, and a beautiful picture window to take in the South Slopes view. The dining area with seating for 6 at the table and 2 at the bar is also on the main level, along with a convenient half bath and new top of the line washer/dryer. brNOTE: You will find 2 cots for you to use in one of the closets.brbrDownstairs is the private and quiet master suite with king bed, 55 television with Roku, and an attached full bath with spacious walk in shower.brbrbrSerenity on St. Paul is at the top of The Church Route, one of the south side's many official walking paths that utilizes the South Side's famous and intricate stair systems. Bring your tennis shoes for an invigorating walk on The Church Route and/or the many other trails and paths nearby, or bring a book and take in the view from the back deck.brbrPublic transportation is easily accessible, with several bus stops within a 2-5 minute walk.brHigh chair, pack and play, baby gate, and toddler toys available upon request.brbrOther things to notebrPlease note, while we do enjoy hosting your pet on our property, the type allowed is at our discretion and there will be a charge of $50.00 per pet before VRBO's taxes and fees.

South Slopes Home / Great for longer stays!

Pittsburgh, Pennsylvania, United States

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Bath

8

Sleeps

$1482.0

Fox Chapel is Pittsburgh most exclusive community yet so accessible to everything down town! Enjoy the many sporting events in Pittsburgh. Luxury with privacy is waiting for you at this 4-bedroom house situated on one acre with a governers driveway. Great parking space and a garage. Inside, guests find a terrific mix of comfort, style and abundant natural light. Featuring a huge owner's suite with one king bed, lavish spa bathroom with 2 sided fireplace. Hall bedroom with one full bed and private wooded views for those wanting peaceful rest. Additional two twin bedroom with a full hall bath. With 3.5 bathrooms, including a spa bathroom jetted bathtub and a shower, everyone can enjoy a relaxing start or end to their day. The house stays comfortable year-round with dual zoned heating and air conditioning. This superb home has you covered. The backyard backing up to nature land offers serenity for patio cookouts. With patio dining furniture and retractable awning. Plenty of grass to play games. We think our place will help you experience everything Pittsburgh has to offer.

Spacious equipped 4-bedroom 3.5 bath estate home-Fox Chapel Borough- Pittsburgh

Pittsburgh, Pennsylvania, United States

Bed

Bath

7

Sleeps

$3420.0

This 4BR, 3.5BA private residence is ideal for NFL Draft week guests seeking space, privacy, and comfort. The home is close to all of the excitement with only a 13 minute drive to Acrisure Stadium, yet it’s nestled in a quiet neighborhood. The home has a long driveway & plenty of street parking. Absolutely NO EVENTS OR PARTIES. Outdoor dining area. Exterior security cameras. Pricing for NFL Draft week is customized based on length of stay & guest profile. Please inquire for a customized quote.

Private Home. NFL Draft 2026. 4BR/3.5BA. Squirrel Hill

Pittsburgh, Pennsylvania, United States

Bed

Bath

Sleeps

$393.04

Lawrenceville has the perfect balance for an unforgettable experience in Pittsburgh. Hipster meets historic - there's something to do for everyone in your party.brbr-Save this listing in your favorites brbrFeatures:br- 3 bedrooms br- 3 beds (2 queen, 1 king)br- Full kitchens with appliances and cookwarebr- Free WiFibr- Washer and Dryer in unitbr- Street parkingbr- Outdoor patio area

3BR in Lawrenceville, Bike Rentals, Walk to Restaurants

Pittsburgh, Pennsylvania, United States

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Bath

Sleeps

$931.0

Centrally-located home in the heart of Lawrenceville. Very close walking distance to some of the best bars and restaurants in the city! Quick Uber ride to all NFL draft activities. Comfortable screened in porch to enjoy coffee in the morning and drinks in the evening. Includes parking out back. Perfect for two couples with separate bedrooms and option of couch and blow up mattress for additional guests.

Lawrenceville - close to NFL draft & bars!

Pittsburgh, Pennsylvania, United States

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Bath

Sleeps

$564.3

If you’re coming to Pittsburgh for Draft Weekend and want to be right in the middle of everything, this location is hard to beat. Situated in the heart of South Side, this private bottom-floor unit offers unbeatable access to the city’s top Draft events, nightlife, and stadium area.brbrThis is an AS-IS, minimalist space best suited for guests who prioritize location and convenience over traditional accommodations.brbrThe Space:brbrPrivate bottom-floor unit with 2 dedicated bedroomsbr1 full bathroombr2 additional rooms that can also be used for sleepingbrKitchen space available (very minimal setup)brFenced-in backyard areabrElectronic keypad entry for easy, flexible check-inbrbrThe unit is largely unfurnished, with one couch in the living area. Guests should plan to bring air mattresses, bedding, pillows, and any additional comforts needed. Groups may use the extra rooms (2) to create flexible sleeping arrangements.brbrImportant – What to Expect: This is NOT a traditional furnished rental. It’s best described as a clean, functional space where you can set up your own accommodations for the weekend.brbrWhat’s Provided:brbrWireless internetbrGas, electric, and waterbrTowels and basic soap in the bathroombrWasher and dryerbrPlates, bowls, and plastic silverware in the kitchenbrbrNot Provided:brbrBeds or bedroom furniturebrLinens, blankets, or pillowsbrFull kitchenware or stocked amenitiesbrbrLocation Highlights:brbr1 block off East Carson Street (restaurants, bars, nightlife, grocery stores, gyms)br~10-minute drive to the North Shore/stadiumbrClose to public transportation (highly recommended during Draft Weekend)brWalkable to all major areas:br~20 minutes to the center of Downtown; the stadium is just across the bridgebrbrYou’ll be close enough to walk to events while avoiding the stress of parking and surge pricing.brbrAdditional Notes: Please be respectful of the upstairs tenant at all times (general courtesy expected). This space is ideal for groups who plan to be out enjoying the Draft and need a well-located, no-frills place to recharge. Guests must be okay with bringing their own sleeping arrangements. brbrBottom Line: This is a rare opportunity to stay in a prime Pittsburgh location during one of the busiest and most exciting weekends of the year. If you come prepared with your own setup, it offers incredible convenience and flexibility for experiencing everything Draft Weekend has to offer.

Draft Weekend Accommodations - Walk to Stadium - Prime South Side Location AS-IS

Pittsburgh, Pennsylvania, United States

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Bath

Sleeps

$11400.0

This memorable house is the perfect home base for your trip to Pittsburgh. With five spacious bedrooms, including four queen beds, one full bed, and a king bed, guests will find plenty of room to relax. The three bathrooms add convenience for families or groups. And how about 2 kitchens for family gathering..Wow. Enjoy a fabulous stay in a nice, comfortable space where everyone can unwind after a day of exploring. We hope you'll enjoy your stay at our marvelous house.

Delightful and Remodeled 5-bedroom house near the North Shore and Draft Event

Pittsburgh, Pennsylvania, United States

5

Bed

Bath

14

Sleeps

$1197.0

This Steel City Sanctuary is perfect for anyone looking for accommodations that balance an incredibly convenient walk to the NFL Draft events on the North Shore, but prefer their own space to relax when they choose. Enjoy a cozy private Victorian home with historic charm set behind a private courtyard and garden. This home is perfect for a family or small group- one primary bedroom with a queen bed, one bedroom with two twin beds, and an office/bedroom with a queen bed option (maximum of six- queen, queen & 2 twin), one bathroom. The home is appointed with custom furnishing and showcases an incredible gourmet kitchen, perfect for anyone entertaining during their visit (large events are NOT acceptable). Please note that as this home was built in the 1850’s, it has as rather steep staircase to access the bedrooms and bathroom, and may not be suitable for anyone with accessibility needs.

NORTH SHORE NFL Draft Private Home- sleeps 6

Pittsburgh, Pennsylvania, United States

Bed

Bath

Sleeps

$313.5

Located in quiet Pittsburgh suburb near park. Walking distance to business and 15 minute drive to downtown. Enjoy what this 1-bedroom house has to offer. This amazing home features 2 bathrooms, perfect for guests seeking extra comfort. The brilliant living room includes a cozy sofa bed, providing flexible sleeping arrangements. With both heating and AC, the space stays comfortable no matter the season. Whether relaxing indoors or planning your day, this enchanting retreat invites you to unwind and feel right at home. I also have a pool table in the side room and a flat, but small backyard. Perfect for grilling and throwing corn hole. We look forward to welcoming you to our place.

Perfect 1-bedroom house with AC in friendly Pittsburgh neighborhood

Pittsburgh, Pennsylvania, United States

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Bath

Sleeps

$2314.2

Experience Pittsburgh like a local in this lovely 4-bedroom house. With two full beds, one queen, and a twin bed, it comfortably welcomes families or groups. The peaceful atmosphere invites guests to unwind after a day of exploring. Stay comfortable year-round with heating and air conditioning throughout the home. A single bathroom keeps things simple and convenient. Whether you’re here for a quick getaway or an extended visit, this amazing house offers a cozy retreat that feels like your home away from home. Our place is equipped for both long or short stays to make your holiday one to remember.

Spacious 4-bedroom house in the City of Pittsburgh. 5-10 minutes from Downtown.

Pittsburgh, Pennsylvania, United States

Bed

Bath

10

Sleeps

$3646.86

Pittsburgh is waiting for you at this 4-bedroom house near Frick Park. Guests will find a marvelous mix of comfort: a porch with a swing, a Kosher kitchen, and a ping pong table in the basement. Perfect for families or groups - it is a great place to call homebase while you're in the city for the NFL Draft. We hope you enjoy your stay.

Kosher NFL Draft House in Squirrel Hill - 6 miles from all draft festivities

Pittsburgh, Pennsylvania, United States

Bed

Bath

8

Sleeps

$3774.21

Walk to 2026 NFL Draft - 3 Bedroom & 3.5 Bathroom Home in Mexican War Streets

Pittsburgh, Pennsylvania, United States

Bed

Bath

10

Sleeps

Select Dates for Price

Unwind in Pittsburgh at this lovely townhome. With three comfortable bedrooms featuring two queen beds and one full bed, guests have plenty of space to relax. Private off-street parking for 2 cars is available in the back of the house. The the two full bathrooms have showers. The half bath on the first floor is convenient right off of the kitchen. Climate control keeps the space pleasant year-round, while thoughtful touches add comfort. Relax in the private back yard with koi pond, outdoor seating and gas grill. Downtown Pittsburgh is a quick drive or bus ride. Walk across one of the bridges to Acrisure Stadium.

Marvelous 3-bedroom townhome in vibrant upper Lawrenceville

Pittsburgh, Pennsylvania, United States

Bed

Bath

Sleeps

$324.28

Hilltop Retreat with Skyline ViewsbrExperience Pittsburgh from above at The Eagle’s Nest — a restored 1890s cliffside mill home designed for comfort, intention, and panoramic city views. This three-level retreat offers a calm, elevated space just minutes from downtown, while feeling a world away.brbrKey Featuresbr✓ Two private suites (king + queen) with separate bathroomsbr✓ Sweeping skyline and river views from multiple levelsbr✓ Two fully equipped kitchens for flexible staysbr✓ Comfortable living room with sectional seating and large TVbr✓ Dedicated workspace with natural lightbr✓ 12-foot indoor putting green, plus books and gamesbr✓ Deck for grilling, dining, and relaxing above the citybr✓ Fast Wi-Fi, smart TVs, A/C, and new BBQ grillbr✓ Fragrance-free cleaning and wellness-focused environmentbrbrDesigned for Intentional LivingbrEvery detail has been chosen with care. From fragrance-free cleaning and personal care products to subtle aromatherapy and natural light, the space is designed to support how you feel — calm, clear, and at ease.brbrWhether you’re here for a weekend away, a game, creative reset, or time with friends, this is a place you can really settle in to.brbrLayout & Living SpacesbrThe home is arranged across three levels to provide for connection and privacy.brbrUpper Level – King SuitebrWake up to panoramic skyline views from the king suite, complete with ambient heating and a private bathroom with shower.brbrLower Level – Queen SuitebrThe queen suite offers its own private bathroom with tub, plus a kitchenette with cooktop, sink, Our Place oven, microwave, coffee maker, and refrigerator. This level also includes access to the indoor putting green, workspace, and games for relaxed evenings.brbrMain Level – Living + KitchenbrThe heart of the home features a comfortable, open-concept living room with a sectional sofa and direct views of the U.S. Steel Tower. The kitchen flows into the space and out to the deck, where you can grill, dine, or unwind as the city lights come on.brbrLocation & ExperiencebrSet on a quiet street with woods, a bird sanctuary next store, and wildlife roaming the hillside The Eagle’s Nest offers a uniquely Pittsburgh experience. You may hear the distant trolley or trains below, and on game nights, the skyline often lights up with fireworks.brbrEach season brings something different — lush green summers, vibrant fall colors, and crisp winter views framed by the city skyline.brbrWhile the hilltop setting is private, you’re just minutes from everything:br• Grandview Avenue overlooksbr• Downtown Pittsburghbr• The Strip Districtbr• Stadiums and event venuesbr• Local restaurants, bars, and shopsbrRideshares are quick and reliable, making it easy to explore without the stress of parking.brbrNearby Favorites:br• Alla Famiglia – renowned Italian diningbr• Dr. Tumblety’s Apothecary & Tasting Lounge – a unique, New Orleans–inspired experiencebr• Bottle Rocket Social Hall – nostalgic bar and live music venuebr• Grandview Avenue & Shiloh Street – overlooks, dining [Coughlins Law], and historic inclinesbrbrLooking AheadbrWe’re continuing to thoughtfully evolve the space, with plans for expanded outdoor areas, fire features, e-bikes, and additional retreat-style amenities.brbrOur IntentionbrWhether you’re visiting for a game, a weekend escape, or a longer stay, The Eagle’s Nest offers a place to truly land — a quiet, elevated space to rest, reconnect, and experience the city from a new perspective.

Serene Hilltop Retreat with 2 Private Suites & City Views

Pittsburgh, Pennsylvania, United States

Bed

Bath

5

Sleeps

$1112.64

Newly renovated, sunny 2-bedroom unit in ideal East, End location of Pittsburgh. Fully furnished with new modern appliances, comfortable living room, king-sized primary room, double bed spare room, and in-unit laundry. This is an end unit on a triplex with access to a private fenced side and backyard. brbrThe Morningside neighborhood is walkable, bike-friendly, and easily accessible with several bus lines. Walk less than one block to the neighborhood coffee shop, convenience store, and pizza place, or walk 2 blocks to the neighborhood pub.brbr7 miles to football/baseball stadiums. Free, ample street parking in the neighborhood.brbr- The booking guest must be over the age of 25. Verification may be required.br- No smoking is allowed in the home or on the property. A $500 fee will be applied if there is evidence of smoking during the stay.

Charming & Clean Urban Rental - Private Unit

Pittsburgh, Pennsylvania, United States

Bed

Bath

Sleeps

$264.79

This memorable house is the perfect home base for your trip to Pittsburgh. Conveniently located near a shopping center, 12 min-drive to campuses and hospitals. Free off street parking for 4 cars. Guests will find three comfortable bedrooms, including two with queen beds and one with a full bed, offering plenty of space to relax. The two bathrooms feature thoughtful touches like a bidet and a hair dryer for added convenience. Enjoy a tranquil atmosphere throughout the house, where nice heating and AC keep the temperature just right. Whether you’re unwinding after a day of exploring or gathering for a meal, this brilliant space welcomes you with ease. Experience the magic of Pittsburgh at our house.

Beautiful 3-bedroom house with AC in charming Pittsburgh. Very convenient area..

Pittsburgh, Pennsylvania, United States

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Bath