Family-friendly holiday rentals in Upper Darby

4.91 out of 5 average rating, 329 reviews

Trendy, Modern, & Comfy Home w/Roofdeck + Backyard

You'll absolutely love this beautiful modern and trendy townhome! Renovated perfection with a spacious 2000 sqft with 4 floors consisting of 4 Bedrooms (5 beds) and 2.5 baths! Comfortably sleeps 10 and each bedroom has a walk-in closets! Wonderful outdoor spaces with a bi-level deck off kitchen and huge rooftop decks with plenty of seating. Amazing central location just a short ride to all attractions Philly has to offer. Perfect for traveling business partners, family getaways, & small groups!

4.86 out of 5 average rating, 145 reviews

A spacious living area is presented, featuring a soft blue sofa and a dark wooden coffee table topped with decorative items. Natural light streams through large windows, illuminating the space. A dining area is visible in the background, complemented by a modern TV mounted on the wall.

Home in Sharon Hill

Stylish 3-Bdrm Home Near Airport, Stadiums & City

Enjoy comfort, style, and convenience in this beautifully decorated 3-bedroom home in a quiet neighborhood. Just minutes from Phila Airport, I-95, sports stadiums, and public transportation, you’ll have quick access to all the city’s highlights. Explore local shops, dine nearby, or unwind in Sharon Hill Park. A short drive takes you to Center City for nightlife and museums, or to Delaware for tax-free shopping. Ideal for both business travelers and families seeking a peaceful, convenient stay.

Apartment in West Philadelphia

King size bed condo all cherry wood cabinets/floor

You'll have a great time at this comfortable place to stay plus its very private no one will even know where you are it's a little hideaway, Real secrets are kept here stay here and never leaves. this place is steamed after every visit and clean from top to bottom unlike some hotels that Rush just to get the other guest in. It's always been two guest but as of lately most people want to bring an extra person so I add three however if booking for 3 the 3rd person have to take the couch.

4.85 out of 5 average rating, 246 reviews

5.0 out of 5 average rating, 297 reviews

A spacious dining area is illuminated by natural light, featuring a large table surrounded by six wooden chairs and two upholstered chairs. Large windows draped with light curtains and a decorative chandelier add to the inviting atmosphere. The adjacent kitchen is visible with stone countertops.

Home in West Deptford

702 Mid Atlantic

Single family home located off Interstate 295 convenient to Philadelphia (15 min) and Atlantic City ( 45 min). Professionally landscaped with blue stone patio, deck and water garden in fenced private yard. Located in lovely suburban community along the Delaware River across from the Philadelphia Airport in South Jersey. Spacious for a family of 8 or less with a full kitchen, family room, living room, dining area and sunroom. Must be 25 yrs to book , show ID and be present at check in.

4.98 out of 5 average rating, 392 reviews

The living area features a colorful area rug beneath a coffee table, surrounded by two armchairs and a sectional sofa. Natural light enters through windows, complementing the light-colored walls. An inviting indoor plant and decorative touches enhance the relaxing environment.

Home in Ardmore

Step away for shopping, dining, bar. Quiet street.

Welcome to this cozy and newly renovated house! It's in a great location, the surroundings are quiet but are near a lively Mainline town. You'll find bars, restaurants, stores, SEPTA/Amtrack stations, and Suburban Square within walking distance. It's also near many colleges such as Haverford College, Bryn Mawr College, Villanova University, and more. It's near the center city of Philadelphia and the King of Prussia mall. The most important thing is the security around the neighborhood.

Guest suite in Drexel Hill

A spacious living area features a large sectional sofa with brown cushions arranged around a circular coffee table. A vibrant centerpiece with flowers sits on the table. A desk with a chair and a mounted television are visible, with light coming in through multiple windows.

Quaint 3rd Floor Loft

Enjoy a relaxing and restful experience at this charming Loft centrally located in Upper Darby's quiet and friendly Highland Park neighborhood. The Quaint 3rd Floor Loft is located within 35 minutes of historic Valley Forge and 5-10 miles from Philadelphia's tourist attractions, including the Liberty Bell, the Philadelphia Zoo, Museums, major Universities, hospitals , major ball parks, Penn's Landing, and lots of culturally diverse five-star restaurants and entertainment centers.

4.93 out of 5 average rating, 156 reviews

4.9 out of 5 average rating, 162 reviews

A three-story Victorian home is featured, surrounded by lush greenery and vibrant floral landscaping. The inviting porch is adorned with comfortable seating and an American flag. Sunlight streams through the trees, enhancing the home's welcoming exterior.

Home in Lansdowne

Charming historical home near Philadelphia

This 3 story victorian home sits on a treelined street nestled between a Quaker school and picturesque stone church. The 3rd floor apartment is resident occupied and the 1st and 2nd floors consist of 2+ bedrooms, kitchen, dining room and LR solely for AirBNB guests. Cozy up with a good book, cook a meal in the well appointed kitchen, relax by the outdoor fire pit and find your zen in the garden. Wifi and 2 parking spaces. Welcome to the Honeysuckle Hideout.

4.92 out of 5 average rating, 280 reviews

A private entrance is featured, showcasing a vibrant blue door with a large window above. Natural light illuminates the entrance, highlighting the wooden deck and railing. A doormat sits at the threshold, completing the welcoming entry to the apartment.

Guest suite in Haverford

Main Line 1 Bedroom Apartment w/ Private Entrance

Main line private one bedroom apartment! Centrally located to many area colleges as well as an easy drive or train ride into Center City Philadelphia. Located on a quiet family friendly block in Haverford on the Main Line just off of Route 30/Lancaster Ave. This is a single family home that was converted into two separate apartments. You will have your own private entrance to a one bedroom apartment on the second floor.

Guest suite in Drexel Hill

The bathroom is designed with modern fixtures and a spacious glass-enclosed shower featuring a massaging showerhead. A white vanity with a sink is positioned next to the shower, and a toilet is also included. Towels and toiletries are neatly organized on shelves.

Luxury Suite • Conveniently Located • Free Parking

Enjoy your stay at this centrally-located suite that connects to Philadelphia International Airport as well as Philadelphia's Center City. The Guest Suite has its own private entrance and off-street parking. There is something for most everyone: Singles, Couples, Small families, Business travelers. You will love the convenience of the supermarket (2 blocks away) that also has a great bakery, deli, and beer/wine section.

4.88 out of 5 average rating, 201 reviews

4.92 out of 5 average rating, 142 reviews

A modern living space features a large gray sectional sofa arranged around a stylish coffee table. A flat-screen television is mounted on the wall above a sleek electric fireplace. Decorative shelves display various art pieces and plants, while elegant lighting fixtures enhance the atmosphere.

Townhouse in Drexel Hill

Melrose Place 3BD Oasis

Welcome to Melrose Place Oasis! This stylish and modern 3BD haven in Upper Darby PA invites you to a family retreat filled with fun and relaxation. Step into sleek interiors blending urban chic with cozy comfort, setting the stage for your Philly adventure. The pool table offers endless entertainment with modern comfort, exciting entertainment, and serene retreat. Create lasting memories in this urban gem!.

4.77 out of 5 average rating, 212 reviews

The living area features a gray futon adorned with plush turquoise cushions, accompanied by a simple coffee table. Light filters through two large windows, covered by dark curtains, highlighting the textured area rug and an air hockey table situated to the left.

Apartment in Drexel Hill

Charming/Spacious Apt • Pet Friendly • Free Park

Spacious 1BR apartment featuring a king bedroom, a full-size bed in its own area, and two futons in the living room, comfortably sleeping up to five guests. Enjoy a full kitchen, in‑unit washer/dryer, and high‑speed WiFi. Conveniently located near public transportation, downtown Philly, the airport, and the 69th Street mall with restaurants—ideal for groups, families, couples, or traveling professionals.

4.92 out of 5 average rating, 124 reviews

An outdoor patio area is arranged with comfortable seating, including a sectional sofa and coffee table, surrounded by greenery. Soft lighting is provided by decorative string lights overhead, creating an inviting ambiance. A spiral staircase leads to an upper level, enhancing the outdoor space.

Apartment in Wallingford

Private Suite with Hot tub

Escape to our private guest suite nestled in a quiet residential neighborhood in Delaware County, Pennsylvania. Just one mile from the town of Media and Swarthmore College. Conveniently located close to route 476 and just a 20 minutes drive from Philadelphia and all the major sporting events. Our recently renovated in-law suite offers comfort and convenience for short and medium-term stays.

Popular amenities for Upper Darby family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 207 reviews

The living area features a comfortable layout with a blue sofa and a mustard yellow chair surrounding a wooden coffee table. A decorative fireplace is situated beneath a wall-mounted TV. A staircase leads to the upper floor, while the open design connects to the kitchen and dining area.

Cottage in Ardmore

Sophia's Cottage-WalkZ/NewHVAC/CarsP/Kids Friendly

4.99 out of 5 average rating, 154 reviews

An outdoor area features a hot tub surrounded by warm wooden decking, complemented by an outdoor grill and minimal landscaping. Colorful round tables sit on a grassy surface, with built-in seating along the perimeter, providing a cozy space for relaxation and gatherings.

Home in Kensington

Modern Home in heart of Fish-town & private yard

Townhouse in Central South Philadelphia

A welcoming entryway is adorned with soft light from two side windows. A round table sits beside a pair of tufted chairs, offering a cozy seating arrangement. A comfortable sofa features decorative cushions, while colorful artwork enhances the wall space. A vibrant area rug adds warmth.

Unique Townhouse in Vibrant East Passyunk Square

4.93 out of 5 average rating, 138 reviews

5.0 out of 5 average rating, 97 reviews

A two-story home is situated on a well-maintained lawn, with a paved driveway leading to the entrance. The exterior features a mix of brick and siding, framed by trees and neighboring houses, under a clear blue sky.

Home in Boothwyn

Jacuzzi/Game Room/Close to Airport/Philly Stadiums

Apartment in Central South Philadelphia

A bright living area features oversized windows that allow for ample natural light. A cozy orange sectional couch is complemented by decorative pillows. A modern coffee table sits on a colorful area rug, alongside an orange armchair and a sleek desk, creating a welcoming space.

Private Rooftop Deck & Skyline Views – Modern 2BR

4.84 out of 5 average rating, 83 reviews

4.94 out of 5 average rating, 33 reviews

Ujamaa Philadelphia Home

A modern kitchen is showcased, featuring sleek white cabinetry and a spacious island with seating for four. Stainless steel appliances are integrated into the design, while natural light floods the area through a nearby window, enhancing the clean, contemporary aesthetic.

4.84 out of 5 average rating, 79 reviews

SkyHigh Luxury: Rooftop Jacuzzi Escape

5.0 out of 5 average rating, 12 reviews

YOLO - Sports Bar, Sauna, Games, Rooftop & Jacuzzi

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 333 reviews

A bright sunroom is filled with natural light from large windows, offering views of greenery. It features comfortable seating with colorful cushions, a patterned area rug, and decorative artwork on the wall. A small lamp and a side table complete the inviting space.

Apartment in Swarthmore

Skylight second floor apartment

Apartment in Northern Liberties

Stunning 2 BR 2 Bath w/ Shared Roofdeck | Old City

4.9 out of 5 average rating, 198 reviews

Townhouse in Philadelphia

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A dining table for six sits nearby, illuminated by natural light. Modern design elements are complemented by a staircase leading to the upper floors, enhancing the open feel of the space.

Spacious Downtown 4BR/3BTH w'Roofdeck! Sleeps 12

4.94 out of 5 average rating, 142 reviews

4.92 out of 5 average rating, 137 reviews

Guest suite in Gladwyne

Cozy 2 bedroom with private entrance

4.94 out of 5 average rating, 342 reviews

A cozy living room features a light-colored, spacious sofa adorned with decorative pillows, alongside a comfortable armchair. A distinctive wooden coffee table sits in the center, while a colorful abstract painting adds a vibrant touch to the wall. Stairs lead to the upper floor.

Home in Roxborough

Shurs Lane Cottage, EV Charging, Free Parking

A spacious living area features a warm brick accent wall, complemented by a large flat-screen TV mounted on the wall. A comfortable gray sofa is positioned nearby, with a coffee table in front. Soft lighting enhances the open layout, leading towards a dining area visible in the distance.

4.98 out of 5 average rating, 140 reviews

Exceptional 5Bd-6Bth Getaway with Incredible Roofd

4.81 out of 5 average rating, 111 reviews

A welcoming living area features two dark-colored sofas arranged around a wooden coffee table adorned with a floral centerpiece. A painting hangs on the wall, and natural light filters through large windows with vertical blinds, providing a bright and open feel.

Home in Havertown

Arrive at the comfort of a Home.

4.91 out of 5 average rating, 115 reviews

A comfortable living area features a sectional sofa, two armchairs, and a round coffee table. A brick fireplace is positioned below a mounted television. Natural light enters through large windows, flanked by simple window treatments, contributing to a cozy ambiance.

Townhouse in Rittenhouse

Townhome | Patio | Parking | Hosted By StayRafa

Family-friendly home rentals with a pool

Apartment in Northern Liberties

A modern lounge area features a mix of seating, including two armchairs with wooden frames and a long sofa. A coffee table sits on a patterned area rug, surrounded by decorative plants. Soft lighting enhances the welcoming atmosphere, complemented by artful wall decor.

Boutique King 2BR Retreat in Historic Old City

4.93 out of 5 average rating, 130 reviews

4.88 out of 5 average rating, 49 reviews

A three-story structure with a clean, white exterior and contrasting dark trim is presented. The front porch features a combination of wood and stone elements, with steps leading to the entrance. A well-maintained lawn surrounds the building, enhancing its inviting appearance.

Apartment in Sharon Hill

Lovely 2 rooms apartment

5.0 out of 5 average rating, 53 reviews

A cozy sleeping area features a spacious bed adorned with dark bedding and accented by decorative pillows. A comfortable armchair is positioned nearby, and a small bedside table holds a lamp. A framed artwork and plants enhance the serene ambiance of the room.

Guest suite in Glenolden

Creekside Private Lower Level Apartment

Apartment in King of Prussia

Stylish 2 Bed | Pet & WFH Friendly

4.9 out of 5 average rating, 88 reviews

Apartment in King of Prussia

Modern 1bed-1bath w/Pool/free P. KOP Town Center

5.0 out of 5 average rating, 7 reviews

4.86 out of 5 average rating, 56 reviews

A cozy living area features a yellow sofa and a matching ottoman, surrounded by two brown armchairs. A glass coffee table rests on a patterned rug, while a potted plant and artwork enhance the space. Natural light enters through a large window.

Home in Germantown

6 Bdrm Twin in Germantown Minutes to Chestnut Hill