Family-friendly holiday rentals in Upper Darby

5 out of 5 average rating, 100 reviews

A stand-alone carriage house features a charming cedar shake exterior, framed by lush greenery and colorful pink azaleas. The structure includes multiple windows, allowing natural light to filter through. A well-kept lawn leads to the inviting front door.

Barn in Wayne

Starlight Carriage House: Philly Villanova Wayne

Escape to this tucked away apartment in a Main Line carriage house. Located 5 min from Villanova University & downtown Wayne; 10 min from King of Prussia; short walk to Radnor Train Station gets you to Philadelphia in 30 min with access to NYC and D.C. With a private entrance, full kitchen, bath, and bedroom, we preserved the cedar shake exterior, wood beams & floors, & exposed the cupola. Perfect for university visits, Valley Forge National Park, or Philly access without staying in the city.

KitchenIndoor spacesLayout

4.95 out of 5 average rating, 159 reviews

A cozy bedroom features a spacious bed dressed in white linens, complemented by decorative pillows. Two lamps provide soft lighting on either side. A sleek television is mounted on the wall, and an electric fireplace adds warmth to the space. Large windows with curtains allow natural light.

Guest suite in Havertown

Claremont Cottage

Our one-bedroom suite is the perfect cozy getaway, whether you’re visiting Philadelphia or spending time in the surrounding area. We’re conveniently located near Media, Ardmore, Bryn Mawr, and many local colleges. While you’re here, cozy up to the electric fireplace, or enjoy time in the backyard or local neighborhood. We look forward to having you! Please note: Your "home away from home" is connected to our "home all the time," so please read the full space description before booking. Thanks!

FamilyIndoor spacesHiking

Apartment in West Philadelphia

A spacious studio unit features a wooden bunk bed and a full bed on the bottom with a twin bed on top. An open kitchen area is equipped with modern appliances, complemented by a dining table for four. Natural light enters through a window dressed with light curtains.

4.92 out of 5 average rating, 370 reviews

Mayor Sponsored and Inspired Block Fresh & Clean!

Our Mayor of Philadelphia once resided near the block and has sponsored this block to keep it nice and neat. Our family has been local to Philadelphia for 30 years and we have renovated the entire building to feel refreshing and spacious while still being affordable. We personally make sure all sheets and towels are washed and clean with sanitizing spray throughout the whole unit after every stay. Space is spotless and we expect nothing less. It is probably cleaner than your own house lol!

Indoor spacesFamilyAccess

Apartment in West Philadelphia

4.84 out of 5 average rating, 231 reviews

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.

Indoor spacesFamilyWalkability

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.

4.93 out of 5 average rating, 151 reviews

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.

KitchenIndoor spacesAmenities

4.89 out of 5 average rating, 156 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.

Indoor spacesFamilyTV

Condo in Northern Liberties

A bright bedroom features a cozy Queen bed layered with soft blankets. A light-colored armchair sits beside a small table. A wall-mounted television is positioned across from the bed, and large windows allow natural light to fill the space, framed by soft curtains.

4.99 out of 5 average rating, 112 reviews

New NoLibs Cozy Studio

Location! Located in Northern Liberties and a few blocks from Fishtown, the restaurant options are endless. Walk down North 2nd Street or over to Frankford Ave for just about any cuisine you can think of. 5 Minute drive to Old City and 10 minute drive to Center City. Walk to your show at the Fillmore or a quick drive to The Met. Enjoy a spacious new construction studio with a cozy Queen Bed, full Kitchen, full Bath, Laundry Closet and private Balcony!

Indoor spacesFamilyAir conditioning

4.94 out of 5 average rating, 449 reviews

Home in Bala Cynwyd

Private 2BR Residence | Bala Cynwyd, PA | Parking

This private second-floor residence is located in Bala Cynwyd, a residential community just outside Philadelphia. The home offers guests exclusive use of the second floor. This home is a strong fit for guests who: Prefer a private, residential setting; value having their own entrance and independent space; need convenient access to Philadelphia without staying downtown and appreciate a simple, organized home for short or extended stays

FamilyIndoor spacesDecor

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.

4.88 out of 5 average rating, 191 reviews

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.

FamilyKitchenComfort

4.92 out of 5 average rating, 130 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!

KitchenIndoor spacesDecor

4.77 out of 5 average rating, 203 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.

KitchenIndoor spacesValue

4.98 out of 5 average rating, 597 reviews

A forest path is surrounded by tall trees and dense greenery, with ferns lining the ground. The sunlight filters through the leaves, creating a serene atmosphere for hikers. The trail, partially obscured by foliage, invites exploration into the natural surroundings.

Guest suite in Media

The Welcoming Woods

Enjoy the quiet of the woods as you relax in your private space. The studio is minutes away from downtown Media where you can enjoy the shops & restaurants on State St or take a 20 minute ride into Philadelphia. Attractions include Tyler Arboretum, Ridley Creek State Park,Longwood Gardens,Linvilla Orchards & local wineries in Brandywine & Chadds Ford PA. The woods are waiting to welcome you!

KitchenIndoor spacesBiking

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

Guest suite in Center City

A spacious bathroom features a large Jacuzzi tub elevated on a marble platform. Soft natural light filters through a skylight and a window, illuminating the neutral beige walls and tiled floor. A doorway leads to another room, while a window offers views outside.

4.69 out of 5 average rating, 1,321 reviews

Romantic Penthouse Private Suite with Jacuzzi

FamilyKitchenView

Home in Central South Philadelphia

A spacious living area features a large sectional sofa adorned with decorative pillows. A wooden coffee table sits in front of the sofa, complemented by a small decorative plant. Natural light filters through the window, illuminating the warm wood flooring and inviting atmosphere.

4.92 out of 5 average rating, 24 reviews

Ujamaa Philadelphia Home

FamilyKitchenHot tub

4.99 out of 5 average rating, 141 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

KitchenFamilyLaundry

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.

4.95 out of 5 average rating, 130 reviews

Unique Townhouse in Vibrant East Passyunk Square

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 32 reviews

A living room area features a light grey sofa with blue cushions and a patterned armchair. A small accent table stands beside the armchair. A wall-mounted television is placed against a white-brick backdrop, complemented by green plants and a decorative shelf above.

Home in Philadelphia

In Manayunk. Safe & Quiet, but Near the Fun.

KitchenIndoor spacesNearby

4.72 out of 5 average rating, 296 reviews

The living room features large windows with sheer curtains, allowing natural light to fill the space. A dark leather sofa and a cozy armchair surround a low coffee table, which holds a decorative vase. A flat-screen TV is mounted above a white fireplace, creating a welcoming atmosphere.

Home in Wilmington

Radiant 4-Bed Haven w/ King suite in N. Wilmington

KitchenIndoor spacesLocation

4.66 out of 5 average rating, 64 reviews

A modern living area features a textured white wall with a sleek electric fireplace below a flat-screen television. Indoor plants are positioned on either side, and a plush rug covers the floor. Two cozy cushions on a dark sofa add comfort to the space.

Home in Center City

Fireplace, Jacuzzi, Private Deck & Heated Towels

Indoor spacesFamilyLocation

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.

4.83 out of 5 average rating, 77 reviews

Modern 2BR with Private Rooftop and Skyline Views

KitchenIndoor spacesOutdoor spaces

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 120 reviews

The cottage exterior features a blend of natural stone and siding, showcasing a green front door. Lush green grass surrounds the home, complemented by trees in the backdrop. A gravel path leads to the entrance, providing access to the peaceful surroundings.

Cottage in Glen Mills

Tranquil Hilltop Retreat

Indoor spacesFamilyParks

4.91 out of 5 average rating, 113 reviews

A bright hallway is presented with polished wooden flooring and white walls. Natural light flows through multiple windows, enhancing the open feel. A mirror hangs on one side, reflecting the space, while a small dining area with a table and two chairs is visible in the distance.

Apartment in Rittenhouse

Brand New 1bdr Rittenhouse Sq. Hosted By StayRafa

FamilyKitchenLayout

4.94 out of 5 average rating, 324 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

FamilyKitchenWi-Fi

Guest suite in Conshohocken

A charming exterior of the guest suite is presented, featuring two large windows that allow natural light to fill the space. The entrance is marked by a white door, surrounded by blooming flowers and landscaped greenery. Sunlight casts gentle shadows on the pathway.

4.85 out of 5 average rating, 111 reviews

Private Accessible Conshohocken Guest Suite

FamilyKitchenParking

4.91 out of 5 average rating, 99 reviews

A spacious gallery-style room showcases high, vaulted ceilings with wooden beams. A comfortable sofa is positioned in the foreground, with a dining area visible in the background. Artwork adorns the walls, and natural light filters through large windows, creating a bright and airy environment.

Apartment in Wynnewood

Amazing Gallery Apt +free parking prime location

FamilyIndoor spacesParking

4.87 out of 5 average rating, 243 reviews

The carriage house is surrounded by greenery, featuring a stone wall and a patio area with outdoor furniture. A grill is positioned nearby, and vibrant flowers provide a touch of color in the landscape. The structure showcases a blend of white siding and stone detail.

Cottage in Bryn Mawr

Charming 3 Bedrooms 2 Bath Carriage House Sleeps 9

KitchenFamilyCondition

Apartment in Northern Liberties

4.93 out of 5 average rating, 111 reviews

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

Indoor spacesFamilyRiver

Apartment in University City

A modern living room is presented, featuring a gray sofa and a minimalist coffee table. Natural light enters through large windows, adorned with sheer white curtains. A wooden TV stand is positioned against the wall, complementing the contemporary décor of the space.

4.95 out of 5 average rating, 136 reviews

Modern and Relaxing downtown Apartment

FamilyKitchenSleep quality

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.

4.93 out of 5 average rating, 118 reviews

Boutique King 2BR Retreat in Historic Old City

Indoor spacesKitchenPets

4.93 out of 5 average rating, 116 reviews

Apartment in Blue Bell

Golfer's Dream | Luxury 1 Bed Apt

Indoor spacesFamilyHospitality

5 out of 5 average rating, 47 reviews

A backyard swimming pool is surrounded by lush greenery and trees. Lounge chairs are placed on the wooden deck, with a gentle slope leading to a landscaped area featuring rocks and plants. The sky displays hues of pink and orange, indicating sunset.

Home in Berwyn

Fun for 8 / Weekly and Extended Stays

KitchenIndoor spacesNearby

Home in Fort Washington

New place to stay

Beautiful Ft. Washington manor home! Very private

Apartment in Northern Liberties

4.91 out of 5 average rating, 11 reviews

Stylish No-Libs 1 bdr w King (sleeps 5)Gym Access

Indoor spacesKitchenAir conditioning

Apartment in King of Prussia

5 out of 5 average rating, 26 reviews

Luxury 2BR 2BA Condo | w/ Pool | KOP Town Center

Indoor spacesFamilyGetting around

5 out of 5 average rating, 50 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

KitchenFamilyBathroom