House vacation rentals in Chester

4.77 out of 5 average rating, 103 reviews

Lukie’s Perfect Lil Getaway • Hot Tub & Fire Pit *

Welcome to your cozy Wilmington escape, perfect for relaxing, reconnecting, and unwinding in style. This charming 3-bedroom home blends comfort and character, featuring hardwood floors, large sun-filled windows, and a warm gas fireplace that creates the perfect space to relax. Enjoy slow mornings on the inviting front porch, or sip coffee in the bright sunroom just off the kitchen. Step outside to your private backyard oasis, where a hot tub and fire pit are ready for evenings under the stars

Home in Central South Philadelphia

A modern living room features a snug orange sofa adorned with floral pillows, accompanied by a light-colored armchair. A glass coffee table sits in front, while contemporary artwork is displayed on the wall. Floor lamps and decorative accents add to the room's inviting atmosphere.

City Luxury with Roofdeck, Gym, and Free St. Parki

Luxurious abode combining clean lines and sleek metallic accents with a spectacular rooftop lounge of the city vista. A featured property of Conde Nast Traveler (April 2021 edition), your rental consists of 5 Bedrooms/4.5 bathrooms/2 living rooms/Gym/Roof Deck covering 3,500sqft of brand new construction with designer furniture! Building is a corner property with lots of light and free street parking in most areas surrounding the property. Layout as follows: 1st Fl: Kitchen / Dining / Living / B

4.91 out of 5 average rating, 489 reviews

Home in Central South Philadelphia

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!

4.91 out of 5 average rating, 333 reviews

4.85 out of 5 average rating, 147 reviews

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.

5.0 out of 5 average rating, 298 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, 395 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.

4.94 out of 5 average rating, 345 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

Our renovated cottage in Philadelphia is in the exciting, hip neighborhood of Manayunk. Enjoy countless restaurants, walking along Main Street shops, biking, and hiking on local and nearby trails. Sit on the back patio and watch the happenings from above. Bring a good book and spend time reading. Private parking is free and safe, including a NEMA 14-50 receptacle for your EV/plug-in hybrid. Please bring your own plug-in device. Commercial License #890 819 Rental License #893142

A bright living area designed for relaxation features a comfortable gray sofa and a cozy armchair, complemented by wooden flooring and exposed beams. Large windows bring in natural light, while decorative curtains add a touch of warmth. A dining table is positioned invitingly nearby.

4.87 out of 5 average rating, 109 reviews

Dog Friendly Cottage with Fully Fenced in Yard

Welcome to The Cottages on Orchard, a charming 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot, this bright & airy home is entirely fenced in, perfect for up to two guests with dogs. Conveniently located in whimsical Ardentown, Delaware, the cottage is just 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the surrounding woods, hiking trails, creek, & more. READ HOUSE RULES

4.92 out of 5 average rating, 193 reviews

A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.

Home in Glen Mills

Sweet home w/pool & woods at peaceful Glen Mills

IMPORTANT – PLEASE READ BEFORE BOOKING: This is a private home in a quiet residential neighborhood. Maximum occupancy is 8 people at all times. NO parties, events, or unauthorized gatherings. Violations may result in termination of the stay and a charge of up to $500, subject to Airbnb policies. Please read all House Rules before booking. Relax with your family in peaceful Glen Mills, near Ridley Creek State Park, Longwood Gardens, Philadelphia Airport and Wilmington.

4.9 out of 5 average rating, 163 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.

The living room is furnished with two patterned armchairs and a floral couch, creating a comfortable seating area. A ceiling fan is visible above, and natural light enters through a window. An open layout leads to the kitchen, featuring white cabinetry and modern appliances.

4.98 out of 5 average rating, 128 reviews

The Lighthouse

Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

4.88 out of 5 average rating, 124 reviews

Home in Broomall

Cozy 4BR Near Philly | Game, Grill, & Chill

This spacious home is just 25 minutes from Philadelphia's top attractions, and 15 minutes from PHL airport. Perfect for family, friends, or business as it features a fun game room, private backyard patio with grill, basketball hoop, and driveway parking for 4 cars plus free street parking. Relax, unwind, and enjoy the perfect home base for your Philly getaway.

Popular amenities for Chester house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 170 reviews

Home in Maple Shade

*Cheerful & Cozy 3BR / home with pool*

4.99 out of 5 average rating, 158 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

4.94 out of 5 average rating, 142 reviews

A panoramic view showcases a clear swimming pool surrounded by a spacious deck. Lounge chairs and umbrellas are positioned along the poolside, with lush greenery and trees in the background. The inviting outdoor space provides a serene atmosphere for relaxation.

Home in Downingtown

Lakefront Guesthouse

4.89 out of 5 average rating, 36 reviews

A functional kitchen is equipped with modern appliances, including a stainless-steel refrigerator and oven. A ceiling fan provides airflow. Light-colored cabinetry contrasts with darker cupboards. A dining area with a white table and chairs is visible, accompanied by large windows allowing natural light.

Home in Glassboro

Charming house in Glassboro

5.0 out of 5 average rating, 56 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

4.69 out of 5 average rating, 77 reviews

A spacious living area features large windows that allow natural light to fill the space, showcasing a comfortable sectional sofa, a coffee table, and a wall-mounted television. Nearby, a contemporary kitchen is equipped with sleek cabinetry, modern appliances, and an island with bar seating.

Home in Coatesville

Comfort, Fun, & charming! - 5BR oasis w/ Pool

4.85 out of 5 average rating, 59 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

Home in Collingdale

Chestnut Street

New place to stay

Weekly house rentals

Home in Central South Philadelphia

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.

Exceptional 5Bd-6Bth Getaway with Incredible Roofd

4.98 out of 5 average rating, 145 reviews

4.87 out of 5 average rating, 223 reviews

An open-concept living area features a marble accent wall housing a modern fireplace. A large area rug sits beneath a stylish coffee table. A cozy sectional sofa and two lounge chairs create a welcoming gathering space, while a striking staircase leads to the upper levels.

Home in Center City

Luxury Downtown Mansion! Garage Parking! Roofdeck!

A spacious bedroom is furnished with a wooden bed frame and a soft comforter. Two windows allow natural light to brighten the room. A dresser and a television are positioned against a neutral-colored wall, complemented by modern wall art and decorative accents.

4.9 out of 5 average rating, 110 reviews

Cozy Townhome w/ Private Parking

4.84 out of 5 average rating, 129 reviews

A spacious living room features a large sectional sofa and an accent chair in a calming blue hue. The room is illuminated by two lamps, and a flat-screen TV is positioned on a low cabinet. Large windows offer natural light and views of the outdoors.

Home in Glassboro

South Jersey Gem: Close to Philadelphia & Shore

A comfortable living room features a light-colored sofa and chairs, arranged around a circular coffee table. A large monochromatic horse portrait is displayed on the wall, complemented by two windows with soft natural light flowing in.

4.93 out of 5 average rating, 112 reviews

2 Queens New Constr 2.5 baths Priv Parking & C-Air

4.93 out of 5 average rating, 123 reviews

Home in Chester Springs

Experience the charm of a historical getaway

4.98 out of 5 average rating, 129 reviews

A living area features exposed wooden beams and a charming stone fireplace. A plush sofa is accompanied by a stylish chair. Bright blue chairs are positioned by a window, while a small table sits on a soft area rug, creating a comfortable gathering space.

Home in Conshohocken

Conshohocken Home-Stream View

4.92 out of 5 average rating, 50 reviews

The exterior of the Woodlyn single-family home is showcased with a neatly maintained garden featuring various shrubs and plants. Stone steps lead to the entrance, framed by green trees and a clear blue sky, providing a welcoming first impression.

Home in Woodlyn

Comfy, Cozy Home by Philly, Airport, I-95, + more!

Private house rentals

4.69 out of 5 average rating, 118 reviews

The front entrance of the row home features a white door with a large stone archway above. A set of steps leads to the door, flanked by an iron railing. The brick facade is complemented by white window frames, conveying a traditional residential charm.

Home in Chester

The Butler Pride

4.67 out of 5 average rating, 138 reviews

A modern three-bedroom home is showcased, featuring a two-story design with a contrast of grey siding and red shutters. A covered porch is visible at the front, complemented by well-maintained landscaping and greenery surrounding the structure.

Home in Morton

Modern 3 bedroom home with finished basement.

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.

4.73 out of 5 average rating, 310 reviews

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

4.96 out of 5 average rating, 24 reviews

Home in Prospect Park

Modern Luxury in Prime Location

4.96 out of 5 average rating, 28 reviews

Charming Cottage Retreat in N. Wilmington Near I95

4.85 out of 5 average rating, 26 reviews

Home in Chester

Very cozy 3 bedroom house close to everything

4.78 out of 5 average rating, 92 reviews

A spacious living room is furnished with two dark leather sofas adorned with cushions in shades of gray and red. A glass-top coffee table is centered on a textured area rug. Natural light enters through double doors leading to a private area.

Home in Folcroft

Cozy with Convenient Location