Holiday rentals in Wynnewood

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Top-rated holiday rentals in Wynnewood

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Guest favourite
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
4.93 out of 5 average rating, 190 reviews

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

The newly renovated Cottage offering both Short/Mid term stay. 3+1 Bed Rs -4beds+crib /2.5 Bath Rs / New HVAC / New Deck/BBQ/Kids Sandbox/Garden with Vege/flowers/ 500M WIFI/Cozy Earth Beddings/ fully equipped kitchen. It is elegantly designed and convenient for individuals/families(8+1). You will find a variety of bars, restaurants, stores, colleges, and SEPTA/Amtrak stations within the walking zone. Quiet & safe Neighborhood. It's a home traveling to Philly seeking a peaceful yet lively stay.

Guest favourite
The exterior of the home is framed by lush greenery and trees, showcasing a two-story structure with a stone facade. A red front door invites entry, while windows adorned with shutters offer a view into the well-maintained interior.
Home in Wynnewood
4.78 out of 5 average rating, 106 reviews

Elegant 3 Bd Wynnewood Home – Excellent location

Spacious 3 bedroom home in great location on Philadelphia's Main Line. Steps away from grocery stores, several restaurants and public transportation. First floor with living room, formal dining room, eat in kitchen with appliances. Second floor Master bedroom - ensuite, king size bed, front bedroom with full bed, back bedroom with 2 twin beds and hall bath. Close to many area Universities and synagogues Great for College visits, graduations, family events, bar and bat mitzvahs. Street parking

Superhost
A bright living area features light wood flooring and large windows allowing natural light. A comfortable black sofa and a sleek coffee table are present, along with a television on a wooden entertainment unit. A small desk and chair are set against the wall, providing a workspace.
Flat in Cobbs Creek
4.91 out of 5 average rating, 308 reviews

Mayor Sponsored and Inspired Block Fresh & Clean 1

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!

Top guest favourite
A spacious bedroom features a queen bed with a gray comforter and decorative pillows. A bedside lamp illuminates the area, complemented by a small desk with a chair and a tissue box. Natural light filters through the window, accentuated by light curtains and a neutral rug.
Guest suite in Wynnewood
4.92 out of 5 average rating, 122 reviews

LILY of the Delaware Valley

Private entrance to 1st floor self-contained 2 bedroom suite with flex space living room/2nd bedroom, full bath and kitchenette. Centrally located in quiet Penn Wynne, Mainline Philadelphia. Minutes from Center City, colleges, hospitals, King of Prussia Mall, local attractions and major arteries. Parks, restaurants and shops within 1/2 mile. Queen bed/2people+$25/night per twin bed. Not suitable/safety proofed for children under 12 yrs old. No pets, visitors or cooking. Non-smokers only.

Top guest favourite
A rooftop deck offers panoramic views of the surrounding landscape, highlighted by a colorful sunset. Cozy seating arrangements, including a lounge couch and chairs, provide ample space for relaxation. String lights are hung above, creating a warm ambiance for evening gatherings.
Townhouse in Manayunk
4.97 out of 5 average rating, 143 reviews

Spacious & Quiet, 5 Min Walk to Main St, Rooftop!

Spread out in a clean and quiet homebase, yet just a 5 minute walk to main street! Newly renovated, our 4 bedroom home features upscale finishes, comfy beds, child-friendly amenities and a rooftop hangout. ⭐ “Quiet, very comfortable, convenient, super clean, great kitchen amenities!” 🌆 HIGHLIGHTS ✓ 5 minute walk to restaurants, bars, shops and trails; 3 blocks from train station ✓ Stay-in w/ streaming options, games & stocked kitchen ✓ Breathtaking views from our rooftop lounge

Guest favourite
A spacious living area features exposed wooden beams and industrial-style windows, illuminating the room. A large, comfortable sectional sofa is positioned around a coffee table, complemented by a decorative plant nearby. A vibrant mural adds color to one wall, enhancing the inviting atmosphere.
Flat in Old Kensington
4.94 out of 5 average rating, 198 reviews

Stylish Artist Flat on Fun Bar & Restaurant Strip

Discover a unique retreat in an updated Philadelphia warehouse adorned with vibrant graffiti murals. This artist’s dream space features colorful decor, antique wooden doors, and industrial charm, creating an inspiring atmosphere for creativity. The 1-bedroom flat offers a spacious shower, a chef’s kitchen, and cozy furnishings for a creative and comfortable stay. Overlooking lively 5th Street, it’s surrounded by bars, restaurants, and breweries, with plenty to explore nearby.

Top guest favourite
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
4.94 out of 5 average rating, 305 reviews

Shurs Lane Cottage, EV Charging, Free Parking

Our newly renovated cottage in Philadelphia is in the exciting, hip neighborhood of Manayunk. Enjoy countless indoor and outdoor 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. 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

Top guest favourite
An open living area features a mix of natural stone and white walls, complemented by large windows allowing ample sunlight. A cozy sofa is positioned near a glass coffee table, with a dining area visible in the background, showcasing a comfortable seating arrangement.
Loft in Manayunk
4.95 out of 5 average rating, 721 reviews

Beautiful loft space in renovated textile mill.

This beautiful renovated apartment is in a lovely location in Roxborough-Manayunk section of Philadelphia. It is huge! 15+foot ceilings and open floorplan allow for the most comfortable space. Natural light pours in all day through the oversized windows. A king size bed awaits on the main bedroom and a queen bed is at the opposite end of the 1400 sq ft loft space to provide privacy. Commercial License- 1177754 Limited Lodging License-003468 PENDING

Top guest favourite
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
4.92 out of 5 average rating, 263 reviews

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.

Top guest favourite
Flat in Bryn Mawr
4.94 out of 5 average rating, 126 reviews

2mins DT/Patio+Parking/50” Roku TV/400 Mbps

★ "Clean, Comfortable & Convenient!" ☞ Walk Score 90 (Walk to cafes, dining, shopping etc.) ☞ 50” smart TV w/ Roku ☞ Private patio ☞ Fully equipped + stocked kitchen ☞ Parking → free garage parking nearby (1 car) ☞ AC + Radiant heating ☞ Onsite washer + dryer ☞ 400 Mbps wifi 2 mins → DT Bryn Mawr + Bryn Mawr Hospital 25 mins → DT Philadelphia + Philadelphia International Airport ✈

Guest favourite
Flat in Lansdowne
4.9 out of 5 average rating, 306 reviews

Town & Country I: Private Apt - Minutes From City

Get the best of both town and country during your next trip to Philadelphia. Stay in a well-appointed, modern private apartment in a beautiful brick colonial revival home (built 1890) in quiet Lansdowne, PA, (19050) - minutes from the airport and downtown Philly. A short walk to regional rail (5 stops to Center City), Lansdowne's popular farmer's market, and local restaurants.

Guest favourite
A spacious area is furnished with two king-size beds, each featuring distinct bedspreads. A mirrored wall reflects the comfortable sleeping arrangement. Wooden furniture, lamps, and a decorative rug contribute to a warm and inviting setting.
Townhouse in Spring Garden
4.86 out of 5 average rating, 1,799 reviews

Art Museum Area Stunning Studio

Beautiful Art Museum area studio –sunny and spacious with a king-size bed, 2 sofa beds (full-size), mirrored wall, private bath, shower, mini-fridge, microwave, and outdoor patio with table/chairs. Just a few blocks from many great attractions including museums, restaurants, parks, and much more! Easy access to public transportation. Fantastic location!

Popular amenities for Wynnewood holiday rentals