Holiday houses 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, 191 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

Top Guest favourite
Guesthouse in Media
4.95 out of 5 average rating, 554 reviews

Treetop Studio at Ridley Creek State Park

Enjoy the view of the treetops outside this secluded and bright studio while listening to limitless free music on the smart speaker. Unique touches include exposed beams, sliding barn door and European-style bathroom with large tiled shower. Enjoy original artwork hanging on the walls, a nod to Philadelphia's thriving art scene. Designed and decorated using a combination of American & European influences, the high quality finishes and accessories make this 280 square foot space feel like home.

Top Guest favourite
A cozy bedroom features a full-size mattress with a light blue coverlet, positioned against a wall. A small desk with a chair is located nearby, and natural light filters through the window adorned with white blinds. Walls are painted in a calming light blue hue.
Guest suite in Philadelphia
4.97 out of 5 average rating, 191 reviews

Cozy Private Guest Suite - Driveway Parking

Our beautiful private guest suite is located in one of the most quiet, safe, and green residential neighborhoods in Philadelphia, Roxborough. We are a 10 minute drive from Manayunk restaurants & bars, and 35 minute drive from Center City Philadelphia (45 with traffic). Buses and trains are within walking distance to go to Center City if you don’t want to drive. Also, the Wissahickon Valley park is less than 5 mins away for those interested in sightseeing, hiking, and biking along the trails.

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
An open living space features modern furnishings, including a sleek gray sofa and a glass coffee table. A round dining table with black chairs is positioned nearby, accompanied by an accent chair. Natural light streams in through window blinds, illuminating the artwork on the walls.
Apartment in Ardmore
5 out of 5 average rating, 61 reviews

A3 @ Auberge

We are a boutique building offering both short term and mid term stay options. There are multiple units available within the building. Welcome to this stylish one-bed, one-bath first-floor unit. Thoughtfully curated and designed with an open layout. The kitchen, living and dining areas flow seamlessly, creating a spacious and inviting space. Furnished with modern finishes and stocked with all kitchen essentials, this unit provides all you need for a comfortable and enjoyable stay.

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.
Apartment in Old Kensington
4.94 out of 5 average rating, 201 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

Guest favourite
A modern living room features a comfortable sectional sofa with decorative cushions. Two windows dressed in sheer curtains allow natural light to fill the space. A small round coffee table sits on a patterned area rug, next to a lamp providing soft illumination.
Apartment in Lansdowne
4.89 out of 5 average rating, 209 reviews

Town & Country III: 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 the carriage house of a beautiful brick colonial revival home (built 1890) in quiet Lansdowne, PA - 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. Oh and free off-street parking (one spot)!

Guest favourite
A charming two-story home features a stone facade and a welcoming front porch. Two wicker chairs are positioned under the roof, providing a cozy seating area. Lush greenery and well-maintained landscaping frame the front walkway, leading up to the entrance.
Home in Penn Wynne
4.97 out of 5 average rating, 39 reviews

Main Line Haven - Near City

Discover Wynnewood's charm in this luxurious 3BR home. Enjoy a blend of modern comforts & historic elegance, just minutes from Philly. Features include a fireplace, spacious living areas, & a lovely garden. Perfect for families or groups, with parking & pet-friendly with fenced in back yard. Explore the Main Line, Philadelphia or relax in your private retreat. Close to SEPTA, shops, & dining. Your peaceful escape awaits!

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, 265 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.

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, 1,810 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