Vacation rentals in Upland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Upland

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
An open living area showcases vaulted ceilings with exposed wooden beams. A light gray sectional sofa is positioned near a coffee table, while a flat-screen TV is mounted on the wall opposite. Soft sunlight illuminates the space, enhancing the inviting atmosphere.
Home in Swarthmore
5 out of 5 average rating, 18 reviews

Swarthmore Guesthouse

Welcome to this stylish and comfortable 1BR, 1.5BA home in Swarthmore! Just a few blocks from the college, The Ville, and train, this newly remodeled gem sleeps 2 and blends charm with modern flair. Once a bike shop, it now boasts an open concept layout with exposed beams, full kitchen, 2 TVs, washer/dryer, private entrance, and AC/heat with ceiling fans. Light, bright, and airy—perfect for short or long stays in a prime location. Enjoy the whole house to yourself! No smoking,no parties,no pets.

Top guest favorite
A seating area is presented with two comfortable chairs and a small table, illuminated by natural light from large windows. The space features a mounted television on the wall and a simple white bed with a light blanket, creating a relaxing ambiance.
Guesthouse in Media
4.99 out of 5 average rating, 73 reviews

Scenic Farmhouse Escape in Media

Discover your hideaway behind an 1811 stone farmhouse, set on 2 scenic acres with trails, wildlife, and a garden paradise. A 2021 conversion turned this woodshop into a rustic studio with modern comforts—queen bed, full kitchen, 65" Roku TV, washer/dryer, and a private patio. Enjoy tranquility and nature, minutes from vibrant downtown Media and a short drive to Philadelphia. Ideal for a peaceful retreat or city exploration. Book your stay for a perfect blend of convenience and countryside charm!

Superhost
The living room features a brown leather sectional sofa and a marbled coffee table. A staircase leads to the upper level, while a television on a stand is positioned nearby. The adjacent dining area and kitchen are visible in the background, providing an open feel.
Home in Chester
4.89 out of 5 average rating, 18 reviews

Very cozy 3 bedroom house close to everything

A cozy house in a nice neighborhood. Huge discount for long stays. Welcome to this sparkly clean 3 bedrooms, 1.5 bath, located in a quite corner near Chester park. 12 minutes from the Philadelphia international airport, 25 minutes from down town Philadelphia, and close to chopping and many points of attraction. The house offers a comfortable living room, a charming dining room, a full equipped kitchen, and a half bath. Upstairs there are 3 spacious cozy bedrooms and a full sparkling bathroom.

Superhost
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
4.68 out of 5 average rating, 111 reviews

The Butler Pride

This is and corner property fenced row home, very nice house okay block. Parking can be a challenge at times but otherwise the other amenities especially being so close to interstate 95 and the city of Philadelphia outweigh the parking issue. NOTICE: As per (COVID-19) safety, cleaning, and sanitizing requirements, This home has been thoroughly cleaned and sanitized by the owners clean up crew. Also for your convenience included are disinfectant spray and wipes. Close to PHL airport+stadiums.

Top guest favorite
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
4.89 out of 5 average rating, 309 reviews

Skylight second floor apartment

Second, 3rd floor apartment. Apartment includes a master bedroom with a full sized bed and a guest bedroom with 2 twin beds. Private bathroom. There is a dining area with refrigerator, sink,microwave,induction hot pate convection toaster oven, coffee maker, french press dining table,Alexa and LCD TV. The dining area does NOT have a STOVE. 3rd floor meditation room with skylights and sitting area with LCD. ALL APARTMENT AREA IS PRIVATE. Home backs up to woods and back garden. NO CLEANING FEES.

Guest favorite
A comfortable living room features a light-colored sofa paired with a brown armchair and a decorative pouf. A neutral area rug lies beneath a round coffee table, while a stone fireplace adds a rustic touch. Natural light is filtered through two windows.
Home in Crum Lynne
4.95 out of 5 average rating, 21 reviews

Chic Single-Family Haven 4 bedrooms & 3.5 baths

Escape to a serene oasis in our exquisite 4-bedroom, 3.5-bathroom home that effortlessly combines comfort and elegance. Tucked away in a peaceful neighborhood, this charming house offers a perfect retreat for families and friends seeking relaxation and tranquility. With inviting interiors, a spacious outdoor area, and a hammock haven, your dream long-term stay starts here. - Parking Available for up to 4 cars - 15% weekly, & 30% monthly discounts available - 5% military discount available

Top guest favorite
A modern living area features a light grey sofa with decorative pillows, positioned on polished hardwood flooring. A wooden coffee table sits beside a sleek television stand. The open space leads to a contemporary kitchen with two barstools visible in the background.
Apartment in Morton
5 out of 5 average rating, 122 reviews

Lovely 1-bedroom unit with parking on premises

Kick back and relax in this calm, very private, stylish space, in a safe and quiet neighborhood. The apartment is in mint condition and recently renovated. We are within walking distance (9 blocks) to the Media/Elwin SEPTA Regional Rail, which takes you to Center City Philadelphia. We are also only a one-mile walk to the beautiful Swarthmore College Campus. We are 2.5 miles from I-476, I-95, supermarkets, restaurants, and the Springfield Mall. The PHL airport is 15 minutes away.

Guest favorite
The living room features a large sectional sofa and a centered ottoman. Natural light enters through two windows, complemented by sheer curtains. A modern television is mounted on the wall, and an abstract painting adds color. A potted plant and decorative items are present.
Apartment in Media
4.93 out of 5 average rating, 107 reviews

Lemon St. Retreat

A quaint 2 bedroom apartment located a stones throw from downtown Media (state street). The neighborhood is full of great restaurants, coffee shops, bars and parks. The house has a newly finished front & back deck, a newly finished kitchen and a bathroom with tub perfect for relaxing. Media is the perfect neighborhood for a weekend or week getaway! Train station a couple blocks away, 20 mins from Philly and Philly airport. If in need for longer stays message me 👍🏼

Guest favorite
Home in Nether Providence Township
4.83 out of 5 average rating, 6 reviews

Tranquil Haven: Stylish Home Surrounded by Nature

Welcome to your suburban retreat, 15 minutes from Philadelphia International Airport and 10 minutes from Swarthmore College. This 650 sq ft home features a comfortable living area, one bedroom, and a well-equipped kitchen. Enjoy outdoor space in the front and backyard. Located in the Wallingford-Swarthmore school district, you'll also be minutes away from charming Media, with its shops and dining. Experience the convenience and comfort of this delightful Airbnb!

Top guest favorite
The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.
Apartment in Chadds Ford
4.99 out of 5 average rating, 239 reviews

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

Top guest favorite
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
4.93 out of 5 average rating, 102 reviews

Tranquil Hilltop Retreat

Escape to a peaceful retreat in our newly remodeled two-bedroom guest cottage, situated atop a scenic hill in Glen Mills. With its light-filled interior and modern amenities, this 1,100 sq ft cottage provides the perfect respite from the hustle and bustle of nearby Media and West Chester. Wake up to the tranquil sounds of nature and enjoy your morning coffee on the cobblestone patio, where you can watch the deer graze in the yard.

Guest favorite
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
4.9 out of 5 average rating, 205 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)!

Popular amenities for Upland vacation rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Delaware County
  5. Upland