Vacation rentals in Upland

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Top-rated vacation rentals in Upland

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Guest favorite

Apartment in Swarthmore

4.88 out of 5 average rating, 244 reviews

Skylight second floor apartment

Second 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. COST varies with DATE of reservation. Home backs up to woods and back garden. No cleaning fees.

Oct 21 – 28

G$19,318 GYD per night

Guest favorite

Guest suite in Havertown

4.95 out of 5 average rating, 114 reviews

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!

Jun 10 – 17

G$18,935 GYD per night

Guest favorite

Guesthouse in Media

4.96 out of 5 average rating, 467 reviews

Studio Apartment in Attractive Sylvan Setting

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.

Jul 17 – 24

G$27,000 GYD per night

Guest favorite

Guest suite in Wilmington

4.99 out of 5 average rating, 237 reviews

Private Guest Suite and Entrance

Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.

Oct 2 – 9

G$26,774 GYD per night

Guest favorite

Guest suite in Woodbury

4.91 out of 5 average rating, 117 reviews

Parking, Near Philly&Airport, Superfast WIFI4

✓ Free street parking ✓ 20 Minute Drive To PhiladelphiaCity/Airport ✓ SuperFast WiFi 950mbps ✓ Lake Nearby ✓ Full Kitchen Kitchenette With Induction range oven, fridge, microwave, kettle include Coffee and tea ✓ SmartTv (include Diseny+, Hulu, ESPN on us) With FREE newest movies ✓ Linens & Towels Included ✓ Shampoo, Conditioner & Body Wash ✓ specious Bathroom ✓ Modern Retro Chic 1bedroom tiny Apartment ✓ Dining Table for 2 people ✓game console ✓ queen Size Bed ✓ outdoor Patio area with Chairs

Sep 11 – 18

G$25,861 GYD per night

Guest favorite

Apartment in West Chester

4.92 out of 5 average rating, 130 reviews

Spacious apartment close to borough.

Beautiful suite close to popular West Chester borough without the noise! Great space for kids, getaway, or workaway. Bedroom- queen bed, dresser, wing back chair, desk, Packnplay. Living room- day sofa (2 twins), dresser, Sling TV, Netflix, Prime, Hulu, Disney Plus. Fast WiFi. Stocked kitchen. High chair/baby gate. Laundry room. Quiet, wooded neighborhood with sidewalks. Huge lit deck with grill and propane fireplace. Big backyard with wood fire pit, swings/slide/fort. Keyless entry.

Jan 30 – Feb 6

G$19,174 GYD per night

Guest favorite

Guest suite in Media

4.89 out of 5 average rating, 188 reviews

Spacious Suite in Spectacular Neighborhood

You will have the first floor of a private residence. All entrances, rooms, doors are untouched except by guests for entire stay. There is a locking french doors between the suite and the rest of the home. The living room has a fire place. TV and a high top seating area. The suite includes a fully functional kitchen -- sink, fridge, dishes, microwave etc. there is a hot plate (2) but not a range top stove. There is patio with secluded and private seating. and gas grill.

May 22 – 29

G$26,281 GYD per night

Guest favorite

Guest suite in Media

4.98 out of 5 average rating, 455 reviews

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. After a day of activities relax on the hammock or enjoy a soak in the hot tub. The woods are waiting to welcome you!

Mar 6 – 13

G$20,444 GYD per night

Guest favorite

Apartment in Media

4.92 out of 5 average rating, 106 reviews

Pennell Apartment- By Neumann Univ

Welcome to the apartment on Pennell! This apartment offers a modern, recently renovated peaceful and private setting right next to the woods! Large windows allow natural light to spill into the open-concept living space. Expect to see deer and other wildlife. Our place is 2 minutes from Barnaby' restaurant, 5 minutes from Linvilla Orchards & Neumann University & also 15 minutes from State Street in Media where you can enjoy food, drinks, shopping and or just strolling.

Jun 11 – 18

G$21,555 GYD per night

Guest favorite

Guest suite in Paoli

4.97 out of 5 average rating, 191 reviews

A 650 SF Condo| Walking distance to Amtrak station

If you are looking for a wonderfully quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave and stay at The Airdrie Caravansary. Close to shops, restaurants, walking trails, and the Paoli train station. This private in-law suite is attached to the property, but it has a separate entrance and a patio. The kitchen has white cabinets with new appliances, including a toaster oven, a coffee maker, a toaster, and a refrigerator.

Feb 25 – Mar 4

G$21,503 GYD per night

Guest favorite

Place to stay in West Chester

4.94 out of 5 average rating, 313 reviews

"The Stay Over" your Home away from Home

PRIVATE ENTRANCE, 2 VERY SPACIOUS ROOMS, off street parking 1st room :Living Room areaTV, Fireplace/ Heater Unit, Sofa, Mini frig/mini freezer Bar/Seats , Kitchen Table, MICROWAVE,TOASTER/AIR FRYER OVEN 2nd room: 1 QUEEN SIZE BED, 1 TWIN BED , TV, Chest of Drawers ,Sofa, Fireplace-Heat Unit, Desk, Mini Beverage Frig, Private Bathroom/ Stall Shower Amenities: CABLE, WIFI, TREADMILL, , COFFEE MAKER / COFFEE & TEA, SHEETS, BEDSPREAD, TOWELS ( no full kitchen)

Oct 11 – 18

G$28,532 GYD per night

Superhost

Barn in Bryn Mawr

4.92 out of 5 average rating, 265 reviews

Lafayette Loft

This is a 2 story loft space in a converted dairy barn which is also our home. The loft has a separate entrance into the barn. It's my favorite room in the building with wonderful light and views into the former hay loft and surrounding property We are located near Wayne, Villanova, Haverford and of course Bryn Mawr, PA. ALSO NOTE: The Loft is in a barn. You will have the Loft to yourself, not the entire barn, as AirBnB notes .

Jan 1 – 8

G$29,896 GYD per night