Vacation rentals in Upland

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Top-rated vacation rentals in Upland

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Guest favorite

Guest suite in Havertown

4.95 out of 5 average rating, 117 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!

Guest favorite

Guesthouse in Media

4.95 out of 5 average rating, 473 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.

Guest favorite

Guest suite in Wilmington

4.99 out of 5 average rating, 240 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.

Guest favorite

Rental unit in Swarthmore

4.88 out of 5 average rating, 249 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. ALL APARTMENT AREA IS PRIVATE. Home backs up to woods and back garden. NO CLEANING FEES.

Guest favorite

Rental unit in Prospect Park

4.9 out of 5 average rating, 110 reviews

2BR Cozy Apt 1 mi from Airport (PHL) Free Parking

Newly Renovated, centrally located Multi-unit home in a quiet neighborhood. This 1st Floor unit is a 2BR/1BA apartment with a private entrance. Complete with all you need for a work trip, get away or longer stay. The unit features a full kitchen, living room with pull out couch. The Kitchen has full sized stainless steel appliances, dishes, cookware and small kitchen appliances. There is fast Wi-fi, Keyless entry/self check-in, Smart TV's in each room and an in unit Washer and Dryer.

Guest favorite

Guest suite in Media

4.89 out of 5 average rating, 196 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.

Guest favorite

Guest suite in Media

4.98 out of 5 average rating, 462 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!

Guest favorite

Rental unit in Media

4.92 out of 5 average rating, 111 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.

Guest favorite

Barn in Bryn Mawr

4.92 out of 5 average rating, 275 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 .

Guest favorite

Guesthouse in Kennett Square

4.98 out of 5 average rating, 403 reviews

Longwood Gardens Carriage House

Two miles from Longwood Gardens and six from Winterthur and Brandywine River museums, the apartment is ideally located for exploring Brandywine Valley sites and historic Kennett Square. Situated in a garden with views of a wildflower meadow and horses, it offers a spacious bedroom and bath, cozy kitchen/living combo and washer/dryer. It is modern, super clean, comfortable, and private--an idyllic country escape.

Superhost

Rental unit in Media

4.79 out of 5 average rating, 210 reviews

Media's Hidden Gem!

Welcome to Media's Hidden Gem! Nestled on a quiet block in everybody's hometown Media. Just a couple blocks from all that downtown has to offer. Enjoy some time away on the nice deck, and check out the completely renovated bathroom. You won't be dissapointed with this one. Perfect set up for the weekend away or the business traveler. We went above and beyond to make sure this is a space you can call home!

Guest favorite

Cottage in Coatesville

5 out of 5 average rating, 213 reviews

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.