Guesthouse vacation rentals in Chester County

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Top-rated guesthouse rentals in Chester County

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

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Top guest favorite
A bedroom features a spacious bed with a light grey blanket, flanked by two nightstands with lamps providing soft lighting. A dresser with drawers and a woven basket are positioned nearby. A large mirror reflects the tranquil space, enhancing its openness.
Guesthouse in Chester Springs
4.96 out of 5 average rating, 276 reviews

Newly Renovated Chester Springs Guesthouse

The newly renovated one bedroom apartment (that can accommodate up to 5 guests) above the detached garage at Artisan Studios provides a lovely guesthouse retreat. Nestled in the woods in beautiful Chester County, you'll enjoy privacy and seclusion even though you're just a 5 minute drive to anything you could need. We're just 8 miles from the PA Turnpike and only 38 miles (45 minutes to an hour) from Philadelphia. Feel free to bring your pet, as long as they are house broken or litter trained.

Top guest favorite
A cozy living area features exposed wooden beams and a large window with views of treetops. A dark, patterned sofa sits on a colorful rug, accompanied by a small dining table and chairs nearby. A wall-mounted TV and a wooden cabinet offer storage space.
Guesthouse in Media
4.95 out of 5 average rating, 547 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.

Top guest favorite
A two-story guesthouse features a stone facade and white siding, complemented by dark shutters. A welcoming porch is adorned with potted plants and decorative elements. A well-maintained lawn surrounds the structure, adding to the inviting atmosphere of the property.
Guesthouse in Gap
5 out of 5 average rating, 155 reviews

Buena Hill Homestead

We're located in the heart of scenic Lancaster County, PA, minutes from countless restaurants, attractions, and shopping, including Sight & Sound Theatre, Dutch Wonderland, and Outlet Malls. Whether your coming to country for a vacation weekend of exploration, or a quiet getaway to work and rejuvenate, our guesthouse is the perfect fit for you! There's several different tables and islands to accommodate work and dining in, as well as space outside for children to use riding toys and play.

Guest favorite
Two wooden Adirondack chairs are positioned on a concrete patio, facing a panoramic view of rolling hills and trees. Soft morning light illuminates the scene, creating a serene atmosphere. A small table sits between the chairs, adding to the inviting outdoor space.
Guesthouse in Christiana
5 out of 5 average rating, 177 reviews

The Loft at Jackson Farm-Your Relaxing Destination

The Loft at Jackson Farm- Come experience the hospitality that so many 5 Star reviews talk about! This luxury loft apartment is your next relaxing getaway! It features spectacular views of Amish farmland. Built with old world craftsmanship, from the field stone walls to the walnut counters. While this property is private and secluded, we are close to many of Lancaster and Chester Counties abundant attractions. Shopping, Hiking, Entertainment, and Restaurants are all in the local area.

Top guest favorite
A bright bedroom features natural light flowing in through a large window with sheer curtains. A spacious bed is adorned with neutral-toned linens. A subtle macramé wall hanging complements a light-colored dresser, while a rustic chair and desk arrangement enhances the functionality of the space.
Guesthouse in Downingtown
5 out of 5 average rating, 44 reviews

Nova's Place

Welcome to Nova's Place, a little private oasis tucked away in the heart of Lyndell, PA. Fully renovated in 2022, this stand alone cottage has a private covered porch that's perfect for enjoying a fresh cup of coffee or tea. Take a stroll in the yard to visit with the dogs, chickens, bees, or see what's growing in the garden. Our property is just a five minute walk to the back trails of Marsh Creek State Park and the Brandywine River, and 10 minute drive into the heart of Downingtown.

Top guest favorite
The stone cottage features elegant arched windows, surrounded by landscaped greenery. A charming door welcomes guests, and a small porch is visible on the side. The well-maintained exterior showcases a blend of rustic charm and modern design, contributing to its inviting presence.
Guesthouse in West Chester
4.96 out of 5 average rating, 238 reviews

Bala Farm Cottage - 2 miles from West Chester

Bala Farm Cottage is a wonderfully cozy stone cottage, located less than 3 miles from the center of West Chester, on a hilltop in a quiet neighborhood. It has a charming study downstairs with a bay window looking out towards majestic trees, and an entry hall that ends with a wet bar, equipped with a mini-fridge, kettle, coffee machine and microwave. The original curved staircase leads to the upstairs bedroom with queen bed and a spacious bathroom. You'll love your stay in the Cottage!

Top guest favorite
A serene landscape is captured at dusk, showcasing a vibrant orange and yellow sky above rolling green fields. Silhouettes of barns and a lone tree are visible, with a quiet road meandering through the picturesque rural setting.
Guesthouse in Gordonville
4.97 out of 5 average rating, 157 reviews

Pleasant View Guest Suite in central Lancaster Co!

The Pleasant View Guest Suite is a private 2nd floor lodging on a quiet country road surrounded by Amish farmland. It's centrally located near many popular attractions such as Sight & Sound Theater (10 min), Dutch Wonderland (10 min), Bird in Hand (5 min), Strasburg (10 min) & Intercourse (3 min). The Amish host couple who live nextdoor are very friendly and enjoy talking to guests about their way of life. You are invited to enjoy this authentic Lancaster County lodging experience!

Top guest favorite
The exterior of the guest suite features a screened front porch that creates a welcoming entry. Surrounding landscaping includes flower beds with vibrant blooms, and a stone walkway leads to the home, blending nature with the charming architecture.
Guesthouse in Parkesburg
4.96 out of 5 average rating, 23 reviews

Peaceful Getaway With Hot tub

The guest suite has a screened in front porch, fully equipped kitchen with all the essentials for cooking, dining table and 4 chairs, a spacious living room with pull out couch to sleep 2 guests, and a separate table for a work space. A luxurious bathroom with a walk in shower. The (narrow) stairway leads to a loft bedroom with a King bed. A patio off the living room offers a beautiful backyard/farm view with animals in the meadows, private hot tub, fire pit, grill and patio set.

Top guest favorite
The exterior of a blue cottage is shown, featuring a gravel pathway leading to the front door. Lush greenery surrounds the home, with a small seating area visible to the left, complemented by colorful flowers and shrubs.
Guesthouse in Kennett Square
4.98 out of 5 average rating, 294 reviews

The Blue Lotus - a cottage in Kennett Square

Welcome to the Blue Lotus, a cottage in lovely Kennett Square! Voted 5th coolest town in the U.S. and is home to Longwood Gardens. A quick walk downtown makes it easy to enjoy the local food, coffee and culture. The Blue Lotus has just been completely renovated & has lovely furnishings, hardwood floors in the main space, a new kitchen, laundry & bathroom. You'll love the intimacy of this space. Great for couples, solo adventurers, & business travelers.

Guest favorite
The exterior features a welcoming porch with two rocking chairs positioned beside a small table. Colorful flowerbeds, with a variety of plants and flowers in bloom, enhance the entrance. The upper windows are adorned with green trim, complementing the home's classic design.
Guesthouse in Gap
4.88 out of 5 average rating, 130 reviews

Carriage House at Amish country

This beautiful historic carriage house attached to our home offers completely privacy. The relaxed living area offers plenty of seating and a large flatscreen TV and fireplace . Upstairs is a bathroom and 1 bedroom furnished with a comfy King size bed as well as a trundle bed (2 singles). Come for a romantic getaway by yourselves or bring the family! Ask us about an Amish experience, we can arrange dinner at an Amish home for our guest !

Top guest favorite
The exterior of a red carriage house showcases large, multiple-pane windows, allowing natural light to fill the space. The building is framed by greenery, including flowering plants and bushes, offering a serene garden setting that complements the architecture.
Guesthouse in Kennett Square
4.97 out of 5 average rating, 456 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.

Top guest favorite
A view through a window frames a serene, flowing stream surrounded by trees. The scene includes visible rocks along the water's edge and scattered wood chips on the ground, creating a nature-inspired atmosphere.
Guesthouse in Phoenixville
4.94 out of 5 average rating, 128 reviews

private, quiet, new guest house 1 king bed

Enjoy a cool experience at this centrally-located private guest house. This guest house is across a cute little bridge crossing a stream. You will fall asleep to the sounds of a babbling brook right outside your window. You will be close to Great Valley corporate center and the night life in downtown Phoenixville.

Popular amenities for Chester County guesthouse rentals

Destinations to explore