Vacation rentals in Chesterbrook

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesterbrook

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

An outdoor patio area is set with a round glass-topped table surrounded by four metal chairs. A tall umbrella provides shade, while a built-in stone fireplace is visible in the background. The ground is covered with leaves, hinting at a seasonal change.

Guest suite in Paoli

4.96 out of 5 average rating, 285 reviews

A 650 SF Condo| Walking distance to Amtrak station

If you are looking for a quiet and convenient location in the Paoli area for a comfortable stay, welcome to East Central Ave. Close to shops, restaurants, walking trails, and the Paoli train station. This suite is a basement, but it has a private entrance, full bathroom and a patio. The kitchen has white cabinets with appliances, including a stove, an oven, a coffee maker, a toaster, kettle, and a refrigerator. Ideal for family of 5, 1 bedroom with a queen bed for 2 and 2 sofa cum beds for 3.

Top guest favorite

A charming outdoor dining area features a table covered with a floral tablecloth, surrounded by metal chairs. A bottle and glasses sit atop the table. Views of horse fields and a historic barn are visible, framed by wooden railings and greenery.

Guest suite in Spring City

5 out of 5 average rating, 213 reviews

Country getaway on a horse farm, Bryn Taran Farm

Country farm, but quick drive to major historical and entertainment sites and events. Private, secluded accommodation adjacent to 275 yr old farmhouse. Includes an expansive porch with seating, a table for outdoor dining overlooking a garden, horse fields and historic barn. You have a private entrance to your own elegant living space with all modern amenities, including full-size kitchen appliances, an ample dining area with a view outdoors and a spacious bedroom with en-suite bathroom/shower.

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, 540 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

The dining area features a round wooden table surrounded by eight chairs, placed on plush carpeting. A decorative display cabinet showcases various items. Wooden paneling lines the walls, and a clock is mounted above the table. A doorway leads to a brightly lit hallway.

Apartment in Paoli

4.98 out of 5 average rating, 200 reviews

Large, Casual 2nd Floor Apt.

3 Bedrooms. 2 Queen Beds + 1 King + 1 XLong Twin = 4 Beds. 1 Full Bathroom 1600+ sq. ft. 2nd floor Apartment at 1592 E. Lancaster Ave., Paoli, Pa. above a busy flower shop. A 5 min. walk to the Daylesford train station. A safe home base for anyone visiting people locally, on a short work trip, or in the area for a local event. A thoughtfully equipped kitchen that feels like home. More info. with pictures of rooms. EXTRA GUEST FEE IS $20. PER PERSON PER NIGHT . House Manual is posted.

Guest favorite

A private pool is surrounded by a spacious patio area, featuring lounge chairs and a semi-circular seating arrangement. Lush greenery and decorative flowers enhance the outdoor space, while a charming shed can be seen in the background.

Guest suite in Eagleville

4.85 out of 5 average rating, 364 reviews

The Vintage Suite at Park House

Welcome to the Vintage Suite at Park House! The cozy, vintage themed suite features a private entrance and balcony overlooking over two acres of the park-like property. Pet friendly! Dedicated parking that can be seen from the suite. Early check ins: The availability of the Suite prior to the 3PM check in time is unlikely due to the popularity of the Suite. The shared pool and hot tub are available from May 5th to October 5th. Please, no parties or smoking inside!

Superhost

A stone path winds through a lush garden leading to a charming two-story house. The entrance is framed by greenery and vibrant flowers, creating a serene atmosphere. The front porch features a railing and seating, inviting relaxation in a natural setting.

Cottage in Wayne

4.9 out of 5 average rating, 139 reviews

Convenient Cottage with Secluded Feel

Come here for the feel of a secluded getaway, while staying close to the city. To get to the house, turn off the road onto a quiet cul de sac. Walk through the garden on a path up to the front porch. The back half acre is a lovely scene of green -- grass and bamboo and trees -- which can be enjoyed from the kitchen table. Quick drives to Downtown Wayne, King of Prussia Mall, and Valley Forge National Park. Just a couple minute drive to 202 to get to the city.

Top guest favorite

A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.

Place to stay in West Chester

4.98 out of 5 average rating, 240 reviews

Private West Chester Cottage close to Longwood

Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

Top guest favorite

A rustic stone building with a wooden deck extends over a serene waterway, surrounded by lush greenery. A bench is positioned nearby, inviting relaxation. The structure showcases a blend of natural materials, with a charming entrance that opens to the inviting outdoor space.

Home in Collegeville

5 out of 5 average rating, 104 reviews

The Cottage at the Mill

Welcome to the Cottage at the Mill – we are so thrilled you are here. Let us host you in our one of a kind Pennsylvania home, where you will find yourself immersed in nature and luxury. Our 1800’s Grist Mill is situated on 7 acres, just minutes from Valley Forge Park, the King of Prussia Mall, and the Main Line. The Cottage at the Mill offers a quintessential Montgomery County experience from its architecture to its picturesque surroundings.

Guest favorite

A charming stone exterior of a two-story home is surrounded by a lush green lawn and trees. The façade showcases large windows and a warm entrance arch, complemented by a smaller adjoining structure visible to the left.

Guesthouse in Eagleville

4.82 out of 5 average rating, 266 reviews

Serene & Peaceful 2-Bedroom Guesthouse

Welcome to our charming Airbnb in the heart of Eagleville, Pennsylvania! Nestled amidst lush greenery and picturesque landscapes, our Airbnb offers a perfect blend of tranquility and modern comfort. Embark on scenic hikes in the nearby parks and historical landmarks, visit charming local shops and restaurants, or take a short drive to explore the vibrant city of Philadelphia. The possibilities for adventure and relaxation are endless.

Top guest favorite

An outdoor sitting area features two rocking chairs positioned around a small table. The space is surrounded by vibrant blooming shrubs and lush greenery, providing a serene ambiance. Sunlight streams over the brick patio, enhancing the inviting atmosphere.

Guest suite in Malvern

4.93 out of 5 average rating, 102 reviews

Serene Private Apartment & Entrance

Relax at this peaceful private suite. Beautiful spacious one bedroom, one bath apartment on gorgeous grounds. This vintage decor space offers private second floor entrance with outdoor sitting area. There is a full kitchen with a range and cooktop with plenty of storage space and a full refrigerator. Every window has a view of the beautiful grounds. Conveniently located to many area restaurants, parks and walking trails.

Top guest favorite

A light-filled kitchen space features white cabinetry and a marble countertop. A glass-front cabinet displays various glassware. Fresh flowers in a vase add a touch of color, while the sleek design emphasizes a clean and modern aesthetic.

Home in Wayne

4.99 out of 5 average rating, 143 reviews

Historic Farmhouse in Wayne

This 5 bedroom, 4 bath house is the perfect home away from home. 5 minutes from the center of Wayne, King of Prussia and Devon Horse Show grounds and Eastern college. Villanova and golf courses, St. Davids, Aronimink, Waynesbourough and are all within 15 minutes. Valley Forge National Park and nature trails are also a wonderful addition to our area.

Guest favorite

The entrance features a white door adorned with a circular wreath. Flanking the door, bright yellow flowers bloom in metal planters. A stone pathway leads to the door, complemented by a gravel surface and wooden accents on the lower section of the wall.

Bungalow in Malvern

4.9 out of 5 average rating, 156 reviews

Bohemian Bungalow

Originally a darling local tailor shop, this space was lovingly restored into a adorable one bedroom bungalow. It is located just a few minutes from the popular Town Center of Malvern, with restaurants, train station, galleries, and boutiques. This cozy bungalow is great for overnight visits or longer stays. We look forward to hosting you!