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Vacation rentals in Kennett Square

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Top-rated vacation rentals in Kennett Square

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Rental unit in Kennett Square

4.92 out of 5 average rating, 151 reviews

Luxury Apartment in Kennett Square

Luxuriously updated carriage home completely renovated in Fall 2019. Step into history when you stay in this Frank Furness designed carriage home built in 1884. Just one block away from the downtown of Historic Kennett Square, you can walk just a few blocks to enjoy great restaurants, quaint shops, and all that small-town America has to offer. Located just 40 minutes west of Philadelphia and 1 hour north of Baltimore you'll have easy access to best of the cities while relaxing in living history.

Rental unit in Kennett Square

4.94 out of 5 average rating, 101 reviews

Cozy and Modern Downtown Kennett Apartment

Enjoy easy walking access to everything from this perfectly located home base. Central to all things downtown Kennett; bars, restaurants, ice cream shop, art galleries, walking park, gyms, library (I'll stop there at the risk of boring you with how close it is to everything). Nicely furnished, one bedroom apartment. With a full kitchen, complete with everything you need to cook up dinner or a snack. Cozy living room, with wifi and a smart TV. Boasts a private entrance and off street parking!

Loft in Kennett Square

4.91 out of 5 average rating, 184 reviews

Urban Chic Loft w Balcony -heart of Kennett Square

This loft apartment is located right in the heart of Kennett Square, PA, across from the Genesis HQ bldg. Watch the parades go by from the comfort of the balcony overlooking State Street while grilling on the stainless steel gas grill. Enjoy the comforts of updated decor, high ceilings, in-unit full sized laundry and complete privacy. Stroll to restaurants and boutique shopping. Free, designated, off-street parking makes in and out a breeze. Or, just ride-share to the space and walk everywhere!

Cottage in Downingtown

4.94 out of 5 average rating, 201 reviews

Silk Purse Cottage-a private, cozy retreat

Silk Purse Cottage (ca. 1920) is in scenic, historic Chester County, PA 6 miles from the PA turnpike. It is a completely renovated, private cottage on a 6 acre property. Perfect spot for a relaxing vacation. Visitors who are interested in gardening, history and outdoor activities will find many opportunities close by. Hike, fish, go boating or mountain biking one mile away at Marsh Creek State Park. Longwood Gardens, Winterthur, Lancaster and Philadelphia are all a short distance by car.

Guest suite in Kennett Square

4.94 out of 5 average rating, 117 reviews

Unionville Apartment-Minutes from Longwood Gardens

Bright and open two-story, modern one-bedroom, 1 bath apartment with central air conditioning, great room, walk-in closet, wood floors, and utility room with washer/dryer. Private parking. Rural setting in Unionville adjacent to ChesLen Preserve. We are also minutes from Longwood Gardens, Plantation Field Events, and Kennett Square, PA. Particularly well suited for travel and business trips to Southern Chester County. 20% off stays over a week. 30% off monthly and longer stays.

Rental unit in Kennett Square

4.91 out of 5 average rating, 244 reviews

Cozy, Creative, One of a Kind

Welcome to the Mushroom Capital of the World! Enjoy activities (ping-pong and board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

Serviced apartment in Chadds Ford

4.99 out of 5 average rating, 123 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.

Home in Kennett Square

4.96 out of 5 average rating, 171 reviews

Longwood | Shops & Restaurants | Private Backyard

"...one of the nicest AirBnBs we’ve ever stayed in." • Walk Score 86 (Walk to cafes, dining, shopping, breweries, etc.) • Fully equipped + stocked kitchen w/ SMEG appliances • Backyard patio w/ fire pit + BBQ grill • Samsung Frame TV • Onsite washer + dryer • Extremely safe neighborhood • Self check-in w/ keypad → 2 mins to Downtown → 10 mins to Longwood Gardens (#1 Botanical Gardens in USA) → 15 mins to Brandywine Battlefield → 25 mins to downtown Philly

Guesthouse in Kennett Square

4.97 out of 5 average rating, 264 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.

Place to stay in West Chester

4.98 out of 5 average rating, 211 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.

Townhouse in Kennett Square

4.98 out of 5 average rating, 151 reviews

Homey Retreat in Historic Kennett Square!!

Homey Retreat! A hidden gem tucked away in the bustling historic district of Kennett Square. Walking distance from all shops, restaurants, bars, and entertainment on the main strip. Historic charm and modern upgrades throughout make this a great place to experience and take in the full vibe this great town has to offer. 3 bedrooms, open living room, dining area, fully functioning kitchen, private backyard oasis, with off-street parking.

Home in Kennett Square

4.99 out of 5 average rating, 110 reviews

The Walton House by RPG

The Walton House, built in 1846, is located in the National Historic District of Kennett Square, PA. We are walking distance to downtown Kennett Square and a short drive to local Brandywine Valley points of interest. The home has been lovingly maintained to reflect its mid 19th century beginnings, while providing a modern, comfortable place to rest while visiting our lovely town. We hope you enjoy the home as much as we do!

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Popular amenities for Kennett Square vacation rentals

Free parking on premises

Air conditioning

Stay near Kennett Square's top sights

The Creamery of Kennett Square23 locals recommend

Talula's Table23 locals recommend

Giant Food Stores17 locals recommend

Lily Asian Cuisine16 locals recommend

Philter13 locals recommend

Portabello's12 locals recommend

Other great vacation rentals in Kennett Square

Home in Kennett Square

5 out of 5 average rating, 36 reviews

Historic Downtown D. Clark House Dog Friendly!

Barn in Kennett Square

5 out of 5 average rating, 16 reviews

The Ranch On Rosedale Road

Rental unit in Landenberg

4.94 out of 5 average rating, 32 reviews

Luxury Creekside Studio Apt.

Serviced apartment in Kennett Square

4.8 out of 5 average rating, 97 reviews

Kennett Square romantic 1 bedroom efficiency

Home in West Chester

4.97 out of 5 average rating, 428 reviews

The Mineral House of West Chester

Guest suite in Landenberg

4.96 out of 5 average rating, 78 reviews

Spacious 1-bedroom place. Free parking on premises

Rental unit in West Grove

4.93 out of 5 average rating, 91 reviews

Cozy Nook on Prospect

Home in Kennett Square

4.91 out of 5 average rating, 58 reviews

Longwood Kennett Newly Renovated

Quick stats about vacation rentals in Kennett Square

Total rentals
50 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

Frequently Asked Questions

Do hotel rentals in Kennett Square have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Kennett Square have free parking?
Absolutely! We offer over 10 hotel rentals with free parking in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Kennett Square?
Yes! Work meets play with ease at over 20 vacation rentals in Kennett Square featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Apartment Rentals in Kennett Square?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Kennett Square?
Kennett Square has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Kennett Square?
Experience the best of Kennett Square with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Kennett Square have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Kennett Square. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Kennett Square have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Kennett Square. Enjoy a tailored experience with all the comforts you desire.

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