Holiday rentals in Kennett Square

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Top-rated holiday rentals in Kennett Square

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Guest favourite

Flat in Kennett Square

4.93 out of 5 average rating, 128 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.

1–8 Jul

$222 SGD per night

Guest favourite

Loft in Kennett Square

4.9 out of 5 average rating, 143 reviews

Urban Chic Loft in the 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!

3–10 Jul

$197 SGD per night

Guest favourite

Flat in Kennett Square

4.94 out of 5 average rating, 72 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!

3–10 May

$180 SGD per night

Guest favourite

Guest house in West Chester

4.96 out of 5 average rating, 197 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!

26–31 May

$221 SGD per night

Guest favourite

Guest suite in Kennett Square

4.95 out of 5 average rating, 102 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.

6–13 Nov

$141 SGD per night

Guest favourite

Home in Kennett Square

4.96 out of 5 average rating, 145 reviews

Longwood | Shops & Restaurants | Private Backyard

"...one of the nicest AirBnBs we’ve ever stayed in." • Walk Score 83 (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

27 Oct – 3 Nov

$332 SGD per night

Guest favourite

Guest house in Kennett Square

4.97 out of 5 average rating, 245 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.

22–29 May

$303 SGD per night

Guest favourite

Place to stay in West Chester

4.98 out of 5 average rating, 173 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.

27 Nov – 4 Dec

$239 SGD per night

Guest favourite

Flat in Kennett Square

4.91 out of 5 average rating, 195 reviews

Cozy, Creative, Fun Getaway Spot

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*

22–29 Sep

$133 SGD per night

Guest favourite

Townhouse in Kennett Square

4.98 out of 5 average rating, 123 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.

4–11 Jul

$375 SGD per night

Guest favourite

Guest house in Kennett Square

4.97 out of 5 average rating, 393 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.

6–13 Jan

$203 SGD per night

Guest favourite

Cottage in Coatesville

5.0 out of 5 average rating, 202 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.

18–25 Nov

$246 SGD per night