Kennett Square Cottages

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Cottages in Kennett Square

Cozy Spring House in Gorgeous Chadds Ford!

Chadds Ford PA

$310 nightly

$337 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

With a stay at this cottage in Chadds Ford, you'll be within a 15-minute drive of Longwood Gardens and Chadds Ford Village & Barn Shops.

Kitchen

Free WiFi

Historic Cottage in West Chester PA - Two miles from town.

West Chester PA

With a stay at this cottage in West Chester, you'll be on a river, within a 15-minute drive of Longwood Gardens and Baldwin's Book Barn.

Kitchen

Free WiFi

The Hideaway Cottage

Gap PA

$205 nightly

$218 total

Dec 9 - Dec 10

Total with taxes and fees

Located in Gap, this cottage is within a 10-minute drive of White Chimneys Estate and Natural Lands' Sadsbury Woods Preserve.

Kitchen

Pet friendly

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton MD

Located in Elkton, this cottage is on the waterfront, a 5-minute drive from Chesland Park and 6 minutes from Brantwood Park.

Kitchen

Washer

Heart of Amish Country - Paradise Cottage

Paradise PA

$247 nightly

$273 total

Dec 6 - Dec 7

Total with taxes and fees

Located in Paradise, this cottage is within a 15-minute drive of Sight and Sound Theatre and Tanger Outlets Lancaster.

Kitchen

Free WiFi

Cozy tiny home with 1 bedroom and WiFi, serene & peaceful glamping

Kinzers PA

With a stay at this cottage in Kinzers, you'll be within a 10-minute drive of American Military Edged Weaponry Museum and Kitchen Kettle Village.

Kitchen

Free WiFi

Charming 3 Bedroom/2 Bathroom Carriage House, Kids & Pet Friendly

Bryn Mawr PA

With a stay at this cottage in Bryn Mawr (Radnor), you'll be within a 10-minute drive of Villanova University and Main Line Health.

Kitchen

Washer

Charming Carriage House in the Heart of Kennett

Kennett Square PA

$401 nightly

$443 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this cottage in Kennett Square, you'll be within a 10-minute drive of Longwood Gardens and Anson B. Nixon Park.

Washer

Dryer

Cottage on Historic Gentleman's Farm

Chester Springs PA

Located in Chester Springs, this cottage is in a rural location, within a 10-minute drive of Opalanie Park and Markies Mini-Golf.

Kitchen

Washer

Boat House on the Brandywine | Waterfront Cottage

Downingtown PA

Located in Downingtown, this cottage is on the waterfront, within a 5-minute drive of Struble Trail Norwood Road Trailhead and Victory Brewing Company.

Kitchen

Washer

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton MD

With a stay at this cottage in Elkton, you'll be within a 10-minute drive of Chesland Park and Brantwood Park.

Pool

Kitchen

Walk to Town & River: Charming Home in North East!

North East MD

Located in North East, this cottage is a 2-minute drive from Upper Bay Museum and 5 minutes from Milburn Stone Theater.

Kitchen

Parking included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.