Photo by Michael Kercsmar
Holiday rentals near Chaddsford Winery
We found 519 holiday rentals — enter your dates for availability
Take a look at holiday rentals near Chaddsford Winery that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, which might include parking and a garden. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chaddsford Winery
Showing deals for:17 Oct - 24 Oct
Image gallery for Historic Kennett Square
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Historic Kennett Square
Kennett Square, PA
12% off
Price is NZ$3,084
NZ$3,084
NZ$441 per night
includes taxes & fees
Image gallery for Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds
1010 out of 10 rating
Exceptional
(7 reviews)
Longwood Gardens, Special Horseback Riding Trips Avail, Pool, Views 2 King Beds
Cochranville, PA
6% off
Price is NZ$8,754
NZ$8,754
NZ$1,251 per night
includes taxes & fees
Image gallery for Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark, DE
24% off
Price is NZ$3,024
NZ$3,024
NZ$432 per night
includes taxes & fees
Image gallery for Charming Carriage House in the Heart of Kennett
1010 out of 10 rating
Exceptional
(31 reviews)
Charming Carriage House in the Heart of Kennett
Kennett Square, PA
8% off
Price is NZ$3,237
NZ$3,237
NZ$462 per night
includes taxes & fees
Image gallery for 4 bed 2 bath,remodeled, private home in historic Chester Springs, Pet friendly.
9.89.8 out of 10 rating
Exceptional
(10 reviews)
4 bed 2 bath,remodeled, private home in historic Chester Springs, Pet friendly.
Chester Springs, PA
8% off
Price is NZ$4,244
NZ$4,244
NZ$606 per night
includes taxes & fees
Image gallery for Comfy Tudor in suburban setting, 5mi from Center City Philadelphia. Coffee bar!
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Comfy Tudor in suburban setting, 5mi from Center City Philadelphia. Coffee bar!
Drexel Hill, PA
8% off
Price is NZ$3,847
NZ$3,847
NZ$550 per night
includes taxes & fees
Image gallery for Cozy cabin in Wayne
1010 out of 10 rating
Exceptional
(8 reviews)
Cozy cabin in Wayne
Wayne, PA
12% off
Price is NZ$4,830
NZ$4,830
NZ$690 per night
includes taxes & fees
Image gallery for 4 Bedroom Home, Game Room & Pool in a Quiet Upscale Neighborhood
9.29.2 out of 10 rating
Wonderful
(7 reviews)
4 Bedroom Home, Game Room & Pool in a Quiet Upscale Neighborhood
Bryn Mawr, PA
8% off
Price is NZ$18,931
NZ$18,931
NZ$2,704 per night
includes taxes & fees
Image gallery for Farmhouse-Retreat Horses, Grapes & Orchards
1010 out of 10 rating
Exceptional
(19 reviews)
Farmhouse-Retreat Horses, Grapes & Orchards
Coatesville, PA
8% off
Price is NZ$9,249
NZ$9,249
NZ$1,321 per night
includes taxes & fees
Image gallery for Cozy Colonial Home in Drexel Hill
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy Colonial Home in Drexel Hill
Drexel Hill, PA
7% off
Price is NZ$4,388
NZ$4,388
NZ$627 per night
includes taxes & fees
Image gallery for South Side Beauty. Newly renovated 4Br 2Bath, Central Air near downtown and Oaks
1010 out of 10 rating
Exceptional
(12 reviews)
South Side Beauty. Newly renovated 4Br 2Bath, Central Air near downtown and Oaks
Phoenixville, PA
8% off
Price is NZ$4,218
NZ$4,218
NZ$603 per night
includes taxes & fees
Image gallery for Boat House on the Brandywine | Waterfront Cottage
1010 out of 10 rating
Exceptional
(25 reviews)
Boat House on the Brandywine | Waterfront Cottage
Downingtown, PA
10% off
Price is NZ$2,299
NZ$2,299
NZ$328 per night
includes taxes & fees
Image gallery for Unique Gardens Cottage · Unique Gardens Cottage - surrounded by flowers
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Unique Gardens Cottage · Unique Gardens Cottage - surrounded by flowers
Parkesburg, PA
8% off
Price is NZ$3,181
NZ$3,181
NZ$454 per night
includes taxes & fees
Image gallery for The Lodge at Cricklewood...where time melts away....
1010 out of 10 rating
Exceptional
(73 reviews)
The Lodge at Cricklewood...where time melts away....
West Chester, PA
8% off
Price is NZ$18,633
NZ$18,633
NZ$2,662 per night
includes taxes & fees
Image gallery for 1 Bedroom x 1 Bath Suite in Malvern, PA
8.88.8 out of 10 rating
Excellent
(12 reviews)
1 Bedroom x 1 Bath Suite in Malvern, PA
Malvern, PA
8% off
Price is NZ$1,909
NZ$1,909
NZ$273 per night
includes taxes & fees
Image gallery for Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn
Boothwyn, PA
8% off
Price is NZ$2,196
NZ$2,196
NZ$314 per night
includes taxes & fees
Image gallery for New Spacious single w/ parking. Bikes, XBOX,
1010 out of 10 rating
Exceptional
(20 reviews)
New Spacious single w/ parking. Bikes, XBOX,
Phoenixville, PA
8% off
Price is NZ$4,280
NZ$4,280
NZ$611 per night
includes taxes & fees
Image gallery for Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
1010 out of 10 rating
Exceptional
(27 reviews)
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Kennett Square, PA
12% off
Price is NZ$2,460
NZ$2,460
NZ$351 per night
includes taxes & fees
Image gallery for Sanctuary in a 300 year old restored mill in the countryside. Dog Friendly!
1010 out of 10 rating
Exceptional
(24 reviews)
Sanctuary in a 300 year old restored mill in the countryside. Dog Friendly!
Kennett Square, PA
17% off
Price is NZ$4,505
NZ$4,505
NZ$644 per night
includes taxes & fees
Image gallery for Comfy, Cozy Woodlyn Home/Getaway Close to Sports, Highways, City + More!
9.89.8 out of 10 rating
Exceptional
(73 reviews)
Comfy, Cozy Woodlyn Home/Getaway Close to Sports, Highways, City + More!
Woodlyn, PA
8% off
Price is NZ$3,325
NZ$3,325
NZ$475 per night
includes taxes & fees
Image gallery for Romantic Cottage, with outdoor hot tub
9.89.8 out of 10 rating
Exceptional
(208 reviews)
Romantic Cottage, with outdoor hot tub
Coatesville, PA
8% off
Price is NZ$3,534
NZ$3,534
NZ$505 per night
includes taxes & fees
Image gallery for Ushmila's Nest - Private suite with 2 rooms & Bathroom.
9.89.8 out of 10 rating
Exceptional
(41 reviews)
Ushmila's Nest - Private suite with 2 rooms & Bathroom.
Wayne, PA
8% off
Price is NZ$1,603
NZ$1,603
NZ$229 per night
includes taxes & fees
Image gallery for Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!
1010 out of 10 rating
Exceptional
(64 reviews)
Loft Bliss! Relaxing, inviting and therapeutic. The perfect roamntic getaway!
West Chester, PA
8% off
Price is NZ$3,642
NZ$3,642
NZ$520 per night
includes taxes & fees
Image gallery for Luxury Loft in in Kennett Square
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Luxury Loft in in Kennett Square
Kennett Square, PA
21% off
Price is NZ$2,122
NZ$2,122
NZ$303 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chaddsford Winery
Showing deals for: 15 Oct - 18 Oct
Charming 3-bedroom townhome with WiFi, AC in soothing Chester
Sleeps 6 · 3 bedrooms · 2 bathrooms
The current price is NZ$852
NZ$852
for 3 nights, 1 home
NZ$284 per night
includes taxes & fees
Charming 2-bedroom townhome in Wilmington with WiFi, close to riverfront.
Sleeps 3 · 2 bedrooms · 1 bathroom
2.02.0 out of 10
1 review(1 review)
The current price is NZ$658
NZ$658
for 3 nights, 1 home
NZ$219 per night
includes taxes & fees
3 Mi to Dtwn: Home w/ Yard in Newark
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The current price is NZ$1,706
NZ$1,706
for 3 nights, 1 home
NZ$569 per night
includes taxes & fees
Charming 1-bedroom apartment with AC, WiFi in delightful Newark
Sleeps 4 · 1 bedroom · 1 bathroom
The current price is NZ$1,057
NZ$1,057
for 3 nights, 1 apartment
NZ$352 per night
includes taxes & fees
Sleeps 10, 5 BR 2BA, 5 beds 1King + 4Queen, perfect for long stays
Sleeps 10 · 5 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
The current price is NZ$3,297
NZ$3,297
for 3 nights, 1 home
NZ$1,099 per night
includes taxes & fees
Sleeps 6, 3BR 1BA,1King+2 Queen beds, perfect for long stays in a great location
Sleeps 6 · 3 bedrooms · 1 bathroom
7.07.0 out of 10
Goodgood
10 reviews(10 reviews)
The current price is NZ$1,051
NZ$1,051
for 3 nights, 1 apartment
NZ$350 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value