Holiday rentals near Underground Railroad Trail
We found 2,115 holiday rentals — enter your dates for availability
Choose the perfect private holiday rental within close proximity to Underground Railroad Trail. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Underground Railroad Trail
Showing deals for:26 Sept - 3 Oct
Image gallery for Lux Escape w/ Pool, Hot Tub & Sprawling Great Room - Built for XL Groups!
1010 out of 10 rating
Exceptional
(7 reviews)
Lux Escape w/ Pool, Hot Tub & Sprawling Great Room - Built for XL Groups!
Malvern, PA
8% off
Price is NZ$24,101
NZ$24,101
NZ$3,443 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$3,828
NZ$3,828
NZ$547 per night
includes taxes & fees
Image gallery for Charming Carriage House in the Heart of Kennett
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Charming Carriage House in the Heart of Kennett
Kennett Square, PA
8% off
Price is NZ$3,214
NZ$3,214
NZ$459 per night
includes taxes & fees
Image gallery for 4 bed 2 bath,remodeled, private home in historic Chester Springs, Pet friendly.
1010 out of 10 rating
Exceptional
(9 reviews)
4 bed 2 bath,remodeled, private home in historic Chester Springs, Pet friendly.
Chester Springs, PA
8% off
Price is NZ$4,093
NZ$4,093
NZ$585 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$18,851
NZ$18,851
NZ$2,693 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$9,086
NZ$9,086
NZ$1,298 per night
includes taxes & fees
Image gallery for The Historic Walton House by RPG
1010 out of 10 rating
Exceptional
(33 reviews)
The Historic Walton House by RPG
Kennett Square, Pennsylvania
5% off
Price is NZ$5,140
NZ$5,140
NZ$734 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$4,196
NZ$4,196
NZ$599 per night
includes taxes & fees
Image gallery for Boat House on the Brandywine | Waterfront Cottage
1010 out of 10 rating
Exceptional
(24 reviews)
Boat House on the Brandywine | Waterfront Cottage
Downingtown, PA
10% off
Price is NZ$2,511
NZ$2,511
NZ$359 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
(8 reviews)
Cozy 2-bedroom apartment with AC and WiFi in awesome Boothwyn
Boothwyn, PA
8% off
Price is NZ$2,181
NZ$2,181
NZ$312 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
(24 reviews)
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Kennett Square, PA
12% off
Price is NZ$2,442
NZ$2,442
NZ$349 per night
includes taxes & fees
Image gallery for 2 Bedroom x 2 Bathroom in Malvern, PA
8.88.8 out of 10 rating
Excellent
(23 reviews)
2 Bedroom x 2 Bathroom in Malvern, PA
Malvern, PA
8% off
Price is NZ$2,213
NZ$2,213
NZ$316 per night
includes taxes & fees
Image gallery for Modern Industrial, 12 min walk to Bridge St
1010 out of 10 rating
Exceptional
(8 reviews)
Modern Industrial, 12 min walk to Bridge St
Phoenixville, PA
7% off
Price is NZ$2,546
NZ$2,546
NZ$364 per night
includes taxes & fees
Image gallery for The Suite in a carriage house in Kennett Square
9.89.8 out of 10 rating
Exceptional
(26 reviews)
The Suite in a carriage house in Kennett Square
Kennett Square, Pennsylvania
21% off
Price is NZ$1,897
NZ$1,897
NZ$271 per night
includes taxes & fees
Image gallery for Beautiful House On Garden Block. First Floor Bedroom!
9.89.8 out of 10 rating
Exceptional
(73 reviews)
Beautiful House On Garden Block. First Floor Bedroom!
Philadelphia, PA
12% off
Price is NZ$4,099
NZ$4,099
NZ$586 per night
includes taxes & fees
Image gallery for 3-bedroom farm stay just 19 minutes from West Chester University
1010 out of 10 rating
Exceptional
(11 reviews)
3-bedroom farm stay just 19 minutes from West Chester University
Coatesville, PA
8% off
Price is NZ$2,546
NZ$2,546
NZ$364 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$4,252
NZ$4,252
NZ$607 per night
includes taxes & fees
Image gallery for Near Eagles Field ,Cozy 6bed, 12 guest, PHL,UPENN, Fast Wi-Fi, King Bed, Parking
9.69.6 out of 10 rating
Exceptional
(50 reviews)
Near Eagles Field ,Cozy 6bed, 12 guest, PHL,UPENN, Fast Wi-Fi, King Bed, Parking
East Lansdowne, PA
12% off
Price is NZ$6,605
NZ$6,605
NZ$944 per night
includes taxes & fees
Image gallery for MODERN LUX Townhome w/Roof Deck + Crib & High Chair
9.89.8 out of 10 rating
Exceptional
(129 reviews)
MODERN LUX Townhome w/Roof Deck + Crib & High Chair
Philadelphia, PA
8% off
Price is NZ$7,086
NZ$7,086
NZ$1,012 per night
includes taxes & fees
Image gallery for Absolute Luxury! Sleeps 16! RoofDeck/Gym/Wet Bar
9.69.6 out of 10 rating
Exceptional
(42 reviews)
Absolute Luxury! Sleeps 16! RoofDeck/Gym/Wet Bar
Philadelphia, PA
7% off
Price is NZ$8,076
NZ$8,076
NZ$1,154 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$3,624
NZ$3,624
NZ$518 per night
includes taxes & fees
Image gallery for Modern Home in the heart of Fishtown, Philadelphia.
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Modern Home in the heart of Fishtown, Philadelphia.
Philadelphia, PA
7% off
Price is NZ$8,108
NZ$8,108
NZ$1,158 per night
includes taxes & fees
Image gallery for Dreamy & Cozy Downtown Home with In Law Suite
1010 out of 10 rating
Exceptional
(35 reviews)
Dreamy & Cozy Downtown Home with In Law Suite
Philadelphia, PA
7% off
Price is NZ$5,642
NZ$5,642
NZ$806 per night
includes taxes & fees
Image gallery for Suite B - Your Home Away from Home!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Suite B - Your Home Away from Home!
Bryn Mawr, PA
23% off
Price is NZ$1,925
NZ$1,925
NZ$275 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Underground Railroad Trail
Showing deals for: 22 Sept - 25 Sept
HAWAII Indoors! Swim-up Tiki-Bar 20' Palms,5 waterfalls,2 Theaters,Pool, Spa,Gym
Sleeps 25 · 7 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
The current price is NZ$13,918
NZ$13,918
for 3 nights, 1 home
NZ$4,639 per night
includes taxes & fees
Comfortable home away from home
Sleeps 8 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$1,299
NZ$1,299
for 3 nights, 1 home
NZ$433 per night
includes taxes & fees
Cheerful 3 bedroom home free parking on premise
Sleeps 8 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is NZ$1,230
NZ$1,230
for 3 nights, 1 home
NZ$410 per night
includes taxes & fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Sleeps 19 · 6 bedrooms · 5+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
The current price is NZ$8,449
NZ$8,449
for 3 nights, 1 home
NZ$2,816 per night
includes taxes & fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Sleeps 6 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
5 reviews(5 reviews)
The current price is NZ$798
NZ$798
for 3 nights, 1 apartment
NZ$266 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
9 reviews(9 reviews)
The current price is NZ$1,044
NZ$1,044
for 3 nights, 1 apartment
NZ$348 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