Rockland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Rockland vacation rentals

Stylish Private Suite in the heart of Brandywine Valley

Vacation Home in Wilmington

Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (195)
"Great time and friendly people "
United States
Karl
The price is ￥20,214
￥30,919 total
includes taxes & fees
Dec 14 - Dec 15
Stylish Private Suite in the heart of Brandywine Valley
Interior
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacation Home in Chadds Ford

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
9.8 out of 10, Exceptional, (43)
"Perfect house! Host was amazing. "
United States
Gretchen B.
The price is ￥201,982
￥266,366 total
includes taxes & fees
Dec 14 - Dec 15
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Outdoor spa tub
The Lodge at Cricklewood...where time melts away....

Vacation Home in West Chester

The Lodge at Cricklewood...where time melts away....
10.0 out of 10, Exceptional, (80)
"Great property!"
United States
David R.
The price is ￥181,597
￥286,946 total
includes taxes & fees
Dec 15 - Dec 16
The Lodge at Cricklewood...where time melts away....
Exterior detail
Private townhouse near downtown and state park

Vacation Home in Downtown Wilmington

Private townhouse near downtown and state park
9.4 out of 10, Exceptional, (11)
"Great little spot in a perfect location for us"
United States
j m.
The price is ￥25,101
￥43,837 total
includes taxes & fees
Dec 15 - Dec 16
Private townhouse near downtown and state park
Fridge, microwave, oven, stovetop
Two-story condo in luxury townhouse. Free parking.

Condo in Downtown Wilmington

Two-story condo in luxury townhouse. Free parking.
9.6 out of 10, Exceptional, (16)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
The price is ￥33,586
￥55,622 total
includes taxes & fees
Dec 14 - Dec 15
Two-story condo in luxury townhouse. Free parking.
Interior entrance
G.O.G Building

Apartment in Darby

G.O.G Building
3.0 star property
8.4 out of 10, Very Good, (10)
"Hello I had a wonderful stay! The only thing I would say is that there was a distinct odor at this location (maybe from a previous stay) other than that I had a great experience. Thank you for your communication also! "
United States
Patrick
G.O.G Building
Outdoor dining
Cozy Spring House in Gorgeous Chadds Ford!

Cottage in Chadds Ford

Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, (66)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
The price is ￥31,098
￥51,906 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy Spring House in Gorgeous Chadds Ford!
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Vacation Home in Elkton

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is ￥20,991
￥52,907 total
includes taxes & fees
Dec 14 - Dec 15
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Fridge, microwave, oven, stovetop
Homey Retreat in Historic Kennett Square!!

Vacation Home in Kennett Square

Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (85)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
The price is ￥29,543
￥49,819 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Homey Retreat in Historic Kennett Square!!
Interior
Underground Railroad Barn

Vacation Home in Kennett Square

Underground Railroad Barn
9.8 out of 10, Exceptional, (29)
"Great property. Good for dogs, full fenced in yard. "
United States
David R.
The price is ￥19,436
￥47,729 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Underground Railroad Barn
Property grounds
Historic Cottage in West Chester PA - Two miles from town.

Cottage in West Chester

Historic Cottage in West Chester PA - Two miles from town.
10.0 out of 10, Exceptional, (88)
"This cottage is charming as all get out! Immaculate, comfortable, and conveniently located to everything we wanted to do."
United States
Don S.
Historic Cottage in West Chester PA - Two miles from town.
Smart TV, fireplace
Historic Home on Gay Street.

Vacation Home in West Chester

Historic Home on Gay Street.
10.0 out of 10, Exceptional, (47)
"Derek’s home was amazing. The beauty and charm inside was stunning. The place was clean and we instantly felt right at home. We walked to dinner "
United States
Lori C.
Historic Home on Gay Street.
Fridge, microwave, oven, stovetop
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Apartment in Wilmington

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
8.8 out of 10, Excellent, (13)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is ￥15,394
￥26,972 total
includes taxes & fees
Dec 14 - Dec 15
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Terrace/patio
Tiny Home Tranquil Oasis

Mobile Home in Bear

Tiny Home Tranquil Oasis
Tiny Home Tranquil Oasis
Outdoor dining
1 Bedroom x 1 Bath Suite in Malvern, PA

Aparthotel in Malvern

1 Bedroom x 1 Bath Suite in Malvern, PA
8.6 out of 10, Excellent, (14)
"We had a great stay close to good food location would definitely stay again "
United States
Andrew B.
The price is ￥20,723
￥35,614 total
includes taxes & fees
Dec 30 - Dec 31
1 Bedroom x 1 Bath Suite in Malvern, PA
1 bedroom
Summer Rustic Camping with AC and King Bed

Vacation Home in Elkton

Summer Rustic Camping with AC and King Bed
9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is ￥12,005
￥24,657 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Summer Rustic Camping with AC and King Bed
Private kitchen
Room #3 in Elkton, MD – Easy Access to I-95

Vacation Home in Elkton

Room #3 in Elkton, MD – Easy Access to I-95
2.0 star property
5.0 out of 10, (2)
"For our first time trying shared spaces. Over all, the pros; The room was in a nice home in a very quiet and decent housing development. The home was neat decorated in a minimalist style. The bed was very comfortable, pillows and bedding, and hot shower and bath water with soap provided. The kitchen/dining area was just right for cooking and dining and cleaning up had the minimal supplies needed. The sitting areas were very relaxing to watch T.V. and or just lounge. Common bathroom off living...
United States
Nicomedes M R.
The price is ￥11,895
￥19,201 total
includes taxes & fees
Dec 28 - Dec 29
Room #3 in Elkton, MD – Easy Access to I-95
Terrace/patio
Beachfront Sunsets on the Water at Oakwood Beach

Vacation Home in Salem

Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (44)
"Excellent property and outstanding hosts. Peaceful, relaxing, and a wonderful spot to finish out the summer. The provided amenities exceeded expectations. The house has everything needed for a home away from home vacation rental. "
United States
Craig F.
Beachfront Sunsets on the Water at Oakwood Beach
Outdoor dining
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

Charming Carriage House in the Heart of Kennett
10.0 out of 10, Exceptional, (37)
"Just what we were hoping for."
United States
Anonymous traveler
The price is ￥31,907
￥67,733 total
includes taxes & fees
Dec 14 - Dec 15
Charming Carriage House in the Heart of Kennett
Exterior
2 Bedroom x 2 Bathroom in Malvern, PA

Aparthotel in Malvern

2 Bedroom x 2 Bathroom in Malvern, PA
8.4 out of 10, Very Good, (32)
"Perfect overnight! Clean, quiet and comfortable- just what we needed!"
United States
Chelsea D.
The price is ￥21,455
￥41,246 total
includes taxes & fees
Dec 15 - Dec 16
2 Bedroom x 2 Bathroom in Malvern, PA
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.
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Top Rockland Hotel Reviews

Delta Hotel Philadelphia Airport

Delta Hotel Philadelphia Airport

10/10 Excellent
"The pantry option was a great addition "
Candice 1-night trip
Posted 2 days ago
Delta Hotel Philadelphia Airport

Find out more about Rockland

Search for holiday rentals in Rockland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rockland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Rockland!

Frequently asked questions

Are there vacation rentals in Rockland?

Yes, we offer vacation rentals near well known sights in Rockland, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Rockland?

Stylish Private Suite in the heart of Brandywine Valley: This vacation home rental near Rockland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Rockland?

While exploring the area, visit family-friendly sights like Kalmar Nyckel Museum and Shipyard, or get outside and enjoy nature at Brandywine Creek. Brandywine Creek State Park and Hagley Museum and Library are a couple of places you'll find in the larger area.

What’s a vacation rental in Rockland like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Rockland. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip.