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Rockland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rockland vacation rentals

Property grounds

1. Entire place with private parking

Entire place with private parking
Hilltop
8.0 out of 10, Very Good, (11 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
$151 nightly
The price is $155
Sep 7 - Sep 8
Total with taxes and fees
Entire place with private parking
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

2. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (211 reviews)
"Just perfect !"
United States
Cloudi
$192 nightly
The price is $197
Sep 6 - Sep 7
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
Interior

3. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Hilltop
10.0 out of 10, Exceptional, (2 reviews)
"If you are visiting the Chase fieldhouse for an event it is 10 minutes driving which is very convenient. The host was very accommodating for what me and my family needed. There was enough space for 5 of us to sleep comfortable."
United States
Alexis O.
$210 nightly
The price is $216
Sep 6 - Sep 7
Total with taxes and fees
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Coffee/tea maker, fridge, microwave, oven

4. Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (19 reviews)
"Comfortable place, wonderful amenities, and a gracious host. "
United States
Donald H.
$450 nightly
The price is $464
Oct 2 - Oct 3
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.
Exterior detail

5. Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
9.0 out of 10, Wonderful, (2 reviews)
"There was leak from upstairs the day before but they had cleaned it all up except for a really sticky floor. Traffic was load but a great location. Tricky getting the garage pass with no parking in front. I recommend indications for pulling around the corner and running in for the parking pass."
United States
Jon N.
$168 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Exterior detail

6. Modern Downtown 1BR | Free Garage Parking + Workspace

Modern Downtown 1BR | Free Garage Parking + Workspace
Downtown Wilmington
7.4 out of 10, Good, (3 reviews)
"We were in town for a wedding at Hotel DuPont. The proximity to the hotel was amazing! The apartment was cozy and clean. Felt very safe and loved that you needed a code just to enter the main door at the entrance to the building. The host was great and responded quickly to any questions. Having free parking was also a huge plus!! Definitely recommend and would stay again if ever in town."
United States
Aileen R.
$225 nightly
The price is $233
Sep 14 - Sep 15
Total with taxes and fees
Modern Downtown 1BR | Free Garage Parking + Workspace
Smart TV, fireplace, DVD player, books

7. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.0 out of 10, Wonderful, (8 reviews)
"Comfy cozy… home away from home. Location was perfectly centered for the activities we did and the restaurants we chose. Beds and sheets were great and plenty of hot water. We had a nice relaxing stay."
United States
carla k.
$403 nightly
The price is $412
Sep 8 - Sep 9
Total with taxes and fees
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Private kitchen

8. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."
United States
Grant S.
$324 nightly
The price is $333
Sep 7 - Sep 8
Total with taxes and fees
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Outdoor dining

9. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (87 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
$311 nightly
The price is $344
Oct 1 - Oct 2
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds

10. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
$182 nightly
The price is $187
Sep 8 - Sep 9
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing
TV, books, stereo

11. Cozy Pet Friendly House

Cozy Pet Friendly House
Wilmington
$180 nightly
The price is $186
Sep 8 - Sep 9
Total with taxes and fees
Cozy Pet Friendly House
Interior

12. Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Chadds Ford
9.8 out of 10, Exceptional, (54 reviews)
"What a lovely old house, full of fun spaces and bedrooms for the full family. A great big kitchen, large dining room, game room and more- gave us space to be together, and apart!"
United States
Elizabeth J.
$1,552 nightly
The price is $1,713
Sep 7 - Sep 8
Total with taxes and fees
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens
Dining

13. Chic 1BR Conference Suite | Free Breakfast + Pool

Chic 1BR Conference Suite | Free Breakfast + Pool
Concordville
$521 nightly
The price is $575
Sep 7 - Sep 8
Total with taxes and fees
Chic 1BR Conference Suite | Free Breakfast + Pool
Terrace/patio

14. Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
10.0 out of 10, Exceptional, (1 review)
$182 nightly
The price is $201
Sep 7 - Sep 8
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Terrace/patio

15. Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!

Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!
Concordville
8.0 out of 10, Very Good, (1 review)
"Breakfast was very good. The only draw back not many seats available. Room is clean. "
United States
Irina G.
$181 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!
Coffee/tea maker, fridge, microwave, oven

16. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (107 reviews)
"Great find in a very nice location. HIGHLY recommend! "
United States
Bob E.
$349 nightly
The price is $386
Sep 8 - Sep 9
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!
Microwave, oven, stovetop, dishwasher

17. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
$408 nightly
The price is $451
Sep 7 - Sep 8
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
TV, offices

18. Spacious 3BR Historic Home | Walk Downtown+Parking

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (45 reviews)
"We greatly enjoyed our stay at this beautiful house, in a perfect location. It was close to all the shops and restaurants and had a beautiful peaceful garden. Would happily stay again in the future!"
United States
Marta R.
$839 nightly
The price is $927
Sep 9 - Sep 10
Total with taxes and fees
Spacious 3BR Historic Home | Walk Downtown+Parking
Dining

19. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Kennett Square
10.0 out of 10, Exceptional, (7 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
$429 nightly
The price is $474
Sep 14 - Sep 15
Total with taxes and fees
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Coffee/tea maker, fridge, microwave, oven

20. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
$355 nightly
The price is $404
Sep 22 - Sep 23
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
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

Philadelphia Airport Marriott

Philadelphia Airport Marriott

10/10 Excellent
"Great hotel!"
Lisa 1-night trip
Posted 11 hours ago
Philadelphia Airport Marriott

Find out more about Rockland

Everything you need to know about Rockland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rockland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rockland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome: This vacation home near Rockland has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Rockland?

While exploring the area, visit family-friendly sights like Brandywine Zoo, 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.