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Rockland Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Rockland vacation rentals

A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

1. 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, (213 reviews)
"Just perfect !"
United States
Cloudi
$205 nightly
The price is $212
Oct 1 - Oct 2
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
A modern living room with a grey sofa, a round coffee table, and a large horse painting on the wall.

2. 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, (3 reviews)
"Wonderful stay , comfortable and very warm welcoming"
United States
Shyaniece S.
$206 nightly
The price is $212
Sep 28 - Sep 29
Total with taxes and fees
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
A grand building with a red entrance door, columns, and a sign reading 'The Grand Opera House.'

3. 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
Oct 15 - Oct 16
Total with taxes and fees
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A storefront with a 'WARNER' sign, large windows, and outdoor seating.

4. 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.
$218 nightly
The price is $226
Oct 27 - Oct 28
Total with taxes and fees
Modern Downtown 1BR | Free Garage Parking + Workspace
A garden with a fountain, surrounded by lush greenery and flowering plants.

5. 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.
$196 nightly
The price is $202
Oct 5 - Oct 6
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

6. 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.
$244 nightly
The price is $277
Sep 29 - Sep 30
Total with taxes and fees
Underground Railroad 4 Bedroom Farmhouse
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

7. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"
United States
Patricia T.
$396 nightly
The price is $438
Sep 29 - Sep 30
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
A rustic barn interior with wooden beams, a large window, and string lights.

8. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
10.0 out of 10, Exceptional, (42 reviews)
"Very cool place! "
United States
Scott M.
$270 nightly
The price is $307
Oct 21 - Oct 22
Total with taxes and fees
Underground Railroad Barn
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

9. 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
9.2 out of 10, Wonderful, (9 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.
$382 nightly
The price is $391
Sep 28 - Sep 29
Total with taxes and fees
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
An indoor dining area with tables and chairs, string lights, and plants.

10. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (89 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
$300 nightly
The price is $332
Sep 28 - Sep 29
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
A kitchen with white cabinets, a dishwasher, a window with a view of greenery, and a door with a glass panel.

11. 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, (3 reviews)
"Thank you for a lovely stay. Loved the reading nook. Plenty of space in this quiet, yet convenient neighborhood."
United States
Alan B.
$331 nightly
The price is $341
Sep 28 - Sep 29
Total with taxes and fees
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

12. 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)
$190 nightly
The price is $210
Oct 18 - Oct 19
Total with taxes and fees
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

13. 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.
$392 nightly
The price is $433
Oct 11 - Oct 12
Total with taxes and fees
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

14. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
$189 nightly
The price is $196
Oct 7 - Oct 8
Total with taxes and fees
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A modern kitchen with a central island, bar stools, and a view of the dining area.

15. Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens

Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (9 reviews)
"It was everything we hoped it would be"
United States
Carla H.
$291 nightly
The price is $322
Sep 28 - Sep 29
Total with taxes and fees
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

16. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (1 review)
$171 nightly
The price is $189
Sep 28 - Sep 29
Total with taxes and fees
Cozy 1-bedroom apartment in Lincoln University
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

17. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (108 reviews)
"The property was wonderful...outdoor seating was a plus...the house was clean and the host was attentive. Close to restaurants, a true gem in Kennett square."
United States
Melissa K.
$310 nightly
The price is $343
Sep 28 - Sep 29
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!
A kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a window with a view of greenery.

18. Cottage 3BR Near Longwood Gardens

Cottage 3BR Near Longwood Gardens
Avondale
$338 nightly
The price is $374
Sep 29 - Sep 30
Total with taxes and fees
Cottage 3BR Near Longwood Gardens
A parking lot with a brick building and a two-story structure in the background.

19. Bright 1BR•Central Location• Parking •Near College

Bright 1BR•Central Location• Parking •Near College
Swarthmore
10.0 out of 10, Exceptional, (1 review)
"Great and super clean."
United States
Candace D.
$226 nightly
The price is $249
Sep 29 - Sep 30
Total with taxes and fees
Bright 1BR•Central Location• Parking •Near College
A small brick building with white shutters, a garage door, and a black doormat.

20. Charming 1BR End Cottage•Private Entrance •Parking

Charming 1BR End Cottage•Private Entrance •Parking
Swarthmore
9.6 out of 10, Exceptional, (8 reviews)
"It was very convenient next to campus. Ease of entry was key. Host accommodated questions."
United States
Steven E.
$213 nightly
The price is $235
Sep 29 - Sep 30
Total with taxes and fees
Charming 1BR End Cottage•Private Entrance •Parking
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

Sonesta Select Philadelphia Airport

Sonesta Select Philadelphia Airport

10/10 Excellent
"I had a good experience"
kelleh 1-night trip
Posted 3 hours ago
Sonesta Select Philadelphia Airport

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 $179 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?

Kennett Square, Near Longwood Gardens & Downtown: This vacation home rental near Rockland is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.