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Rockland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rockland vacation rentals

A compact kitchen with white cabinets, a refrigerator, a microwave, a stove, and a window with blinds.

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.
The price is CA $146
CA $218 total
includes taxes & fees
Nov 8 - Nov 9
Entire place with private parking
A modern living room with a dining table, two white chairs, a sofa, a TV, and large windows with blinds.

2. 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.
The price is CA $132
CA $211 total
includes taxes & fees
Nov 8 - Nov 9
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A paved patio with potted plants, a stone wall, and a grassy area.

3. 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, (215 reviews)
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."
United States
Melissa
The price is CA $210
CA $297 total
includes taxes & fees
Nov 9 - Nov 10
Private Suite w/sitting room in the heart of Brandywine Valley
A multi-story hotel with a uniform facade, large windows, and a ground-level retail space.

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.
The price is CA $144
CA $304 total
includes taxes & fees
Nov 30 - Dec 1
Modern Downtown 1BR | Free Garage Parking + Workspace
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

5. 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
9.4 out of 10, Exceptional, (11 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.
The price is CA $264
CA $526 total
includes taxes & fees
Nov 12 - Nov 13
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A covered patio area with a wooden bench, a small bar area, and a staircase leading to an upper level.

6. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (45 reviews)
"A truly lovely place, really so comfortable, and only a few minutes from the heart of Kennett Square. This is a great stay near many wonderful spots to enjoy in the area. Host was very responsive and helpful!"
United States
Susan & Elton F.
The price is CA $175
CA $432 total
includes taxes & fees
Nov 15 - Nov 16
Underground Railroad Barn
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

7. 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)
The price is CA $244
CA $285 total
includes taxes & fees
Nov 22 - Nov 23
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
A kitchen with white cabinets, a dishwasher, a window with a view of greenery, and a door with a glass panel.

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, (5 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.
The price is CA $321
CA $485 total
includes taxes & fees
Nov 9 - Nov 10
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

9. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (26 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.
The price is CA $162
CA $615 total
includes taxes & fees
Nov 9 - Nov 10
Kennett Square, Near Longwood Gardens & Downtown
A dining table with a vase of purple flowers, checkered placemats, and chairs.

10. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (92 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is CA $279
CA $478 total
includes taxes & fees
Nov 22 - Nov 23
Cozy Spring House in Gorgeous Chadds Ford!
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

11. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (35 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is CA $189
CA $430 total
includes taxes & fees
Nov 8 - Nov 9
Underground Railroad 4 Bedroom Farmhouse
A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

12. 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, (8 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
The price is CA $211
CA $589 total
includes taxes & fees
Nov 12 - Nov 13
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
A modern living room with a herringbone wood wall, a staircase, a sofa, a coffee table, and a bookshelf.

13. Newly built Tiny House in Historic Kennett Square

Newly built Tiny House in Historic Kennett Square
Kennett Square
9.0 out of 10, Wonderful, (4 reviews)
"Home away from home"
United States
Debbie M.
The price is CA $279
CA $414 total
includes taxes & fees
Nov 10 - Nov 11
Newly built Tiny House in Historic Kennett Square
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a round table and chairs.

14. The Suite in a carriage house in Kennett Square

The Suite in a carriage house in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (37 reviews)
"Great base station for seeing the area, including Longview Gardens. Delightful, walkable town."
United States
Robert M.
The price is CA $272
CA $397 total
includes taxes & fees
Nov 9 - Nov 10
The Suite in a carriage house in Kennett Square
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, (11 reviews)
"Beautiful, peaceful spot perfect for 1-2 guests. The hosts were great at communicating and the price was very reasonable!"
United States
Sarah S.
The price is CA $237
CA $445 total
includes taxes & fees
Nov 10 - Nov 11
Blue Lotus Cottage, Walk to Downtown Kennett Square, Near Longwood Gardens
A modern kitchen with a large island, built-in cabinets, and a stainless steel refrigerator.

16. Luxury Apartment in Kennett Square

Luxury Apartment in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (51 reviews)
"Great location, comfortable stay."
United States
Anonymous traveller
The price is CA $272
CA $433 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Apartment in Kennett Square
A patio area with Adirondack chairs, a stone fire pit with flames, and potted flowers.

17. 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.
The price is CA $244
CA $293 total
includes taxes & fees
Nov 23 - Nov 24
Free Breakfast. Seasonal Outdoor Pool. Gym. Great for Business Travelers!
A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

18. 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.
The price is CA $349
CA $520 total
includes taxes & fees
Nov 8 - Nov 9
Homey Retreat in Historic Kennett Square!!
A spacious living room with a large bed, seating area, and a fireplace.

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

Spacious 3BR Historic Home | Walk Downtown+Parking
Kennett Square
10.0 out of 10, Exceptional, (46 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.
The price is CA $334
CA $1,143 total
includes taxes & fees
Nov 9 - Nov 10
Spacious 3BR Historic Home | Walk Downtown+Parking
A courtyard with wicker furniture, a fire pit, and a pool area.

20. Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is CA $252
CA $291 total
includes taxes & fees
Nov 8 - Nov 9
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
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
"Honestly, this is the hotel I will be staying at anytime I’m in Philadelphia moving forward. Especially if attending an event at the xfinity mobile area. The drive from the hotel there was literally 9mins away, there’s a Wawa at the end of the block, each room has a cute little balcony. The hotel and rooms have a colorful but yet chic aesthetic 10/10 recommend and looking forward to my next stay."
Angela 1-night trip
Posted 8 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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland vacation rentals we have selected for you start as low as CA $154 per night. Entering your travel dates in the search wizard 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.