Rockland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rockland vacation rentals

The Airport Lodge - 10 mins from Airport

The Airport Lodge - 10 mins from Airport
Collingdale
9.6 out of 10, Exceptional, (12 reviews)
"All was great. Thank you "
United States
Bruce
The price is CA $104
CA $191 total
includes taxes & fees
Jun 7 - Jun 8
The Airport Lodge - 10 mins from Airport

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (204 reviews)
"Great time and friendly people "
United States
Karl
The price is CA $201
CA $304 total
includes taxes & fees
Jun 9 - Jun 10
Stylish Private Suite in the heart of Brandywine Valley

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"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 CA $112
CA $225 total
includes taxes & fees
Jun 9 - Jun 10
Summer Rustic Camping with AC and King Bed

Overlook Brandywine Valley

Overlook Brandywine Valley
Thornton
10.0 out of 10, Exceptional, (1 review)
"We had a 5 star stay this past weekend as we were in town to see WrestleMania in Philly. It was nice to stay out of the city but somewhere that still was close to everything! Jeff was very kind and was available for any help or questions. We loved the wallpaper and the bed was very comfortable. We plan to come back again!"
New Zealand
Danielle A.
The price is CA $93
CA $296 total
includes taxes & fees
Jun 7 - Jun 8
Overlook Brandywine Valley

Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
10.0 out of 10, Exceptional, (1 review)
"Homey, quiet and perfectly located property. Easy to communicate with John. Will definitely be back!"
United States
KEREN
The price is CA $218
CA $398 total
includes taxes & fees
Jun 29 - Jun 30
Walkable Neighborhood: Updated Morton Home!

Cozy retreat in Thornton, PA!

Cozy retreat in Thornton, PA!
Thornton
10.0 out of 10, Exceptional, (2 reviews)
"Great, cozy room above a fabulous beerhall in a beautiful area! Host was super helpful throughout our stay! Would definitely stay again!"
United States
Grace F.
The price is CA $93
CA $220 total
includes taxes & fees
Jun 7 - Jun 8
Cozy retreat in Thornton, PA!

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Philadelphia
10.0 out of 10, Exceptional, (20 reviews)
"Staff is very friendly"
United States
Anonymous traveller
The price is CA $118
CA $131 total
includes taxes & fees
Jun 11 - Jun 12
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
10.0 out of 10, Exceptional, (2 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is CA $194
CA $399 total
includes taxes & fees
Jun 29 - Jun 30
Walkable Neighborhood: Updated Morton Home!

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.4 out of 10, Very good, (19 reviews)
"Our host was very friendly and easy to communicate with! The house was super clean and had everything that we needed. The neighborhood is very nice. We visited Longwood Garden during our stay. It was spectacular! I highly recommend this property!"
United States
Sharon F.
The price is CA $171
CA $647 total
includes taxes & fees
Jun 7 - Jun 8
Kennett Square, Near Longwood Gardens & Downtown

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is CA $188
CA $480 total
includes taxes & fees
Jun 7 - Jun 8
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (22 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is CA $269
CA $463 total
includes taxes & fees
Jun 9 - Jun 10
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.8 out of 10, Exceptional, (28 reviews)
"This condo was in a great location and was very clean and nice. Easy access to the beach and local restaurants and shops. "
United States
Peter F.
The price is CA $149
CA $257 total
includes taxes & fees
Jun 8 - Jun 9
New Construction townhome close to everything downtown w/transparent pricing

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (35 reviews)
"Loved the location and place was comfortable. Our dogs loved the fenced back yard."
United States
James C.
The price is CA $174
CA $451 total
includes taxes & fees
Jun 8 - Jun 9
Underground Railroad Barn

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (1 review)
"This unit is located behind a mansion /b&b. Had what we needed, clean, easy to access and Karin was helpful."
United States
Megan M.
The price is CA $263
CA $335 total
includes taxes & fees
Jun 9 - Jun 10
Tiny Home Tranquil Oasis

Charming 1-Bedroom Basement Apartment with AC, WiFi in lovely Lansdowne

Charming 1-Bedroom Basement Apartment with AC, WiFi in lovely Lansdowne
Lansdowne
9.4 out of 10, Exceptional, (6 reviews)
"This was the perfect spot for my overnight stay in the city. Daniel was responsive, the place was clean and private, and it included a secure parking space. It was exactly what I needed to make the stay easy!"
United States
Blanche B.
The price is CA $249
CA $354 total
includes taxes & fees
Jun 21 - Jun 22
Charming 1-Bedroom Basement Apartment with AC, WiFi in lovely Lansdowne

Nchanted 1BR Luxury Retreat near Airport and Sports Complex w/ Yard and Parking

Nchanted 1BR Luxury Retreat near Airport and Sports Complex w/ Yard and Parking
Southwest Philadelphia
The price is CA $194
CA $414 total
includes taxes & fees
Jun 7 - Jun 8
Nchanted 1BR Luxury Retreat near Airport and Sports Complex w/ Yard and Parking

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (3 reviews)
"It was everything we hoped it would be"
United States
Carla H.
The price is CA $168
CA $379 total
includes taxes & fees
Jun 8 - Jun 9
Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is CA $263
CA $329 total
includes taxes & fees
Jun 9 - Jun 10
Nature's Haven Tiny Home

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

Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
Concordville
The price is CA $231
CA $286 total
includes taxes & fees
Jun 29 - Jun 30
Free Breakfast. Seasonal Outdoor Pool. Gym. Near Longwood Gardens!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Hotel Reviews

Find out more about Rockland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rockland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Homey Retreat in Historic Kennett Square!!: This vacation home rental near Rockland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.