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Kirkwood Vacation Rentals

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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 Kirkwood vacation rentals

A riverside dock with boats, a covered seating area, and a bridge in the background.

1. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (29 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is CA $152
CA $395 total
includes taxes & fees
Sep 28 - Sep 29
Historic Chesapeake City Stay
A wooden cabin with a porch, surrounded by dense forest.

2. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (49 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is CA $99
CA $157 total
includes taxes & fees
Oct 5 - Oct 6
Country Get Away Studio Apartment
A covered deck area with a grill and outdoor seating.

3. 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 $266
CA $328 total
includes taxes & fees
Sep 26 - Sep 27
Nature's Haven Tiny Home

4. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is CA $266
CA $339 total
includes taxes & fees
Sep 26 - Sep 27
Tiny Home Tranquil Oasis
A residential house with a brick exterior, a dark roof, and a front porch with a bench.

5. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is CA $169
CA $212 total
includes taxes & fees
Sep 27 - Sep 28
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

6. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (6 reviews)
"My boyfriend and I had a fantastic night on the yacht. We arrived right on time and found the AC and the lights on and ready for our arrival. I sunbathed on the front of the yacht and danced on the back after dinner at Grain H2O. The restaurant is located at the top of the hill on the marina . There was a band and we could hear the music from the boat. The marina was clean and everyone is friendly. At night it was very peaceful and easy to fall asleep. The morning we enjoyed our last couple of...
United States
Karen
The price is CA $353
CA $418 total
includes taxes & fees
Sep 27 - Sep 28
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A two-story residential building with a stone facade, a large front lawn, and a driveway.

7. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is CA $368
CA $516 total
includes taxes & fees
Sep 28 - Sep 29
Elegant Family Stay • Quiet Neighborhood • Comfort
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

8. 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
9.8 out of 10, Exceptional, (6 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is CA $236
CA $537 total
includes taxes & fees
Sep 29 - Sep 30
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A beach with a water tower, beach umbrellas, and a hotel in the background.

9. 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 $218
CA $258 total
includes taxes & fees
Sep 27 - Sep 28
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

10. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.0 out of 10, Very good, (20 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is CA $253
CA $580 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A garden with a fountain, surrounded by lush greenery and flowering plants.

11. 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.
The price is CA $173
CA $282 total
includes taxes & fees
Sep 27 - Sep 28
New Construction townhome close to everything downtown w/transparent pricing
A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

12. Cozy Comfy Pet Friendly House in a Quiet Neighborhood

Cozy Comfy Pet Friendly House in a Quiet Neighborhood
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.
The price is CA $225
CA $281 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Comfy Pet Friendly House in a Quiet Neighborhood
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

13. Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is CA $229
CA $528 total
includes taxes & fees
Oct 26 - Oct 27
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

14. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (1 review)
The price is CA $185
CA $263 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 1-bedroom apartment in Lincoln University
A two-story house with a deck, a barbecue grill, and a covered patio area.

15. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (24 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is CA $311
CA $719 total
includes taxes & fees
Sep 28 - Sep 29
Thunder Hill Retreat - Spacious/Deck/Hot tub
A grand building with a red entrance door, columns, and a sign reading 'The Grand Opera House.'

16. 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 $152
CA $244 total
includes taxes & fees
Oct 15 - Oct 16
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

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.
The price is CA $173
CA $624 total
includes taxes & fees
Sep 29 - Sep 30
Kennett Square, Near Longwood Gardens & Downtown
A storefront with a 'WARNER' sign, large windows, and outdoor seating.

18. 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 $154
CA $314 total
includes taxes & fees
Oct 26 - Oct 27
Modern Downtown 1BR | Free Garage Parking + Workspace
A living room with a fireplace, two sofas, a zebra rug, and a ceiling fan.

19. 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.
The price is CA $292
CA $586 total
includes taxes & fees
Sep 27 - Sep 28
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
A beach with a water tower, beach umbrellas, and a hotel in the background.

20. Free Breakfast. Pool. 10 Min Drive to the University of Delaware!

Free Breakfast. Pool. 10 Min Drive to the University of Delaware!
Newark
10.0 out of 10, Exceptional, (1 review)
"Clean rooms close to all things we needed breakfast was good and plentiful wish the afternoon buffet was available would use this place again"
United States
Susan H.
The price is CA $318
CA $376 total
includes taxes & fees
Sep 27 - Sep 28
Free Breakfast. Pool. 10 Min Drive to the 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 Kirkwood Hotel Reviews

DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington

10/10 Excellent
"Room was"
Nicola 1-night trip
Posted 5 hours ago
DoubleTree by Hilton Hotel Wilmington

Find out more about Kirkwood

Everything you need to know about Kirkwood 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 Kirkwood 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 Kirkwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Kirkwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kirkwood. 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 Kirkwood 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 Kirkwood vacation rentals we have selected for you start as low as CA $157 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kirkwood rentals

At Expedia, we put the best Kirkwood 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 Kirkwood 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 Kirkwood 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 Kirkwood. 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 Kirkwood?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Kirkwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Kirkwood has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental outside of Kirkwood is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Kirkwood?

Explore the area and family-friendly sights such as Frightland, or get out into nature at a spot like Dragon Run Park. Lums Pond State Park and Mansion House Paintball are a couple of places you'll find in the larger area.

What are vacation rentals like in Kirkwood?

Vacation rentals are private properties you can stay in for several days or more in Kirkwood. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental 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 get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family gatherings.