A swamp with tall trees and water reflecting the greenery.

Greenwood Vacation Rentals

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Our top choices for Greenwood vacation rentals

1. Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Lincoln
10.0 out of 10, Exceptional, (1 review)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is CA $238
CA $397 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

2. Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "
United States
Shaine L.
The price is CA $165
CA $310 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Unit in Milford, Delaware -Close to DE Turf

3. Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our family while at a lacrosse tournament. It was close to the field and very comfortable. Having two full bathrooms to get ready for the day was a treat! The property was clean and spacious. Also, the host was also extremely responsive. We will definitely return."
United States
Jill M.
The price is CA $118
CA $480 total
includes taxes & fees
Sep 3 - Sep 4
Luxury 2 bedroom Apt. Near DE Turf & Beaches!

4. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
9.6 out of 10, Exceptional, (25 reviews)
"We enjoy this place!!!"
United States
nahum f.
The price is CA $104
CA $269 total
includes taxes & fees
Oct 1 - Oct 2
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

5. Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
8.6 out of 10, Excellent, (15 reviews)
"Theme decor was awesome. Location was a quick stroll downtown. Very busy street so use a white noise app on your phone if street noise is an issue."
United States
Dee Z. B.
The price is CA $225
CA $384 total
includes taxes & fees
Sep 1 - Sep 2
Poe Themed Home Close to Beaches and DE Turf

6. New 3‑BR Ranch by DE Turf & Beaches

New 3‑BR Ranch by DE Turf & Beaches
Lincoln
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful accommodations that are very comfortable. We would stay there again."
United States
Beth S.
The price is CA $174
CA $423 total
includes taxes & fees
Sep 1 - Sep 2
New 3‑BR Ranch by DE Turf & Beaches

7. Tiny house w/ Pool on water near Beaches / turf

Tiny house w/ Pool on water near Beaches / turf
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful tiny home with lavish pool in a quiet neighborhood. Loved the area, the home, and amenities provided. Although, we did not receive the code to unlock the door at check in time and host did not answer our text for about 40 minutes. Thankfully the housecleaner was there to let us in! Still a great stay. "
United States
Jessica W.
The price is CA $115
CA $263 total
includes taxes & fees
Sep 2 - Sep 3
Tiny house w/ Pool on water near Beaches / turf

8. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is CA $200
CA $455 total
includes taxes & fees
Sep 8 - Sep 9
Getaway on 1/2 Acre w/ Deck in Georgetown

9. Waterfront studio w/ pool - shopping and beaches

Waterfront studio w/ pool - shopping and beaches
Lincoln
10.0 out of 10, Exceptional, (1 review)
"Location was great for our needs. Left feeling refreshed and happy. The decor is uplifting. Beds very comfortable. Thanks for the offering!"
United States
Paula R.
The price is CA $138
CA $291 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront studio w/ pool - shopping and beaches

10. EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (60 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
The price is CA $125
CA $280 total
includes taxes & fees
Sep 8 - Sep 9
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

11. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
Georgetown
10.0 out of 10, Exceptional, (8 reviews)
"Fantastic experience! The home was clean and well stocked."
United States
June T.
The price is CA $145
CA $468 total
includes taxes & fees
Sep 8 - Sep 9
Getaway on 1/2 Acre w/ Deck in Georgetown

12. The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.8 out of 10, Exceptional, (6 reviews)
"The host was very welcoming. The house was very nice."
United States
Lisa H.
The price is CA $151
CA $437 total
includes taxes & fees
Sep 15 - Sep 16
The Little house W/ Pool & Spa

13. Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
Milford
9.0 out of 10, Wonderful, (7 reviews)
The price is CA $228
CA $387 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

14. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

Pet-Friendly Pond Cottage • Nature Escape Near Beaches
Seaford
The price is CA $167
CA $206 total
includes taxes & fees
Sep 2 - Sep 3
Pet-Friendly Pond Cottage • Nature Escape Near Beaches

15. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (17 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is CA $501
CA $859 total
includes taxes & fees
Sep 1 - Sep 2
Turnbridge Manor

16. Pool • Private Wooded Deck • Mins. to Lewes Beach

Pool • Private Wooded Deck • Mins. to Lewes Beach
Lewes
8.8 out of 10, Excellent, (5 reviews)
"This is NOT a three bedroom property!!!!!! There are two (2) bedrooms upstairs and a small sleeper-loveseat (that was broken) located on the first floor, in the back room which leads to the rear deck. The host refused to contact me via cell phone, when I discovered this problem upon my arrival. His emails were rude and his attitude was poor overall."
United States
Anthony
The price is CA $155
CA $444 total
includes taxes & fees
Sep 1 - Sep 2
Pool • Private Wooded Deck • Mins. to Lewes Beach

17. 1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.

1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.
Milton
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful views of the water from every window in the place. Bed was comfortable. Location reasonably convenient to restaurants and resort attractions, but far enough away to be peaceful. Kitchen is reasonably well equipped for cooking and meals at home."
United States
Eleanor N.
The price is CA $382
CA $729 total
includes taxes & fees
Sep 2 - Sep 3
1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.

18. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (39 reviews)
"Great set up and plenty of room and parking! Host was easy to communicate with and they were very quick to reply. I would definitely stay there again in the future. "
United States
Jennifer B.
The price is CA $151
CA $456 total
includes taxes & fees
Sep 7 - Sep 8
Spacious Condo•Pond Views•Centrally located

19. Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"We had an absolutely wonderful stay at this adorable glamping camper oasis while in town for the NASCAR All-Star Race weekend. The camper and property were spotless, beautifully maintained, and it has so many thoughtful amenities that made our stay comfortable and relaxing.The heated pool was amazing after a long day, and the entire atmosphere was peaceful, welcoming, and fun. The hosts were incredibly friendly, gracious, and accommodating throughout our stay. You can truly tell they take...
United States
Roberta J.
The price is CA $222
CA $358 total
includes taxes & fees
Sep 8 - Sep 9
Mini Aruba RV/Glamping Tent

20. Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Milton
9.8 out of 10, Exceptional, (38 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is CA $283
CA $639 total
includes taxes & fees
Sep 29 - Sep 30
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
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 Greenwood Hotel Reviews

Find out more about Greenwood

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

Greenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. 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 Greenwood 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 Greenwood vacation rentals we have selected for you start as low as CA $599 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood 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 Greenwood 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 Greenwood 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 Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Can I find a vacation rental in Greenwood?

Yes, there are vacation rentals near popular local attractions in Greenwood, or you can choose a secluded option if you'd like a relaxing place to stay. Greenwood is known for its restaurants and sporting events. Make sure you have time to check out the shopping and beaches during your trip.

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

Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape! : Visitors like this Greenwood vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Greenwood?

Explore the area and family-friendly sights such as Delaware State Fairgrounds, or get out into nature at a spot like DE Turf Sports Complex. Harrington Raceway and Casino and Hooper's Landing Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Greenwood?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Greenwood. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.