A swamp with tall trees and water reflecting the greenery.

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Greenwood vacation rentals

Exterior

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

Pet-Friendly Pond Cottage • Nature Escape Near Beaches
Seaford
The price is AED 455
AED 561 total
includes taxes & fees
21 Sep - 22 Sep
Pet-Friendly Pond Cottage • Nature Escape Near Beaches
TV

2. Pool • Bike Trail • Minutes to Lewes Beach

Pool • Bike Trail • Minutes to Lewes Beach
Lewes
The price is AED 678
AED 1,499 total
includes taxes & fees
22 Sep - 23 Sep
Pool • Bike Trail • Minutes to Lewes Beach
Terrace/patio

3. 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 AED 698
AED 1,144 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Exterior

4. 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, (59 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 AED 415
AED 852 total
includes taxes & fees
14 Sep - 15 Sep
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
1 bedroom, iron/ironing board, WiFi, bed sheets

5. 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 AED 436
AED 834 total
includes taxes & fees
2 Sep - 3 Sep
Cozy Unit in Milford, Delaware -Close to DE Turf
Interior

6. 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 AED 416
AED 1,402 total
includes taxes & fees
2 Sep - 3 Sep
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
1 bedroom, desk, iron/ironing board, WiFi

7. 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 AED 294
AED 748 total
includes taxes & fees
23 Sep - 24 Sep
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Outdoor dining

8. 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 AED 595
AED 1,022 total
includes taxes & fees
25 Aug - 26 Aug
Poe Themed Home Close to Beaches and DE Turf
Pool

9. 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 AED 311
AED 715 total
includes taxes & fees
2 Sep - 3 Sep
Tiny house w/ Pool on water near Beaches / turf
House (3 Bedrooms) | Interior

10. 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 AED 529
AED 1,203 total
includes taxes & fees
8 Sep - 9 Sep
Getaway on 1/2 Acre w/ Deck in Georgetown
Outdoor dining

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 AED 382
AED 1,255 total
includes taxes & fees
8 Sep - 9 Sep
Getaway on 1/2 Acre w/ Deck in Georgetown
Pool

12. 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 AED 457
AED 893 total
includes taxes & fees
31 Aug - 1 Sep
Waterfront studio w/ pool - shopping and beaches
Pool

13. 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 AED 596
AED 1,284 total
includes taxes & fees
2 Sep - 3 Sep
New 3‑BR Ranch by DE Turf & Beaches
Pool

14. 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 AED 537
AED 1,328 total
includes taxes & fees
24 Sep - 25 Sep
The Little house W/ Pool & Spa
Interior

15. Cozy Room in Dover

Cozy Room in Dover
Dover
The price is AED 215
AED 353 total
includes taxes & fees
29 Aug - 30 Aug
Cozy Room in Dover
Property grounds

16. Cozy home minutes from Lewes and Rehoboth Beach

Cozy home minutes from Lewes and Rehoboth Beach
Milton
10.0 out of 10, Exceptional, (40 reviews)
"All went well.. keep doing a great job!We had a great stay"
United States
Deb W.
Cozy home minutes from Lewes and Rehoboth Beach
Coffee/tea maker, fridge, microwave, oven

17. 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
8.8 out of 10, Excellent, (6 reviews)
The price is AED 603
AED 1,031 total
includes taxes & fees
25 Aug - 26 Aug
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
TV, fireplace

18. 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 AED 428
AED 1,197 total
includes taxes & fees
2 Sep - 3 Sep
Pool • Private Wooded Deck • Mins. to Lewes Beach
Interior

19. 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 AED 555
AED 1,395 total
includes taxes & fees
7 Sep - 8 Sep
Spacious Condo•Pond Views•Centrally located
Coffee/tea maker, fridge, microwave, oven

20. Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.

Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.
Milton
10.0 out of 10, Exceptional, (34 reviews)
"Easy booking and check in process- clean and lovely property exactly as advertised. Would book again if we come back to the area! "
United States
Cassandra P.
Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.
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

Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

10/10 Excellent
"Fenced in dog yard."
Susan 9-night trip
Posted less than an hour ago
Home2 Suites by Hilton Lewes Rehoboth Beach

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 Killens Pond State Park 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.