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
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 Greenwood vacation rentals

A bedroom with a bed, a dresser, a mirror, and a door leading to another room.

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

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
9.6 out of 10, Exceptional, (4 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 ￥18,718
￥33,741 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Unit in Milford, Delaware -Close to DE Turf
A wooden cabin with a porch, a rocking chair, and a table.

2. 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, (2 reviews)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is ￥29,936
￥46,566 total
includes taxes & fees
Nov 22 - Nov 23
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
A modern living space with a dining area, sofa, and kitchen.

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 ￥9,532
￥47,747 total
includes taxes & fees
Nov 5 - Nov 6
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

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, (63 reviews)
"The accommodations were very comfortable in a private setting. The grounds were beautiful."
United States
Ellen S.
The price is ￥9,926
￥27,548 total
includes taxes & fees
Nov 3 - Nov 4
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A patio area with outdoor seating, string lights, and potted plants.

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, (17 reviews)
"The owner thought of many amenities that I haven't seen before like breakfast bars and oatmeal packets. Very much appreciated."
United States
Sharon
The price is ￥25,525
￥41,484 total
includes taxes & fees
Nov 3 - Nov 4
Poe Themed Home Close to Beaches and DE Turf
A bedroom with a bunk bed, a single bed, a desk, and a chair.

6. 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 ￥17,213
￥36,580 total
includes taxes & fees
Nov 3 - Nov 4
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
A single-story house with a garage, a front lawn, and a driveway.

7. A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford

A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford
Milford
The price is ￥22,739
￥45,662 total
includes taxes & fees
Nov 3 - Nov 4
A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford
Pool

8. 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 ￥12,999
￥28,884 total
includes taxes & fees
Nov 3 - Nov 4
Tiny house w/ Pool on water near Beaches / turf
Pool

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 ￥12,999
￥28,884 total
includes taxes & fees
Nov 3 - Nov 4
Waterfront studio w/ pool - shopping and beaches
Pool

10. 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 ￥17,938
￥43,765 total
includes taxes & fees
Nov 5 - Nov 6
New 3‑BR Ranch by DE Turf & Beaches
Pool

11. The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.8 out of 10, Exceptional, (6 reviews)
"Host was very helpful and has great communication. Beautiful place to stay!"
United States
veronica d.
The price is ￥17,158
￥47,161 total
includes taxes & fees
Nov 3 - Nov 4
The Little house W/ Pool & Spa
A covered patio with a table and chairs, a white fence, and a view of the greenery.

12. 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 ￥23,634
￥52,546 total
includes taxes & fees
Nov 9 - Nov 10
Getaway on 1/2 Acre w/ Deck in Georgetown
A covered patio with a table and chairs, a white fence, and a view of the greenery.

13. 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 property for our trip. We are looking forward to staying there again next year. Great owners!"
United States
Charles M.
The price is ￥17,332
￥52,008 total
includes taxes & fees
Nov 9 - Nov 10
Getaway on 1/2 Acre w/ Deck in Georgetown
A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

14. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful home. Plenty of space inside with great outdoor spaces. Very clean and easy to contact host. Family friendly-would highly recommend!"
United States
Jessica H.
The price is ￥56,722
￥88,184 total
includes taxes & fees
Nov 3 - Nov 4
Turnbridge Manor
A spacious room with a large bed, a dining area, and a kitchenette.

15. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!

Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
Seaford
10.0 out of 10, Exceptional, (1 review)
"This was a clean, comfortable place to stay. We only stayed one night, but would've enjoyed staying longer. Sitting outside with coffee in the morning was special. The number of different birds we heard was amazing. We didn't have time to explore the pond, but it added to a nice, quiet stay."
United States
Whitney H.
The price is ￥16,307
￥23,604 total
includes taxes & fees
Nov 3 - Nov 4
Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
A room with a large window overlooking a river, a wicker chair, and a glass table.

16. Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.6 out of 10, Exceptional, (42 reviews)
"This place is a great central location to everywhere we wanted to go! The whole living room area was a great space for everyone to get together and hang out. The enclosed patio is also great for playing games and relaxing. Communication was also very good and we enjoyed our stay!"
United States
Bianca S.
The price is ￥11,344
￥42,894 total
includes taxes & fees
Nov 9 - Nov 10
Spacious Condo•Pond Views•Centrally located
A modern kitchen with a central island, stainless steel appliances, and a dining area with a chandelier.

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
9.4 out of 10, Exceptional, (13 reviews)
"Great experience! I had a few questions, and the owners responded within MINUTES!"
United States
Jenn K.
The price is ￥26,588
￥42,595 total
includes taxes & fees
Nov 3 - Nov 4
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
A modern kitchen with a large island, bar stools, and pendant lighting.

18. Spacious 5 Bedroom w/Pool, Patio and Theater

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.2 out of 10, Wonderful, (12 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
The price is ￥45,631
￥106,611 total
includes taxes & fees
Nov 3 - Nov 4
Spacious 5 Bedroom w/Pool, Patio and Theater
A modern living room with a flat-screen TV, grey sofa, and a dining area with a white table and chairs.

19. 1st Floor Beach-town Condo. We are Pet Friendly!

1st Floor Beach-town Condo. We are Pet Friendly!
Villages of Five Points
9.8 out of 10, Exceptional, (45 reviews)
"Fantastic stay!!!! Very safe, extremely pet friendly for our senior dog - 1000% recommend "
United States
Mandy M.
The price is ￥17,332
￥45,842 total
includes taxes & fees
Nov 4 - Nov 5
1st Floor Beach-town Condo. We are Pet Friendly!
A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, a microwave, and a stove.

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, (39 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is ￥22,263
￥56,668 total
includes taxes & fees
Dec 1 - Dec 2
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

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

8/10 Good
"It was clean and well maintained."
Kiasha 1-night trip
Posted 7 hours ago
Microtel Inn & Suites by Wyndham Dover

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greenwood!

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?

Bay Front Water & Beach Front Broadkill Pet Friendly Sleeps 12 4Bed 4Bath 4Floor: 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 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.