A swamp with tall trees and water reflecting the greenery.

Holiday Homes in Greenwood

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Greenwood holiday homes

A patio area with outdoor seating, string lights, and potted plants.

1. 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 €251
includes taxes & fees
25 Oct - 26 Oct
Poe Themed Home Close to Beaches and DE Turf
A kitchen with wooden cabinets, a central island with a sink, and a dining area with a round table and chairs.

2. 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 €271
includes taxes & fees
30 Oct - 31 Oct
A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford
Pool

3. 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 €262
includes taxes & fees
25 Oct - 26 Oct
New 3‑BR Ranch by DE Turf & Beaches
A covered patio with a table and chairs, a white fence, and a view of the greenery.

4. 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 €317
includes taxes & fees
9 Nov - 10 Nov
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.

5. 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 €566
includes taxes & fees
27 Oct - 28 Oct
Turnbridge Manor
A modern kitchen with a central island, stainless steel appliances, and a dining area with a chandelier.

6. 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)
"We have traveled to Frederica/Milford for 4 straight summers for the American Select Lacrosse tournament, and this was by far, our favorite place to stay! It’s a perfect location to DE Turf with a delightful and huge back yard. The interior is clean and newly renovated. We had everything we needed and then some. The owners were very communicative. We could not have asked for a better stay and highly recommend!"
United States
SJ G.
The price is €265
includes taxes & fees
26 Oct - 27 Oct
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.

7. 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 €588
includes taxes & fees
25 Oct - 26 Oct
Spacious 5 Bedroom w/Pool, Patio and Theater
A spacious living area with a large sofa, a dining table, and a kitchen with white cabinets and a wooden countertop.

8. 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, (37 reviews)
"Great location, beautiful house, perfect for our kids and dogs!"
United States
Alexis P.
The price is €407
includes taxes & fees
25 Oct - 26 Oct
Coastal Cottage 15 Minutes to Lewes Beach + Bike Trail Access.
A kitchen with wooden cabinets, a microwave, a stove, a refrigerator, and a sink.

9. Come stay at our beautiful 3 bedroom home located in rural Milford De.

Come stay at our beautiful 3 bedroom home located in rural Milford De.
Milford
10.0 out of 10, Exceptional, (6 reviews)
"The guys went to the race and they were very happy with the location the price and the people were very nice to deal with"
United States
debra h.
The price is €458
includes taxes & fees
26 Oct - 27 Oct
Come stay at our beautiful 3 bedroom home located in rural Milford De.
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

10. 5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Host was great"
United States
mark o.
The price is €554
includes taxes & fees
2 Nov - 3 Nov
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
A round window with a view of a garden, a tree, and a building in the background.

11. Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Kitts Hummock
10.0 out of 10, Exceptional, (1 review)
"Our time here was an attraction in itself. There were so many small details. I won't mention all of them as I don't want to spoil the surprise but one of our favorites was a telescope pointed towards an ocean piling where birds frequently perch. The house felt interactive and playful. There were snacks and beverage options (including tea, coffee, water, and even other surprises) available. Very clean. One consideration is the stairscase. I would advise caution for those with mobility issues (bad...
United States
Alex L.
The price is €346
includes taxes & fees
25 Oct - 26 Oct
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove.

12. Plantation Lakes Townhouse

Plantation Lakes Townhouse
2.0 star property
Millsboro
The price is €1,302
includes taxes & fees
25 Oct - 26 Oct
Plantation Lakes Townhouse
A dining area with a round table, chairs, a chandelier, and patterned wallpaper.

13. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
The price is €648
includes taxes & fees
25 Oct - 26 Oct
Walk to Bowers Beach! Peaceful Coastal Retreat
A large rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, and a covered area in the background.

14. Plantation Lakes Townhouse

Plantation Lakes Townhouse
Millsboro
The price is €923
includes taxes & fees
25 Oct - 26 Oct
Plantation Lakes Townhouse
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 Milford

Microtel Inn & Suites by Wyndham Milford

10/10 Excellent
"Beautiful hotel. Rooms are spacious and very well maintained"
demetrius 1-night trip
Posted 3 hours ago
Microtel Inn & Suites by Wyndham Milford

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews
119
Accommodation
312 Holiday Homes
Lowest Price
€251
Highest Price
€648