Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

Cozy Unit in Milford, Delaware -Close to DE Turf
10.0 out of 10, Exceptional, (2)
"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!! "
The price is AU$351
includes taxes & fees
18 Oct - 19 Oct
Cozy Unit in Milford, Delaware -Close to DE Turf
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
9.8 out of 10, Exceptional, (28)
"Our stay was too short to take advantage of the location and coziness of this home. We’re already planning our return. "
The price is AU$561
includes taxes & fees
3 Nov - 4 Nov
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Poe Themed Home Close to Beaches and DE Turf
10.0 out of 10, Exceptional, (4)
"Comfortable beds, meticulous details of EA Poe throughout, walking distance to adorable Dolce’ for coffee and pastries, and lovely Milford charm are a few of the outstanding qualities of this home away from home. "
The price is AU$433
includes taxes & fees
20 Oct - 21 Oct
Poe Themed Home Close to Beaches and DE Turf
Spacious Home-Steps Away From Quiet Beach-Nature and Wildlife-Pet Friendly!
9.6 out of 10, Exceptional, (16)
"An amazing beach area that shows the oceans natural beauty! Neighborhood is extremely quiet and welcoming. "
The price is AU$625
includes taxes & fees
4 Nov - 5 Nov
Spacious Home-Steps Away From Quiet Beach-Nature and Wildlife-Pet Friendly!
Historic home, great yard & Walk to Dogfish Head Brewery!
10.0 out of 10, Exceptional, (3)
"Enjoyed the house very clean liked the area. "
The price is AU$308
includes taxes & fees
5 Nov - 6 Nov
Historic home, great yard & Walk to Dogfish Head Brewery!
Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower
9.8 out of 10, Exceptional, (10)
"Wonderful property! Through the dune and on the beach. The house was clean and comfortable. We had a wonderful family vacation at this restful location. If you enjoy a beach without large amounts of people this is for you!"
The price is AU$514
includes taxes & fees
27 Oct - 28 Oct
Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
10.0 out of 10, Exceptional, (14)
"Restaurants close…. Beach 30 mins….. Great host!"
The price is AU$289
includes taxes & fees
21 Oct - 22 Oct
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Tiny house w/ Pool on water near Beaches / turf
10.0 out of 10, Exceptional, (2)
"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. "
The price is AU$300
includes taxes & fees
20 Oct - 21 Oct
Tiny house w/ Pool on water near Beaches / turf
Elegant 3-Bedroom Condo in Lewes with Pond Views
9.8 out of 10, Exceptional, (19)
"Quiet, clean, roomy. The perfect place for our family vacation to Lewes/Rehoboth. It was close to everything while offering some peace and privacy. Check in and out were very easy. Would stay again!"
The price is AU$406
includes taxes & fees
26 Oct - 27 Oct
Elegant 3-Bedroom Condo in Lewes with Pond Views
New 3‑BR Ranch by DE Turf & Beaches
10.0 out of 10, Exceptional, (2)
"Beautiful accommodations that are very comfortable. We would stay there again."
The price is AU$372
includes taxes & fees
20 Oct - 21 Oct
New 3‑BR Ranch by DE Turf & Beaches
1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.
9.8 out of 10, Exceptional, (9)
"Very quiet, felt like we were the only ones in Delaware: ] Oceanfront Amazing. "
The price is AU$753
includes taxes & fees
26 Oct - 27 Oct
1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.
Modern & Cozy. Close to Lewes, Rehoboth Beaches. Community Pool
10.0 out of 10, Exceptional, (2)
"My husband and our three children (12,12 &9) stayed here for a long weekend. The location is fantastic, close enough to everything to be continent but in a nice quiet area. The pool was a nice alternative to the beach. The condo was clean and well kept. Beds were comfortable. The property manager was helpful and kind. (And responsive) overall fantastic experience, we will be coming back. "
The price is AU$459
includes taxes & fees
20 Oct - 21 Oct
Modern & Cozy. Close to Lewes, Rehoboth Beaches. Community Pool
1st Floor Beach-town Condo. We are Pet Friendly!
9.8 out of 10, Exceptional, (30)
"My family and I decided to vacation in Delaware, which was a first time. We were very satisfied with our stay, and the location of our condo was in a quiet but local area that was near many things. It was also great that we were able to take our pup with us! "
The price is AU$456
includes taxes & fees
19 Oct - 20 Oct
1st Floor Beach-town Condo. We are Pet Friendly!
Delaware Beachfront Private Getaway on the Bay
9.8 out of 10, Exceptional, (191)
"Wonderful place for nature, peace, and quiet. Beautiful sunrises every morning. A great getaway."
The price is AU$1,084
includes taxes & fees
1 Nov - 2 Nov
Delaware Beachfront Private Getaway on the Bay
The Little house W/ Pool & Spa
The price is AU$392
includes taxes & fees
21 Oct - 22 Oct
The Little house W/ Pool & Spa
Turnbridge Manor
9.8 out of 10, Exceptional, (12)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
The price is AU$946
includes taxes & fees
20 Oct - 21 Oct
Turnbridge Manor
Waterfront studio w/ pool - shopping and beaches
2.0 star property
The price is AU$290
includes taxes & fees
19 Oct - 20 Oct
Waterfront studio w/ pool - shopping and beaches
Spacious 5 Bedroom w/Pool, Patio and Theater
9.8 out of 10, Exceptional, (7)
"Great house for a large family "
The price is AU$1,131
includes taxes & fees
19 Oct - 20 Oct
Spacious 5 Bedroom w/Pool, Patio and Theater
Lewes beach relax hot-tub games
10.0 out of 10, Exceptional, (3)
"The house was excellent in nearly all regards."
The price is AU$2,090
includes taxes & fees
20 Oct - 21 Oct
Lewes beach relax hot-tub games
Cozy home w/ amazing sunsets minutes to DE/MD Beaches: Come enjoy! 4 BR 3 BATH
8.8 out of 10, Excellent, (17)
"This home is beautiful and clean and perfectly located for us to take advantage of the beaches as well as the baseball tournament that our grandson was in. The Host was very responsive and we thoroughly enjoyed our stay here."
The price is AU$1,015
includes taxes & fees
18 Oct - 19 Oct
Cozy home w/ amazing sunsets minutes to DE/MD Beaches: Come enjoy! 4 BR 3 BATH
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greenwood holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as AU$308 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Greenwood has to offer?

Historic home, great yard & Walk to Dogfish Head Brewery!: This holiday home rental outside of Greenwood offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 Abbott's Mill Nature Center. Harrington Raceway and Casino and Delaware Technical Community College Georgetown Campus are a couple of places you'll find in the wider area.

What are holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.