Greenwood Holiday Rentals

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Our top choices for Greenwood holiday rentals

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, (47 reviews)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
The price is AU$406
includes taxes & fees
31 May - 1 June
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Milford
10.0 out of 10, Exceptional, (138 reviews)
"Clean, pet friendly, nice beach."
United States
Ned J.
The price is AU$723
includes taxes & fees
3 June - 4 June
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (5 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
United States
Marleen M.
The price is AU$356
includes taxes & fees
12 June - 13 June
Mini Aruba RV/Glamping Tent

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, (30 reviews)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is AU$739
includes taxes & fees
1 June - 2 June
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is AU$848
includes taxes & fees
10 June - 11 June
Turnbridge Manor

Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
9.6 out of 10, Exceptional, (9 reviews)
"Loved the Poe themed quirky charm. Convenient parking. We were attending a soccer tournament and it was a super easy 11 minute drive to DE Turf. We love old houses and it felt like our previous home in New Orleans. Cat was very responsive after an initial problem with the Vrbo app. Would stay again!"
United States
John
The price is AU$386
includes taxes & fees
31 May - 1 June
Poe Themed Home Close to Beaches and DE Turf

Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
Lewes Beach town Condo on 1st Floor!

Escape to our spacious & serene 3-bedroom home with stunning bay views.

Escape to our spacious & serene 3-bedroom home with stunning bay views.
Milford
9.8 out of 10, Exceptional, (21 reviews)
"Great location with tons of space, being able to bring our dog along was so wonderful. Unfortunately the plumbing to the outdoor shower was broken which we were looking forward to using but otherwise everything was as expected! "
United States
Calvin M.
The price is AU$593
includes taxes & fees
2 June - 3 June
Escape to our spacious & serene 3-bedroom home with stunning bay views.

Cozy home in Milford/Harrington for relaxing stays!

Cozy home in Milford/Harrington for relaxing stays!
Harrington
The price is AU$325
includes taxes & fees
31 May - 1 June
Cozy home in Milford/Harrington for relaxing stays!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (21 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is AU$265
includes taxes & fees
2 June - 3 June
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Welcoming 3-bedroom house with AC in charming Milford.

Welcoming 3-bedroom house with AC in charming Milford.
Milford
10.0 out of 10, Exceptional, (1 review)
"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 AU$688
includes taxes & fees
10 June - 11 June
Welcoming 3-bedroom house with AC in charming Milford.

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, (37 reviews)
"I had a great interaction with the host and the rooms were very clean and comfortable and it also has a great kitchen with everything you would need and most importantly the area is extremely nice and very quiet and it was perfect for walking our dog, also the Fish on restaurant and the French bakery and Arena’s are as good as it gets! Looking forward to going back in the near future!"
United States
Patrick D.
The price is AU$720
includes taxes & fees
15 June - 16 June
1st Floor Beach-town Condo. We are Pet Friendly!

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
Dover
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 AU$532
includes taxes & fees
31 May - 1 June
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

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 AU$323
includes taxes & fees
31 May - 1 June
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

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)
"The unit is tiny but knowing we wouldn’t be spending much time there, it was fine for our use. I liked that we could walk to locations in town. Her directions for use were very clear and precise."
United States
Rebecca N.
The price is AU$314
includes taxes & fees
1 June - 2 June
Cozy Unit in Milford, Delaware -Close to DE Turf

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (29 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is AU$433
includes taxes & fees
1 June - 2 June
Spacious Condo•Pond Views•Centrally located

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
The price is AU$419
includes taxes & fees
3 June - 4 June
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

360 Water Views I Steps to Beach I Rooftop & Screened Deck I Elevator I Dog Welc

360 Water Views I Steps to Beach I Rooftop & Screened Deck I Elevator I Dog Welc
Milton
10.0 out of 10, Exceptional, (2 reviews)
"House was beautiful! Clean, quiet location. Short walk to beach and local store. "
United States
Taylor G.
The price is AU$1,849
includes taxes & fees
12 June - 13 June
360 Water Views I Steps to Beach I Rooftop & Screened Deck I Elevator I Dog Welc

Coastal Retreat - Pool, Close to Lewes and Rehoboth Beach

Coastal Retreat - Pool, Close to Lewes and Rehoboth Beach
Lewes
10.0 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay"
United States
Jonathan D.
The price is AU$667
includes taxes & fees
14 June - 15 June
Coastal Retreat - Pool, Close to Lewes and Rehoboth Beach

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 AU$406
includes taxes & fees
1 June - 2 June
New 3‑BR Ranch by DE Turf & Beaches
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$433 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?

Secluded Beach home with amazing views. : This holiday home rental outside of Greenwood is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Second Street Players - Riverfront Theatre 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.