Greenwood Vacation Rentals

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Our top choices for Greenwood vacation 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 CA $125
CA $282 total
includes taxes & fees
Apr 16 - Apr 17
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

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, (19 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is CA $76
CA $240 total
includes taxes & fees
Apr 14 - Apr 15
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

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
The price is CA $152
CA $296 total
includes taxes & fees
Apr 28 - Apr 29
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (27 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is CA $125
CA $382 total
includes taxes & fees
Apr 19 - Apr 20
Spacious Condo•Pond Views•Centrally located

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
9.6 out of 10, Exceptional, (19 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 CA $243
CA $579 total
includes taxes & fees
Apr 21 - Apr 22
Escape to our spacious & serene 3-bedroom home with stunning bay views.

Waterfront studio w/ pool - shopping and beaches

Waterfront studio w/ pool - shopping and beaches
Lincoln
The price is CA $136
CA $292 total
includes taxes & fees
Apr 14 - Apr 15
Waterfront studio w/ pool - shopping and beaches

Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
9.8 out of 10, Exceptional, (6 reviews)
"Property was spacious and quiet. "
United States
Melissa
The price is CA $224
CA $382 total
includes taxes & fees
Apr 14 - Apr 15
Poe Themed Home Close to Beaches and DE Turf

The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming. The house was very nice."
United States
Lisa H.
The price is CA $151
CA $436 total
includes taxes & fees
Apr 14 - Apr 15
The Little house W/ Pool & Spa

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 CA $161
CA $407 total
includes taxes & fees
Apr 14 - Apr 15
New 3‑BR Ranch by DE Turf & Beaches

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, (29 reviews)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is CA $293
CA $662 total
includes taxes & fees
Apr 26 - Apr 27
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
The price is CA $114
CA $472 total
includes taxes & fees
Apr 21 - Apr 22
Luxury 2 bedroom Apt. Near DE Turf & Beaches!

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 CA $164
CA $312 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Unit in Milford, Delaware -Close to 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, (21 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
The price is CA $213
CA $504 total
includes taxes & fees
Apr 24 - Apr 25
Lewes Beach town Condo on 1st Floor!

Walk to Broadkill Beach: Sleek Family Home w/ Deck

Walk to Broadkill Beach: Sleek Family Home w/ Deck
3.0 star property
Milton
Walk to Broadkill Beach: Sleek Family Home w/ Deck

Spacious 5 Bedroom w/Pool, Patio and Theater

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.8 out of 10, Exceptional, (8 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
The price is CA $417
CA $1,013 total
includes taxes & fees
Apr 14 - Apr 15
Spacious 5 Bedroom w/Pool, Patio and Theater

Come Be Our Guest At A Place of Peace

Come Be Our Guest At A Place of Peace
Harbeson
The price is CA $249
CA $396 total
includes taxes & fees
Apr 14 - Apr 15
Come Be Our Guest At A Place of Peace

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 CA $498
CA $855 total
includes taxes & fees
Apr 14 - Apr 15
Turnbridge Manor

Adorable two-bedroom retreat close to Easton, Denton, Centreville

Adorable two-bedroom retreat close to Easton, Denton, Centreville
Queen Anne
10.0 out of 10, Exceptional, (28 reviews)
"Quiet, quaint....perfect"
United States
Catherine M.
The price is CA $234
CA $467 total
includes taxes & fees
May 10 - May 11
Adorable two-bedroom retreat close to Easton, Denton, Centreville

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 CA $298
CA $353 total
includes taxes & fees
Apr 22 - Apr 23
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

Waterfront Sunsets | Across from Broadkill Beach

Waterfront Sunsets | Across from Broadkill Beach
Milton
The price is CA $255
CA $297 total
includes taxes & fees
May 6 - May 7
Waterfront Sunsets | Across from Broadkill Beach
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower: Visitors like this Greenwood vacation home rental. It is located on the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease 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 DE Turf Sports Complex. Harrington Raceway and Casino and Delaware Technical Community College Georgetown Campus 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.