Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

Cozy Beach Front Cottage Pet Friendly w/no pet fees

10.0 out of 10, Exceptional, (22)
"will definitely be staying here again next time we are in the area."
Cozy Beach Front Cottage Pet Friendly w/no pet fees

Last Minute cancellation - July 14th - 21st opening

9.8 out of 10, Exceptional, (152)
"Wonderful, comfortable place to stay!"
Last Minute cancellation - July 14th - 21st opening

3+ Night Rentals Allowed - Large Pet Friendly Home with Fenced-In Back Yard

8.8 out of 10, Excellent, (18)
"Great place for family and dogs!"
3+ Night Rentals Allowed - Large Pet Friendly Home with Fenced-In Back Yard

Looking for a private beach with amazing sunsets and sunrises? Look no further!

9.2 out of 10, Wonderful, (21)
"We had a great stay with our son and dog. Access to the beach was wonderful. We really appreciated the beach chairs, umbrella, etc.that were available for us to use."
Looking for a private beach with amazing sunsets and sunrises? Look no further!

Pet Friendly Broadkill Beach retreat—where coastal living, natural beauty, and relaxation come together in perfect harmony!

Pet Friendly Broadkill Beach retreat—where coastal living, natural beauty, and relaxation come together in perfect harmony!

1 Mississippi Ave. Bayfront Broadkill Beach

1 Mississippi Ave. Bayfront Broadkill Beach

Grandma's Cottage

10.0 out of 10, Exceptional, (100)
"5 nights in grandsma cottage and we enjoy every things..."
Grandma's Cottage

Village of Five Points condo with pool, gym, and tennis access

8.6 out of 10, Excellent, (4)
"Property is well kept, clean and has everything needed for relaxing getaway. It's located conveniently from shopping, restaurants, downtown and Beech."
Village of Five Points condo with pool, gym, and tennis access

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (454)
"Well stocked house with everything you need for an amazing vacation."
Bayfront Cottage with Spectacular Views

9819 Shore - Beachfront on Primehook Beach.

8.8 out of 10, Excellent, (33)
"Incredibly peaceful beach with sparsely scattered beachgoers, gentle waves, and soft sand. Ceiling fans with open floor plan and pocket doors secreting bedrooms away provide for both gatherings and restful privacy with a whir of moving air above. Sunrise coffee in the pergola beachside is best!"
9819 Shore - Beachfront on Primehook Beach.

Casa del Rio, a River House in Millsboro!

9.2 out of 10, Wonderful, (10)
"Great house to come back from a long day out! "
Casa del Rio, a River House in Millsboro!

Plantations East dog-friendly townhouse with fireplace & water view

8.6 out of 10, Excellent, (16)
"Location was great. House was good."
Plantations East dog-friendly townhouse with fireplace & water view

Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people

10.0 out of 10, Exceptional, (168)
"It was amazing, we loved the house and all the amenities. Being right on the beach was great. We also loved having all the birds in the yard."
Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people

Captain's Quarters

9.8 out of 10, Exceptional, (93)
"This was a wonderful home walking distance to the beach. It was spacious and extremely comfortable. We recommend it to anyone interested in a beach vacation home. "
Captain's Quarters

"STEPS TO SAND - Two Cottage Classic Gem Retreat"

10.0 out of 10, Exceptional, (33)
"This is our second year staying at this cottage. It's ideal for a family. "
"STEPS TO SAND - Two Cottage Classic Gem Retreat"

Charming 2-bedroom bungalow with WiFi, AC in delightful Milton

10.0 out of 10, Exceptional, (2)
"Great place to stay! Very comfortable and conveniently located to Rehoboth."
Charming 2-bedroom bungalow with WiFi, AC in delightful Milton

✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!

10.0 out of 10, Exceptional, (97)
"Beautiful stay. "
✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!

The Lilly Pad: Big fenced in yard, close to beaches, kayaking and more!

10.0 out of 10, Exceptional, (25)
"My family and I enjoyed our stay! The owners were very generous to us. The property was in a wonderful town close to beaches and Sports at the Beach! Would love to stay there again!"
The Lilly Pad: Big fenced in yard, close to beaches, kayaking and more!

A wonderful retreat in this unique bayside village!

10.0 out of 10, Exceptional, (48)
"Amazing views of the nature preserve, well stocked kitchen, and wonderful location in prime hook beach for those who want a respite from the beach crowd."
A wonderful retreat in this unique bayside village!

We are right on water, Dogs are invited. 2 nite min. 3 bedrooms two bath.

9.6 out of 10, Exceptional, (104)
"This property is lovely, impeccably clean and fully stocked for a comfortable and relaxing stay. It is a described and the hosts were great! We will definitely stay again!!"
We are right on water, Dogs are invited. 2 nite min. 3 bedrooms two 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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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?

Pet Friendly Broadkill Beach retreat—where coastal living, natural beauty, and relaxation come together in perfect harmony!: Visitors like this Greenwood vacation home rental. It is near the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 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.