Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (438)
"We chose Glenmor Cottage as a quiet and peaceful place to celebrate our 58th anniversary and enjoy a winter visit to the shore. The home is beautifully decorated and cozy. Hope to return when the beach walk is a little warmer."
Bayfront Cottage with Spectacular Views

10 Florida Ave 200Ft to Water Pet Friendly Broadkill Beach Home Bay Block

10.0 out of 10, Exceptional, (37)
"We enjoyed our stay at Manatee Manor. Clean, organized, so close to the beach! We had a wonderful time!"
10 Florida Ave 200Ft to Water Pet Friendly Broadkill Beach Home Bay Block

Captain's Quarters

9.8 out of 10, Exceptional, (84)
"This place was large enough to accommodate my family size of 10. There was plenty of room to spread around and not to mention, the house was fully stocked with anything and everything you could need. Sean communicates quickly and is very attentive to details. Thank you Sean."
Captain's Quarters

Exquisite Beachfront Cottage With Panoramic Ocean Views

9.4 out of 10, Exceptional, (26)
"This property was just what we needed to cap our summer. It was nicely decorated and comfortable. Being close to the water and listening to the waves was so relaxing and refreshing. We would definitely consider this property again when we travel this way. Thank you! "
Exquisite Beachfront Cottage With Panoramic Ocean Views

Secluded Beach home with amazing views.

10.0 out of 10, Exceptional, (23)
"Beautiful property with everything you can need. Right on a secluded beach. Owner was very responsive. Fast internet allowed two people to work remotely at the same time. Nothing bad to say about this place, it's a gem!"
Secluded Beach home with amazing views.

♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎

9.8 out of 10, Exceptional, (176)
"Very nice property! Short walk over a small dune to a great stretch of beach that was beautiful and not crowded. Home was well appointed and very pet friendly. "
♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎

🔷 Water Front 🔷 Pet Friendly 🔷 Prime Hook Beach 🔷

9.8 out of 10, Exceptional, (107)
"Great location for our getaway. Quiet and peaceful. Just what we needed. Felt like we had the beach to ourselves."
🔷 Water Front 🔷 Pet Friendly 🔷 Prime Hook Beach 🔷

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

9.8 out of 10, Exceptional, (18)
"Communication was excellent. We spent two nights visiting family on our way to Florida. The accommodations were outstanding. The block and a half to walk to the beach was fabulous. As we were visiting in late November we had the beach all to ourselves. We will definitely stay here again. "
The price is AU$622
includes taxes & fees
26 Feb - 27 Feb
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining

10.0 out of 10, Exceptional, (125)
"This cottage was cozy, clean and just as described. It was a very nice getaway and close to all the places we planned to visit. The host was really nice and easy to work with. Would definitely stay there again and would recommend to anyone looking for a nice place to stay."
Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining

Vacation Home, Fantastic Views, Modern, Updated, Pet Friendly

9.8 out of 10, Exceptional, (173)
"Another Perfect Getaway at our favorite Delaware rental. We visit after Christmas every year and are always grateful to stay at such a lovely home in such a georgeous natural location. The host is wonderful and the check in was very easy. "
Vacation Home, Fantastic Views, Modern, Updated, Pet Friendly

Cozy Waterfront Retreat – Dog Friendly & Fully Stocked!

10.0 out of 10, Exceptional, (184)
"Very nice house and quiet surroundings "
Cozy Waterfront Retreat – Dog Friendly & Fully Stocked!

beachfront on the Delaware Bay- beautiful Prime Hook Beach

9.8 out of 10, Exceptional, (104)
"My sister and I had a great visit at the yellow cottage. Great location, quiet, right on the water. The kitchen was extremely well stocked as well as information about the area... asasainformation about the area"
beachfront on the Delaware Bay- beautiful Prime Hook Beach

Cozy Coastal Cottage with bike trail access. Only minutes from Downtown Lewes!

10.0 out of 10, Exceptional, (24)
"Came here last year, large property, comfortable and easy."
Cozy Coastal Cottage with bike trail access. Only minutes from Downtown Lewes!

3 Bedroom Cottage right on beach - Beautiful view of beach - Pets welcome!

9.8 out of 10, Exceptional, (98)
"We’ve stayed at the cottage multiple times and love it every year! It’s a perfect spot for our family of four, including two kiddos. Sandy is a fantastic host and the property has everything you need for a relaxing week away. "
3 Bedroom Cottage right on beach - Beautiful view of beach - Pets welcome!

1515 Pintail Lane - pet friendly property in Broadkill!

9.6 out of 10, Exceptional, (4)
"Love broadkill and oeaceful cool house"
1515 Pintail Lane - pet friendly property in Broadkill!

The Mermaid Cottage WaterFront Cottage

9.6 out of 10, Exceptional, (171)
"We were in the area to visit family and always enjoy the Slaughter Beach for its quiet natural beauty. The Mermaid Cottage was clean, comfortable, and equipped with everything we needed. We will definitely be back!"
The Mermaid Cottage WaterFront Cottage

Broadkill Beach near Lewes Milton Rehoboeth Delaware

10.0 out of 10, Exceptional, (203)
"We stayed here in 2021 and couldn’t wait to get back. Great space, great location, great hosts! For my smell sensitive peeps: no cleaning product scent, no nasty plug ins, yet still immaculate. Thanks, Steve and Bonnie!"
Broadkill Beach near Lewes Milton Rehoboeth Delaware

Quaint Beachfront Cottage, Panoramic Bay Views! Sleeps 8, Pet Friendly

9.6 out of 10, Exceptional, (129)
"Nice place, communication while at the property was difficult because the cell service is extremely limited. The Hosts were easy to communicate with when in an area our cells worked. They did everything that they could do to ensure our stay was a good one."
Quaint Beachfront Cottage, Panoramic Bay Views! Sleeps 8, Pet Friendly

Spacious Home-Steps Away From Quiet Beach-Nature and Wildlife-Pet Friendly!

9.4 out of 10, Exceptional, (10)
"Great House...Great location between Downtown Savannah and Tybee..fenced in backyard was a huge plus...plenty of room...Zero complaints"
The price is AU$598
includes taxes & fees
2 Mar - 3 Mar
Spacious Home-Steps Away From Quiet Beach-Nature and Wildlife-Pet Friendly!

Beautiful Family home with access to Red Mill Pond

10.0 out of 10, Exceptional, (14)
"My family and I really enjoyed the stay at the house. Very comfortable house with many features. It was great having access to a pool in the backyard and use of the beach equipment was wonderful. I was able to communicate with the owners easily with any questions. My only suggestion is more hooks in the bathrooms to hang towels and wash clothes."
Beautiful Family home with access to Red Mill Pond
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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Other types of properties in Greenwood you may be interested in

Hyatt House Lewes/Rehoboth Beach

3.5 star property
9.4 out of 10, Exceptional, (727)
"Clean, friendly. Will stay again."
The price is AU$141
includes taxes & fees
3 Mar - 4 Mar
Hyatt House Lewes/Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3.0 star property
9.4 out of 10, Exceptional, (911)
"Very clean. Love the big, free breakfast and the coffee and hot chocolate bars that are available all day. Nice, warm pool and I could do my Peloton bike exercises there with their Peloton bike. Rooms are spacious and clean. We always stay there for our Delaware beaches vacations."
The price is AU$140
includes taxes & fees
23 Mar - 24 Mar
Home2 Suites by Hilton Lewes Rehoboth Beach

Microtel Inn & Suites by Wyndham Dover

2.0 star property
8.0 out of 10, Very good, (1002)
"It was a amazing stay. Will stay again "
The price is AU$138
includes taxes & fees
2 Mar - 3 Mar
Microtel Inn & Suites by Wyndham Dover
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.

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?

Bayfront Cottage with Spectacular Views: This holiday home rental outside of Greenwood is located on the waterfront, and has a fireplace, a patio 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. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Governor Ross Mansion 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.