Holiday Homes in Greenwood

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Featured Holiday Homes in Greenwood

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

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!

🔷 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 🔷

♦︎ 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 ♦︎

Discover fun at Rehoboth Beach—16 min, stay in our 3-bedroom retreat

10.0 out of 10, Exceptional, (21)
"We had an amazing time. It was immaculate and had everything we needed. The distance to the beach was also perfect. The whole family liked it. We have discussed coming back to this rental. Definitely a family favorite!"
Discover fun at Rehoboth Beach—16 min, stay in our 3-bedroom retreat

Family friendly home w/ 360 views of the bay and wild life preserve (sleeps 12)

10.0 out of 10, Exceptional, (57)
"This house lives up to its name . You could ask for better views for breakfast see a sunrise over the delaware bay or watch the birds in the nature reserve . min"
Family friendly home w/ 360 views of the bay and wild life preserve (sleeps 12)

Guest suite in the woods with private entry

10.0 out of 10, Exceptional, (38)
"Rather than staying at a noisy hotel, we opted to go with the VRBO while at a lax tourney at the DE turf. The house is located in a quiet area. We ventured into surrounding towns for local restaurants and shopping. (It does take 12-15 min to get anywhere). The accommodations were comfortable and my daughter and I had our own sleeping areas. "
Guest suite in the woods with private entry

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.

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

4 min drive to the beach

9.8 out of 10, Exceptional, (11)
"The place was just as advertised. Beautiful kitchen and deck. Loved it!"
4 min drive to the beach

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (25)
"This is a beautiful beach house, right on the water. Lots of amenities and upgrades. We loved the screened porch and upstairs deck. We were fine with the spiral stairs but they may be potentially challenging for some guests. The area is a little isolated and the beach was quiet in mid-October, which was perfect for us! I highly recommend this property."
Wind Song Getaway on the Beach

Nirvana on the beach

9.4 out of 10, Exceptional, (18)
"We had a great time here. The house was absolutely lovely! The only issue we had was that I did not check the tides before going and we were surprised by the lack of use of the ocean during low tide. However it was still nice to walk and look for shells during low tide."
Nirvana on the beach

Huge well decorated townhouse in 5 Points Four + bedrooms and Two Living areas.

8.8 out of 10, Excellent, (16)
"Larger than expected and very nice."
The price is AU$1,299
includes taxes & fees
1 Mar - 2 Mar
Huge well decorated townhouse in 5 Points Four + bedrooms and Two Living areas.

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

10.0 out of 10, Exceptional, (5)
"Perfect rental for our family of 6 adults! Great location on the water with a fun restaurant just steps away. Highly recommend!!"
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Stylish Home on the Choptank River (with Tidal Beach)

10.0 out of 10, Exceptional, (31)
"A beautiful and serene setting mapping the contours of nature, tranquility & relaxation. Steven is an exceptional host."
Stylish Home on the Choptank River (with Tidal Beach)

ANGELA`S ECLECTIC VILLA | 3 Bed, 2.5 Bath

9.8 out of 10, Exceptional, (27)
"We had a wonderful week in Lewes! The property was great! The location was perfect for us. We could walk to the bike trail, pool and grocery store. There was plenty of room for all of us. We can't wait to visit again!"
ANGELA`S ECLECTIC VILLA | 3 Bed, 2.5 Bath

Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail

10.0 out of 10, Exceptional, (14)
"This home was the most well-equipped and clean rental our group has ever experienced. The porch/deck/large property gates allowed our dogs to be with us whenever we were outside enjoying the day. The location was central to many activities. Since we were so near the trails, we walked 3 miles each morning with our furry family. The Bay beaches were so close we were able to walk with the dogs before 8:00 am, also. We explored the local activities like The Farmer's Market/Historical Society's...
Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail

Newly built riverfront home with dock, kayaks, basketball court, & game room

9.0 out of 10, Wonderful, (4)
Newly built riverfront home with dock, kayaks, basketball court, & game room

Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

8.0 out of 10, Very good, (2)
"Good property for sure. Wish it were closer to beach but we knew that before booking. Pool area is really well done."
Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

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
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 property types 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
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.