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Holiday Rentals in Greenwood

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    All 32 Rentals in Greenwood
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    BARN RETREAT- PRIVATE-2BR, KITCHEN/ JACUZZI/BEACH 17MILES1 / 138
    (6)Very good
    Greenwood
    2 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    Sun and Sand Loft- just minutes to the beach:) Hot tub1 / 122
    (3)Excellent
    Greenwood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 40 kilometres of Greenwood.
    Surfside Oasis by the Sand1 / 23
    (3)Excellent
    Milton
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Lewes
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lewes' most popular luxury resort community. The town center offers pool, tennis courts, bocce ball courts, restaurants, sports bar, grocery store, coffee shop, and salon, all within walking distance. A jogging / bike path encircle the community Welcome to the First Town in the First State-Lewes...
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    Lewes, Delaware 19958
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Best Value at the Delaware Shore!1 / 15
    (13)Very good
    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    This was our 2nd time staying here for our vacation. We love the location, feels quiet even though it is right off RT 1. It has plenty of space for our family of 5 and is...
    Reviewed 25 June 2017
    perfect location .nice and clean. everything we needed plus more.owner easy to work with. pool was a plus for us. their Delaware booklet was very informative and helped us find...
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    About this property
    This spacious first floor three bedroom, two bath condominium is ideally located close to wonderful outdoor activities of Cape Henlopen State Park, some of the best restaurants in historic downtown Lewes, shopping at the Rehoboth Beach Outlets, and the fun and excitement of Rehoboth boardwalk as...
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    Lewes, Delaware 19958
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Delaware Beach Bliss- Steps from the Beach1 / 9
    (4)Excellent
    Broadkill Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 10 June 2018
    What an awesome rental in a great location! You will love this 2 story, open home full of windows, a spacious deck & located on a quiet lane. Comfortable beds, WiFi, washer...
    Reviewed 9 June 2018
    Well-kept and beautiful home. Loved the hammock swings outside. Spacious & well-stocked rental. Short walk to the beach.
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    About this property
    Make great family memories at our sunny, contemporary Broadkill Beach home near Lewes and Rehoboth, just steps from the beach. Go back in time. Broadkill is pristine, private, and next to the Prime Hook Nature Preserve. Golf nearby too! Explore the area on our 4 adult and 2 child bikes (bring your...
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    Broadkill Beach, Delaware 19968
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Brand new rental for 2018! Plantations is a wonderful established gated community located just behind the Route 1 outlets in Tax-Free Delaware. Lewes Beach (3 miles) has much calmer waves and is good for the younger children. Whether you are looking for fabulous restaurants, want to search for sea...
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    Lewes, Delaware 19958
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
    • Balcony
    • Air Conditioning
    • Children's Pool
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A second floor three bedroom condo in a family friendly community with access to community pool and tennis courts both a 5 minute walk from condo. Several restaurants located in the community walking distance from condo. Major food market, CVS pharmacy, ice cream parlor, gym, breakfast bar and...
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    Lewes, Delaware 19958
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach Front- Dog and Child Friendly!1 / 72
    (29)Very good
    Slaughter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Washer
    • Grill
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This is like our 6th year staying here and it was wonderful as always. We bring our two Rotties that enjoy it just as much. Everything you need is there especially the peace...
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    About this property
    Charming beachfront cottage nestled in the dunes, with a beach level deck. The cottage is in a quiet residential area bordered by Delaware Bay and the Prime Hook National Wildlife Refuge. Biking, boating, swimming, fishing and bird watching can be enjoyed right outside the front door. There are...
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    Location Information
    Slaughter Beach, Delaware 19963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Supersuite (Summerlyn) Condo ~ 2000 sq ft of beautiful living space within 5-10 minutes of the Lewes and Rehoboth beaches. Master suite - bedroom & private bath with whirlpool tub/separate shower. Two other bedrooms with shared full bath. Plenty of space in the living room with TV, DVD. and...
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    Lewes, Delaware 19958
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Port Lewes 671 / 7
    (1)Excellent
    Lewes
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    We've stayed in this same unit for almost 20 years in a row. We are picky. If that doesn't say it all, the owner is kind and respectful and very attentive to the needs of his...
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    About this property
    Port Lewes unit 67- Located in a bay front community that features a swimming pool and tennis courts. A three story townhome with a first floor bedroom and full bath. The second floor features an open living, dining, and kitchen area. This unit offers two balconies, one with a bay view and also...
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    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    ROMANTIC PRIVATE APARTMENT GETAWAY- 17 Miles to BEACHES & BAY--Pets!!1 / 140
    (2)Excellent
    Farmington
    1 Bedroom, 1 Bathroom, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Patio
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2017
    Had a great weekend. Everything was just as pictured and described. Looking forward to returning with my family. They have and awesome Shepard and will bring our pet too
    Reviewed 20 November 2017
    This is the ideal honeymoon location– Totally private and secluded with tons of amenities including, candles and champagne when we arrived. The Jacuzzi was terrific and got...
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    About this property
    Studio apartment getaway private entry w/ jacuzzi and private entrance in wooded rural central De on 80 acre organic farm. Visit beaches, restaurants and shopping during the day and enjoy Delaware's peaceful countryside in the evening. Kids & pet friendly:) This beautiful studio apartment has...
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    Farmington, Delaware 19950
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 12
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    Broadkill Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely three-level, contemporary home is situated just a short block back from a quiet beach that's reminiscent of the movie classic 'Summer of '42'. If you're looking for a quiet, relaxing vacation away from the traffic and hectic pace of Rehoboth, Dewey, Ocean City, and other nearby Atlantic...
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    Location Information
    Broadkill Beach, Delaware 19968
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Lewes
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean House unit 5D- Cozy, clean, comfortable condo that is steps to the beach! Enjoy the bay views from the living room, bedroom and the decks! The condo has parking for 2 cars, an elevator and tenants have access to the building laundry facilities that are located on each floor. This is a non...
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    Lewes, Delaware 19958
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pilot Point 521 / 9
    (2)Excellent
    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2015
    Beautiful. I can't say enough about how cute and comfortable this place is. My sister and two of our friends spent a week here the first week in June. We loved it and plan...
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    About this property
    Pilot Point 52 – Contemporary, two story, townhome located in a bay front community. The first floor includes a master bedroom with a full bath and two bedrooms and a half bath. The second floor has a sitting, living, dining, and kitchen area, and a full bath. Tennis courts are available for extra...
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    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 3 BR/2 BA condo is located in a resort like community just west of Coastal Highway in Lewes. A gated community with lush landscaping and scenic ponds, Plantations East offers a variety of housing styles including single family and townhomes. Convenient walking paths outlining the...
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    Lewes, Delaware 19958
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lewes
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kick off your getaway at this pristine 2-bedroom, 2-bathroom vacation rental condo, located just 3 miles from Lewes and Cape Henlopen State Park beaches! After a day of boating, fishing, or sunbathing by the Atlantic Ocean, all of the amenities of home plus prime resort features, including a pool...
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    Lewes, Delaware 19958
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lewes
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Hot Tub
    • Washer
    • Parking
    • Porch
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely home located in The Villages of Five Points East with 3300 sq ft, 2 fireplaces and conveniently located to all beaches. Walking distance to fine restaurants, fast food, pool, grocery store, retail stores and more. This house is designed for family living. Large great room with high...
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    Lewes, Delaware 19958
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    129 Rodney Ave1 / 9
    (3)Average
    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 15 August 2015
    the garden and porch were outstanding. evening and late afternoon were great on the porch. The garden and weeping willow were such a relaxing feature. Saw deer in the...
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    About this property
    129 Rodney Ave – This quaint beach cottage is located in downtown Lewes and is within walking distance to the canal. Situated on a dead-end street at the very end with a large yard, so if you’re looking for privacy, this is it! The first floor has a kitchen, living room, a full bath, and two...
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    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    11 Lewes Ave.- Lovely home at Lewes Beach that sits on pilings in a Cul de Sac with lots of privacy. Enjoy relaxing nature views on a large screened in porch. Short distance from beach or canal. Enjoy this video of the home, copy and paste to your browser! https://********/GMkIF92yNKk...
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    Location Information
    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Millsboro
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
    • Parking
    • Wi-Fi
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    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR HOME IS WITHIN 'THE PENINSULA' A GATED COMMUNITY ON THE INDIAN RIVER BAY JUST MILES FROM REHOBOTH BEACH< DEWEY BEACH AND LEWES BEACH. THE PENINSULA HAS A WORLD CLASS 18-HOLE GOLF COURSE, 1-INDOOR POOL, 1 ADULT POOL, 1 WAVE POOL. THE CLUB HOUSE IS COMPLETE and opened in 2017. the CLUB HOUSE...
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    Millsboro, Delaware 19966
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Preston, MD
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home has a beautiful fire fly show in our historical wooded back yard. Always enjoy our wildlife our humming birds are the best. Go four leaf clover hunting. The deck is comfortable with lounge chairs for basting in the summer sun. We have goats that get loose... The horse that lives in our...
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    Preston, Maryland 21655
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lewes
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the first city in the First State and stay just steps from a peaceful lake in this 3-bedroom, 3-bath vacation rental townhome. Located in a quiet, well-maintained Lewes neighborhood, this recently renovated and furnished home boasts a 2-story interior with contemporary amenities. Relax on...
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    Location Information
    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    • Air Conditioning
    • Children's Pool
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relaxing pet friendly 3 bedroom waterfront cottage Paradise awaits in this hidden gem with a newly remodeled kitchen and water just a few feet away, an immaculate life-guarded salt water community pool, basketball courts, tennis and pickle ball courts, a brand new playground that is accessible for...
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    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lewes
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Garden
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a family of five who have enjoyed countless summers here at the beach, swimming every day and going to the boardwalk. Our house is perfect because it is outside of all the action in a quiet, safe, family neighborhood but has easy 10 minute access to things such as Rehoboth, Dewey, Lewes,...
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    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Slaughter Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Slaughter Beach vacation rental chalet is perfect for your next beach experience. There are excellent views of the water, and if you want to take a swim, the town beach is only a 10-minute walk from the property. With 3 bedrooms and 1.5 bathrooms, this secluded property offers a spacious deck...
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    Slaughter Beach, Delaware 19963
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Milford
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Location: Oceanfront / View: Ocean / Sleeps: 4 / 1BR, 1.5BA condoAbout this home: Great ocean view from this eighth floor 1-bedroom, 1.5-bath oceanfront condo! Just steps to Sea Colony's half mile of private beach and oceanfront pools, this resort condominium features a freshly-painted living...
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    Milford, Delaware 19930
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lewes
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • DVD Player
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfy 'fun-in-the-sun' two-bedroom condo at the Villages of 5 Points is a wonderful place for a small family or group to enjoy their vacation in Lewes. Our third floor unit has 2 bedrooms, 2 full baths, living & dining areas plus a nice balcony to enjoy your morning coffee. New carpet was...
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    Location Information
    Lewes, Delaware 19958
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Preston, MD
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Secure Parking
    • Patio
    • Housekeeping Included
    • Balcony
    • Shared Indoor Pool
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 18 acres large deck over looks historical woods. Nature at its best... Hawks, rabbits, deer, all kinds of birds.... Our hummin birds are fabulous... WE have a complimentary coffee/ tea bar, we can set up a water slide for a fee also manicures and pedicures plus ear candling done on site...
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    Preston, Maryland 21655
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lewes
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Debraak Landing, Cape Shores- Move over bed and breakfasts! Enjoy this family sized, beach rental home in historic Lewes, DE, the first city in the first state. The small town of Lewes offers quaint shops, a variety of restaurants, boating, a lighthouse, colonial and WWII sites, in addition to...
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    Location Information
    Lewes, Delaware 19958
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Millsboro
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that this property features exterior security cameras on the front porch. These do not look into any interior spaces ** Bring the family along to this 5-bed, 2.5-bath vacation rental that sleeps 14 in Millsboro! Boasting 1,800 square feet, this house promises plenty of wiggle room...
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    Millsboro, Delaware 19966
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Lewes
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This blissful and beachy Lewes getaway beckons you to stay in comfort just 10-20 minutes from the ocean! With 2 bedrooms, 2 bathrooms and accommodations for 10 guests, this vacation rental condo boasts an airy screened porch and access to the community pool, tennis courts, fitness center, and free...
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    Location Information
    Lewes, Delaware 19958
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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