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Holiday Rentals with Pools in Greenwood

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    AU$249 Average
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    Don't let other travellers get your favourite Greenwood area holiday rental. You're so close to securing your perfect getaway. Book today.
    17 Matching Rentals in the Greenwood AreaView all 33 rentals
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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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    The following rentals are within 40 kilometres of Greenwood.
    Best Value at the Delaware Shore!1 / 15
    (15)Very good
    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Brandt St 17071 #52061 / 22
    (1)Very good
    Lewes
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Preston, MD
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Shared Indoor Pool
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    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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    Summerlyn 3 Bedroom 2 bath condo with pool1 / 11
    (1)Excellent
    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    We definitely recommend this place. First and foremost, it is so clean. Second, they have everything you need - towels, linens, kitchen items, etc. Third, it is close to...
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    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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    Location Information
    Lewes, Delaware 19958
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Lewes
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    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
    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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    Lewes
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Children's Pool
    • Private Garden
    • Cable/satellite TV
    • Washer
    Suitability
    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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    Location Information
    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Port Lewes 671 / 7
    (1)Excellent
    Lewes
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Location Information
    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Millsboro
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Shared Indoor Pool
    Suitability
    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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    Amenities & Details
    • 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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    Location Information
    Preston, Maryland 21655
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Milford
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Milford, Delaware 19930
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lewes
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Children's Pool
    • Air Conditioning
    • Parking
    Suitability
    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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    Location Information
    Lewes, Delaware 19958
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Lewes
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    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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    Lewes
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    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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