Oak Orchard Vacation Rentals
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Distinctive Features
Distance from
5 mi
37 rentals in Oak Orchard.
Welcome to the most well-appointed rental in The Peninsula five star resort!
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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Beautiful Home on Third Fairway in Peninsula Community - CLEAN LINENS INCLUDED!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Beautiful New Rental w/ a View and a Twist
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Amenity filled rental with an amazing view within the five star Peninsula resort
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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3 Bedroom, 2.5 bath condo with garage on the 6th green!
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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Immaculate Luxury Condominium on Nicklaus Course
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Cozy, bright and spacious new villa in The Peninsula- 5 star gated community
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
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The Peninsula 0n the Indian river Bay, near Lewes, Rehobeth, Dewey Beach.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Millsboro Cottage w/ Deck & Indian River Bay Views
Rental Home
2 bedrooms
1 bathroom
Sleeps 7
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New rental! This 3-level home has water views to die for! Just 30 min to Lewes
Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
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New Rental - In the Peninsula an Exclusive Gated Private Community
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Single Family home in The Peninsula
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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27531 S Nicklaus Ave - Four bedroom home in the amenity filled Peninsula!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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33436 Marina Bay - New four bedroom home in the Peninsula!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Three bedroom condo in The Peninsula!
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Unit 10201 - Beautiful 2nd floor condo in The Windswept at The Peninsula
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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27173 Barefoot Blvd - Lovely townhome in the amenity filled Peninsula!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Beautiful & Relaxing Vacation Home with all amenities
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Beautiful home situated on the 2nd hole of the golf course.
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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New Luxury 6BR, 6.5 Baths, 5000 sqft house * The Peninsula
Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
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So close to all the action!
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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NEWLY APPOINTED - Beautiful Townhome in the Peninsula Community - CLEAN LINENS!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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33033 Conservation - New Peninsula Home with four bedrooms!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Quiet community with access to a ramp to kayak, paddle board
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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33580 Windswept Unit 4203 - 2nd floor Peninsula condo - close to amenities!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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~33558 Windswept Drive Unit 1101 - Great first floor condo in The Peninsula
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Three bedroom condominium in the Windswept community at The Peninsula!
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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Family Retreat in The Peninsula
Rental Home
5 bedrooms
7 bathrooms
Sleeps 12
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27551 S Nicklaus Avenue, The Peninsula
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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27587 S Nicklaus - beautiful home in The Peninsula
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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New Listing! Osocozy. Waterfront home on the Indian River Bay. Lovely views!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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~33565 Windswept Drive Unit 10202 - Great 2nd floor condo in The Peninsula!~
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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1st floor suite, car charger, 6 patios and porches at 5 star Peninsula resort!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 11
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Vrbo Property
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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Fisherman Retreat
Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
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Showing results 1-37 of 37
Frequently Asked Questions about Oak Orchard
- Yes, here are some popular vacation rentals in Oak Orchard that have a pool:
- Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes
- Cozy, bright and spacious new villa in The Peninsula- 5 star gated community
- Immaculate Luxury Condominium on Nicklaus Course
- Yes, here are some popular vacation rentals in Oak Orchard that have internet access:
- Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes
- Cozy, bright and spacious new villa in The Peninsula- 5 star gated community
- Immaculate Luxury Condominium on Nicklaus Course
- The best pet friendly rentals in Oak Orchard are:
- New rental! This 3-level home has water views to die for! Just 30 min to Lewes
- Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes
- Cozy, bright and spacious new villa in The Peninsula- 5 star gated community
- Some of the most popular kid friendly rentals in Oak Orchard are:
- Beautiful Condo with Jack Nicklaus Golf Course Near Rehobeth and Lewes
- Cozy, bright and spacious new villa in The Peninsula- 5 star gated community
- Immaculate Luxury Condominium on Nicklaus Course