Middletown Vacation Rentals
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Bathrooms
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Distinctive Features
Distance from
5 mi
50 rentals in Middletown.
Historic & Quaint Room downtown Middletown, DE awaits you!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury condo with elevator access & free parking
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Restful Spot and Welcoming Home
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Uniquely Historic & Quaint Room in the center of downtown Middletown,DE
Condo/Apartment
8 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of Middletown match all your filters:
Chesapeake Bay House with Dock & Private Beach
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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STONE RIVERSIDE COTTAGE is just a few steps from the SASSAFRAS RIVERS edge
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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The Cove On The Waterfront
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cottage By The Bay
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Life is better at the RIVER!--Cozy waterfront cottage
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Country Get Away 1 Bedroom Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning waterfront villa with indoor pool and kids swing set and play area.
Rental Home
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Endless Water Views in a 5-Star Sanctuary
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Riverfront Retreat: panoramic water views and breathtaking sunsets. Sleeps 16
Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Mill Creek River House with hot tub Smyrna Dover riverfront with kayaks
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Retreat for Weekends and More!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bonfire by the Creek!!!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy private waterfront retreat
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Waterfront Estate with Pool, Private Beach and Dock
Rental Home
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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A cottage on the shore of the Delaware River
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Short Term Water Oriented Furnished Apartment
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Cottage on the C&D Canal!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Casino House One B/R Condo
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy, bright house, huge sunroom, screened porch, outside deck/shower, fireplace
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury private apartment studio .
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset River Cottage encapsulates nautical romance.
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy, Cozy & Perfect!!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet & Private with Fire Pit Out Back!
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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House casino
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing Ranch with 1 king and 2 queens, fast WiFi
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Country quiet home away in the wilderness
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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-Sunset River Shack-Amazing water views of the upper Chesapeake bay
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Chesapeake Romantic Waterfront Home with Private Pool
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Be persuaded to experience this vintage cottage by the Sassa
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Birdwatching from the Deck!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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log cabin in townsend delaware
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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MD 5 Star Event: Perfect stay Chesapeake City Overlook
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Summer Season in Chesapeake City, MD Old Lock View * C&D Canal
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A European styled retreat on Marylands Eastern Shore with Private pool
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxe Private Beachfront Retreat on Delaware River!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Delaware City Oasis, Private Indoor Heated Pool
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beachfront Sunsets At Oakwood Beach
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Hook Wine & Sinker~sleeps 14 to 16 � includes slip at Inn �water views!!!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Riverfront Country House on The Sassafras River
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bella Vista Holiday Family Gatherings in Coastal Maryland!
Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Home w/ a Hot Tub, Beach + Private Dock that Sleeps 20 People
Rental Home
7 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Waterfront Home w/ Pool and Hot Tub ~ 8000 sq ft
Rental Home
5 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Rental Home
7 bedrooms
7 bathrooms
Sleeps 15
Match: Sleeps
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Amazing 432-Acre Waterfront Estate ~ Dock ~ Kayaks ~ Beaches ~ Fire Pit
Rental Home
11 bedrooms
10 bathrooms
Sleeps 24
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Middletown
- Yes, here are some popular vacation rentals in Middletown that have a pool:
- Historic & Quaint Room downtown Middletown, DE awaits you!
- Luxury condo with elevator access & free parking
- Restful Spot and Welcoming Home
- Yes, here are some popular vacation rentals in Middletown that have internet access:
- Historic & Quaint Room downtown Middletown, DE awaits you!
- Luxury condo with elevator access & free parking
- Restful Spot and Welcoming Home
- Some of the most popular kid friendly rentals in Middletown are:
- Luxury condo with elevator access & free parking
- Historic & Quaint Room downtown Middletown, DE awaits you!
- Restful Spot and Welcoming Home
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