
House holiday rentals in Dewey Beach
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Top-rated house rentals in Dewey Beach
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Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Luxury Carriage House in Rehoboth Beach
Luxury carriage house with 4 bedrooms / 4 baths. Private fenced in backyard with wrought-iron fence and paver patio with iron dining furniture. Great kitchen with Dacor double ovens, built-in gas range in two-tier island, subzero wine refrigerator. First floor is open floor plan with kitchen, living area, TV/sitting area with two sliders leading to furnished screen porch. Floors are mainly stone & hardwood, except two bedrooms. Master - jacuzzi & dual showerhead stone shower. Enjoy firepit

Cozy Private Beach Cottage • 1 Block to Ocean
Hear the waves? Ditch Route 1, park once, and walk to sunrise views, sandy feet, shopping, dining, music, and bike rides. This special home offers a primary suite with new bath, full kitchen, bar, dining, and living area. A second bedroom and bath sit across the porch for privacy. Provided are towels, sheets, coffee, beach chairs and much more. Enjoy a large screened porch, back deck, and free parking for 4 cars. Guests must be 26+. No pets. Book your spring escape now—reach out with questions!

Contemporary 1 Bedroom 2 level home
The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Ocean City Townhome by Beach Bayside
If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

Pet Friendly | New EV Charger - New 100’ Fence!
NEW Fence JUST INSTALLED! 7 Hudson is a COMPLETELY renovated, three-bedroom, two full bathroom / family & pet friendly cottage that has everything you need for the perfect getaway. With 55” TV’s in every room. Located less than one mile to the town of Bethany Beach and within walking distance to restaurants, walking trails, parks, and other attractions. There are no CO producing appliances. Hardwired CO monitors on both floors. Thank you for your interest. (King bedroom on 1st & 2nd floor)

STEPS-2-BEACH. PET-FRlENDLY. LlNENS lNCLUDED
Peaceful, secluded, tranquil, yet close to attractions. Our home has beach path access directly across the street. Enjoy views from both the front and back, including the Prime Hook Wildlife Refuge from our back deck. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

Breakfast at Tiffany - Spacious Home w/ Deck
This tastefully furnished home is the perfect getaway in the Midway Estates neighborhood of Rehoboth Beach. Located within 6 miles of Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach this house is centrally located east of Route 1 and has plenty of room for your family vacation. With all amenities included and plenty of entertainment options this is the ultimate carefree retreat. Walkable to many restaurants, movie theater, mini golf, outlets, go-karts, water park and more!

Quiet 3BR Coastal Home Minutes to Bethany Beach
Tucked away on a quiet cul-de-sac in a charming residential neighborhood, this inviting 3-bedroom, 2-bath, single-level home is a perfect coastal retreat—just 1.5 miles from Bethany Beach and the iconic boardwalk. Relax away from the crowds, then head into town in minutes for beach days, dining, shopping, and evening strolls. This home offers comfort, convenience, and a true beach-town feel. We include use of a Delaware State Park pass, giving you free access to state park beaches.

Beach block dog-friendly Dewey gem!
Location, location, location! Half a block to the beach in one direction, and half a block to the Starboard in the other. Cute and cozy duplex perfect for small groups to enjoy all that Dewey has to offer. Walking distance to Rehoboth, too! Super close to all the action but still feels secluded thanks to greenery and being set back from the street. Enjoy coffee and drinks on the deck before a day at the beach or a night on the town.

Hot Tub + Pool, Fire Pit, Cottage by Dogfish Head
This adorable beach cottage has it all, and it's bigger than it looks! With 3 full-size bedrooms, 2 full baths, and an enormous back yard with an IN-GROUND POOL, big back deck, huge HOT TUB, gas fire-pit, and dual charcoal and gas-burning BBQ, this home has everything you need for an unforgettable beach trip. You'll love the 3 KING SIZE BEDS, two of which are tempur-pedic, plus the two twin beds are great for kids.

Secluded Coastal Cottage • Just 9 Min to the Beach
In a serene natural setting, this charming house sleeps up to 8 guests. With 3 cozy bedrooms and forest views, it’s the perfect place to relax and reconnect with nature. Enjoy bonfires under the stars, explore nearby trails, or reach the beach in just 9 minutes. The home features a covered carport with a Level 1 EV charger and Tesla adapter, offering comfort, convenience, and tranquility in one peaceful retreat.
Popular amenities for house rentals in Dewey Beach
House rentals with a pool

Ocean View Paradise w/Hot Tub & Free Massages!

Dodd House Beach Home w/private pool and hot tub

Boho Beach Golf Villa- 2026 booking fast!

Right behind Alley Oops & Crab Bag. Walk to beach

Beautiful Beach House in Rehoboth

Rehoboth Beach Retreat |4BR Near Beach/Pools/Trail

Condo Villa 2B 2B, Walk 2 Beach Sl6

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Weekly house rentals

Family beach house near the beach and bay, 3BR 2BA

Waterfront Retreat with Kayaks, Deck, Views!

Bethany Beach New Castle 4BR 2BA Canal Front Home

Relax in Bethany! Great Location- 1 Block to Beach

Family & Pet-friendly Beach House with Pool

Spring break! Private beach. Best ocean view!

Family & Pet-friendly home minutes walk to beach

House• Private Yard • Family Friendly•Near Beaches
Private house rentals

Spacious Family-Friendly Beach Home w/Hot Tub

Ida's Cottage in The Pines.

Ocean Dreamin'

Dog-friendly 4BR with lake views - walk everywhere

Beach Paradise 2101-Downtown Luxury Condo Bay View

White Sands Unit # 5 Direct Beachfront

Heidi’s Milton Farmhouse

Walk or Bike to Rehoboth Beach!
Destinations to explore
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- Ocean City Beach
- Ocean City Boardwalk
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- Assateague Island National Seashore
- Willow Creek Winery & Farm
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