House vacation rentals in Dewey Beach

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Top-rated house rentals in Dewey Beach

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Guest favorite

Home in Ocean City

4.94 out of 5 average rating, 219 reviews

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!

Nov 13 – 20

G$32,050 GYD per night

Guest favorite

Home in Rehoboth Beach

4.99 out of 5 average rating, 119 reviews

Secluded beach beauty with private, heated pool

The LV home by architect Rocio Romero is a modern classic, we love it… The heated, salt water pool is open mid-May to mid-October. You can cook in the fully equipped kitchen and eat indoors or on the large deck out back, play in the pool or fenced yard, lie in the hammocks, play games, do puzzles... We are right by the Junction and Breakwater bike trail; it's about 2 miles to the Rehoboth Boardwalk, 6 miles to Lewes. There's high speed WiFi, a Sonos audio system, and a Roku smart tv (no cable).

Sep 15 – 22

G$147,730 GYD per night

Superhost

Home in Rehoboth Beach

4.89 out of 5 average rating, 105 reviews

Perfect Getaway close to the beach & free parking!

Our house has everything that you need for your beach vacation! Whether you are looking for a nice & quiet relaxing beach vacation, or are here to hit the town for some delicious local dining and night life (trust us, there are plenty!), our house is the perfect fit for you! Two bedrooms, two full baths, full kitchen, outside shower (who doesn't love that in the summer?) and 4 car parking, we have it all! After the long hard year that it has been, we will be so happy to host you and your guests!

Sep 9 – 16

G$66,963 GYD per night

Superhost

Home in Rehoboth Beach

4.79 out of 5 average rating, 621 reviews

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)

Feb 24 – Mar 3

G$25,799 GYD per night

Guest favorite

Home in Ocean View

4.92 out of 5 average rating, 530 reviews

Tiny House at Good Earth, near Bethany Beach

A custom-built "Tiny House" located right between our new dinner theater and our garden dining area. True to the show "Tiny House Nation"; cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TVs and internet in the units but the quality of service is not guaranteed. We are in a rural area and sometimes it's slow or not working at all. If TV and internet are super important for your stay we may not be the right fit.

Dec 21 – 28

G$25,401 GYD per night

Guest favorite

Home in Milton

4.83 out of 5 average rating, 215 reviews

Glennie's Places Scenic town close to beaches

A small historic home in the city of Milton, De. Milton offers small town charm which is minutes away from the beaches. This home has recent upgrades, renovations and new central air/heating. Enjoy the sunshine off of the back deck while preparing your BBQ. Take in a short walk downtown Milton to the city park which is a few minutes from the house along the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

Aug 29 – Sep 5

G$26,612 GYD per night

Guest favorite

Home in Rehoboth Beach

4.94 out of 5 average rating, 112 reviews

Rehoboth Beach Home*linens included

Beautiful beach home offering 6 BR, 5.5 BA + queen sleeper sofa in the loft, sleeping 16 people comfortably. This home boasts free Wi-Fi, three family rooms, gourmet kitchen, and is within WALKING DISTANCE TO THE BEACH while offering all the amenities of home: a gourmet kitchen, huge granite island for additional seating, large dining room table to accommodate 14, comfortable Crate & Barrel furnishings. Bed linens included in cleaning fees (towels offered for an additional rental fee).

Oct 13 – 20

G$158,226 GYD per night

Guest favorite

Home in Rehoboth Beach

4.97 out of 5 average rating, 115 reviews

Charming 1.7 mi to beach,bdwk, restaurants! Quiet

No shared spaces in this Charming 4 room suite in single family home in nice neighborhood, close to Rehoboth Beach, bike/run/walk path to Lewes (4 mi). or Rehoboth, less than 2 miles. Great shopping, in town and TAX FREE! outlets 1/8th mi. large loft, King bedroom after climbing a SPIRAL STAIRCASE with large screen TV's upstairs and down. Bathroom downstairs. Living room with TV and couch and full kitchen. Parking in front. ** Host has her own private suite and entrance.

Oct 22 – 29

G$29,498 GYD per night

Guest favorite

Home in Milton

4.79 out of 5 average rating, 197 reviews

Country living near beach/Dogfish Head/Dewey Beer

Vacation at the beaches but stay in the country! TWO large bedrooms and full bath with everything you need. 10 minutes from Lewes beach, Cape Henlopen State Park and the Tanger Outlets. 20 minutes to Rehoboth Beach and only about 5 minutes to Dogfish Brewery in Milton. 1 mile from the new Dewey Beer Brewery, the Lewes/Georgetown bike trail. Bring your bike and ride into Lewes! 5 minutes to Sports at the Beach!

May 12 – 19

G$24,022 GYD per night

Guest favorite

Home in Milton

4.99 out of 5 average rating, 189 reviews

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

We looked high and low for the "perfect" beach property for years. We've spent many Sunday afternoons taking a stroll on the beach (even in winter!). We wanted a location that was quiet, secluded, and where we could enjoy nature and time with our family. Beachwalk fits the bill perfectly. It is quiet, secluded, yet close to major attractions (shopping, restaurants, theaters, golf, etc.).

Apr 11 – 18

G$119,731 GYD per night

Guest favorite

Home in Ocean View

4.87 out of 5 average rating, 446 reviews

Private place near Bethany Beach

Our place is close to Bethany Beach and conveniently located to Fenwick Island, Ocean City Maryland, Rehoboth Beach, Tax Free Outlet Shopping, Golf, Fishing, Surfing, or Hunting. You’ll love our place because of the quiet wooded location perfect for relaxing near all the beaches of the Delaware Eastern shore. This area is a wonderful place to visit all year round.

Mar 18 – 25

G$24,859 GYD per night

Guest favorite

Home in Dewey Beach

4.96 out of 5 average rating, 143 reviews

McAvoy B & B

Enjoy the beautiful sunsets over the bay on our two huge decks! Relax by our fireplace. Our house is centrally located in Dewey near the Lion's playground, Sunset park on Read and all of the restaurants and bars. It's perfect for a large family or couples with two master bedrooms with king beds and their own bath. NEW LVP INSTALLED IN ENTIRE HOME IN MARCH.

Oct 9 – 16

G$161,990 GYD per night