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Holiday houses in Dewey Beach

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Top-rated holiday rentals in Dewey Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Townhouse in Rehoboth Beach

4.84 out of 5 average rating, 138 reviews

Romantic Sunset Suite

5 min walk (0.3 miles) to the beach and ocean, or enjoy your own private bay front beach out your back door, and gorgeous, romantic sunsets. First floor unit boasts a totally private bedroom and bath, and separate entrance. Sleep well on new queen mattress. Park your car and leave it. Located at the quieter south end of Dewey, yet still within walking distance to restaurants, nightlife, water sports, marina. Take Trolley or Uber to nearby Rehoboth for shops, restaurants and boardwalk fun!

2 – 9 Dec

$2,447 AUD total

Guest favourite

Condo in Dewey Beach

4.96 out of 5 average rating, 195 reviews

Sweet getaway - beach block, steps from the beach!

Steps to beautiful, uncrowded beach in Rehoboth-by-the-Sea! Experience tiny house living in our quiet, sweet, light-filled beach getaway with king-sized bed. We provide sheets, towels! Easy check-in+out - no chore list! Dog-friendly! Free parking. Full kitchen, fast WiFi, Roku tv, outdoor dining space, outdoor shower, grill, fire pit - quiet beach block in Dewey, a short walk to the Rehoboth boardwalk. New windows, new HVAC! Great, beachy location for a wonderful, relaxing getaway!

16 – 23 Oct

$2,875 AUD total

Guest favourite

Condo in Rehoboth Beach

4.89 out of 5 average rating, 121 reviews

Right on Silver Lake walk to the beach and town!

Completely renovated, right on Silver Lake! On the most secluded part of Rehoboth Beach watch the sun rise and wildlife sitting at your patio! Park your car and walk or bike everywhere. Steps from the pool and three blocks across Turtle Bridge to get to the less crowded part of the beach. Five blocks from Rehoboth Avenue, where most restaurants and shops are. Full kitchen, Central heat/air, Smart TV, Cable and High speed internet. Pickleball, Tennis, Basketball and Tennis courts next door

19 – 26 Dec

$1,768 AUD total

Guest favourite

Guest suite in Rehoboth Beach

4.98 out of 5 average rating, 123 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

6 – 13 Apr

$1,362 AUD total

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)

15 – 22 Nov

$1,577 AUD total

Guest favourite

Apartment in Dewey Beach

4.96 out of 5 average rating, 139 reviews

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!

Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

14 – 21 Nov

$1,382 AUD total

Guest favourite

Apartment in Rehoboth Beach

4.89 out of 5 average rating, 231 reviews

Sandy Blessings 1A

Hip mid century reno on a 1955 beach cottage-studio has a fantastic patio in a private landscaped and fenced yard. This boasts a kitchenette w/ kuerig, toaster, and 2 burner electric hot plate for light eating in. We supply pots,pan ,dishes,water and wine glasses, kitchen linens and cleaning supplies. You will be about 1 1/2 miles from the beach in Rehoboth, 7 miles to Lewes Beach and Cape Henlopen State Park, approx 2 miles from Dewey Beach. The area is a foodie and brewery delight !!:):)

4 – 11 Jan

$1,707 AUD total

Guest favourite

Condo in Ocean City

4.99 out of 5 average rating, 101 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.

28 Mar – 4 Apr

$1,960 AUD total

Guest favourite

Condo in Rehoboth Beach

4.94 out of 5 average rating, 125 reviews

Lovely 2-bedroom condo, close to beaches

This newly furnished condo is the perfect getaway for your family beach vacation. Close to Rehoboth, Lewes and Dewey Beaches, shopping, grocery stores and the best restaurants this area has to offer. Located on route 1, only 3 miles from downtown Rehoboth (by car) where you can relax on the beach or take a walk on the boardwalk. Our condo is very clean, stylish, and comfortable. The kitchen is equipped with everything you need to cook a meal. Free parking on premises, smart TV, WiFi.

5 – 12 Nov

$1,644 AUD total

Guest favourite

Condo in Dewey Beach

4.98 out of 5 average rating, 103 reviews

Ocean Block Boho Beach House

Welcome to my little boho inspired beach house located in the heart of Dewey Beach. 300 feet to the sand, you can hear and smell the ocean from the doorstep. This 2 bedroom 1 bath condo is perfect for small family getaway or with a few friends. Fully equipped little kitchen is available for light cooking, along with gas grills, outdoor showers, and outdoor seating in the condo common areas. I designed this space for me, but I hope you can love it too!Max 4 adults, no parties.

24 – 31 Dec

$3,258 AUD total

Guest favourite

Cottage in Rehoboth Beach

4.92 out of 5 average rating, 319 reviews

B Street Cottage

Looking for serenity and sunshine? Try this little gem from the 50's tucked away in the heart of the "Forgotten Mile"- Dewey Beach/Rehoboth's best kept secret. The beach is a short walk along Lake Comegys and Silver Lake. Popular eateries, Big Fish and Arena's are close by. Fifer's Farm Market and Cafe and The Surf Shack are just around the corner. Perfectly situated on the beach side of Highway 1 just minutes away from Rehoboth Avenue and downtown Dewey Beach.

6 – 13 Oct

$2,410 AUD total

Guest favourite

Condo in Ocean City

4.94 out of 5 average rating, 169 reviews

Gorgeous Oceanfront Condo- Beach, Pool, Hot Tub!

-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! -Close to local bus stop

1 – 8 Feb

$1,586 AUD total

Holiday rentals for every style

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Popular amenities for Dewey Beach holiday rentals

Free parking on premises

Air conditioning

Stay near Dewey Beach's top sights

Bottle & Cork48 locals recommend

Woody's Dewey Beach68 locals recommend

Rusty Rudder58 locals recommend

The Starboard106 locals recommend

Dewey Beer Co.44 locals recommend

Nalu Dewey Beach30 locals recommend

Other great holiday rentals in Dewey Beach

Guest favourite

Home in Rehoboth Beach

4.97 out of 5 average rating, 115 reviews

Charming 1.7 mi to beach,bdwk, restaurants! Quiet

11 – 18 Jan

$1,088 AUD total

Guest favourite

Condo in Dewey Beach

4.84 out of 5 average rating, 186 reviews

On the Bay, Private Beach-Boat Slip

1 – 8 Jan

$3,282 AUD total

Guest favourite

Condo in Rehoboth Beach

4.98 out of 5 average rating, 164 reviews

Cozy Creekwood - Relaxing Getaway

18 – 25 Sept

$1,889 AUD total

Guest favourite

Condo in Dewey Beach

4.95 out of 5 average rating, 106 reviews

Luxury water-view condo with high-end finishes

8 – 15 Dec

$2,045 AUD total

Guest favourite

Cottage in Dewey Beach

4.86 out of 5 average rating, 49 reviews

Uncle Buck's

3 – 8 Nov

$1,451 AUD total

Guest favourite

Condo in Dewey Beach

4.92 out of 5 average rating, 24 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

20 – 27 Nov

$2,102 AUD total

Guest favourite

Bungalow in Rehoboth Beach

4.96 out of 5 average rating, 54 reviews

Behind the Red Door in Rehoboth Beach

9 – 16 Apr

$1,130 AUD total

Guest favourite

Apartment in Rehoboth Beach

4.96 out of 5 average rating, 69 reviews

Modern Coastal Studio Apartment ~ 2 Miles to Beach

17 – 24 Oct

$1,356 AUD total

Destinations to explore