Holiday rentals in Dewey Beach

4.97 out of 5 average rating, 262 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!

Guest suite in Rehoboth Beach

4.98 out of 5 average rating, 182 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.

Tiny home in Rehoboth Beach

4.93 out of 5 average rating, 232 reviews

Adorable cottage, door-2-door parking! Bikes/Kayak

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS! 2 kayaks, beach toys, float toys, balls, tennis rackets, etc. for fun

Superhost

Home in Rehoboth Beach

4.8 out of 5 average rating, 694 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)

Superhost

Cottage in Dewey Beach

4.89 out of 5 average rating, 204 reviews

Quaint Beach Block Cottage, 100 steps to the beach

A's by the Beach, a popular all-season vacation rental, is the most charming beach cottage in the north end of Dewey Beach, nested in the quiet Carolina St. Located on the ocean block, the home is only 100 steps from the most beautiful beach of the East Coast. Situated between Rehoboth & Dewey downtowns, a short walk to either town, its restaurants, bars & shops. The home is spaciously laid out to accommodate up to 6 adults & 4 children or a maximum of 8 adults & 4 cars off street parking

4.98 out of 5 average rating, 208 reviews

DeweyBeach Condo 2BR + sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

Superhost

Flat in Dewey Beach

4.79 out of 5 average rating, 103 reviews

3rd Floor Views! Walk to the beach+Bay views!

Welcome to the Dewey Loft! This 3 bed, top-floor apartment is right in the heart of downtown Dewey Beach! Easy walk to the beach or bay, as well as the best restaurants and night life the First State has to offer! This recently renovated (2024) apartment has everything you need to enjoy some time off in the nations summer capitol: Full kitchen, comfortable fully-made beds, and off street parking for two cars. Enjoy a sunset over Rehoboth Bay from the balcony! We can't wait to host you!

Cottage in Rehoboth Beach

4.93 out of 5 average rating, 362 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 quiet 10 minute walk along Lake Comegys and Silver Lake. Popular eateries, Rehoboth Ale House and Big Fish 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.

4.99 out of 5 average rating, 134 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.

4.96 out of 5 average rating, 275 reviews

Apartment in Ocean City

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

4.87 out of 5 average rating, 143 reviews

Cottage in Dewey Beach

Clayton Street Guest House - Better than a hotel!

Newly renovated cottage!! Perfect efficiency apartment - one block from the beach, one block from the famous Starboard Restaurant. Private screened in front porch for drinking your morning coffee (or your afternoon Happy Hour). All the amenities of home. KEURIG coffee maker. Off street parking for your car. Full kitchen, bathroom, sitting area, all kitchen essentials for daily living. Bring sheets, towels and personal hygiene paraphernalia. Otherwise, Turn key.

4.85 out of 5 average rating, 198 reviews

On the Bay, Private Beach-Boat Slip

Enjoy your own piece of paradise! Walk out the door 10 steps to the water! Modern condo located on the bay with great views, a patio, a grill, a private beach, boat slip, and 2 blocks to the ocean. Perfect for couples and small families! This is a well-appointed 500 sqft open concept condo with 1 bedroom, office & 1 bath. We take great pride in our condo and keep everything updated. New living room furniture Spring 2021. Completely renovated in mid 2020.

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Popular amenities for Dewey Beach holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Dewey Beach

4.96 out of 5 average rating, 49 reviews

Luxurious Penthouse, King beds. Dog & ADA Friendly

VickiRating, 5 stars2 weeks ago

The condo was gorgeous and we felt very much at home. A lot of rentals have just a single ikea-style sofa; this condo had an extremely large sofa with chaise, which was so comfortable to relax in and enjoy watching tv at the end of a beach day. Location is perfect - you have the bay right in front of the building and the ocean just across the street. There’s also a coffee shop a few feet away which we walked to every morning. One thing to note (this did not bother us at all) is that the restaurant next door has live music until 1am on the weekends and their customers can be very loud at the end of the night - the parking lot is right off the balcony. This was not a problem for us and the owner does warn you about this in his listing, so we were already expecting it. He considerately provides a sound machine in case you’re a light sleeper. We would stay here again in a heartbeat. And we love that it’s pet friendly too!

5 out of 5 average rating, 7 reviews

Home in Rehoboth Beach

Storybook Cottage in DT Reho, Walk to Everything

InesRating, 5 stars2 weeks ago

This stay is a total gem. From the moment you walk in, it’s enchanting. Easy entry with a code, and the retractable projector is a game-changer for creating an open space when not in use. The kitchen is well-stocked with everything you need—gold silverware, sleek cups, sharp knives, and even coffee! Plenty of storage throughout, with clever baskets under the beds. The lounge in the garage is perfect for movie nights or playing horror games, thanks to an amazing sound system and TV setup. The upstairs is a play haven for kids, while the bathrooms have thoughtful extras like shampoo and conditioner (that worked for my curly hair) and even tampons. The location is ideal—restaurants, a farmers market, and small market are all within walking distance, and shopping at Tanger outlets or grocery stores is a short drive. Whether you're here for a family getaway or a fun retreat with friends, this home offers a true escape. Highly recommended!

Hotel room in Rehoboth Beach

4.98 out of 5 average rating, 112 reviews

Palm Tree Room - Pool, Hot Tub, Sauna

Georges-LeeRating, 5 stars2 weeks ago

Great place and very clean. The bathrooms were great, only thing I noticed was the bed a little hard but that might be your style but it wasn’t for me. Amazing place and would absolutely recommend, amazing for the money and the one of the owners that I met was super nice.

Flat in Dewey Beach

5 out of 5 average rating, 4 reviews

Luxury Condo w/ Bay Views & Pool

LaurenRating, 5 stars1 month ago

We LOVED staying here for a quick weekend trip. The location was absolutely perfect and convenient, and the condo itself was beautiful! It was very clean and well-maintained, and the pool deck and other amenities were wonderful. We didn’t have any issues as Gail was extremely thorough with her check-in and check-out instructions! I could not recommend this place enough and would love to stay here again during peak season!

4.93 out of 5 average rating, 29 reviews

1BR Town of Dewey Beach condo w/pool

MicheleRating, 5 stars1 week ago

The condo was clean and well stocked. Check in was very easy. The place had a lot of nice beach extras like games and chairs.

Home in Dewey Beach

4.83 out of 5 average rating, 191 reviews

3 min walk to beach-Dewey Beach House-new updates!

AlexandraRating, 5 stars1 week ago

This house has such an awesome location for a great price! The host is super helpful and clear in their instructions for both check in and check out!

Cottage in Dewey Beach

4.91 out of 5 average rating, 35 reviews

Dewey Beach Sunset Cottage

LoreleiRating, 5 stars10 months ago

Tina's place is great - located right down the street from the beach and plenty of restaurants and shops. The weather wasn't great when we went, but her place is cozy and perfect to curl up with a book surrounded by incredible views. Even though you are right in downtown Dewey, the place is very peaceful. The space is well-planned and decorated very tastefully (no overdone nautical decor). The kitchen has everything that you could need to prepare simple meals, complete with an adorable small stove. Linens are luxurious, and coupled with the generous snacks and water, feels like you're at a sumptuous hotel. The bathroom does not disappoint with its beautiful tilework and shower. I really appreciated the absence of lots of "house rules;" it felt more like staying at a friend's place.