Vacation Rentals
Find your perfect getaway
14 properties found
$625.00 - $8,200.00 /wk
1115A Villas By The Bay
Apartment
Winter Rental Available. 2025-2026 $743.75/mth + Electric. Perfect for two plus an occasional guest!! Located bayside at the south end of Dewey. Large, bayside studio apartment located just 1 block to the beach. CAC, 2 parking spots. **1Queen, Sleep Sofa** Sleeps 2
$900.00 - $925.00 /wk
1115B Villas By The Bay
Condo
Large bayside 2-story condo with 2 bdrms and 2.5 baths, located just 1 block to the beach. This unit is nicely decorated and maintained and features a 2nd floor deck off of one of the bedrooms, CAC/DW/WD and 2 parking spots. Combine with the downstairs studio for more space. **1 Queen, 2 Singles, Sleep Sofa ** Sleeps 6. Winter Rental Available: $925/mth + $27.75 tax + $95/mth cable/Internet. $816 ttl. (End of Rental Cleaning & Carpet Cleaning required.
$2,300.00 /wk
114 Summer Winds
Condo
Located bayside and only 2 short blocks to the beach, this large 3 bdrm, 2.5 bath townhouse offers private bay access where you can fish, crab, launch kayaks, jet skis, rafts or just sunbath on the beach! This property features an updated kitchen, and outdoor shower and priceless views of Rehoboth Bay from the decks. Located on the south side of Dewey. Amenities include CAC/DW/WD/TV. **Please note: to sleep 8 there is an inflatable Queen mattress in primary bedroom closet.
$250.00 - $2,300.00 /wk
1907 Baystrand I
Townhome
This 3bdrm + Loft, 2.5 bath townhome with an enclosed porch offers plenty of space and lots of parking! Take advantage of an ideal location just minutes away from the bay and beaches. Restaurants, shops and night life are all within walking distance. Amenities include a fenced yard, 5 TV s, 2 DVR s, 2 DVD s, DW, W/D and a split CAC system. Located bayside and just 2.5 blocks from the beach. End unit with 8 parking spaces. Call for nightly rates. New Feature for 2025. Electric car charger w
$850.00 - $2,400.00 /wk
403 The Cove
Townhome
This spacious 4 bdrm 2.5 bath unit is bayside and only two short blocks to the beach. Located on the South end of Dewey and featuring bay views from the deck this property is within walking distance to the beach, restaurants, water sports and all the vacation amenities of Dewey. Pool and tennis with this complex completes the package. Sleeps 10. Note New Condo Rules - Smoking is not allowed anywhere on The Cove property. **Winter Rental Avail: 10/1--4/30/26, $1000/mth + utilities. New Featur
$425.00 - $3,320.00 /wk
Broadkill Beach
House
Located next to the Prime Hook Wildlife Refuge, this 4 bedroom 3.5 bath home on Broadkill Beach offers peace and tranquility on the Delaware Bay. Spend your days at the beach swimming and sunbathing or bring your kayaks and paddle boards to take advantage of the calm waters. The screened in porch off the main level offers wonderful views and the open living space makes it ideal for gathering. There is an added bonus room off of the garage where you can play games, lounge and store your beach t
$2,300.00 - $3,500.00 /wk
Property 1167823
Duplex
Beautiful, spacious, modern duplex/townhouse style. Just a hop, skip & a jump to the beach. Enjoy breakfast as the Sunrise restaurant on your way to the beach. All amenities including CAC, DW, Micro, W/D & large gourmet kitchen. Take advantage of the covered deck off of the living room to enjoy your morning coffee or your evening cocktail. Back patio w/gas grill. Walk to restaurants, catch the Jolly Trolley for fun at the Rehoboth Boardwalk. Call for off season rentals. Dog Friendly for 1
$900.00 - $5,040.00 /wk
Property 1212367
Townhome
Spacious 4-bedroom townhouse, with the loft serving as the fourth bedroom, featuring private balconies and stunning bay-side sunset views. Ideally located just a short walk to the beach and within easy walking distance to everything Dewey has to offer. Enjoy free reserved parking for two vehicles, plus the convenience of being only 1.5 blocks from the beach. Hop on the Jolly Trolley nearby for a fun, easy ride to Rehoboth Beach and the boardwalk. This three-story townhome offers three outdoor de
$0.00 /wk
Property 625864
Condo
Well maintained clean 3 bdrm, 2 bath, 1 level condo with central AC, washer, dryer, dishwasher and microwave. Watch the sunset over the bay from the open front decks; parking underneath in a 2-car carport. Located on Bellevue St. and only 1.5 blocks to the beach. **2 Singles, 2 Singles, 2Singles, Sleep Sofa** Sleeps 8.
$3,300.00 /wk
Property 659395
Duplex
Modern, clean and well-maintained 4 bdrm 2 bath downstairs apartment. With views of the bay and a playground next to the property, it is the perfect location for all ages and only 2 blocks to the beach. Enjoy the sunset over the bay while you unwind on the porch and have peace of mind knowing there’s parking for 4-5 cars. Equipped with CAC/DW/WD/Micro and TV’s in every room. Please Note: 2Twin beds require xlong sheets.
$20,600.00 /wk
Property 828549
Apartment
Enjoy this 3 bedroom, 2 bath condo in The Cove, a perfect location for everything Dewey has to offer! This quiet complex offers a community pool and assigned parking spots. Utilities are separate and the electric will be transferred to tenants name during occupany.
$195.00 - $2,175.00 /wk
Property 844733
Apartment
Enjoy beautiful sunsets on the bay. Cute 2 bedroom, 2 bath condo. Walking distance to the bay beach, ocean beach as well as all attractions in Dewey Beach. Pet Friendly with $200 NR Pet Fee.
$23,850.00 /wk
Property 900462
Apartment
See & play on the bay, swim in the pool, & walk to the ocean. What more could you possibly need? Enjoy the gorgeous bay views from the balcony along with a peek of the ocean from this cozy 2bdrm/1bath condo. Featuring a full kitchen, large balcony, and one king and two full size beds. Enjoy the community pool, game room, and tennis courts. This condo is only steps away from the bay and the ocean. You can rent jet skis, paddle boards, and even apply to set up a bonfire right by the bay! The condo