Best Vacation rentals and Airbnb offers in Lewes, DE
10 6 reviews
Lewes, DE
06/20 – 06/27
$474/nighttotal: $3318 (7 )
Super Close To Downtown Lewes And The Canal! 104 University
4 6
apartment , Lewes
This Lewes vacation home is located just a short distance from the beach, Lightship Overfalls, and the Lewes Historic Complex, offering easy access to the area's attractions and natural beauty. It has received excellent user ratings and is a great option for travelers seeking a comfortable and convenient stay. This 4-bedroom house comfortably sleeps 8 guests and features a fully equipped kitchen, a patio with barbecue grills, and a fireplace. Enjoy modern conveniences like air conditioning, internet access, and a washer and dryer, along with a garden and parking.
9.5 8 reviews
Lewes, DE
08/13 – 08/16
$341/nighttotal: $1023 (3 )
Charming Lewes 2 Bd / 2 Ba At Five Points
1 2
apartment , Lewes
This Lewes, Delaware condo rental is located in the Villages of Five Points, a short 5-minute drive from downtown Lewes, 7-8 minutes from both bay and ocean beaches, and 5 minutes from Cape Henlopen State Park. The 2-bedroom, 2-bathroom apartment sleeps 4, features a king and full/twin bunk beds, an open floor plan, screened balcony, in-unit laundry, and access to community pools (May-September), tennis/pickleball courts, and more.
9.9 25 reviews
Lewes, DE
07/10 – 07/12
$457/nighttotal: $914 (2 )
Perfect Condo Minutes From The Beach!
1 1
apartment , Lewes
This handicap-accessible, first-floor condo is centrally located in Lewes, Delaware, offering easy access to restaurants, shops, and Lewes's beaches and parks. This 2-bedroom, 2-bathroom apartment sleeps 6, features a fully equipped kitchen with fridge, microwave, and dishwasher, air conditioning, parking, and is close to Tanger Outlets and Delaware's tax-free shopping.
9.6 19 reviews
Lewes, DE
06/17 – 06/19
$1267/nighttotal: $2534 (2 )
484 E Market - New Construction Close To Town And The Beach!
5 3
apartment , Lewes
This Lewes vacation home, near Lewes Beach, is less than a 10-minute walk from the Cannonball House Museum and Zwaanendael Museum, offering easy access to Lewes's historical attractions and the beach. This five-bedroom, five-bathroom house sleeps ten guests and features a fully equipped kitchen, laundry facilities, a balcony, gas grills, and ample parking; enjoy nearby Mary Vessels Park and Preservation Forge.
8.8 11 reviews
Lewes, DE
08/03 – 08/07
$415/nighttotal: $1660 (4 )
Plantations West - Pet Friendly Condo! Available For Short Stays!
3 3
apartment , Lewes
This Plantations East condo in Lewes, Delaware is conveniently located 4 miles from Lewes Beach, under 6 miles from Rehoboth Beach, and 1.5 miles from the DART transit center, offering easy access to area attractions. This four-bedroom, two-bathroom rental sleeps six guests and features brand-new furniture, luxury vinyl plank flooring, a three-season porch, a well-equipped kitchen with an air fryer, multiple flat-screen TVs, and access to a fitness center (fee applies); beach chairs and a cooler are provided.
9.4 26 reviews
Lewes, DE
06/17 – 06/19
$241/nighttotal: $482 (2 )
Sandpiper Village: Dog-friendly Patio & Ac
2 3
apartment , Lewes
This Sandpiper Village condo in Lewes offers a prime location just a short drive from Rehoboth Beach and its popular boardwalk, with convenient access to family attractions like Shell We Golf and Jungle Jim's. This 2-bedroom, 2-bathroom rental accommodates up to 4 guests and features a well-equipped kitchen, in-unit washer/dryer, central air conditioning, and a private patio, all within a gated community.
Lewes, DE
06/20 – 06/27
$392/nighttotal: $2744 (7 )
The Villages Of Five Points - 17299 N Village Main Blvd
3 2
house , Lewes
This apartment in The Villages of Five Points in Lewes is located 6.3 miles from Rehoboth Beach Boardwalk and 24 miles from Thunder Lagoon Waterpark. This 2060 square foot residence accommodates up to 15 guests with 3 bedrooms, 3 bathrooms, air conditioning, a fully equipped kitchen, an infinity swimming pool, a garden, and an on-site restaurant.
Lewes, DE
08/13 – 08/16
$359/nighttotal: $1077 (3 )
Coastal Lewes Condo Near Beach, Pools & Trails
1 2
apartment , Lewes
This 2-bedroom, 2-bathroom condo in Lewes' Villages of Five Points offers walkable access to amenities and is a 5-minute drive to historic downtown Lewes, Second Street shops and restaurants. This 3rd-floor unit features air conditioning, a kitchen with a fridge, microwave, and dishwasher, and provides access to two community pools and six tennis/pickleball courts, with linens and starter amenities included.
10 14 reviews
Lewes, DE
06/20 – 06/27
$260/nighttotal: $1820 (7 )
Minutes To Lewes Beach
3 2
apartment , Lewes
This family-friendly apartment is located in the Villages of Five Points district of Lewes, offering convenient access to Cape Henlopen State Park, just 6 minutes away by car, and Nassau Valley Winery, 5 minutes away. This 1500 sq ft condo accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, air conditioning, Wi-Fi, a swimming pool, jacuzzi, and on-site parking.
9.8 67 reviews
Lewes, DE
07/08 – 07/10
$417/nighttotal: $834 (2 )
Two Bedroom, Dog Friendly Condo With Pool, Between Lewes And Rehoboth Beach
1 4
apartment , Lewes
This Lewes apartment is conveniently located near Midway Par 3 Golf Course, Heritage Inn & Golf Club, and Midway Speedway, with American Classic Golf Club and Cape Henlopen State Park also within a short drive. The apartment is highly rated for its cleanliness, location, and overall experience. The two-bedroom apartment can accommodate up to 6 guests. Enjoy a relaxing stay with amenities like a swimming pool, spa, garden, and a terrace or balcony, perfect for enjoying the beautiful weather.
9.8 5 reviews
Lewes, DE
08/13 – 08/16
$446/nighttotal: $1338 (3 )
Villas At Bay Crossing - 34670 Villa Circle #2206
2 2
house , Lewes
This Lewes vacation rental, located in the Villas at Bay Crossing, is conveniently situated 4.9 miles from Rehoboth Beach and 30 miles from Ocean City. The 1080-square-foot apartment features two bedrooms, two bathrooms, and sleeps seven, offering a private balcony with pool views, a full kitchen with dishwasher, free Wi-Fi, and access to a swimming pool and children's playground.
Best Lewes, DE vacation rentals with a balcony
Lewes, DE
08/13 – 08/16
$401/nighttotal: $1203 (3 )
Dog-friendly Rehoboth Beach Escape 4 Mi To Beach
2 2
apartment , Lewes
This 2-bedroom condo is located in Midway, Rehoboth Beach, east of Coastal Highway and behind Wawa, placing it 2.2 miles from Rehoboth Avenue and offering convenient access to Tanger Outlets (1.5 miles), Safeway (0.6 miles), Jungle Jim's (2.0 miles), and the Rehoboth Beach Boardwalk (4.1 miles). This pet-friendly apartment accommodates up to 4 guests and features a fully equipped kitchen, in-unit laundry, air conditioning, a screened porch, and access to the Junction & Breakwater Trail, with parking available.
10 42 reviews
Lewes, DE
06/27 – 07/04
$343/nighttotal: $2401 (7 )
Awesome 3 Br Condo In Village Of 5 Points! Pool,tennis Cts,bike Trl,
3 6
apartment , Lewes
This 3-bedroom, 2-bathroom beach condo is located in the Villages of Five Points in Lewes, a short walk from dining options and approximately 2 miles from Rehoboth and Dewey beaches, offering direct beach access and proximity to the Lewes/Cape May ferry. This 1910 sq ft apartment accommodates up to 6 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, terrace, and parking, with off-season monthly rentals available and nearby activities like jet skiing and exploring Historic Downtown Lewes.
9.8 7 reviews
Lewes, DE
07/08 – 07/10
$510/nighttotal: $1020 (2 )
1st Floor 2br-2ba, Pool , Quiet & Convenient
2 4
apartment , Rehoboth Beach
This 2-bedroom condo is located on Route 1, just a short 3-mile drive from downtown Rehoboth Beach and its famous boardwalk, offering easy access to the beach, shopping, and dining. This comfortable and spacious vacation rental is ideal for families or groups of up to 6 people, with two bedrooms on opposite sides of the kitchen for privacy and a screened porch with retractable windows for enjoying the fresh air. The condo comes fully equipped with everything you need for a relaxing stay, including a kitchen with a Keurig coffee machine, a living room with a smart TV, and beach amenities like towels, chairs, and an umbrella. The condo also offers a washer and dryer, an iron and ironing board, and access to streaming services like Netflix, Amazon Prime, Disney+, and HBO.
10 25 reviews
Lewes, DE
07/10 – 07/12
$466/nighttotal: $932 (2 )
The Farmhouse On Martin Lane
4 1
farm , Lewes
This historic farm is conveniently located between Lewes and Rehoboth, just off Route 1, offering easy access to shopping, entertainment, and dining destinations. With excellent user ratings, this charming farm provides a unique and memorable stay for travelers visiting Lewes. The farm features four spacious bedrooms and two bathrooms, accommodating up to six guests. The modern amenities include a fully equipped kitchen, air conditioning, and a grill and patio area. Guests can also enjoy the local knowledge of the owners, who grew up in the area and can share their favorite places and activities.
Guest-Favorite Family Vacation Rentals in Lewes, DE
Plan the perfect family beach trip to Lewes, DE with spacious rentals that offer plenty of room to spread out.
10 6 reviews
Lewes, DE
06/17 – 06/19
$551/nighttotal: $1102 (2 )
1st Floor 2br-2ba, Pool, Peaceful & Near It All
2 3
apartment , Rehoboth Beach
This Midway, Delaware rental is conveniently located within one mile of Shell We Golf, Junction & Breakwater Trail, and Tanger Outlets, offering a quieter alternative to the Rehoboth Beach boardwalk while maintaining easy access to attractions. The nine-bedroom, two-bathroom apartment sleeps six guests and includes in-unit laundry, a fully equipped kitchen, and a private patio; nearby Midway Speedway adds another entertainment option.
10 123 reviews
Lewes, DE
06/27 – 07/04
$605/nighttotal: $4235 (7 )
Beautiful Beachfront Retreat On Broadkill Beach. Perfect For Couples & Families.
3 6
apartment , Lewes
This beachfront rental is located in Broadkill Beach, directly on the Delaware Bay, offering immediate beach access and unobstructed water views, just a short drive from Cape Henlopen State Park and the town of Lewes. This nautical-themed house spans 1100 square feet, accommodating up to six guests with three bedrooms, 1.5 bathrooms, a fully equipped kitchen, and an outdoor gas grill, perfect for families seeking a coastal getaway.
9.9 216 reviews
Lewes, DE
10/09 – 10/12
$431/nighttotal: $1293 (3 )
Spacious Home With Deck
1 12
apartment , Lewes
This tastefully furnished home is located in Midway Estates, just 6 miles from Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach, offering easy access to the area's attractions. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. The spacious home features 3 bedrooms and a private den with futons, comfortably accommodating up to 12 guests. Enjoy a fully equipped kitchen, a large walk-out basement with games, a screened porch, and access to fishing poles, beach chairs, and a cooler for a relaxing and enjoyable stay.
Frequently Asked Questions about vacation rentals in Lewes, DE
What are some interesting places to visit in or near Lewes, DE?
You've got to check out the Lewes Historical Society, it's a great place to learn about the town's history. And if you're interested in lighthouses, the Cape Henlopen Lighthouse is a must-see. For a day trip, head over to Rehoboth Beach, just a short drive away, and enjoy the boardwalk and the beach.
What are the best Airbnb and vacation rentals in Lewes, DE?
Which walking or cycling routes are the best in Lewes, DE?
The Junction & Breakwater Trail is a popular choice for walking and biking. It runs along the Lewes-Rehoboth Canal and offers beautiful views of the water. For a shorter walk, try the Lewes-Georgetown Railroad Trail, which follows the old railroad tracks.
What sports or outdoor activites can visitors enjoy in and around Lewes, DE?
Lewes is a great place to enjoy the outdoors. You can go kayaking or paddleboarding on the Lewes-Rehoboth Canal, or rent a boat and go fishing in the Delaware Bay. There are also plenty of hiking and biking trails in the area, including Cape Henlopen State Park.
What are the best vacation rentals with a pool in Lewes, DE?
What other towns or cities can be easily accessed from Lewes, DE?
Rehoboth Beach is just a short drive away and is a popular destination for its beach and boardwalk. If you're looking for a bit more history, head to Dover, the state capital, which is about 30 minutes away. For a day trip to the big city, Philadelphia is about a 2-hour drive.
What are the best rentals for families and kids in Lewes, DE?
What amenities are commonly available in vacation rentals in Lewes, DE?
Most vacation rentals in Lewes offer amenities like Wi-Fi, air conditioning, and laundry facilities. Many also have kitchens, so you can cook your own meals. Some rentals even have private pools or hot tubs.
What are the best rentals or Airbnbs with a jacuzzi in Lewes, DE?
What time of year is best to rent a vacation rental Lewes, DE?
Summer is the most popular time to visit Lewes, but it can get crowded and expensive. Spring and fall offer milder weather and fewer crowds. If you're looking for the best deals, consider visiting during the off-season, from November to April.
Destinations nearby
Best Lewes, DE vacation rentals with parking
9.1 76 reviews
Lewes, DE
07/17 – 07/21
$421/nighttotal: $1684 (4 )
Attractive Pet Friendly!! Rehoboth Beach, De!
3 8
apartment , Rehoboth Beach
This spacious home is located just off Route 1, a short drive from Rehoboth Beach's main attractions and the beach itself. The property has earned excellent ratings for location, cleanliness, and overall user experience. The 1,500 square foot apartment comfortably sleeps 10 guests with 3 bedrooms and 2 bathrooms. Enjoy the fully equipped kitchen, outdoor patio with a charcoal grill, and access to a large grassy area perfect for outdoor activities.
This cozy one-bedroom apartment is situated in a tranquil, wooded area, just a short half-mile walk from the Rehoboth Beach bike trail. It consistently receives excellent ratings for its cleanliness, location, and overall guest experience. The apartment comfortably accommodates up to four guests, making it ideal for families or groups of friends. It includes a private deck, a backyard trail, and a mini-kitchen equipped with a fridge, Keurig, and crockpot, perfect for enjoying simple meals and relaxing in the peaceful surroundings.
9.8 17 reviews
Lewes, DE
06/20 – 06/27
$632/nighttotal: $4424 (7 )
Dog Friendly Home In Broadkill Beach. 2809 S Bayshore
3 6
apartment , Lewes
This Milton vacation home offers unparalleled marshland views of the Prime Hook National Wildlife Refuge and is a short drive from Lewes Beach. The three-bedroom, three-bathroom house sleeps six guests and features a spacious open-plan living and dining area, a fully equipped kitchen with a dishwasher, air conditioning, and a terrace; linen rental is available, and pets are welcome (fees apply).
Neighborhoods and points of interest in Lewes, DE
Check Out Vacation Rentals with a Pool in Lewes, DE
Complement your time by the water with a dip in the pool at these Lewes, DE vacation rentals with on-site swimming facilities.
9.0 21 reviews
Lewes, DE
10/09 – 10/12
$531/nighttotal: $1593 (3 )
7 Bedrooms, Private Pool, Perfect Location!
7 12
apartment , Rehoboth Beach
This spacious Rehoboth Beach vacation home, located in the Bayside neighborhood, is a 10-15 minute drive from the ocean and close to Lewes, Cape Henlopen State Park, Bethany Beach, and Dewey Beach. The 3,120-square-foot property boasts seven bedrooms, three bathrooms, and sleeps up to 22 guests (18 in colder months), featuring a private fenced backyard with an in-ground pool, a separate cottage, and amenities like a 65-inch smart TV and Xbox One.
9.8 8 reviews
Lewes, DE
08/13 – 08/16
$363/nighttotal: $1089 (3 )
Creekwood --- 100 Cascade Ln, #109
2 2
house , Rehoboth Beach
Creekwood apartment, a family-friendly Rehoboth Beach rental, is located 3.5 miles from the Rehoboth Beach Boardwalk and offers easy access to Ocean City attractions within a 21-31 mile radius. This 1040-square-foot condo features two bedrooms, two bathrooms, sleeps up to 11 guests, includes a fully equipped kitchen with dishwasher, private balcony, free Wi-Fi, and access to a swimming pool and on-site playground.
8.2 37 reviews
Lewes, DE
10/09 – 10/12
$704/nighttotal: $2112 (3 )
Updated Kitchen Spring 2026 Private Heated Pool, Game Room, And Pet Friendly
4 12
apartment , Lewes
This Lewes vacation rental is centrally located, steps from Lewes Beach and a short drive from Cape Henlopen State Park and Tanger Outlets. This four-bedroom, three-bathroom home sleeps fourteen guests and boasts a private heated pool, a game room with a pool table, air hockey, and more, plus proximity to family-friendly attractions like the Cannonball House Museum and the Lightship Overfalls.
Lewes, DE
06/20 – 06/27
$368/nighttotal: $2576 (7 )
The Villages Of Five Points Condo W/community Pools, Tennis Courts, Shops
3 2
apartment , Lewes
This 3-bedroom, 4-bathroom condo is located in the Villages of Five Points in Lewes, offering convenient access to shops and dining, and is a short drive to Cape Henlopen State Park and Lewes Beach. This 2060 sq ft apartment accommodates up to 8 guests and features a full kitchen, air conditioning, a swimming pool, and a patio, with opportunities for nearby water sports and shopping at Tanger Outlets.
Discover Vacation Rentals by the Sea in Lewes, DE
Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Lewes, DE. Book your next shoreside stay today.
10 2 reviews
Lewes, DE
10/09 – 10/12
$585/nighttotal: $1755 (3 )
Town Of Dewey Beach --- 309 Salisbury
4 12
house , Dewey Beach
Lewes, DE
10/09 – 10/12
$1408/nighttotal: $4224 (3 )
121 Breakwater Reach, Cape Shores
6 12
apartment , Lewes
Lewes, DE
06/20 – 06/27
$655/nighttotal: $4585 (7 )
Ocean Block Pet Friendly Cottage In Dewey Beach
2 6
apartment , Dewey Beach
9.0 16 reviews
Lewes, DE
06/27 – 07/04
$367/nighttotal: $2569 (7 )
Bayview Condo Right On Lewes Beach
2 6
apartment , Lewes
Discover 5-Star Vacation Rentals in Lewes, DE
Experience 5-star comfort in a luxury Lewes, DE vacation rental designed with premium amenities throughout.
10 83 reviews
Lewes, DE
08/14 – 08/18
$1257/nighttotal: $5028 (4 )
Exclusively Yours! Private Beach Path, Double Water Access, And Dog Friendly.
4 12
apartment , Lewes
Best Vacation Rentals with a Steam Room in Lewes, DE
Relax with an on-site sauna at these vacation rentals in Lewes, DE, perfect for a steam session after a day by the water.
