Holiday Rentals in Lewes, DE

318 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Lewes, DE holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

318 Holiday rentals and Airbnb in Lewes, DE

Best family friendly Lewes, DE holiday rentals

Among the 318 accommodations in Lewes, DE, here are the 4 best family friendly rentals

Hot Tub, Pool, Shop & Dine, Sleeps 8 - Lewes, DE
9.9 174 reviews

Hot Tub, Pool, Shop & Dine, Sleeps 8

apartment, Lewes
This Lewes holiday home enjoys a central location between Rehoboth Beach and Lewes Beach, offering easy access to both.
The three-bedroom, two-bathroom property sleeps eight guests and boasts a spacious open-plan living area with an 11-ft island, two bars, a large sectional sofa, a game room, and a private back deck with a hot tub; a chef's kitchen, swimming pool, and parking are also included.
1st Floor Coastal Oasis W/ Pool & Beach Chairs - Lewes, DE
9.9 61 reviews

1st Floor Coastal Oasis W/ Pool & Beach Chairs

apartment, Lewes
This apartment is situated in a family-friendly neighbourhood just off Route 1 in Lewes, a short walk from Bethany Blues restaurant and within 5 kilometres of the beach, Cape Henlopen State Park, and Lewes Beach. It consistently receives excellent ratings for location, cleanliness, and user experience.
The flat offers two bedrooms and can comfortably accommodate up to six guests. It features a fully equipped kitchen, a spacious living area, a screened-in patio, a swimming pool, a fitness centre, and a garden, ensuring a relaxing and enjoyable stay.
Rehoboth Shores Estates Spacious House W/ping-pong Table, Deck, Wifi - Lewes, DE
No reviews

Rehoboth Shores Estates Spacious House W/ping-pong Table, Deck, Wifi

apartment, Rehoboth Beach
This spacious five-bedroom, three-bathroom holiday home, accommodating up to ten guests, is located in Rehoboth Beach's Bayside neighbourhood, offering convenient access to the ocean, beaches, Cape Henlopen State Park, and the Cape May–Lewes Ferry. The 223 square metre property boasts a large deck and patio, central air conditioning, a fully equipped kitchen with a dishwasher, a ping-pong table, and board games, making it ideal for family breaks and group getaways.
Plantations West - Pet Friendly Condo! Available For Short Stays! - Lewes, DE
8.8 11 reviews

Plantations West - Pet Friendly Condo! Available For Short Stays!

apartment, Lewes
This Plantations East condo in Lewes is situated 6.4 km from Lewes Beach, under 9.7 km from Rehoboth Beach, and 2.4 km from the DART transit centre.
The three-bedroom, two-bathroom apartment sleeps six guests and offers a well-equipped kitchen, a three-season porch with stunning views, family-friendly amenities including games and a high chair, and beach essentials such as chairs and a cooler; one well-behaved dog is permitted (additional fee applies).

Best Lewes, DE holiday rentals with a pool

Among the 318 accommodations in Lewes, DE, here are the 4 best rentals with a pool

3 Mi To Savannah Beach: Lewes Condo W/ Pool Access - Lewes, DE
9.2 4 reviews

3 Mi To Savannah Beach: Lewes Condo W/ Pool Access

house, Lewes
This Lewes apartment, situated 4.8km from Savannah Beach and 11.6km from Rehoboth Beach Boardwalk, offers easy access to Delaware's coastal attractions.
The 100 square metre property boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, swimming pool access, parking, and free Wi-Fi.
Beautifully Furnished Condo In Villages Of Five Points - Lewes, DE
No reviews

Beautifully Furnished Condo In Villages Of Five Points

apartment, Lewes
This Lewes apartment, a second-floor condo in the Villages of Five Points, is situated minutes from Lewes Beach and the historic Lewes town centre, conveniently located east of Route 1.
The self-catering property offers two bedrooms, two bathrooms, and sleeps four, boasting a fully equipped kitchen with microwave and dishwasher, plus in-unit laundry facilities, a terrace, and access to community swimming pools and tennis courts.
Awesome 3 Br Condo In Village Of 5 Points! Pool,tennis Cts,bike Trl, - Lewes, DE
10 42 reviews

Awesome 3 Br Condo In Village Of 5 Points! Pool,tennis Cts,bike Trl,

apartment, Lewes
This beach condo is located in Lewes' Villages of Five Points, a short walk from restaurants and within 10 kilometres of the Lewes/Cape May ferry, Rehoboth and Dewey beaches, and Historic Downtown Lewes.
This spacious 177 square metre apartment sleeps six, featuring three bedrooms and two bathrooms, with amenities including air conditioning, a swimming pool, a terrace, and parking, whilst offering direct beach access and proximity to water sports.
Village Of Five Points --- 33322 E Chesapeake St Unit 46 - Lewes, DE
No reviews

Village Of Five Points --- 33322 E Chesapeake St Unit 46

house, Lewes
This Lewes apartment, located in the Village of Five Points, is 10.1km from Rehoboth Beach Boardwalk and 40km from Northside Park, offering easy access to both Lewes and Rehoboth Beach attractions.
The 135 square metre property features three bedrooms, two bathrooms, and sleeps eleven, boasting a fully equipped kitchen, private balcony, swimming pool, tennis court, parking, and free Wi-Fi.

Frequently asked questions about holiday rentals in Lewes, DE

  • What are some interesting places to visit in or near Lewes, DE?

    Lewes is a charming town with plenty to see. You can visit the historic Lewes Historical Society, explore the Cape May-Lewes Ferry, or wander through the shops and restaurants of the historic downtown area. Just a short drive away is the beautiful Cape Henlopen State Park, with its beaches, hiking trails, and historic Fort Miles.
  • What are the best Airbnb and holiday rentals in Lewes, DE?

    Cozy Condo (Renovated) / 3 - 5 Miles From The Beach, Sandy Blessings and The Rodney House are among the best Airbnb and holiday rentals in Lewes, DE.

  • Which walking or cycling routes are the best in Lewes, DE?

    For a scenic walk, try the Lewes-Rehoboth Canal Trail, which runs along the canal and offers views of the water and wildlife. For cycling, the Junction and Breakwater Trail is a great option, offering a 10km paved path that stretches from Lewes to Rehoboth Beach.
  • What are the most popular Airbnbs in Lewes, DE?

    Among the Airbnbs in Lewes, DE, Cozy Condo (Renovated) / 3 - 5 Miles From The Beach, Sandy Blessings and The Rodney House are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Lewes, DE?

    Lewes is a great place for outdoor activities. You can enjoy swimming, sunbathing, and surfing at the beaches, kayaking or paddleboarding on the Lewes-Rehoboth Canal, or fishing from the Lewes Beach or the Delaware Bay. For a more adventurous experience, try kiteboarding or windsurfing at Cape Henlopen State Park.
  • What are the best holiday 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 from Lewes, offering a lively beach town atmosphere with shops, restaurants, and entertainment. You can also easily access other nearby towns like Milton, Dewey Beach, and Bethany Beach, each with its own unique charm.
  • What are the best rentals for families and kids in Lewes, DE?

  • What amenities are commonly available in vacation rentals in Lewes, DE?

    Vacation rentals in Lewes typically offer a range of amenities, including kitchens, laundry facilities, comfortable living spaces, and outdoor areas like patios or balconies. Many also offer amenities like Wi-Fi, cable TV, and parking.
  • 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?

    The best time to visit Lewes is during the shoulder seasons, from April to May and September to October, when the weather is pleasant and the crowds are smaller. Summer is the most popular time to visit, but it can be crowded and expensive.
  • What are the local dishes in Lewes, DE region?

    Lewes is known for its fresh seafood, so be sure to try the local crab cakes, oysters, and fish. You can also find delicious regional specialties like Delaware-style scrapple, a breakfast dish made from pork scraps, and pit beef, a sandwich made with thinly sliced beef.

Popular destinations

Best Lewes, DE holiday rentals with a balcony

Ocean Pointe East - Go To Outlets, Bike To The Beach! - Lewes, DE
9.9 151 reviews

Ocean Pointe East - Go To Outlets, Bike To The Beach!

apartment, Rehoboth Beach
This property is located just 160 metres from Cape Henlopen State Park and 3.5 kilometres from the Rehoboth Beach Boardwalk, offering a peaceful retreat close to both nature and entertainment. The property has excellent user, location and cleanliness ratings.
This three-bedroom house comfortably accommodates seven guests, featuring a well-equipped kitchen, a private fitness centre, a swimming pool, a tennis court, and a terrace with a barbecue grill. Guests can also enjoy the convenience of a washing machine, a fireplace, and a garden.
5br Lewes Luxury House At Coastal Club Resort-style Amenities - Lewes, DE
No reviews

5br Lewes Luxury House At Coastal Club Resort-style Amenities

apartment, Lewes
This luxury family holiday home is located in the award-winning Coastal Club community in Lewes, Delaware, offering resort-style amenities and convenient access to Lewes Beach, Cape Henlopen State Park and Rehoboth Beach, with a beach shuttle service available within 500 meters.
The spacious 325 square meter residence features 5 bedrooms, 3 bathrooms, accommodates up to 11 guests, and boasts a gourmet chef's kitchen, a private wooded homesite with an outdoor living space including a built-in grill, and access to community facilities such as multiple swimming pools, a fitness centre, and tennis courts.
The Palms | Family-friendly Rehoboth Condo | Pool + 10 Min To Beach & Outlets - Lewes, DE
9.7 222 reviews

The Palms | Family-friendly Rehoboth Condo | Pool + 10 Min To Beach & Outlets

apartment, Rehoboth Beach
This spacious apartment is located in a peaceful community just 8 kilometres from Rehoboth Beach, close to Tanger Outlets and a variety of restaurants. It has received excellent ratings for cleanliness, location, and overall experience.
The apartment spans 133 square metres and can comfortably accommodate up to 8 guests. It features a fully equipped kitchen, a private balcony, a swimming pool, and a spa, providing everything you need for a relaxing and enjoyable stay.
Spacious Private 2br-2ba , Pool , Garage , Central - Lewes, DE
10 1 review

Spacious Private 2br-2ba , Pool , Garage , Central

apartment, Rehoboth Beach
This Rehoboth Beach flat is located in the Midway district, offering convenient access to local shops and dining, and is situated 6.4 kilometres from Rehoboth and Lewes Beaches, with direct access to the scenic Breakwater Trail.
This family-friendly apartment boasts 107 square metres of living space, accommodating up to six guests with two bedrooms and two bathrooms, and features a private garage with bonus space, a shared pool, and a patio with a fireplace for a comfortable stay.

Best Lewes, DE holiday rentals with parking

Mazies Place- A Cozy Coastal Cottage In Lewes - Lewes, DE
10 1 review

Mazies Place- A Cozy Coastal Cottage In Lewes

apartment, Lewes
This historic 1939 colonial residence in Lewes offers a prime location, situated a mere 1.6 kilometres from Lewes Beach and within walking distance of the town's historic district, featuring a variety of eateries, breweries, and shops.
This 174-square-metre flat accommodates up to eight guests across four bedrooms and two and a half bathrooms, boasting a renovated kitchen with gas appliances, central air conditioning, a dishwasher, and a screened-in front porch, with direct access to the 25.7-kilometre Lewes-Georgetown Bike Trail.
17063 S. Brandt St. Unit 4207-village Of Five Points, Pet Friendly Condo! - Lewes, DE
10 1 review

17063 S. Brandt St. Unit 4207-village Of Five Points, Pet Friendly Condo!

apartment, Lewes
This pet-friendly apartment in the Villages of Five Points, Lewes, is conveniently located east of Route 1, within 8km of Lewes Beach, the Cape May-Lewes Ferry, and Cape Henlopen State Park.
The two-bedroom, two-bathroom property sleeps four, features a kitchen with fridge, microwave, and dishwasher, plus a swimming pool, spa, and parking; nearby amenities include restaurants, shops, and public transport.
Peaceful 1-bedroom Guesthouse With Ac In Charming Lewes - Lewes, DE
10 1 review

Peaceful 1-bedroom Guesthouse With Ac In Charming Lewes

apartment, Lewes
This 1-bedroom guesthouse in Lewes is located a short distance from Lewes Beach and Rehoboth Beach, with the Cannonball Museum and Lightship Overfalls also nearby.
The accommodation comfortably sleeps four guests with a queen bed, a twin daybed with trundle, and a sofa bed, featuring air conditioning, heating, and Wi-Fi.
Modern Condo Under 15 Minutes To Lewes Beach With Pool & Pool Table - Lewes, DE
9.9 156 reviews

Modern Condo Under 15 Minutes To Lewes Beach With Pool & Pool Table

apartment, Lewes
This spacious apartment is located in Sandbar Village, a short distance from the historic downtown Lewes and just a few kilometres from both Lewes and Rehoboth Beach. The property has excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The apartment offers 177 square metres of living space, comfortably accommodating up to 10 guests with three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, terrace, garden, spa, and parking, as well as a fully equipped kitchen and a boat rental option.
©2026 cozycozy.com