Holiday Rentals in Lewes, DE

418 available vacation rental offers

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Lewes, DE holiday rentals
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418 Holiday rentals and Airbnb in Lewes, DE

Best family friendly Lewes, DE holiday rentals

Among the 418 accommodations in Lewes, DE, here are the 4 best family friendly rentals

Minutes To Lewes Beach - Lewes, DE
10 15 reviews

Minutes To Lewes Beach

apartment, Lewes
This apartment is situated in the Villages of Five Points district of Lewes, a mere 5-kilometre drive from Cape Henlopen State Park and a 4-kilometre drive from Nassau Valley Winery.
This 139 square metre condominium accommodates up to six guests and features a well-equipped kitchen, air conditioning, a communal swimming pool, a hot tub, and on-site parking.
Sleeps 12  4br  Family-friendly  Parking 5+ - Lewes, DE
10 42 reviews

Sleeps 12 4br Family-friendly Parking 5+

apartment, Lewes
Seas the Day Cottage, a four-bedroom house, is situated between Rehoboth Beach and Lewes, a few minutes' drive from both Lewes' historic town centre and Rehoboth Beach Boardwalk, offering easy access to Cape Henlopen State Park.
This family-friendly property sleeps up to twelve guests, boasting a fully equipped kitchen, two bathrooms, a garden with a Weber grill and outdoor games, plus provided beach gear including chairs, umbrellas, and boogie boards; free Wi-Fi and parking are also available.
Rehoboth Beach Dog-friendly, Hot Tub, Game Room, And Washer/dryer - Lewes, DE
9.6 25 reviews

Rehoboth Beach Dog-friendly, Hot Tub, Game Room, And Washer/dryer

apartment, Lewes
This two-storey property in Midway, between Lewes and Brighton, is situated less than 8 kilometres from Brighton Beach and within walking distance of restaurants, a cinema, and Tanger Outlets.
This spacious 232 square metre flat accommodates up to 14 guests with 5 bedrooms and 3 bathrooms, featuring a well-equipped kitchen with a breakfast island, two living areas, a gas grill, a furnished deck, and a year-round private hot tub.
116 Washington - Wonderful Home In Historic Lewes With So Many Recent Upgrade - Lewes, DE
9.2 15 reviews

116 Washington - Wonderful Home In Historic Lewes With So Many Recent Upgrade

apartment, Lewes
This five-bedroom Lewes holiday home is situated in the Historic District, less than 1.6km from Lewes Beach and a 10-minute drive from the Zwaanendael Museum and Preservation Forge.
Sleeping up to 10 guests, this smoke-free property boasts three bathrooms, a fully equipped kitchen including a dishwasher, a private garden with barbecue, and parking; all within easy reach of local attractions.

Best Lewes, DE holiday rentals with a pool

Among the 418 accommodations in Lewes, DE, here are the 4 best rentals with a pool

Five Points! Stunning 2br Condo Pools Tennis Restaurants Shops - Lewes, DE
9.8 26 reviews

Five Points! Stunning 2br Condo Pools Tennis Restaurants Shops

apartment, Lewes
This two-bedroom apartment is situated in the Villages of Five Points, a short walk from Lewes town centre and a 2km drive from Lewes Beach and Cape Henlopen State Park. It has an excellent user rating and is perfect for families or groups of up to four people.
The apartment is modern and well-equipped, with a spacious open-plan living area and a fully equipped kitchen. Guests can enjoy the screened-in porch, the swimming pool, the spa, and the parking facilities, as well as the numerous activities and attractions in the area.
Coastal Beauty-bike To Beach - Lewes, DE
10 18 reviews

Coastal Beauty-bike To Beach

apartment, Lewes
This Lewes holiday home is situated in the Village of Five Points, offering easy access to Cape Henlopen State Park (approximately 8km away) and Lewes's historic centre.
The property boasts four bedrooms, two bathrooms, sleeping eight guests, and features a fully equipped kitchen, private patio, swimming pool, and access to community tennis and pickleball courts.
Villas At Bay Crossing - 34670 Villa Circle #2206 - Lewes, DE
9.8 6 reviews

Villas At Bay Crossing - 34670 Villa Circle #2206

house, Lewes
This Lewes holiday apartment, Villas at Bay Crossing #2206, is situated 7.9 km from Rehoboth Beach and offers easy access to other Delaware beaches, lying between 35 and 48 km from Ocean City and its attractions.
The 100 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a well-equipped kitchen, private balcony with pool views, free Wi-Fi, and access to a swimming pool and children's playground.
Villas At Bay Crossing Dog-friendly Condo With Pool, Balcony, Water Views, & W/d - Lewes, DE
9.8 25 reviews

Villas At Bay Crossing Dog-friendly Condo With Pool, Balcony, Water Views, & W/d

apartment, Lewes
This apartment in Midway offers proximity to downtown Lewes, Rehoboth Beach Tanger Outlets, and Cape Henlopen State Park, with water views and convenient access to local attractions.
This 100 square meter flat accommodates up to 5 guests across 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and high-speed WiFi for a comfortable stay, with opportunities for nearby fishing.

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

Cozy Cottage In Historic Lewes Delaware - Lewes, DE
10 111 reviews

Cozy Cottage In Historic Lewes Delaware

cottage, Lewes
This charming cottage is situated in Lewes' Historic District, just a 1.6km walk from the town centre and a 5-minute drive from the beach. It has received excellent reviews from previous guests.
The cottage is a cosy and comfortable retreat for two, with a queen-size bed upstairs and a downstairs living area, kitchen, and bathroom. Guests can enjoy the private garden, terrace, and a range of amenities including Wi-Fi, a TV, and a white noise sleep machine.
Relax In Lewes Condo Near The Beaches! - Lewes, DE
10 13 reviews

Relax In Lewes Condo Near The Beaches!

apartment, Lewes
This two-bedroom apartment is located in the Villages of Five Points neighbourhood in Lewes, just a short walk from the beach and local restaurants. It consistently receives excellent reviews from guests.
The apartment is suitable for up to four guests and features two bathrooms. It comes equipped with a range of amenities, including a terrace, a garden, and parking, as well as two swimming pools for guests to enjoy.
The Villages Of Five Points Condo W/community Pools, Tennis Courts, Shops - Lewes, DE
No reviews

The Villages Of Five Points Condo W/community Pools, Tennis Courts, Shops

apartment, Lewes
This apartment is located in the Villages of Five Points district of Lewes, offering convenient access to local shops and eateries, and is situated within 5 kilometers of Cape Henlopen State Park and Lewes Beach.
This spacious 191 square meter flat features three bedrooms and four bathrooms, accommodating up to eight guests with a king bed, queen bed, and twin bed, and includes a fully equipped kitchen, air conditioning, a swimming pool, and a private patio.
Recently Built  Rehoboth Beach Townhouse Pool Parking Sleeps 16 - Lewes, DE
9.4 18 reviews

Recently Built Rehoboth Beach Townhouse Pool Parking Sleeps 16

apartment, Rehoboth Beach
This six-bedroom holiday home is located in the Bayside neighbourhood of Rehoboth Beach, Delaware, approximately 1.6 kilometres from the Rehoboth Beach boardwalk and beach.
Sleeping sixteen guests, this spacious property boasts six bathrooms, a well-equipped kitchen with high-end appliances, a second refrigerator, private parking for four cars, plus community pool access and beach equipment; a second family room offers extra space.

Best Lewes, DE holiday rentals with parking

Charming, Historic Duplex - Lewes, DE
9.8 98 reviews

Charming, Historic Duplex

apartment, Lewes
This Lewes duplex, a short walk from the historic Lewes town centre, offers easy access to shops and restaurants.
The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen with dishwasher, air conditioning, a private garden, and parking; note the steep stairs and low ceilings on the upper floor.
2br/2 Bath Condo -Lewes-rehoboth - Lewes, DE
10 29 reviews

2br/2 Bath Condo -Lewes-rehoboth

apartment, Lewes
This 2-bedroom apartment is located in the Village of 5 Points in Lewes, just 5 kilometres from the beach and 6 kilometres from the Rehoboth Tanger Outlets. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bathrooms and can comfortably accommodate up to 4 guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking.
Modern Cozy Home, Shared Pool,de Beaches - Lewes, DE
9.8 9 reviews

Modern Cozy Home, Shared Pool,de Beaches

apartment, Lewes
This Lewes holiday home, near Lewes Beach (4km), Rehoboth Beach (9.6km), and Dewey Beach (12.8km), offers easy access to coastal attractions and is conveniently located near the Zwaanendael Museum and Movies At Midway.
The spacious property boasts a 4-bedroom, 4-bathroom layout sleeping up to 12 guests, including a self-contained basement apartment with its own kitchen and living room, plus a sunroom, two decks, swimming pool, parking, and internet access.
Coastal Club * 6 Br Luxury Beach House - Lewes, DE
9.2 2 reviews

Coastal Club * 6 Br Luxury Beach House

apartment, Lewes
This Lewes seaside holiday home boasts stunning ocean views and is conveniently located within 9.6km of Nassau Valley Winery, Midway Par 3 Golf Course, and Heritage Inn & Golf Club.
This luxurious 502 square metre property sleeps up to 14 guests in 6 bedrooms, 4 bathrooms, and offers a private pool, jacuzzi, spa, fitness centre, and free Wi-Fi.