Discover Your Perfect Lewes Vacation Homes

Best Vacation Homes in Lewes

New
House
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like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 4 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R11,033/Night 7 Nights - R77,228
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Apartment
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like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1603.82 ft²
  • Pool
    Pool
  • Parking
    Parking
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R6,450/Night 7 Nights - R45,153
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Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R6,192/Night 7 Nights - R43,343
New
House
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3 Bedrooms 4 Baths 8 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R13,829/Night 7 Nights - R96,805
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House
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 1442.36 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R9,231/Night 7 Nights - R64,618
House
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R8,207/Night 7 Nights - R57,456
Condo
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4 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R8,017/Night 7 Nights - R56,114
House
Map-icon
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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R7,192/Night 7 Nights - R50,343

Lewes Luxury Rentals

House
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like-icon10.0
Exceptional
(12 Reviews)
7 Bedrooms 6 Baths 16 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R29,986/Night 7 Nights - R209,906
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R29,625/Night 7 Nights - R207,368
House
Map-icon
6 Bedrooms 5 Baths 16 Guests 6529 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R29,081/Night 7 Nights - R203,569
House
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like-icon10.0
Exceptional
(3 Reviews)
6 Bedrooms 4 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
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R28,484/Night 7 Nights - R199,382
House
Map-icon
like-icon9.4
Exceptional
(13 Reviews)
6 Bedrooms 4 Baths 12 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R22,804/Night 7 Nights - R159,628
House
Map-icon
5 Bedrooms 5 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R22,102/Night 7 Nights - R154,714
House
Map-icon
7 Bedrooms 5 Baths 18 Guests 4500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R21,712/Night 7 Nights - R151,982
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
6 Bedrooms 4 Baths 15 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R21,318/Night 7 Nights - R149,217

Lewes Pet Friendly Vacation Rentals

New
House
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R6,332/Night 7 Nights - R44,329
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House
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like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R9,928/Night 7 Nights - R69,500
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Hotel
Map-icon
like-icon9.4
Exceptional
(1006 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
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R2,441/Night 7 Nights - R17,088
New
House
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R6,057/Night 7 Nights - R42,405
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House
like-icon9.8
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 5 Guests 1700.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R4,942/Night 7 Nights - R34,596
New
Condo
2 Bedrooms 2 Baths 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R4,233/Night 7 Nights - R29,633
Condo
like-icon10.0
Exceptional
(59 Reviews)
2 Bedrooms 2 Baths 4 Guests 1050 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R4,039/Night 7 Nights - R28,275
Condo
like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R5,280/Night 7 Nights - R36,957

Lewes Large Vacation Homes

House
Map-icon
1 Bedroom 1 Bath 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,503/Night 7 Nights - R31,525
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House
Map-icon
6 Bedrooms 6 Baths 14 Guests 2303.48 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R17,250/Night 7 Nights - R120,748
House
Map-icon
like-icon10.0
Exceptional
(143 Reviews)
5 Bedrooms 4 Baths 14 Guests 5000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R13,727/Night 7 Nights - R96,094
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House
Map-icon
5 Bedrooms 4 Baths 12 Guests 2626.39 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R8,497/Night 7 Nights - R59,477
House
Map-icon
like-icon10.0
Exceptional
(116 Reviews)
5 Bedrooms 4 Baths 15 Guests 3000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R15,990/Night 7 Nights - R111,921
House
Map-icon
like-icon10.0
Exceptional
(99 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,004/Night 7 Nights - R35,033
House
Map-icon
like-icon10.0
Exceptional
(96 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R13,228/Night 7 Nights - R92,602
House
Map-icon
like-icon10.0
Exceptional
(94 Reviews)
4 Bedrooms 3 Baths 10 Guests 2350 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R11,704/Night 7 Nights - R81,932

Why Choose Rent By Owner for your Lewes Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Lewes

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can help you make the most of your experience and enjoy the region’s unique charm and natural beauty at its best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience warm weather ideal for enjoying this destination’s outdoor activities and beaches.

Average Temperature Daytime: around 85°F - Nighttime: around 65°F
autumn
Fall (September to November)

The fall season offers mild temperatures and vibrant foliage, making it a perfect time to explore the area's natural beauty and local events.

Average Temperature Daytime: about 75°F - Nighttime: around 55°F

Off-Season Highlights

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Winter (December to February)

During the winter months, the region is quieter, providing a peaceful escape with cooler weather and fewer crowds.

Average Temperature Daytime: roughly 45°F - Nighttime: around 30°F
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Spring (March to May)

In early spring, you can enjoy fewer visitors and pleasant temperatures before the peak season begins, ideal for relaxed sightseeing and outdoor activities.

Average Temperature Daytime: approximately 60°F - Nighttime: around 40°F

Weekly Weather Forecast for Lewes

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for savoring fresh local seafood and regional specialties.
  • Relax in a private backyard space with lush landscaping and comfortable seating options.
  • Make the most of scenic patios or decks that offer stunning views of the surrounding area.
  • Take advantage of outdoor showers, ideal after a day at nearby beaches or exploring the region.
  • Utilize spacious lawns suitable for outdoor activities or family gatherings.
  • Use grilling stations or outdoor kitchens to prepare meals while enjoying the pleasant coastal climate.
  • Access community pools, tennis courts, or other shared outdoor amenities available in many rentals here.
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Family Activities

  • Lewes Beach: Enjoy a day of family-friendly fun by the water at this scenic beach known for its gentle waves and clean sands.
  • Cape Henlopen State Park: Explore nature trails, picnic areas, and a maritime history museum in this expansive park perfect for outdoor family adventures.
  • Henlopen City Oyster House: Savor fresh local seafood in a casual setting that offers activities suitable for kids and parents alike.
  • Historic Lewes Walking Tour: Discover the area's rich history through guided or self-guided tours that are both educational and engaging for the whole family.
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Adult Activities

  • Cape Henlopen State Park: Explore the natural beauty of this expansive park, ideal for hiking, birdwatching, and enjoying scenic coastal views just minutes from your accommodation.
  • Historic Downtown Lewes: Discover charming shops, local galleries, and waterfront dining as you stroll through a town rich in maritime history and vibrant culture.
  • The Lewes Historical Society Museum: Learn about the area's storied past through engaging exhibits that showcase its colonial roots and maritime heritage.
  • Lewes Beach: Relax or engage in water activities on this tranquil shoreline, perfect for unwinding after a day exploring the region's attractions.

Lewes Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's renowned eateries to experience authentic regional flavors during your stay.
  • Plan Outdoor Activities: Make the most of the region's scenic landscapes by enjoying outdoor pursuits like biking, walking, or beach outings.
  • Visit Hidden Gems: Discover lesser-known attractions and charming spots that showcase the unique character of this destination.
  • Optimize Your Accommodation Choice: Select a well-rated vacation rental that offers convenient access to the area's popular sites for a truly relaxed visit.

Transportation Options

  • Lewes Transit System: This local bus service offers convenient transportation within the area, making it easy to explore the region's attractions from your vacation rental.
  • Amtrak Railway Service: The nearby train station provides comfortable rail connections to major cities, allowing for effortless day trips or travel beyond the region.
  • Rental Car Services: Numerous car rental agencies operate here, giving you the flexibility to explore beaches, parks, and nearby towns at your own pace.
  • Taxi and Ride-Sharing Options: Taxis and ride-sharing services are readily available, providing quick and reliable transportation directly from your vacation rental into the heart of the destination.

Local Customs Options

  • Lewes, Delaware's Maritime Heritage: You will notice a deep respect for the area's maritime history, celebrated through local festivals and community events that highlight seaside traditions.
  • Fishing Customs: Engaging in or observing traditional fishing practices offers you an authentic glimpse into how locals here have sustained livelihoods along the coast for generations.
  • Holiday Celebrations: Participating in seasonal festivities like the Lewes Christmas Parade allows you to experience the warm hospitality and cherished customs that define this destination.
  • Community Art and Craft Traditions: Exploring local galleries and markets reveals the region’s artistic expressions rooted in its cultural heritage, making it a delightful aspect of your stay in this area.

Frequently Asked Questions About Lewes?

2. How many vacation rentals have private pools in Lewes?

3. Which vacation homes in Lewes are best for families?

If you are looking for a family-friendly vacation home in Lewes, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lewes:

4. How many Rentbyowner vacation rentals are available in Lewes?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 860 in the Lewes area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lewes. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property listing. You should review the specific details on the listing page or contact the owner directly to understand the terms and any potential fees associated with cancellations.

6. How do I ensure my booking in a vacation rental is secure?

Booking through a trusted platform ensures your reservation is safe. Always confirm the property details, communicate with the owner through official channels, and use secure payment methods provided during the booking process.

7. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out times are typically outlined in the property listing. Contact the property owner if you need special arrangements or have questions about accessing the vacation rental upon arrival.

8. What amenities are usually included in vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, air conditioning, and parking. Review each listing carefully to ensure it meets your needs, or reach out to the owner for specific questions.

9. How close are these vacation rentals to popular attractions or beaches?

Most listings specify their proximity to local attractions or beaches within the description. For detailed location information, refer to the map view on the listing or contact the owner directly to confirm distances.

Lewes Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(150 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,587/Night 7 Nights - R25,107
House
Map-icon
like-icon10.0
Exceptional
(91 Reviews)
5 Bedrooms 4 Baths 13 Guests 3000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R11,915/Night 7 Nights - R83,403
House
Map-icon
like-icon10.0
Exceptional
(66 Reviews)
3 Bedrooms 2 Baths 6 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R6,644/Night 7 Nights - R46,511
House
like-icon10.0
Exceptional
(55 Reviews)
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,636/Night 7 Nights - R25,446
Condo
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
2 Bedrooms 2 Baths 6 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R5,233/Night 7 Nights - R36,633
House
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
5 Bedrooms 4 Baths 12 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R11,906/Night 7 Nights - R83,339
Condo
like-icon10.0
Exceptional
(46 Reviews)
2 Bedrooms 2 Baths 4 Guests 1311 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R3,725/Night 7 Nights - R26,077
Condo
like-icon10.0
Exceptional
(42 Reviews)
3 Bedrooms 2 Baths 6 Guests 1900 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R4,493/Night 7 Nights - R31,444