Lewes holiday rentals

We found 2,769 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lewes by choosing from 150 houses, 60 flats and other holiday rentals. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Lewes

Showing deals for:13 Nov - 20 Nov

Private kitchen
Interior
Interior
Interior
Exceptional
(51 reviews)

Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront

Lewes

8% off
S$4,986
for 7 nights, 1 home
S$712 per night
includes taxes & fees
Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront
1st floor living room.
Front of house
Back screened porch.
Dining seating on front porch.
Exceptional
(30 reviews)

Rentals available year round!

Lewes

8% off
S$6,665
for 7 nights, 1 home
S$952 per night
includes taxes & fees
Rentals available year round!
Outdoor Recreation
Exterior
Kitchen
Coastal Bedroom
Exceptional
(22 reviews)

Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!

Milton

12% off
S$1,913
for 7 nights, 1 home
S$273 per night
includes taxes & fees
Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!
3-seasons room with seating for 4 and storage as well as private entrance
Large main living/dining/kitchen area with new appliances and all new furniture
65" SmartTV and Large Kitchen/Living/Dining area perfect for entertaining.
65" SmartTV and Large Kitchen/Living/Dining area perfect for entertaining.
Exceptional
(5 reviews)

Spacious 8br/5.5ba home in Rehoboth Beach. WiFi, Pool, Pet friendly, Renovated.

Rehoboth Beach

8% off
S$7,385
for 7 nights, 1 home
S$1,055 per night
includes taxes & fees
Spacious 8br/5.5ba home in Rehoboth Beach. WiFi, Pool, Pet friendly, Renovated.
Sports court
Exterior
Exterior
Living area
Wonderful
(44 reviews)

Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!

Rehoboth Beach

8% off
S$3,574
for 7 nights, 1 home
S$511 per night
includes taxes & fees
Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!
Outdoor dining
Front Of Home
Private kitchen
Dining
Exceptional
(203 reviews)

36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023

Rehoboth Beach

8% off
S$15,018
for 7 nights, 1 home
S$2,145 per night
includes taxes & fees
36 Person Rental HQ/Ocean Block/11 BR/10.5 BA - Full Renovation Completed 2023
Private kitchen
Interior
Interior
Dining
Exceptional
(52 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

12% off
S$2,094
for 7 nights, 1 home
S$299 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Family Room / 2nd Floor
Exterior
Outdoor dining
Room
Exceptional
(102 reviews)

SPECTACULAR Ocean views! 7BR, 5 Bath, Hot tub

Rehoboth Beach

16% off
S$7,461
for 7 nights, 1 home
S$1,066 per night
includes taxes & fees
SPECTACULAR Ocean views! 7BR, 5 Bath, Hot tub
King bedroom 1
Center townhouse
Bunk room balcony
Living room
Exceptional
(31 reviews)

BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS

Dewey Beach

8% off
S$5,446
for 7 nights, 1 home
S$778 per night
includes taxes & fees
BEACH VIEWS FROM ALL 5 DECKS! HOT TUB! STEPS TO THE BEACH - 3 DAY RENTALS
Living area
Marina
Large king sofa, Large Smart TV, DVD player movie & music library
Room
Exceptional
(22 reviews)

LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY

Lewes

7% off
S$3,349
for 7 nights, 1 apartment
S$478 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
Walnut dining table with seating for 8 so the whole family can eat together.
Living area
Kitchen with granite counter and seating for 3 at the breakfast bar.
Community pool with bathrooms and shower, open Memorial Day till mid-September.
Exceptional
(51 reviews)

Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins

Rehoboth Beach

7% off
S$2,450
for 7 nights, 1 home
S$350 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Living area
Pool
Private kitchen
Terrace/patio
Exceptional
(27 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
S$5,258
for 7 nights, 1 home
S$751 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Wooden Path to Dune/Beach
View through the Living Room Doors
Living area
Front of House, from Street
Exceptional
(180 reviews)

Waterfront Beach House! Secluded Retreat on the Bay.

Milton

8% off
S$3,010
for 7 nights, 1 home
S$430 per night
includes taxes & fees
Waterfront Beach House! Secluded Retreat on the Bay.
Private kitchen
Marina
Dining
Property grounds
Exceptional
(20 reviews)

JUST RELEASED- OUTSTANDING- LEWES WATERFRONT CONDO- 2 BLOCKS TO THE BEACH

Lewes

6% off
S$3,410
for 7 nights, 1 apartment
S$487 per night
includes taxes & fees
JUST RELEASED- OUTSTANDING- LEWES WATERFRONT CONDO- 2 BLOCKS TO THE BEACH
Pool
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Children’s area
Marina
Exceptional
(27 reviews)

LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI

Lewes

7% off
S$3,214
for 7 nights, 1 apartment
S$459 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Walking Trail from backyard
Community salt water pool
Backyard Fire Pit
Master Bedroom Entry
Exceptional
(28 reviews)

Beach House in waterfront gated community w/ salt water pool

Lewes

8% off
S$2,207
for 7 nights, 1 home
S$315 per night
includes taxes & fees
Beach House in waterfront gated community w/ salt water pool
Enjoy sunlit breakfasts or laughter filled dinners at this spacious table for 8
Fully stocked kitchen for easy dinners and entertaining
Safety features incl keyless entry, smoke and carbon monoxide detectors and more
Comfortable bedrooms with linens & towels provided so you don't have to them
Exceptional
(146 reviews)

Rare Summer Openings!! Guest-Favorite Rehoboth Beach Retreat : 10/10 Reviews

Rehoboth Beach

8% off
S$3,446
for 7 nights, 1 home
S$492 per night
includes taxes & fees
Rare Summer Openings!! Guest-Favorite Rehoboth Beach Retreat : 10/10 Reviews
Living room
Stay right on the beach!
breakfast bar and view of living area porch and Rehoboth bay
front porch
Exceptional
(148 reviews)

3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br

Dewey Beach

8% off
S$5,353
for 7 nights, 1 apartment
S$765 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
Exterior
Upper Level
Family Room
Dining Room with Bar Area
Exceptional
(42 reviews)

Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach

Dewey Beach

8% off
S$2,167
for 7 nights, 1 home
S$310 per night
includes taxes & fees
Sleeps 8 in the heart of DEWEY with a short 1.5 block walk to the beach
Driveway for 2 cars.
Screened porch for your morning coffee.
Enter through the gate on the south side of the house.
Living room with sliding glass doors to the deck and beautiful view.
Exceptional
(126 reviews)

Beautiful Beachfront Retreat on Broadkill Beach. Perfect for couples & families.

Milton

8% off
S$3,895
for 7 nights, 1 home
S$556 per night
includes taxes & fees
Beautiful Beachfront Retreat on Broadkill Beach. Perfect for couples & families.
Great room with large sectional and additional dining area.
The home's 30+ foot entrance hall with black & white photography, white panelling and a concealed  wet bar.
Incredible custom kitchen with commercial grade appliances, marble mosaic floor, quartzite counters and walnut island.
Main living room with beautiful furnishings and views of Silver Lake.
Exceptional
(40 reviews)

Designer's Own Lakefront Home - 1 Block to Beach - Calendar open thru 5/27

Rehoboth Beach

16% off
S$8,009
for 7 nights, 1 home
S$1,144 per night
includes taxes & fees
Designer's Own Lakefront Home - 1 Block to Beach - Calendar open thru 5/27
Kitchen.  All appliances, coffee maker, blender, toaster, dishes, etc..
Front of building.  We are the top condo on the left
Living room with queen size pullout bed
Dining area.  Plenty of seating.
Exceptional
(16 reviews)

Dewey Beach Condo sleeps 8 - Awesome Rates

Dewey Beach

13% off
S$2,698
for 7 nights, 1 apartment
S$385 per night
includes taxes & fees
Dewey Beach Condo sleeps 8 - Awesome Rates
Living area
Interior
Private kitchen
Pool
Wonderful
(26 reviews)

7 Bedrooms, Private Pool, Perfect Location!

Rehoboth Beach

19% off
S$2,540
for 7 nights, 1 home
S$363 per night
includes taxes & fees
7 Bedrooms, Private Pool, Perfect Location!
Living Room
balcony
Kitchen
View of Dewey Beach Yacht Club
Exceptional
(77 reviews)

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

Dewey Beach

8% off
S$2,402
for 7 nights, 1 home
S$343 per night
includes taxes & fees
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the beachside landscape of Lewes

The area's history and museums are just some of the reasons to come on holiday to Lewes. Travellers to this walkable city praise the beaches, boating and seaside. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Lewes

Are you looking for things to do during your stay? Venture out of your holiday home and check out everything that makes Lewes a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Jungle Jim's River Safari Water Park (4.8 mi / 7.7 km)
  • Funland (5.3 mi / 8.6 km)
  • Baywood Greens Golf Course (15.5 mi / 25 km)
  • Cape May Market (15.9 mi / 25.6 km)
  • Bear Trap Dunes Golf Club (16.6 mi / 26.7 km)
  • Cape May Winery (18 mi / 28.9 km)

Exploring the natural features in Lewes

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Lewes is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Cape May Beach (16.3 mi / 26.2 km)
  • Maryland Beach (23.1 mi / 37.2 km)
  • Lewes Beach (1.1 mi / 1.8 km)
  • Cape Henlopen Beach (2.3 mi / 3.7 km)
  • Rehoboth Beach (5 mi / 8.1 km)
  • Dewey Beach (6.6 mi / 10.6 km)

Seasonal weather in Lewes

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 23°C.

Transport options to and around Lewes

The nearest airport is in Georgetown, DE (GED-Sussex County), located 13.4 mi (21.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Cape May, NJ (WWD-Cape May County), which is 20.2 mi (32.6 km) away.

Frequently asked questions

What is the best area to stay in Lewes when booking a holiday rental?
Historic District is one of the most sought-after neighbourhoods where you'll find a holiday home in Lewes. During your visit, drop by impressive sights such as Lewes Historic Complex and Preservation Forge.
What is the most popular type of holiday rental accommodation in Lewes?
Houses are the most popular kind of holiday rental in Lewes, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has properties in loads of sizes and shapes. Take a look at our options to find your perfect Lewes pad.
How much does it cost to rent a holiday rental in Lewes?
Different things determine how much you'll pay for a holiday rental in Lewes, like the time of year, property type and length of stay. However, all our holiday homes have one thing in common — unbeatable value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Lewes?
When you travel and the style and size of the property will help determine the cost of your beachside stay. Click on your Lewes travel dates to see all your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you need.
Are there pet-friendly holiday rentals in Lewes?
Pack a squeezy toy and a bone for your pooch because Lewes has 153 stays that throw open their doors to pets. Let your furriest friend get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Lewes?
Pack your swimsuit and swim ring, because there are 57 houses with a private pool in Lewes. Make a booking at one of these terrific holiday homes and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find a place to make a splash!
What are popular rental amenities in Lewes?
A beach view, tennis and nearby museums are the most popular rental amenities in Lewes. Whether you're taking to the road as a party of one, with a partner or as a family, Vrbo can help you find a holiday rental that matches your style with all the features you'll enjoy.
Are there large group holiday rentals in Lewes?
There are 43 holiday properties in Lewes that can host a group of 10 or more guests. Whether you're organising a trip with the family or an event like an anniversary, there's ample space to get your loved ones together under the same roof.
Are there holiday rentals in Lewes that welcome kids?
Lewes has 153 family-friendly holiday homes to choose from. And tracking down a stay that welcomes kids is super easy with Vrbo's "Properties good for families" filter. Besides having the whole place to yourselves, you'll also enjoy access to perks and amenities such as bunk beds, yards and private pools.
What are the top attractions for families in Lewes?
Keeping the kids amused during your stay in Lewes is simple with these awesome family-friendly attractions:
  • Lewes Beach
  • Rehoboth Beach
  • Dewey Beach
Are there one-bedroom holiday rentals in Lewes?
You can pick from five one-bedroom rentals in Lewes. Whether you'd prefer a secluded cottage or a fancy condo, Vrbo's one-bedroom rentals are great if you don't need a lot of space. One of the perks of having your own pad? You'll never have to share your trip with strangers.
Can I find two-bedroom holiday rentals in Lewes?
Pick from 34 two-bedroom holiday properties in Lewes. Settle the kids into the second room or fill it with a couple of your best buddies. There's plenty of space for whoever's fortunate enough to be coming along for the ride.
Are there holiday rentals with WiFi in Lewes?
Lewes has 54 holiday rentals with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Lewes?
Select your travel dates and then use our filter tool to view holiday rentals with air conditioning in Lewes on Vrbo. With 122 air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Lewes?
Age restrictions can differ across properties on Vrbo, so look at the rules of the holiday rental in Lewes you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Lewes for?
The length of time you can rent a holiday rental in Lewes differs according to the property. Just enter your chosen travel dates to view a list of options offering extended stays. With plenty of features such as washing machines and kitchens, as well as some offering weekly or monthly discounts, you're sure to get a perfect place to call your home away from home in Lewes.

More holiday ideas