Lewes holiday rentals

We found 2,720 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lewes by choosing from 166 houses, 57 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:1 Jan - 8 Jan

Guest bedroom with a  Queen bed, dresser, closet and private balcony access
Family time. Plenty of cozy seating.
Love Creek and kayaking
Fully equipped kitchen.  Granite island seats 4 comfortably.
Exceptional
(25 reviews)

Shore Beats Work II-nestled on Love Creek in Lewes. Renew, Relax, & Rediscover.

Lewes

7% off
S$992
for 7 nights, 1 apartment
S$142 per night
includes taxes & fees
Shore Beats Work II-nestled on Love Creek in Lewes. Renew, Relax, & Rediscover.
Outdoor shower
Front of house
1st floor living room.
Back screened porch.
Exceptional
(37 reviews)

Rentals available year round!

Lewes

8% off
S$5,887
for 7 nights, 1 home
S$841 per night
includes taxes & fees
Rentals available year round!
Aerial view of the house (circled) and the 1 minute walk to the beach (red line)
Dinning area at sunset
Sitting area
Looking toward the loft
Exceptional
(71 reviews)

Primehaven- A wonderful retreat in this unique bayside village!

Milford

8% off
S$3,287
for 7 nights, 1 home
S$470 per night
includes taxes & fees
Primehaven- A wonderful retreat in this unique bayside village!
Room
Pool
Outdoor dining
Living area
Exceptional
(13 reviews)

Bayside Cottage, near Rehoboth-sleeps 8!

Lewes

8% off
S$1,557
for 7 nights, 1 cottage
S$222 per night
includes taxes & fees
Bayside Cottage, near Rehoboth-sleeps 8!
2nd Floor Kitchen
Private kitchen
Room
Terrace/patio
Exceptional
(54 reviews)

Ocean Block Home in Dewey Beach

Dewey Beach

9% off
S$9,785
for 7 nights, 1 home
S$1,398 per night
includes taxes & fees
Ocean Block Home in Dewey Beach
Sports court
Exterior
Living area
Interior
Exceptional
(48 reviews)

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

Rehoboth Beach

8% off
S$3,376
for 7 nights, 1 home
S$482 per night
includes taxes & fees
Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!
Breakfast Room
Exterior
Coastal Bedroom
Kitchen
Exceptional
(24 reviews)

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

Milton

13% off
S$1,799
for 7 nights, 1 home
S$257 per night
includes taxes & fees
Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!
65" SmartTV and Large Kitchen/Living/Dining area perfect for entertaining.
Large main living/dining/kitchen area with new appliances and all new furniture
65" SmartTV and Large Kitchen/Living/Dining area perfect for entertaining.
3-seasons room with seating for 4 and storage as well as private entrance
Exceptional
(5 reviews)

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

Rehoboth Beach

8% off
S$6,975
for 7 nights, 1 home
S$996 per night
includes taxes & fees
Spacious 8br/5.5ba home in Rehoboth Beach. WiFi, Pool, Pet friendly, Renovated.
View from bed #1 to huge, second-level porch.  Your own private tree house!
Bar stools at raised counter
view of entrance from living room.  Den is the first door then third bathroom
view standing in kitchen
Exceptional
(76 reviews)

Beautiful home! Great location! Short walk to beach and downtown!

Rehoboth Beach

8% off
S$3,695
for 7 nights, 1 home
S$528 per night
includes taxes & fees
Beautiful home! Great location! Short walk to beach and downtown!
Driveway for 2 cars.
Screened porch for your morning coffee.
Living room with sliding glass doors to the deck and beautiful view.
Enter through the gate on the south side of the house.
Exceptional
(131 reviews)

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

Milton

9% off
S$4,651
for 7 nights, 1 home
S$664 per night
includes taxes & fees
Beautiful Beachfront Retreat on Broadkill Beach. Perfect for couples & families.
Terrace/patio
Marina
Private kitchen
Living area
Exceptional
(9 reviews)

Relax, enjoy the sun, pool and bay!

Lewes

9% off
S$2,724
for 7 nights, 1 home
S$389 per night
includes taxes & fees
Relax, enjoy the sun, pool and bay!
Private kitchen
Interior
Interior
Terrace/patio
Exceptional
(56 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

13% off
S$2,159
for 7 nights, 1 home
S$308 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Interior
Pool
Terrace/patio
Private kitchen
Exceptional
(30 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

14% off
S$5,012
for 7 nights, 1 home
S$716 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Children’s area
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Marina
Pool
Exceptional
(29 reviews)

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

Lewes

10% off
S$2,894
for 7 nights, 1 apartment
S$413 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Room
Marina
Large king sofa, Large Smart TV, DVD player movie & music library
Living area
Wonderful
(25 reviews)

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

Lewes

7% off
S$3,257
for 7 nights, 1 apartment
S$465 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
The great light in the master offers a great place to relax
The kitchen offers everything you need to cook as well as plenty of space
The kitchen is fully equipped with new appliances
The large dining table can accommodate 12+ people
Exceptional
(46 reviews)

Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!

Rehoboth Beach

21% off
S$7,033
for 7 nights, 1 home
S$1,005 per night
includes taxes & fees
Renovated 5BR: 1 Block to Ocean & Boardwalk + Parking for 4 cars + Sleeps 17!
Seating area outside the main bedroom.
Deck to the front door
View of the wildlife refuge behind the house
Kitchen completely renovated in fall 2025
Exceptional
(17 reviews)

Heron’s Haven- a dog friendly beach oasis

Milford

8% off
S$2,935
for 7 nights, 1 cottage
S$419 per night
includes taxes & fees
Heron’s Haven- a dog friendly beach oasis
Living room with queen size pullout bed
Front of building.  We are the top condo on the left
Dining area.  Plenty of seating.
Second Bedroom - Queen bed
Exceptional
(20 reviews)

Dewey Beach Condo sleeps 8 - Awesome Rates

Dewey Beach

13% off
S$6,494
for 7 nights, 1 apartment
S$928 per night
includes taxes & fees
Dewey Beach Condo sleeps 8 - Awesome Rates
Dining
Exterior
Living Area
Tides Pool
Exceptional
(58 reviews)

Townhome, Pool, 1.5m to Beach, Close to Shops & Trail

Rehoboth Beach

9% off
S$3,742
for 7 nights, 1 home
S$535 per night
includes taxes & fees
Townhome, Pool, 1.5m to Beach, Close to Shops & Trail
Fully equipped kitchen
Your view!
Spring Lake Community pool a short walk from the front door
2nd bedroom bath with entry to main hall
Exceptional
(85 reviews)

Lakefront 3 bedroom townhouse in quiet community with pool

Rehoboth Beach

9% off
S$3,581
for 7 nights, 1 home
S$512 per night
includes taxes & fees
Lakefront 3 bedroom townhouse in quiet community with pool
Hallway to the 1st Bedroom with a queen size bed, and Bathroom.
Welcome to Casa Cottage
Livingroom (with new pullout sofa - queen size)
Dinning
Exceptional
(37 reviews)

CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!

Rehoboth Beach

23% off
S$4,990
for 7 nights, 1 cottage
S$713 per night
includes taxes & fees
CasaCottage: 1 Block to Beach, Sleeps 14, Parking for 4 Cars!
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
(54 reviews)

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

Rehoboth Beach

8% off
S$2,306
for 7 nights, 1 home
S$329 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Kitchen with Bar seating
Aerial view of back of building with bay beach and boardwalk areas
View of sunset from Balcony
Boardwalk with firepits overlooking bay
Exceptional
(41 reviews)

Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views

Dewey Beach

8% off
S$5,267
for 7 nights, 1 apartment
S$752 per night
includes taxes & fees
Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views
View of Dewey Beach Yacht Club
balcony
Kitchen
Kitchen
Exceptional
(80 reviews)

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

Dewey Beach

8% off
S$2,451
for 7 nights, 1 home
S$350 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 (9.4 mi / 15.1 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)

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:

  • 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)
  • Indian River Inlet (12.2 mi / 19.6 km)
  • Cape May Bird Observatory (14.9 mi / 24 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