Lewes holiday rentals

We found 2,760 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Lewes by choosing from 158 houses, 53 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:11 Dec - 18 Dec

Dining seating on front porch.
Front of house
1st floor living room.
Outdoor shower
Exceptional
(34 reviews)

Rentals available year round!

Lewes

8% off
S$6,169
for 7 nights, 1 home
S$881 per night
includes taxes & fees
Rentals available year round!
Private kitchen
Interior
Interior
Interior
Exceptional
(54 reviews)

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

Lewes

8% off
S$4,933
for 7 nights, 1 home
S$705 per night
includes taxes & fees
Coastal Fall Retreat at Love Creek • Kayak•Hot Tub•Fire Place•Private Waterfront
Interior
Exterior
Exterior
Living area
Wonderful
(45 reviews)

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

Rehoboth Beach

8% off
S$3,501
for 7 nights, 1 home
S$500 per night
includes taxes & fees
Great Vacation Townhouse w/ Plenty of Space & 3 Decks Near Beaches and Shopping!
Dining area. Seats for 8.
Covered and screened porch off kitchen
Large living area with tons of natural light
Brand new decks on front and rear including screened in porch off kitchen
Exceptional
(211 reviews)

Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.

Dewey Beach

12% off
S$2,394
for 7 nights, 1 home
S$342 per night
includes taxes & fees
Stay Play Dewey - ½ Block to Beach! 4BR TH w/ Rooftop Deck, Ocean + Bay Views.
Living area
Exterior
Exterior
Private kitchen
Exceptional
(147 reviews)

New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered

Lewes

8% off
S$5,319
for 7 nights, 1 home
S$760 per night
includes taxes & fees
New Beautifully Appointed Home Perfect for Large Groups - Dogs Considered
Living area
Beach
Interior
Terrace/patio
Exceptional
(7 reviews)

2 Minute walk to the Beach. Tranquil 2-bedroom bungalow with AC/ Broadkill Beach

Milton

8% off
S$1,815
for 7 nights, 1 home
S$259 per night
includes taxes & fees
2 Minute walk to the Beach. Tranquil 2-bedroom bungalow with AC/ Broadkill Beach
Living space with 14 ft ceilings.  Front door in background.
Deck to the front door
Kitchen completely renovated in fall 2025
Seating area outside the main bedroom.
Exceptional
(14 reviews)

Heron’s Haven- a dog friendly beach oasis

Milford

8% off
S$3,162
for 7 nights, 1 cottage
S$452 per night
includes taxes & fees
Heron’s Haven- a dog friendly beach oasis
Private kitchen
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
(129 reviews)

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

Milton

8% off
S$3,955
for 7 nights, 1 home
S$565 per night
includes taxes & fees
Beautiful Beachfront Retreat on Broadkill Beach. Perfect for couples & families.
Play a game, work on a puzzle, or simply enjoy the high-speed WiFi available.
Fully stocked kitchen for easy dinners and entertaining
Safety features incl keyless entry, smoke and carbon monoxide detectors and more
Enjoy sunlit breakfasts or laughter filled dinners at this spacious table for 8
Exceptional
(149 reviews)

Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!

Rehoboth Beach

8% off
S$3,329
for 7 nights, 1 home
S$476 per night
includes taxes & fees
Guest-Favorite Rehoboth Beach Retreat:10/10 Reviews - Book early!
Terrace/patio
Interior
Interior
Dining
Exceptional
(55 reviews)

Bike to the Beach! Next to EVERYTHING!

Rehoboth Beach

12% off
S$2,068
for 7 nights, 1 home
S$295 per night
includes taxes & fees
Bike to the Beach! Next to EVERYTHING!
Interior
Pool
Private kitchen
Living area
Exceptional
(29 reviews)

Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10

Rehoboth Beach

13% off
S$5,201
for 7 nights, 1 home
S$743 per night
includes taxes & fees
Great Rehoboth Beach House - Spacious and Well Appointed Sleeps 10
Marina
ENJOY THE BOAT PARADE FROM YOUR  OWN PRIVATE BALCONY!
Pool
Children’s area
Exceptional
(28 reviews)

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

Lewes

6% off
S$3,246
for 7 nights, 1 apartment
S$464 per night
includes taxes & fees
LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
Room
Marina
NEW POOL, Loungers, table & Chairs,
Living area
Exceptional
(22 reviews)

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

Lewes

6% off
S$3,389
for 7 nights, 1 apartment
S$484 per night
includes taxes & fees
LEWES BEACH-WATERFRONT GETAWAY...WONDERFUL 2-BED/2-BA...POOL-WIFI- LARGE BALCONY
Livingroom (with new pullout sofa - queen size)
Welcome to Casa Cottage
Hallway to the 1st Bedroom with a queen size bed, and Bathroom.
Dinning
Exceptional
(37 reviews)

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

Rehoboth Beach

19% off
S$4,551
for 7 nights, 1 cottage
S$650 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

7% off
S$2,235
for 7 nights, 1 home
S$319 per night
includes taxes & fees
Coastal Beach House with Pool Access - with Linens - 2 Kings, 1 Queen, 3 Twins
Living area
View through the Living Room Doors
Wooden Path to Dune/Beach
Private kitchen
Exceptional
(183 reviews)

Waterfront Beach House! Secluded Retreat on the Bay.

Milton

8% off
S$2,978
for 7 nights, 1 home
S$425 per night
includes taxes & fees
Waterfront Beach House! Secluded Retreat on the Bay.
Spring Lake Community pool a short walk from the front door
Your view!
Fully equipped kitchen
Living Room
Exceptional
(85 reviews)

Lakefront 3 bedroom townhouse in quiet community with pool

Rehoboth Beach

8% off
S$3,713
for 7 nights, 1 home
S$530 per night
includes taxes & fees
Lakefront 3 bedroom townhouse in quiet community with pool
breakfast bar and view of living area porch and Rehoboth bay
Stay right on the beach!
Main bedroom king bed
Living room
Exceptional
(151 reviews)

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

Dewey Beach

8% off
S$5,324
for 7 nights, 1 apartment
S$761 per night
includes taxes & fees
3 nite min 2026 Aug16-20& 23-25 Sandy beach Bayfront Getaway & parking 4Br
View of Dewey Beach Yacht Club
balcony
Kitchen
Living Room
Exceptional
(79 reviews)

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

Dewey Beach

8% off
S$2,247
for 7 nights, 1 home
S$321 per night
includes taxes & fees
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
Dining area.  Plenty of seating.
Front of building.  We are the top condo on the left
Living room with queen size pullout bed
Second Bedroom - Queen bed
Exceptional
(18 reviews)

Dewey Beach Condo sleeps 8 - Awesome Rates

Dewey Beach

13% off
S$2,671
for 7 nights, 1 apartment
S$382 per night
includes taxes & fees
Dewey Beach Condo sleeps 8 - Awesome Rates
Interior
Outdoor dining
Fitness facility
Pool
Exceptional
(5 reviews)

NEW Pet Friendly Condo Walk to Shops Near Beaches

Rehoboth Beach

8% off
S$4,083
for 7 nights, 1 apartment
S$583 per night
includes taxes & fees
NEW Pet Friendly Condo Walk to Shops Near Beaches
View from roof deck overlooking pool on the bay
Aerial view of back of building with bay beach and boardwalk areas
Kitchen with Bar seating
Boardwalk with firepits overlooking bay
Exceptional
(39 reviews)

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

Dewey Beach

7% off
S$5,554
for 7 nights, 1 apartment
S$793 per night
includes taxes & fees
Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views
Main living area
Front of house
Living room Panoramic
Exterior
Exceptional
(86 reviews)

6 Bedroom, 6 1/2 Baths, Front Porch, 2 Balconies and Back Patio

Rehoboth Beach

8% off
S$7,007
for 7 nights, 1 home
S$1,001 per night
includes taxes & fees
6 Bedroom, 6 1/2 Baths, Front Porch, 2 Balconies and Back Patio
Kitchen Delight: Modern appliances and bright decor make meal prep a breeze!
Living Room: Unwind in style with vibrant decor, natural light, and a warm ambiance!
Screened Porch: Sip your morning coffee with vibrant decor and serene views!
Fresh linens provided and beds professionally made before arrival—no linen rentals required.

Primary Bedroom: Bright and airy retreat with a king bed, cheerful decor, and blackout curtains with an ensuite bathroom and large closet!
Exceptional
(107 reviews)

Spacious Rehoboth Beach Condo | Pool Views | Linens & Towels Included

Rehoboth Beach

12% off
S$2,094
for 7 nights, 1 apartment
S$299 per night
includes taxes & fees
Spacious Rehoboth Beach Condo | Pool Views | Linens & Towels Included
  • 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:

  • 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)
  • Slaughter Beach (13.8 mi / 22.3 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.

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