Lewes Holiday Rentals

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Holiday Rentals in Lewes

Upscale Downtown Suite in Lewes

10.0 out of 10, Exceptional, (43)
"This apartment was the perfect cozy retreat! The location couldn’t be better-everything in this charming historic coastal town is just a short walk away. The space was spotless, beautifully decorated, and thoughtfully equipped with all the amentiies we needed. A truly wonderful stay! "
Upscale Downtown Suite in Lewes

Dog-friendly oceanfront escape at Lewes with fast WiFi & AC - right on the beach

9.0 out of 10, Wonderful, (51)
"Even in November the screened in porch was perfection! Just grab a blanky and enjoy. "
Dog-friendly oceanfront escape at Lewes with fast WiFi & AC - right on the beach

4 min drive to the beach

9.8 out of 10, Exceptional, (11)
"The place was just as advertised. Beautiful kitchen and deck. Loved it!"
4 min drive to the beach

Huge well decorated townhouse in 5 Points Four + bedrooms and Two Living areas.

8.8 out of 10, Excellent, (16)
"Larger than expected and very nice."
The price is NZ$1,447
includes taxes & fees
24 Jan - 25 Jan
Huge well decorated townhouse in 5 Points Four + bedrooms and Two Living areas.

Discover fun at Rehoboth Beach—16 min, stay in our 3-bedroom retreat

10.0 out of 10, Exceptional, (21)
"We had an amazing time. It was immaculate and had everything we needed. The distance to the beach was also perfect. The whole family liked it. We have discussed coming back to this rental. Definitely a family favorite!"
Discover fun at Rehoboth Beach—16 min, stay in our 3-bedroom retreat

Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

9.8 out of 10, Exceptional, (93)
"The home is clean and comfortable. The river view is nice. Great neighborhood for the dog with nice walking paths. We would be happy to come again"
Waterfront Tranquil Escape-Single Family/Gated Community/Pool/Tennis Courts

BELLE OF THE BEACH - 4BD, 2.5BA - Sleeps 16 - Short walk to Bay!

9.6 out of 10, Exceptional, (13)
"Kitchen, living room and dining room were spacious, but kitchen is missing some important utensils. We enjoyed the upper deck and screened in porch. There were nice walkways to an uncrowded beach. Only a short distance to the ferry and Cape Henlopen State Park."
BELLE OF THE BEACH - 4BD, 2.5BA - Sleeps 16 - Short walk to Bay!

Plantations East dog-friendly townhouse with pool, tennis, fireplace, water view

8.6 out of 10, Excellent, (14)
"Older rental with general signs of wear and tear but clean and comfortable. Close to all local attractions, especially easy during off season. Recommend a good carpet clean and blinds in kitchen for privacy, but otherwise a good deal for location and space. "
Plantations East dog-friendly townhouse with pool, tennis, fireplace, water view

Escape to Robin's Nest!

10.0 out of 10, Exceptional, (10)
"Was very homey and comfortable. First floor unit is very easy to access. There's also a nice pool. And the information Dan gave about things to do is a great help. I would recommend staying there"
Escape to Robin's Nest!

On the Beach - Lux Multi-Family House - Get the best weeks of 2025 Now!

10.0 out of 10, Exceptional, (84)
"Spacious home with nice views of the ocean. Kitchen very well stocked. Easy walk into town. Comfortable bedrooms. Oddly located on a large public parking lot but in off season it was very quiet. The address does not match Waze or the listing so double check with host on how to find the house. "
On the Beach - Lux Multi-Family House - Get the best weeks of 2025 Now!

On Your Mark, Get Set, ... RELAX - Lewes/Rehoboth condo for rent

10.0 out of 10, Exceptional, (16)
"It was great "
On Your Mark, Get Set, ... RELAX - Lewes/Rehoboth condo for rent

Luxe Lewes Family Beach House w/ Pool & Game Room

7.2 out of 10, Good, (20)
"Wonderful property and would stay again. I tried contacting property manager to extend our stay and they never replied. "
Luxe Lewes Family Beach House w/ Pool & Game Room

Town of Lewes condo steps from the park w/Tennis, Pickleball & Basketball

2.0 star property
7.4 out of 10, Good, (3)
Town of Lewes condo steps from the park w/Tennis, Pickleball & Basketball

Charming beach house blocks from the beach & downtown Lewes -must see!

9.8 out of 10, Exceptional, (41)
"This was not our first stay in Lewes. We were there for a week to paint plein air in the Lewes area."
Charming beach house blocks from the beach & downtown Lewes -must see!

'Casa Playa' Two Unit Beach House a block from the beach.

10.0 out of 10, Exceptional, (3)
"Universally positive experience. This location cannot be beat: practically across the street from the beach and just a short walk to downtown Lewes. Great outdoor space as well. Our only constructive feedback would be to suggest having more flatware sets on hand given the number of guests that can sleep here."
'Casa Playa' Two Unit Beach House a block from the beach.

Villas at Bay Crossing - perfectly appointed with pool & patio - beaches nearby

9.8 out of 10, Exceptional, (17)
"The property is great. It’s clean and very updated."
Villas at Bay Crossing - perfectly appointed with pool & patio - beaches nearby

Cozy Canalside Retreat

9.0 out of 10, Wonderful, (29)
"It’s a great place for a quick getaway "
Cozy Canalside Retreat

303 Massachusetts - Adorable one bedroom cottage close to the beach!

9.2 out of 10, Wonderful, (15)
"Just wanted a week away to relax and that’s exactly what I got. Weather was beautiful, the town of Lewes is wonderful, and I really enjoyed my stay. "
303 Massachusetts - Adorable one bedroom cottage close to the beach!

Lewes Beach House with a modern twist.

9.6 out of 10, Exceptional, (12)
"Stay was great all around!"
Lewes Beach House with a modern twist.

Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail

10.0 out of 10, Exceptional, (14)
"This home was the most well-equipped and clean rental our group has ever experienced. The porch/deck/large property gates allowed our dogs to be with us whenever we were outside enjoying the day. The location was central to many activities. Since we were so near the trails, we walked 3 miles each morning with our furry family. The Bay beaches were so close we were able to walk with the dogs before 8:00 am, also. We explored the local activities like The Farmer's Market/Historical Society's...
Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Lewes you may be interested in

Hyatt House Lewes/Rehoboth Beach

3.5 star property
9.4 out of 10, Exceptional, (706)
"This place was fantastic! Extremely clean, beds are very comfortable. Staff is incredibly friendly and helpful. Other travelers were pleasant too! "
The price is NZ$159
includes taxes & fees
9 Feb - 10 Feb
Hyatt House Lewes/Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3.0 star property
9.4 out of 10, Exceptional, (892)
"I really enjoyed my stay last night. Looking forward to staying again in the future."
The price is NZ$163
includes taxes & fees
9 Feb - 10 Feb
Home2 Suites by Hilton Lewes Rehoboth Beach

Hotel Blue

3.0 star property
9.6 out of 10, Exceptional, (789)
"This is a beautiful property!"
The price is NZ$354
includes taxes & fees
23 Feb - 24 Feb
Hotel Blue
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Lewes?

Yes, there are holiday rentals in Lewes close to Cannonball Museum, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Lewes is known for its shops and beaches. Make sure you have time to check out the waterfront and parks during your trip.

What are some of the best holiday rentals that Lewes has to offer?

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15: This holiday home rental outside of Lewes is located on the waterfront, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Lewes?

Choose from 338 Expedia holiday rentals in Lewes for a memorable holiday.

What’s there to see and do in Lewes?

Enjoy the outdoors at Lewes Beach and Cape Henlopen Beach, or simply take in cultural attractions like Lewes Historic Complex and Zwaanendael Museum. While here, Cape May - Lewes Ferry and Cape Henlopen State Park are other places worth a visit.

What’s a holiday rental in Lewes like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lewes. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family getaway.