Lewes Holiday Rentals

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Holiday Rentals in Lewes

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

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

1st Floor Beach-town Condo. We are Pet Friendly!

9.8 out of 10, Exceptional, (20)
"My husband and I stayed for a long weekend getaway. The condo was as described. We needed to change the check in/out date by one day. The owner responded in a timely manner and was accommodating to the change. We would definitely stay again."
1st Floor Beach-town Condo. We are Pet Friendly!

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

10.0 out of 10, Exceptional, (83)
"This was the third consecutive year we've stayed at this property and we still love it. The house is equipped with just about everything needed for a perfect getaway. The host is great work getting back to us quickly if needed. You can't ask for a better location. Thank you for giving us a well needed retreat! Looking forward to year 4!"
On the Beach - Lux Multi-Family House - Get the best weeks of 2025 Now!

1880's Historic Beach House..... new to the market.

10.0 out of 10, Exceptional, (12)
"Great stay, super warm weather and location of the home was close to everything. No fault of anyone, but across the street there was insulation work being done everyday, very very loud so we couldn’t sit outside at all. My sisters and I had a really nice time. The king bed is super comfy! Steps are steep so be aware. We had a problem with the one lock, but got help from a nice man at the bar up the street. All in all great house, and good times!"
1880's Historic Beach House..... new to the market.

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

Luxury Beach House/w hot tub....<br>35228 Acadia Ln,Lewes,Coastal Club

9.6 out of 10, Exceptional, (10)
"The pictures don't fully show how big the house is. The community is quite and safe - nice for a family to stroll at night. The community pool, while extra, is certainly worth a day pass or two when on vacation. Communication, check-in/out were easy. The house has upscale appliances and everything (pots, pans, plates, etc.) you need to make dinners at home for a family. A huge natural gas grill was also nice to use. Travel to grocery stores/restaurants/beaches was easy. "
Luxury Beach House/w hot tub....<br>35228 Acadia Ln,Lewes,Coastal Club

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

Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

8.0 out of 10, Very good, (2)
"Good property for sure. Wish it were closer to beach but we knew that before booking. Pool area is really well done."
Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

New to the rental market! Pet friendly home close to the beach!

8.8 out of 10, Excellent, (6)
"This house was perfect for 10 adults and 2 dogs. We needed a place to stay for Thanksgiving near our parents. We couldn't have picked a better place. We were so close to the beach which was a godsend for our dogs. The beds were super comfortable and the house had everything you could possibly need. (Even for hosting Thanksgiving dinner for 12). It was decorated beautifully and was just perfect. We would definitely stay here again."
New to the rental market! Pet friendly home close to the beach!

SALTWATER HARMONY – 3BR, 2BA – Sleeps 7 – Community Pool

9.4 out of 10, Exceptional, (19)
"It was a wonderful, loved everything about the place. Would recommend to anyone."
SALTWATER HARMONY – 3BR, 2BA – Sleeps 7 – Community Pool

Beachfront Condo w/ private parking. Fully Furnished. Amazing sunsets from deck.

9.8 out of 10, Exceptional, (71)
"Paul was wonderful and easy to deal with. Great location quiet,peaceful beautiful ocean view"
Beachfront Condo w/ private parking. Fully Furnished. Amazing sunsets from deck.

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

Coastal Club Community Resort Style Amenities - 8BR's 4 Baths in Lewes-Rehoboth

10.0 out of 10, Exceptional, (4)
"The house was beautiful and the owners could not have been nicer. We were a little disappointed in the bedroom configuation. Two of the bedrooms did not have windows so technically they aren't bedrooms. However, we enjoyed our stay and the children (even the children over 20) really liked the amenities and kept them busy all day. All in all we would definitely rent this house again."
Coastal Club Community Resort Style Amenities - 8BR's 4 Baths in Lewes-Rehoboth

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

Pet-friendly Lewes Condo ~ 4 Mi to Beaches!

3.0 star property
8.0 out of 10, Very good, (2)
"I liked the area and the condo was beautiful and clean. I didn't have balcony with room to sit,enjoy"
Pet-friendly Lewes Condo ~ 4 Mi to Beaches!

Stunning Downtown Studio in Lewes

10.0 out of 10, Exceptional, (30)
"We love this property’s location! There are so many fantastic walkable restaurants in downtown Lewes. The beach is a short drive, as are numerous other attractions like Big Oyster Brewing. If you want to venture even further to Rehoboth, it’s easy to secure transport via Uber or Lyft. The property is perfect for couples looking to get away for a long weekend! We’ll definitely be staying here again."
Stunning Downtown Studio in Lewes

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!

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$1,212
includes taxes & fees
24 Dec - 25 Dec
Huge well decorated townhouse in 5 Points Four + bedrooms and Two Living areas.

'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.
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, (682)
"Great hotel with amazing staff!!!"
The price is NZ$167
includes taxes & fees
8 Jan - 9 Jan 2025
Hyatt House Lewes/Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3.0 star property
9.4 out of 10, Exceptional, (859)
"Amazing stay. Cletis and the rest of the staff was amazing. Freshly baked cookies were a wonderful touch! "
The price is NZ$157
includes taxes & fees
2 Jan - 3 Jan 2025
Home2 Suites by Hilton Lewes Rehoboth Beach

Hotel Blue

3.0 star property
9.6 out of 10, Exceptional, (784)
"Hotel Blue is a true gem! The staff is incredibly caring and attentive, making me feel welcomed. Its prime location is perfect—just minutes from the beach and close to downtown shops and restaurants. Comfortable rooms and excellent service make this hotel my top choice for a relaxing getaway!"
The price is NZ$295
includes taxes & fees
5 Jan - 6 Jan 2025
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 357 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.