Lewes Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Lewes holiday rentals

A room with a large window overlooking a river, a wicker chair, and a glass table.

1. Spacious Condo•Pond Views•Centrally located

Plantations East

Bianca S.

HK$2,150 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a flat-screen TV, grey sofa, and a dining area with a white table and chairs.

2. 1st Floor Beach-town Condo. We are Pet Friendly!

Villages of Five Points

Mandy M.

HK$2,611 total

includes taxes & fees

4 Nov - 5 Nov

A covered patio with a ceiling fan, white cushioned seating, and a patterned floor rug.

3. Cozy Townhouse for perfect beach getaway

Lewes

Samantha M.

HK$1,722 total

includes taxes & fees

20 Oct - 21 Oct

A bedroom with a bed, nightstand, lamp, ceiling fan, window with curtains, and a wall-mounted picture.

4. Pool • Bike Trail • Minutes to Lewes Beach

Lewes

HK$3,117 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a front porch, a covered entryway, and a visible garage.

5. Cape Shores Luxury - Brand NEW 2024 Pool, Beach, Private Fishing Pier, Park!

Lewes

Jay T.

HK$7,465 total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with a blue light feature, a white outdoor seating area with a sofa and chairs, and a glass door leading to an indoor space with a ping pong table.

6. NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!

Lewes

Poneh G.

HK$11,560 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a central island, bar stools, and a dining area with chairs.

7. Delightful Cottage•Pet Friendly•Fenced Yard

Midway

Barbara S.

HK$2,393 total

includes taxes & fees

25 Oct - 26 Oct

A kitchen with a wooden island, bar stools, white cabinets, and stainless steel appliances.

8. Oasis at Muchy Branch

Midway

Bill G.

HK$2,178 total

includes taxes & fees

26 Oct - 27 Oct

A rooftop terrace with blue lounge chairs and white umbrellas labeled "Sandpiper."

9. The Sandpiper Beach Club

Cape May Historic District

elisabeth

HK$2,176 total

includes taxes & fees

20 Oct - 21 Oct

A kitchen with wooden cabinets, a dishwasher, a sink, and pendant lighting.

10. 2 Bedroom Condo Henlopen Station w/ Brand New Bed

West Rehoboth

Anonymous traveller

HK$1,591 total

includes taxes & fees

8 Nov - 9 Nov

A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

11. Charming 1-bedroom cottage with loft in Rehoboth Beach

Truitts Park

Clair H.

HK$2,729 total

includes taxes & fees

20 Oct - 21 Oct

An aerial view of a residential area with houses, a swimming pool, and a parking lot.

12. Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

Bayside

Daniel R.

HK$5,988 total

includes taxes & fees

21 Oct - 22 Oct

A swimming pool with a waterfall feature, surrounded by trees and outdoor seating.

13. Coastal Estate

Cold Spring

Emily

HK$1,925 total

includes taxes & fees

1 Nov - 2 Nov

A kitchen with white cabinets, a granite countertop, a stainless steel refrigerator, a microwave, and a stove.

14. Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Milton

Lauren B.

HK$3,245 total

includes taxes & fees

8 Nov - 9 Nov

A sunlit patio with wicker furniture, a potted plant, and a decorative rug.

15. Ocean Block Dewey Beach and Pet Friendly!

Rehoboth by the Sea

Kelly B.

HK$4,213 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, a built-in dishwasher, and a coffee machine.

16. Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun

North Rehoboth

Lucy P.

HK$3,870 total

includes taxes & fees

21 Oct - 22 Oct

A kitchen with a modern design, featuring a hexagonal tile backsplash, a wooden countertop, and a stainless steel sink.

17. Bike to the Beach! Next to EVERYTHING!

West Rehoboth

Vicki R.

HK$3,373 total

includes taxes & fees

1 Nov - 2 Nov

A beach view from a porch with a 'SEASIDE' sign, sandy dunes, and sparse vegetation.

18. LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

Rehoboth by the Sea

Heather Y.

HK$6,920 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a marble countertop, a dining area with a bench, and a red door.

19. Beach Club Retreat | Pool | 3 Blocks to the Beach

Rehoboth by the Sea

"My family had a wonderful stay. We loved close access to the beach in a quiet community neighborhood, comfy beds, rooms w privacy, and the pool. We could wash sand off right outside. Easy pull up parking for 2 cars whih we appreciated. I would have preferred to have the access code to unlock the door earlier (before leaving to drive in) just to settle me/ know all is set and in place, I understand it's not given out too early for security, and we did get it just before checkin time.Looking...

Charlene S.

HK$3,801 total

includes taxes & fees

20 Oct - 21 Oct

A balcony with a view of a marina and boats.

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

Dewey Beach

Paul R.

HK$2,612 total

includes taxes & fees

2 Nov - 3 Nov

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Top Lewes Hotel Reviews

Home2 Suites by Hilton Lewes Rehoboth Beach

10/10 Excellent

"Quiet and clean hotel. Nice gym."

Hotel Blue

10/10 Excellent

"We love staying at Hotel Blue when we’re in town for the Rehoboth Beach Jazz Festival. The staff are very welcoming and friendly, the decor is fun and the room we had was fabulous! It’s a large room with a bathtub, separate walk-in shower and cool sinks that have blue lights when the lights are off. There’s also a fireplace and a small courtyard with a koi pond. There are plenty of restaurants in walking distance in downtown Lewes. I highly recommend this adults only boutique hotel for a nice getaway."

NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!

10/10 Excellent

"Several families with kids were able to have a weekend reunion here and this house was perfect. Extremely well appointed for things like cooking and needing separate kid and adult spaces. We loved it and will be back."

Cape Shores: Lewes Bay beach, pool, fishing pier, tennis/ pickleball courts

10/10 Excellent

"Beautifully decorated and welcoming home with plenty of space for the entire family. Loved all the outdoor amenities... kayak, paddle board, wagon, chairs, bikes:) Kitchen was a little tight for the size, but worked for us! Also loved the screen in porch."

renovated cozy family cottage located in a gated family friendly community.

10/10 Excellent

"Photos are a clear representation of this cute cottage. Blue and white theme is nice. Clean throughout! We attended a wedding nearby so didn’t hang out at the house very much. The coffee set up was great and took Sharon’s recommendation for a little breakfast restaurant that was excellent!"

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

10/10 Excellent

"The location and amenities checked all the boxes! The view of the water from the deck was beautiful. A dock to launch kayaks for a lovely nature paddle just off the property. Short drive to the beach and great bike trails. Top it off with an evening around the gas firepit. Just perfect! Our host was very helpful and accommdating."

Charming 1900s Lewes Retreat – Walk to Shops, Dining & Beach!

10/10 Excellent

"Plenty of space for family and friends. The house appears to have been two units with multiple kitchens, living spaces, and AC units, but that’s not necessarily a bad thing when traveling with multiple generations. The location was excellent and there is plentiful off street parking. The one con for me has already been noted - the yard is really overgrown in front and in back and does not match pictures from the street. I appreciate native/natural landscaping, but it can be done without looking neglected. But overall, a great stay!"

Find out more about Lewes

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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?

On the Beach - Lux Multi-Family House - Get the best weeks of 2026 Now!: This highly rated holiday home rental in Lewes is located on the beach, and has a patio, a BBQ 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 169 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.

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Check prices for these dates

Our top choices for Lewes holiday rentals

1. Spacious Condo•Pond Views•Centrally located

2. 1st Floor Beach-town Condo. We are Pet Friendly!

3. Cozy Townhouse for perfect beach getaway

4. Pool • Bike Trail • Minutes to Lewes Beach

5. Cape Shores Luxury - Brand NEW 2024 Pool, Beach, Private Fishing Pier, Park!

6. NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!

7. Delightful Cottage•Pet Friendly•Fenced Yard

8. Oasis at Muchy Branch

9. The Sandpiper Beach Club

10. 2 Bedroom Condo Henlopen Station w/ Brand New Bed

11. Charming 1-bedroom cottage with loft in Rehoboth Beach

12. Modern 3-bedroom house with fitness room, pool and WiFi on Rehoboth Bay

13. Coastal Estate

14. Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

15. Ocean Block Dewey Beach and Pet Friendly!

16. Beautiful Beach Theme Condo 1.5 Blocks From The Beach & Rehoboth Ave Fun

17. Bike to the Beach! Next to EVERYTHING!

18. LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

19. Beach Club Retreat | Pool | 3 Blocks to the Beach

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

Find holiday rentals that suit your style

Top Lewes Hotel Reviews

Home2 Suites by Hilton Lewes Rehoboth Beach

Hyatt House Lewes/Rehoboth Beach

Hotel Blue

NEW 7-bed with PRIVATE HEATED POOL! Lewes Beach Hideaway, steps to beach & town!

Footbridge Hideaway - Charming 3 bedroom home in Lewes, waterfront, pets OK!

Cape Shores: Lewes Bay beach, pool, fishing pier, tennis/ pickleball courts

renovated cozy family cottage located in a gated family friendly community.

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

Charming 1900s Lewes Retreat – Walk to Shops, Dining & Beach!

Find out more about Lewes

Frequently asked questions

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