Holiday Rentals in Lewes

418 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Lewes holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Lewes

Browse Waterfront Holiday Rentals in Lewes

Experience relaxing maritime culture at coastal holiday rentals in Lewes, situated a short distance from popular beach communities.

Large Lewes Beach Rental; One Block From Bay! Perfect For Family Vacations! - Lewes
10 43 reviews

Large Lewes Beach Rental; One Block From Bay! Perfect For Family Vacations!

apartment, Lewes
This five-bedroom apartment is located just one block from Lewes Beach, a short bike ride from the historic district with its restaurants and shops. This property has received excellent guest reviews and is perfect for a family getaway or a group of friends.
The apartment is spacious, with 288 square metres of living space and a capacity for 12 guests. It offers a range of amenities, including a fully equipped kitchen, a large screened-in porch, and several bikes for guests to explore the area.
Rainbow Cove --- 117 Dagsworthy Ave #B - Lewes
10 3 reviews

Rainbow Cove --- 117 Dagsworthy Ave #B

house, Dewey Beach
Rainbow Cove, a Dewey Beach apartment, is situated a 0.6km walk from Dewey Beach and 4.8km from the Rehoboth Beach Boardwalk, offering easy access to both locations.
This three-bedroom, two-bathroom dwelling boasts 85 square metres of floor space, comfortably accommodating up to 15 guests and featuring a fully equipped kitchen, air conditioning, and cable TV.
7 Massachusetts - Large Bay Block Home Just Steps To The Beach! - Lewes
9.6 23 reviews

7 Massachusetts - Large Bay Block Home Just Steps To The Beach!

apartment, Lewes
This 5-bedroom house is situated in Lewes, just a short distance from the beach and within easy reach of attractions like Preservation Forge and Lightship Overfalls. The property has received excellent guest reviews, highlighting its comfortable and relaxing atmosphere.
The house is ideal for large groups, comfortably accommodating up to 14 guests. It offers a range of amenities, including a terrace or balcony, internet access, and the option of bringing pets. Enjoy stunning water views from the enclosed second-floor porch, relax on the comfortable couches, or dine with friends in the bright and airy interior.
10 Florida Ave 200ft To Water Pet Friendly Broadkill Beach Home Bay Block - Lewes
10 77 reviews

10 Florida Ave 200ft To Water Pet Friendly Broadkill Beach Home Bay Block

apartment, Lewes
This Lewes holiday home, situated in Milton, Florida (note: the listing incorrectly states Lewes as the destination), offers a spacious three-bedroom property sleeping up to ten guests, plus dogs under 75 lbs, and is conveniently located near the beach and local attractions.
The self-catering property boasts a game room with bumper pool and pinball, multiple decks, a fenced yard with outdoor recreation including a fire pit and basketball court, four bathrooms, and ample parking for six cars.

Best family friendly Lewes holiday rentals

Among the 418 accommodations in Lewes, here are the 4 best family friendly rentals

The  Mermaids Lair - Lewes
10 2 reviews

The Mermaids Lair

apartment, Rehoboth Beach
This Midway holiday home in Rehoboth Beach is situated less than 1.6km from Cape Henlopen State Park, Shell We Golf, and the Junction and Breakwater Trail, and under 3.2km from Tanger Outlets.
The three-bedroom, two-bathroom property sleeps six guests and offers a fully equipped kitchen, garden, parking, Wi-Fi, and air conditioning, with nearby attractions including beaches, nature trails, and family-friendly entertainment.
1st Floor Coastal Oasis W Pool, Beach Chairs, & Linens Near Lewes & Restaurants - Lewes
10 30 reviews

1st Floor Coastal Oasis W Pool, Beach Chairs, & Linens Near Lewes & Restaurants

apartment, Lewes
This apartment is situated in Lewes, just 1.6km from the beach and within 1.6km of Midway Par 3 Golf Course and Cape Henlopen State Park. It has excellent user ratings and is a popular choice for travellers.
The property spans 102 square metres and can accommodate up to six guests. It features a fully equipped kitchen, two bedrooms, two bathrooms, a terrace, a garden, a swimming pool, and free parking.
Spacious Home With Deck - Lewes
9.9 238 reviews

Spacious Home With Deck

apartment, Lewes
This tastefully furnished house is located in the Midway Estates neighbourhood of Rehoboth Beach, just 10km east of Route 1 and within 10km of Lewes Beach, Cape Henlopen State Park, and Rehoboth Beach. The property enjoys excellent user, location, and cleanliness ratings.
The house has three bedrooms, a den with futons, a large walk-out basement, and multiple outdoor spaces, accommodating up to 12 guests. It provides a fully equipped kitchen, a spacious rear deck with a gas grill, a tranquil living room, a private den, and a peaceful wooded area outback, as well as entertainment options like five smart TVs, a ping pong table, foosball, air hockey, and a game table.
Porch & Community Perks: Walkable Lewes Condo - Lewes
9.2 49 reviews

Porch & Community Perks: Walkable Lewes Condo

house, Lewes
This Lewes condo, situated approximately 10 kilometres from Rehoboth Beach Boardwalk and other Delaware beaches, offers easy access to the area's attractions.
The 98-square-metre apartment features two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, and access to a swimming pool, spa, fitness centre, and tennis court; it comfortably accommodates families or small groups.

Frequently asked questions about holiday rentals in Lewes

Popular destinations

Holiday Rentals with a Pool in Lewes

A holiday rental or Airbnb with a swimming pool near the water in Lewes is a brilliant base for a relaxing swim. View our collection.

4 Bed Townhome In Lewes/rehoboth With Community Pool - Lewes
10 104 reviews

4 Bed Townhome In Lewes/rehoboth With Community Pool

apartment, Lewes
This four-bedroom townhouse is situated in the Eagle Point neighbourhood of Lewes, Delaware, just off Route 1, offering convenient access to both Lewes and Rehoboth beaches, which are approximately 8 kilometres away. The property boasts a private community pool, a fully equipped kitchen, and a spacious layout, making it ideal for families or groups of up to ten people.
Village Of Five Points --- 17059 S Brandt St Unit 3108 - Lewes
8.0 2 reviews

Village Of Five Points --- 17059 S Brandt St Unit 3108

house, Lewes
This Lewes apartment, situated in the Village of Five Points, is conveniently located approximately 9.8 kilometres from Rehoboth Beach Boardwalk and within a 40-48 kilometre radius of Northside Park, the Roland E. Powell Convention Center, and Thunder Lagoon Waterpark.
This 98 square metre self-catering flat boasts two bedrooms, two bathrooms, sleeps seven guests, and offers free Wi-Fi, a private balcony, access to a swimming pool and tennis court, and on-site parking.
Lewes Beach Condo: 1st Floor, 2 Pools, Bike Trail - Lewes
9.8 84 reviews

Lewes Beach Condo: 1st Floor, 2 Pools, Bike Trail

apartment, Lewes
This Lewes apartment, situated in The Villages of Five Points, is conveniently located east of Route 1, minutes from Lewes' town centre and beach, and within easy reach of Cape Henlopen State Park (approximately 2.7km away).
The first-floor condo sleeps four guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen with All-Clad cookware and a private garden, plus access to communal swimming pools, tennis/pickleball courts, and a playground.
1st Floor Beach-town Condo In Lewes - Lewes
9.9 130 reviews

1st Floor Beach-town Condo In Lewes

apartment, Lewes
This first-floor apartment is situated just a short walk from restaurants and shops in Lewes, and is only a few kilometres from the beach and outlet malls. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, sleeps up to four guests, and is fully equipped with everything you need for a comfortable stay. Guests can enjoy access to a swimming pool, garden, and parking, as well as a range of amenities including a fully equipped kitchen, two bathrooms, and a dedicated workspace.

Check Out Holiday Rentals with Parking in Lewes

Parking is sorted from the start as these holiday rentals near the water in Lewes include free on-site spaces.

Custom House In Rehoboth Beach,theatre,spa,office - Lewes
9.2 12 reviews

Custom House In Rehoboth Beach,theatre,spa,office

apartment, Lewes
This five-bedroom, four-bathroom Lewes house, sleeping up to 12 guests, is ideally located for exploring the town; further details on its proximity to Lewes Castle and the High Street are needed to specify distances in kilometres.
The property boasts a swimming pool, fitness centre, and ample parking, making it perfect for group getaways; additional information regarding the house's specific amenities and the availability of nearby shops and restaurants is required for a complete description.
Super Convenient Townhouse Location - 101 Lakeside - Lewes
8.0 11 reviews

Super Convenient Townhouse Location - 101 Lakeside

apartment, Lewes
This three-bedroom Lewes holiday home, sleeping six, is situated within 3.2km of Heritage Inn & Golf Club, American Classic Golf Club, Movies At Midway, Midway Par 3 Golf Course, and Midway Speedway, offering easy access to Delaware's beaches.
The property boasts a fully equipped kitchen, two bathrooms, a fitness centre, patio, garden, parking, and is conveniently located near Lewes's entertainment and golfing options.
Coastal Farm Cottage - Lewes
10 80 reviews

Coastal Farm Cottage

apartment, Lewes
This Lewes holiday home, situated near Lewes, Delaware, offers easy access to Lewes Beaches (8 km) and Rehoboth Beach Boardwalk (11 km).
Sleeping six guests, this three-bedroom property boasts a full kitchen, air conditioning, private garden, parking, and Wi-Fi, alongside a private deck and two acres of land; limousine transfers are also available locally.
Charming, Historic Lewes Cottage - Lewes
9.9 309 reviews

Charming, Historic Lewes Cottage

apartment, Lewes
This one-bedroom cottage is located in Lewes, a short walk from the historic town centre and its many restaurants.
The cottage is ideal for a couple's getaway, with a cosy atmosphere, a private outdoor terrace, and convenient parking on Madison Avenue.

Our Favourite 5-Star Self-Catering Holiday Rentals in Lewes

Upscale luxury holiday rental or Airbnbs in Lewes offer a refined stay you will want to return to, featuring premium amenities throughout.

Coastal Condo Near Rehoboth Beach And Lewes. Close To Bike Trails And Outlets. - Lewes
10 15 reviews

Coastal Condo Near Rehoboth Beach And Lewes. Close To Bike Trails And Outlets.

apartment, Lewes

Best Lewes holiday rentals with a balcony

️Cozy Canalside Retreat ️ - Lewes
9.2 52 reviews

️Cozy Canalside Retreat ️

apartment, Lewes
3-bedroom Vacation Home, Minutes From Rehoboth, The Beach & Cape Henlopen St. Pk - Lewes
9.6 61 reviews

3-bedroom Vacation Home, Minutes From Rehoboth, The Beach & Cape Henlopen St. Pk

apartment, Rehoboth Beach
Relaxing Coastal Condo-pool, Views, Ocean <5 Miles - Lewes
No reviews

Relaxing Coastal Condo-pool, Views, Ocean <5 Miles

apartment, Lewes
Villages Of Five Points 3rd Floor Condo - Great Location & Amenities! - Lewes
9.2 9 reviews

Villages Of Five Points 3rd Floor Condo - Great Location & Amenities!

apartment, Lewes

Guest-Favourite Dog-Friendly Self-Catering Holiday Rentals in Lewes

These dog-friendly holiday rentals in Lewes feature outdoor showers and access to pet-welcoming beaches.

Beach Getaway: Perfect For Off Season Enjoyment - Lewes
9.7 65 reviews

Beach Getaway: Perfect For Off Season Enjoyment

apartment, Lewes
Family Fun!  Pool Community-bike To Rehoboth Beach & Boards, 37005 Turnstone - Lewes
9.0 7 reviews

Family Fun! Pool Community-bike To Rehoboth Beach & Boards, 37005 Turnstone

apartment, Rehoboth Beach
Charming Cottage With Fenced Backyard Pet Friendly - Lewes
9.5 239 reviews

Charming Cottage With Fenced Backyard Pet Friendly

house, Lewes
Beach Condo- Top Floor, Dog Friendly, Pool. 2 Bed, 2 Bath, Pull Out Couch. - Lewes
10 16 reviews

Beach Condo- Top Floor, Dog Friendly, Pool. 2 Bed, 2 Bath, Pull Out Couch.

apartment, Lewes

Choose the Right Holiday Rentals with a Hot Tub in Lewes

Private hot tub access after a day by the water is one of those details that makes a trip to Lewes truly memorable.

The Tides Sandy Bottom Cir Unit 107 - Lewes
9.5 4 reviews

The Tides Sandy Bottom Cir Unit 107

house, Rehoboth Beach
Rehoboth Retreat W/ Pool, Deck & Fireplace - Lewes
8.0 2 reviews

Rehoboth Retreat W/ Pool, Deck & Fireplace

apartment, Rehoboth Beach
Lewes Beach Relax Hot-tub Games - Lewes
10 7 reviews

Lewes Beach Relax Hot-tub Games

apartment, Lewes
Town Of Rehoboth Beach Ann Ave - Lewes
No reviews

Town Of Rehoboth Beach Ann Ave

house, Dewey Beach

Popular Self-Catering Holiday Rentals with Spa Facilities in Lewes

Choosing a holiday rental or Airbnb with a spa in Lewes makes waterside wellness feel effortless. Spa bath access is included.

2br Coastal Retreat
Walk To Beach & Downtown Lewes - Lewes
9.9 174 reviews

2br Coastal Retreat Walk To Beach & Downtown Lewes

apartment, Lewes
©2026 cozycozy.com