Vacation Rentals with Pool in Lewes

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Filtering by: Swimming pool

540 vacation rentals
24

Rehoboth/Lewes Condo w/ Porch - 15 Mins to Beach!

Delaware / Lewes

Lewes condo

2 10 min stay varies

  • 2 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 27 minutes

Price per night from

$100

24

Elegant Coastal Resort Condo Minutes to Beaches!

Delaware / Lewes

Lewes apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$135

Responds fast!
avg. 28 minutes

Price per night from

$135

23

Awesome 3 Bedroom Condo in Family Friendly Community minutes from Beach

Delaware / Lewes

Lewes condo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$143

Responds fast!
avg. 1 hour 3 minutes

Price per night from

$143

(17) Very Good 

15

Best Value at the Delaware Shore!

Delaware / Lewes

Lewes apartment

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Mellow Fall Getaway” We thought the home was lovely,spacious, clean and quiet. It took 10 -15 mins to get to either the Lewes or Rehobeth beaches, so we enjoyed having the pool right here. We were disappointed that there was some limitation on the te
…see more

Price per night from

$120

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$120

12

4 Debraak Landing

Delaware / Lewes

Lewes house

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$329

Price per night from

$329

13

Salty Haven-Lewes, DE Close to beaches. Can sleep 13+

Delaware / Lewes

Lewes house

4 13 2 nights min

  • 4 bedrooms
  • sleeps 13
  • 2 nights min
  • Nearest beach 17 mi
  • Swimming pool
  • Child Friendly

Price per night from

$200

Price per night from

$200

27

NEW! Lakefront Lewes Home 15-20 Min to 4 Beaches!

Delaware / Lewes

Lewes townhouse

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$105

Responds fast!
avg. 21 minutes

Price per night from

$105

(1) Excellent 

7

Port Lewes 67

Delaware / Lewes

Lewes house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$271

Price per night from

$271

20

Best Family Rental in 5 Points Lewes.

Delaware / Lewes

Lewes house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$481

Responds fast!
avg. 1 hour 6 minutes

Price per night from

$481

5

Lovely Lewes Ranch Home Close to Ocean, Beaches,State Parks,Water Parks,Rides

Delaware / Lewes

Lewes house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$139

Price per night from

$139

20

Tranquil Escape on the water in a gated community

Delaware / Lewes

Lewes house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 16 mi
  • Swimming pool
  • Child Friendly

Price per night from

$197

Price per night from

$197

Great rentals within 20 miles that match your search

Distance approx 19.44 km from Lewes

9

Seapointe Village

Cape May County / Wildwood Crest

Wildwood Crest condo

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$400

Price per night from

$400

Distance approx 14.76 km from Lewes

24

Premium Bay Forest End Unit, Beautiful, Spacious, Clean, Minutes To Beach

Delaware / Ocean View

Ocean View villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$300

Responds fast!
avg. 1 hour 46 minutes

Price per night from

$300

Distance approx 16.49 km from Lewes

(19) Very Good 

18

Wildwood Crest- Huge wrap around deck -Ocean view

Cape May County / Wildwood Crest

Wildwood Crest apartment

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Definitely a keeper!” If you are looking for a clean, comfortable place to stay in Wildwood Crest in close proximity to the beach, boardwalk, great restaurants etc, I highly recommend this location. Kathy was very helpful in arranging our accomodatio
…see more

Price per night from

$192

Responds fast!
avg. 3 hours 33 minutes

Price per night from

$192

Distance approx 6.79 km from Lewes

(2) Excellent 

22

Dewey Beach Condo - with Beach and Pool Views. Life is Good!

Delaware / Dewey Beach

Dewey Beach condo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$150

Price per night from

$150

Distance approx 5.8 km from Lewes

(2) Very Good 

27

5 Bedroom Beach House with Pool

Delaware / Rehoboth Beach

Rehoboth Beach house

5 13 min stay varies

  • 5 bedrooms
  • sleeps 13
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$300

Price per night from

$300

Distance approx 17.35 km from Lewes

(7) Very Good 

36

Sally's Sandcastle 4 Blocks To Bethany Beach!

Delaware / Bethany Beach

Bethany Beach townhouse

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$110

Responds fast!
avg. 3 hours 54 minutes

Price per night from

$110

Distance approx 18 km from Lewes

(8) Excellent 

Certificate of Excellence

40

Spacious Bethany Beach Retreat

Delaware / Bethany Beach

Bethany Beach condo

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Certificate of Excellence

Price per night from

$98

Responds fast!
avg. 54 minutes

Price per night from

$98

Distance approx 16.54 km from Lewes

(2) Very Good 

25

Heated Pool, 1/2 Block to Beach, Totally Renovated

Cape May County / Cape May

Cape May condo

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great location and amenities” This one-bedroom was perfect for me and a couple friends. The kitchen was great to use and cook in while the living room was a great place to hang out after a long hot day at the beach. Loved the amenities and the renewed
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Price per night from

$100

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$100

Distance approx 16.7 km from Lewes

(1) Excellent 

34

Memorial Day $100 off! Spacious Beach & Golf Home near Beach w/ New Pool!

Delaware / Ocean View

Ocean View house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Price per night from

$339

Price per night from

$339

Distance approx 13.7 km from Lewes

(2) Very Good 

20

BAYFRONT LUXURY- 1/4 blk to beach; spa bath(BOOKING spring & prime 2019 now;

Delaware / Bethany Beach

Bethany Beach house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect” We were enjoying our annual girl get together after 60 years of friendship-the house we rented was beautiful, well stocked with everything we would need and the furnishings were lovely. I have rented up and down the east coast for 45 years an
…see more

Price per night from

$225

Price per night from

$225

Distance approx 16.67 km from Lewes

33

NEW! Townhome w/Amenities 4 Mi from Bethany Beach

Delaware / Millville

Millville townhouse

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 39 minutes

Price per night from

$115

Distance approx 15.84 km from Lewes

(1) Excellent 

42

BEACHFRONT + PRIVATE 40-FT HEATED POOL + 20 PERSON JACUZZI /SWIM SPA

Cape May County / Cape May

Cape May house

6 20 2 nights min

  • 6 bedrooms
  • sleeps 20
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$2,496

Price per night from

$2,496

Distance approx 17.19 km from Lewes

(8) Excellent 

25

Discount available in August: Luxury Beach Golf Tennis Billiard Ping-Pong Pool

Delaware / Bethany Beach

Bethany Beach house

8 26 min stay varies

  • 8 bedrooms
  • sleeps 26
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Perfect for Large Groups” Having our large extended family under one roof made our vacation better than usual this year. This house is HUGE, with plenty of spaces for everyone to hang out. There are DVD players, games, a pool table, and other activiti
…see more

Price per night from

$499

Price per night from

$499

Distance approx 5.44 km from Lewes

(4) Very Good 

9

Oceanfront Beach Property Weekly Rentals Only

Delaware / Rehoboth Beach

Rehoboth Beach apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Amazing beachfront condo” Cozy, clean studio with everything you need! Immaculate building and very convenient to everything. To die for sunrise and sunset views, with moon over the the ocean! Beach is amazing. Will definitely be back next year ❤️
…see more

Price per night from

$221

Price per night from

$221

Distance approx 11.83 km from Lewes

14

BAREFOOT BOULEVARD

Delaware / Millsboro

Millsboro house

4 14 4 nights min

  • 4 bedrooms
  • sleeps 14
  • 4 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child Friendly

Price per night from

$399

Price per night from

$399

Distance approx 14.8 km from Lewes

29

Relaxing Bay Forest Villa near Bethany Beach

Delaware / Ocean View

Ocean View villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$150

Responds fast!
avg. 2 hours 18 minutes

Price per night from

$150

Distance approx 19.28 km from Lewes

(13) Excellent 

Certificate of Excellence

12

Diamond Beach Condo- Oceanview

Cape May County / Wildwood Crest

Wildwood Crest condo

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect Beach Vacation” This is the 2nd time that my family stayed in this wonderful beach house. It has everything to make your vacation complete. The kitchen is fully equipped so that you can make a nice home meal. The family room is large and comfo
…see more

Certificate of Excellence

Price per night from

$330

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$330

Distance approx 14.55 km from Lewes

(1) Average 

24

Bethany Beach House- 1000 Feet from the Ocean!

Delaware / Bethany Beach

Bethany Beach house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$425

Responds fast!
avg. 39 minutes

Price per night from

$425

Distance approx 5.19 km from Lewes

14

3 Bedroom Townhouse with 3 Pools & Tennis - on Quite Tree-lined Street

Delaware / Rehoboth Beach

Rehoboth Beach townhouse

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$229

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$229

Distance approx 14.87 km from Lewes

26

Waterfront Ocean View Townhome w/Boat Slip & Decks

Delaware / Ocean View

Ocean View house

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$145

Responds fast!
avg. 38 minutes

Price per night from

$145

Distance approx 16.56 km from Lewes

(8) Very Good 

10

4 BR, 3.5 Bath Newer Townhouse w/pool in Cape May

Cape May County / Cape May

Cape May apartment

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Family time in Cape May” Good location, plenty of room to sleep 8-10. Amentities were plentiful. Condo just needs some TLC and a good cleaning. Other than that it was great.
…see more

Price per night from

$429

Price per night from

$429

Distance approx 19.37 km from Lewes

(3) Excellent 

8

Seapointe Village 2 Bedroom Unit - Pinnacle 402

Cape May County / Wildwood Crest

Wildwood Crest condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$210

Price per night from

$210

Distance approx 16.15 km from Lewes

41

Villa Antinori

Cape May County / Cape May

Cape May house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$599

Price per night from

$599

Distance approx 3.08 km from Lewes Show on Map

(7) Very Good 

20

Rehoboth Beach House & Pool w/ optional Cottage

Delaware / Rehoboth Beach

Rehoboth Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$171

Price per night from

$171

Distance approx 15.83 km from Lewes

25

Large, Luxury 7 BR, 5 BA House, Indoor/Outdoor Pools, Tennis, Golf, Near Beach

Delaware / Bethany Beach

Bethany Beach house

7 28 min stay varies

  • 7 bedrooms
  • sleeps 28
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$499

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$499

Distance approx 15.33 km from Lewes

(4) Excellent 

Certificate of Excellence

24

Rare Bayfront VIlla - Bayside at Bethany Lakes 56

Delaware / Bethany Beach

Bethany Beach townhouse

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$210

Responds fast!
avg. 25 minutes

Price per night from

$210

Distance approx 17.63 km from Lewes

20

Family Friendly beach town home with community pool! Kids Room with PS3.

Delaware / Bethany Beach

Bethany Beach townhouse

3 12 7 nights min

  • 3 bedrooms
  • sleeps 12
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$207

Responds fast!
avg. 3 hours 9 minutes

Price per night from

$207