Pilot Point pickleball Stays, Resort Rentals, & Homes
Condo
- Rehoboth Beach
- ·
- Villages of Five Points
- 0.04 mi to center
10.0Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
4 Guests
1050 ft²
Oceanfront
Parking
Pool
Ocean View
US $226/Night
7 Nights - US $1,581
House
- Rehoboth Beach
- ·
- Historic District
- 0.09 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
1797.57 ft²
Balcony/Terrace
View
Air Conditioner
Internet
US $614/Night
7 Nights - US $4,299
Apartment
- Rehoboth Beach
- ·
- Lewes
- 2.16 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $383/Night
7 Nights - US $2,681
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.28 mi to center
10.0Exceptional
(27 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $232/Night
7 Nights - US $1,625
House
- Rehoboth Beach
- ·
- Villages of Five Points
- 0.04 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1054.86 ft²
- Parking
- Internet
Child Friendly
Sports/Activities
US $312/Night
7 Nights - US $2,184
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.25 mi to center
9.8Exceptional
(54 Reviews)
2 Bedrooms
2 Baths
7 Guests
1100 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $261/Night
7 Nights - US $1,825
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.12 mi to center
8.8Fabulous
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
US $450/Night
7 Nights - US $3,149
House
- Rehoboth Beach
- ·
- Lewes
- 1.75 mi to center
10.0Exceptional
(96 Reviews)
4 Bedrooms
3 Baths
10 Guests
2350 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $867/Night
7 Nights - US $6,068
House
- Rehoboth Beach
- ·
- Lewes
- 1.77 mi to center
10.0Exceptional
(32 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $783/Night
7 Nights - US $5,478
Luxury Places to Stay in Pilot Point
Over 477+ Luxury Places to Stay in or Near Pilot Point
House
- Rehoboth Beach
- ·
- Historic District
- 0.30 mi to center
10.0Exceptional
(10 Reviews)
5 Bedrooms
3 Baths
8 Guests
3000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $926/Night
7 Nights - US $6,485
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.40 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
2100 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $915/Night
7 Nights - US $6,403
House
- Rehoboth Beach
- ·
- Historic District
- 0.18 mi to center
9.8Exceptional
(47 Reviews)
5 Bedrooms
3 Baths
12 Guests
4000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $914/Night
7 Nights - US $6,400
New
House
- Rehoboth Beach
- ·
- Lewes
- 1.95 mi to center
5 Bedrooms
3 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $838/Night
7 Nights - US $5,865
House
- Rehoboth Beach
- ·
- Lewes
- 0.93 mi to center
5 Bedrooms
7 Baths
12 Guests
4169 ft²
Private Pool- Oceanfront
- Pool
- Ocean View
US $822/Night
7 Nights - US $5,757
House
- Rehoboth Beach
- ·
- Lewes
- 1.85 mi to center
9.0Exceptional
(16 Reviews)
5 Bedrooms
3 Baths
10 Guests
1 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $768/Night
7 Nights - US $5,379
House
- Rehoboth Beach
- ·
- Lewes
- 1.52 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2450 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $605/Night
7 Nights - US $4,232
New
House
- Rehoboth Beach
- ·
- Historic District
- 0.15 mi to center
9.8Exceptional
(18 Reviews)
5 Bedrooms
4 Baths
12 Guests
5000 ft²
Hot Tub- Parking
- Pool
- Kitchen
US $601/Night
7 Nights - US $4,205
New
House
- Rehoboth Beach
- ·
- Historic District
- 0.15 mi to center
9.6Exceptional
(15 Reviews)
6 Bedrooms
3 Baths
14 Guests
3500 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $597/Night
7 Nights - US $4,180
Top-Rated Villas with a Pool in Pilot Point
Over 140+ Top-Rated Private Villas with a Pool in or Near Pilot Point
House
- Rehoboth Beach
- ·
- Villages of Five Points
- 0.22 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
3 Baths
10 Guests
3100 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $362/Night
7 Nights - US $2,531
House
- Rehoboth Beach
- ·
- Lewes
- 1.49 mi to center
10.0Exceptional
(97 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $672/Night
7 Nights - US $4,706
Condo
- Rehoboth Beach
- ·
- Lewes
- 2.30 mi to center
10.0Exceptional
(56 Reviews)
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $257/Night
7 Nights - US $1,796
House
- Rehoboth Beach
- ·
- Lewes
- 1.72 mi to center
10.0Exceptional
(41 Reviews)
7 Bedrooms
4 Baths
16 Guests
4600 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,265/Night
7 Nights - US $8,852
Condo
- Delaware
- ·
- Rehoboth Beach
- 3.98 mi to center
10.0Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $351/Night
7 Nights - US $2,460
Condo
- Rehoboth Beach
- ·
- Lewes
- 2.28 mi to center
10.0Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $263/Night
7 Nights - US $1,842
House
- Rehoboth Beach
- ·
- Lewes
- 1.53 mi to center
10.0Exceptional
(17 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $559/Night
7 Nights - US $3,913
House
- Rehoboth Beach
- ·
- Lewes
- 1.73 mi to center
10.0Exceptional
(15 Reviews)
5 Bedrooms
3 Baths
14 Guests
1 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,106/Night
7 Nights - US $7,743
House
- Rehoboth Beach
- ·
- Lewes
- 1.48 mi to center
10.0Exceptional
(12 Reviews)
7 Bedrooms
6 Baths
16 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,718/Night
7 Nights - US $12,029
Pet-Friendly Villas in Pilot Point
Over 137+ Pet-Friendly Private Villas in or Near Pilot Point
Condo
- Rehoboth Beach
- ·
- Lewes
- 2.30 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
1074 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $288/Night
7 Nights - US $2,014
House
- Delaware
- ·
- Rehoboth Beach
- 3.93 mi to center
9.8Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1076.39 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $307/Night
7 Nights - US $2,152
Condo
- Rehoboth Beach
- ·
- Lewes
- 2.28 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $342/Night
7 Nights - US $2,392
House
- Delaware
- ·
- Rehoboth Beach
- 3.71 mi to center
9.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1496.18 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $374/Night
7 Nights - US $2,620
House
- Rehoboth Beach
- ·
- Historic District
- 0.1 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $414/Night
7 Nights - US $2,899
Condo
- Rehoboth Beach
- ·
- Villages of Five Points
- 0.01 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1052 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $348/Night
7 Nights - US $2,435
House
- Rehoboth Beach
- ·
- Lewes
- 0.49 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $344/Night
7 Nights - US $2,409
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.59 mi to center
9.6Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $477/Night
7 Nights - US $3,337
Apartment
- Rehoboth Beach
- ·
- Lewes
- 0.59 mi to center
9.4Exceptional
(41 Reviews)
1 Bedroom
1 Bath
2 Guests
1 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $294/Night
7 Nights - US $2,057
Large Private Villas in Pilot Point
Over 156+ Large Villas in or Near Pilot Point for Groups and Families
Villa
- Delaware
- ·
- Rehoboth Beach
- 3.93 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $450/Night
7 Nights - US $3,150
House
- Rehoboth Beach
- ·
- Lewes
- 0.93 mi to center
6 Bedrooms
6 Baths
14 Guests
2303.48 ft²
- Pool
- Air Conditioner
- Internet
- Child Friendly
US $1,067/Night
7 Nights - US $7,469
House
- Rehoboth Beach
- ·
- Lewes
- 0.59 mi to center
10.0Exceptional
(146 Reviews)
5 Bedrooms
4 Baths
14 Guests
5000 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $735/Night
7 Nights - US $5,142
House
- Delaware
- ·
- Rehoboth Beach
- 3.24 mi to center
5 Bedrooms
3 Baths
11 Guests
2249.66 ft²
- Oceanfront
- Parking
Spa- Ocean View
US $720/Night
7 Nights - US $5,040
House
- Rehoboth Beach
- ·
- Historic District
- 0.13 mi to center
10.0Exceptional
(88 Reviews)
4 Bedrooms
3 Baths
10 Guests
3000 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $776/Night
7 Nights - US $5,430
House
- Rehoboth Beach
- ·
- Lewes
- 0.51 mi to center
10.0Exceptional
(61 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Child Friendly
US $378/Night
7 Nights - US $2,645
House
- Rehoboth Beach
- ·
- Lewes
- 0.25 mi to center
10.0Exceptional
(59 Reviews)
5 Bedrooms
4 Baths
12 Guests
2800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $773/Night
7 Nights - US $5,411
House
- Rehoboth Beach
- ·
- Lewes
- 0.76 mi to center
10.0Exceptional
(42 Reviews)
5 Bedrooms
4 Baths
12 Guests
3100 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $897/Night
7 Nights - US $6,280
House
- Rehoboth Beach
- ·
- Lewes
- 0.62 mi to center
10.0Exceptional
(32 Reviews)
5 Bedrooms
6 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $890/Night
7 Nights - US $6,233
Wheelchair Accessible Holiday Homes in Pilot Point
Over 31+ Wheelchair Accessible Villas and Holiday Homes in or Near Pilot Point
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.61 mi to center
9.8Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $342/Night
7 Nights - US $2,392
Hotel
- Rehoboth Beach
- ·
- Lewes
- 2.17 mi to center
9.2Exceptional
(404 Reviews)
8 Baths
544.92 ft²
- Private Pool
- Oceanfront
Breakfast- Parking
US $257/Night
7 Nights - US $1,799
Hotel
- Rehoboth Beach
- ·
- Lewes
- 0.21 mi to center
9.6Exceptional
(947 Reviews)
1 Bath
- Parking
- Pool
- Spa
- Balcony/Terrace
US $201/Night
7 Nights - US $1,406
New
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.62 mi to center
2 Bedrooms
2 Baths
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $430/Night
7 Nights - US $3,012
Hotel
- Delaware
- ·
- Sussex County
- 11.28 mi to center
8.6Fabulous
(970 Reviews)
5 Baths
374.58 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $167/Night
7 Nights - US $1,169
House
- Rehoboth Beach
- ·
- Lewes
- 0.46 mi to center
10.0Exceptional
(31 Reviews)
4 Bedrooms
3 Baths
12 Guests
2600 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,189/Night
7 Nights - US $8,323
House
- Rehoboth Beach
- ·
- Lewes
- 1.07 mi to center
10.0Exceptional
(24 Reviews)
5 Bedrooms
5 Baths
12 Guests
1 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $919/Night
7 Nights - US $6,435
House
- Rehoboth Beach
- ·
- Lewes
- 0.52 mi to center
10.0Exceptional
(18 Reviews)
4 Bedrooms
4 Baths
11 Guests
4090 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,069/Night
7 Nights - US $7,482
House
- Rehoboth Beach
- ·
- Lewes
- 0.3 mi to center
10.0Exceptional
(12 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $902/Night
7 Nights - US $6,314
Pilot Point Villas, Airbnb and Holiday Homes Under $200
Over 20+ Pilot Point Private Villas, Airbnb and Holiday Homes Under $200
Apartment
- Delaware
- ·
- Rehoboth Beach
- 3.96 mi to center
9.8Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $195/Night
7 Nights - US $1,363
Hotel
- Rehoboth Beach
- ·
- Lewes
- 2.30 mi to center
6.0Good
(112 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,158
New
Condo
- Rehoboth Beach
- ·
- Lewes
- 2.23 mi to center
3 Bedrooms
2 Baths
6 Guests
986 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $64/Night
7 Nights - US $446
Condo
- Delaware
- ·
- Rehoboth Beach
- 3.98 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1074 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $165/Night
7 Nights - US $1,156
House
- Delaware
- ·
- Rehoboth Beach
- 3.91 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Internet
- Child Friendly
Security/Safety
US $160/Night
7 Nights - US $1,120
Condo
- Delaware
- ·
- Rehoboth Beach
- 3.98 mi to center
5.0Average
(221 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $125/Night
7 Nights - US $875
House
- Rehoboth Beach
- ·
- Lewes
- 1.12 mi to center
2.0Average
(1 Review)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $170/Night
7 Nights - US $1,191
Condo
- Delaware
- ·
- Rehoboth Beach
- 3.69 mi to center
2 Bedrooms
2 Baths
5 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $194/Night
7 Nights - US $1,357
House
- Rehoboth Beach
- ·
- Lewes
- 1.19 mi to center
5 Bedrooms
3 Baths
10 Guests
1800 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $180/Night
7 Nights - US $1,260
Instantly Bookable Villa Rentals in Pilot Point
Over 280+ Instantly Bookable Private Villas in or Near Pilot Point
Cottage
- Rehoboth Beach
- ·
- Historic District
- 0.22 mi to center
10.0Exceptional
(111 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $235/Night
7 Nights - US $1,648
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.64 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $282/Night
7 Nights - US $1,973
Apartment
- Rehoboth Beach
- ·
- Historic District
- 0.12 mi to center
10.0Exceptional
(85 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $416/Night
7 Nights - US $2,913
Apartment
- Rehoboth Beach
- ·
- Historic District
- 0.12 mi to center
10.0Exceptional
(61 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $345/Night
7 Nights - US $2,416
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.23 mi to center
10.0Exceptional
(51 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $232/Night
7 Nights - US $1,625
Apartment
- Rehoboth Beach
- ·
- Lewes
- 0.87 mi to center
10.0Exceptional
(37 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $216/Night
7 Nights - US $1,514
Apartment
- Rehoboth Beach
- ·
- Lewes
- 0.87 mi to center
10.0Exceptional
(33 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $216/Night
7 Nights - US $1,514
Condo
- Rehoboth Beach
- ·
- Historic District
- 0.14 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $232/Night
7 Nights - US $1,625
Condo
- Rehoboth Beach
- ·
- Lewes
- 0.21 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $232/Night
7 Nights - US $1,622
Book a Last Minute Place to Stay in Pilot Point
About Pilot Point Vacation Rentals
Discover over 486 amazing vacation rental options in Pilot Point with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Pilot Point.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 750.77 ft², with prices averaging US $508 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Pilot Point.
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Top Pickleball-Ready Accommodation Types in Pilot Point
| Type | Count |
|---|---|
| Vacation Homes | 350 |
| Holiday Apartments | 26 |
| Cottages | 6 |
| Villas | 5 |
Use these Quick Filters to Find a Vacation Rental in Pilot Point
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Pilot Point with PickleTrip™.
Weather in Pilot Point, DE
View the weather forecast for Pilot Point before booking your Pilot Point Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Pilot Point?
What are the top vacation rentals, resorts, and hotels in Pilot Point with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Pilot Point. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Pilot Point!
- Cape Shores: Lewes Bay beach, pool, fishing pier, tennis/pickleball courts
- CABANA BEACH CONDO - 1ST FLR - SMALL DOG FRIENDLY - POOLS, TENNIS, TRAILS & MORE
- Cape Shores Luxury - Brand NEW 2024 Pool, Beach, Private Fishing Pier, Park!
- Beach Retreat: Easy Walkable Living w/Bikes & Coffee
- Nautical Soul, Modern Comfort: Canalfront Park Living in Heart of Historic Lewes
- Pet Friendly, Sleeps 10, 2 Community Pools, 4 Bikes, and Free Amenities, 10 Mins to the Beach
- Modern, coastal retreat in Lewes
- Perfect location in Lewes Beach
- Relax & Unwind - Charming 2 Bedroom/2 Bath Condo with Screened in Porch
- Elegant Victorian w/Carriage house on Canal Lewes license # 2300190
How many pickleball-ready properties have private pools in Pilot Point?
Discover 28 accommodations with private or nearby pickleball courts in Pilot Point. Some of the best destinations to stay and play pickleball are:
- JUST RELEASED.Stunning Lewes Waterfront 1-Bedrm Condo w/Pool, Wi-fi, the Beach
- LEWES BEACH-SPECTACULAR SUNSETS-WATERFRONT BALCONIES- 2-BED/2-BA CONDO-POOL-WIFI
- LEWES BEACH-WATERFRONT GETAWAY.WONDERFUL 2-BED/2-BA.POOL-WIFI- LARGE BALCONY
- Villas At Bay Crossing homey condo with pool, beach gear, WiFi, and private W/D
Which vacation rentals, resorts, or hotels in Pilot Point is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Pilot Point? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Wonderful condo in a wonderful location!
- Town of Lewes - 119 Front St.
- 4 Mi to Beaches: Luxe Coastal Resort Condo
How many PickleTrip vacation rentals or resorts are available in Pilot Point?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 486 properties listed in Pilot Point in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
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