195+ Perfect Pickle Stays with Nearby Pickleball Facilities |
Big Island pickleball Stays, Resort Rentals, & Homes
House
10.0Exceptional
(63 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $209/Night
7 Nights - US $1,465
Bed & Breakfast
- Lynchburg
- ·
- Madison Heights
- 4.55 mi to center
9.9Exceptional
(52 Reviews)
5 Bedrooms
5 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
View
Parking
US $163/Night
7 Nights - US $1,140
Hotel
- Lexington
- ·
- Natural Bridge
- 2.67 mi to center
7.8Very Good
(1001 Reviews)
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
US $87/Night
7 Nights - US $611
Cabin
10.0Exceptional
(42 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
US $205/Night
7 Nights - US $1,436
Apartment
9.7Exceptional
(24 Reviews)
3 Bedrooms
3 Baths
8 Guests
1797.57 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
US $116/Night
7 Nights - US $812
Cabin
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $206/Night
7 Nights - US $1,439
House
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $333/Night
7 Nights - US $2,334
Condo
10.0Exceptional
(12 Reviews)
1 Bedroom
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $246/Night
7 Nights - US $1,719
Cabin
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $215/Night
7 Nights - US $1,504
Luxury Places to Stay in Big Island
Over 186+ Luxury Places to Stay in or Near Big Island
New
Condo
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $1,566/Night
7 Nights - US $10,963
Other
10.0Exceptional
(20 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,142/Night
7 Nights - US $7,992
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
2498 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Air Conditioner
US $1,022/Night
7 Nights - US $7,153
House
9.6Exceptional
(28 Reviews)
4 Bedrooms
4 Baths
16 Guests
3400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $877/Night
7 Nights - US $6,141
House
10.0Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
9 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $876/Night
7 Nights - US $6,133
Other
- Lexington
- ·
- Buena Vista
- 6.07 mi to center
5 Bedrooms
5 Baths
12 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $768/Night
7 Nights - US $5,375
House
10.0Exceptional
(28 Reviews)
6 Bedrooms
3 Baths
16 Guests
4400 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $671/Night
7 Nights - US $4,697
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $655/Night
7 Nights - US $4,582
House
9.8Exceptional
(10 Reviews)
7 Bedrooms
3 Baths
13 Guests
2100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $627/Night
7 Nights - US $4,386
Top-Rated Villas with a Pool in Big Island
Over 13+ Top-Rated Private Villas with a Pool in or Near Big Island
Other
10.0Exceptional
(201 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $244/Night
7 Nights - US $1,707
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $263/Night
7 Nights - US $1,838
Apartment
9.0Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
1130.21 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $219/Night
7 Nights - US $1,533
House
7.1Very Good
(11 Reviews)
15 Bedrooms
2 Baths
10 Guests
349.82 ft²
Private Beach- Oceanfront
- Fireplace/Heating
- Pool
US $89/Night
7 Nights - US $623
House
2 Bedrooms
1 Bath
5 Guests
1001.04 ft²
- Fireplace/Heating
- Pool
- Parking
Internet
US $412/Night
7 Nights - US $2,884
House
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $304/Night
7 Nights - US $2,129
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $249/Night
7 Nights - US $1,745
House
9.6Exceptional
(9 Reviews)
1 Bedroom
1 Bath
5 Guests
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $249/Night
7 Nights - US $1,743
Other
9.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $822/Night
7 Nights - US $5,757
Pet-Friendly Villas in Big Island
Over 47+ Pet-Friendly Private Villas in or Near Big Island
Cottage
- Virginia
- ·
- Spottswood
- 22.05 mi to center
2.0Average
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $250/Night
7 Nights - US $1,749
House
9.5Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $73/Night
7 Nights - US $510
House
- Virginia
- ·
- Big Island
- 0.45 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
3229 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $195/Night
7 Nights - US $1,365
House
1 Bedroom
1 Bath
1 Guest
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $560/Night
7 Nights - US $3,920
House
4 Bedrooms
2 Baths
8 Guests
1700.7 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
US $482/Night
7 Nights - US $3,374
Apartment
- Lynchburg
- ·
- Madison Heights
- 6.11 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $55/Night
7 Nights - US $383
House
10.0Exceptional
(106 Reviews)
3 Bedrooms
2 Baths
6 Guests
2572 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $317/Night
7 Nights - US $2,219
House
10.0Exceptional
(42 Reviews)
3 Bedrooms
2 Baths
9 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $229/Night
7 Nights - US $1,604
House
9.8Exceptional
(46 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $223/Night
7 Nights - US $1,559
Large Private Villas in Big Island
Over 25+ Large Villas in or Near Big Island for Groups and Families
House
10.0Exceptional
(37 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $271/Night
7 Nights - US $1,894
House
8.0Excellent
(4 Reviews)
5 Bedrooms
2 Baths
30 Guests
3500 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $339/Night
7 Nights - US $2,373
Cabin
10.0Exceptional
(28 Reviews)
3 Bedrooms
3 Baths
10 Guests
2300 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $489/Night
7 Nights - US $3,422
House
8.0Excellent
(4 Reviews)
5 Bedrooms
2 Baths
30 Guests
3500 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $442/Night
7 Nights - US $3,094
House
- Lynchburg
- ·
- Madison Heights
- 6.94 mi to center
10.0Exceptional
(43 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $310/Night
7 Nights - US $2,168
House
- Lynchburg
- ·
- Madison Heights
- 4.85 mi to center
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $334/Night
7 Nights - US $2,335
New
House
5 Bedrooms
4 Baths
10 Guests
3100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $502/Night
7 Nights - US $3,517
House
5 Bedrooms
4 Baths
9 Guests
- Air Conditioner
Child Friendly
Laundry
Bedding/Linens
US $250/Night
7 Nights - US $1,750
House
10.0Exceptional
(10 Reviews)
4 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $459/Night
7 Nights - US $3,216
Wheelchair Accessible Holiday Homes in Big Island
Over 12+ Wheelchair Accessible Villas and Holiday Homes in or Near Big Island
Condo
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $209/Night
7 Nights - US $1,461
House
2 Bedrooms
1 Bath
5 Guests
968.75 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
US $106/Night
7 Nights - US $742
Condo
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $212/Night
7 Nights - US $1,483
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $275/Night
7 Nights - US $1,925
Hotel
7.5Very Good
(422 Reviews)
14 Baths
34.25 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $109/Night
7 Nights - US $762
Condo
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
4 Guests
1300 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $176/Night
7 Nights - US $1,235
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $173/Night
7 Nights - US $1,214
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $240/Night
7 Nights - US $1,680
Cottage
5.0Average
(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
1248 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $95/Night
7 Nights - US $665
Big Island Villas, Airbnb and Holiday Homes Under $200
Over 61+ Big Island Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $137/Night
7 Nights - US $960
House
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
914.93 ft²
- Parking
- Internet
- Child Friendly
Sports/Activities
US $142/Night
7 Nights - US $994
Hotel
- Lexington
- ·
- Natural Bridge
- 2.29 mi to center
5.6Average
(159 Reviews)
1 Bath
- Kitchen
- Parking
- Internet
- Child Friendly
US $61/Night
7 Nights - US $430
Cabin
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $163/Night
7 Nights - US $1,140
Hotel
- Lexington
- ·
- Natural Bridge
- 2.30 mi to center
5.4Average
(89 Reviews)
5 Baths
150.69 ft²
- Pet Friendly
- Parking
- Internet
- Child Friendly
US $96/Night
7 Nights - US $674
Apartment
9.8Exceptional
(92 Reviews)
2 Bedrooms
1 Bath
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $135/Night
7 Nights - US $945
House
9.8Exceptional
(24 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $109/Night
7 Nights - US $765
Apartment
9.2Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $186/Night
7 Nights - US $1,305
Bed & Breakfast
2.0Average
(2 Reviews)
1 Bedroom
1 Bath
1 Guest
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $96/Night
7 Nights - US $672
Instantly Bookable Villa Rentals in Big Island
Over 85+ Instantly Bookable Private Villas in or Near Big Island
Apartment
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $225/Night
7 Nights - US $1,576
House
- Lynchburg
- ·
- Madison Heights
- 5.12 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $292/Night
7 Nights - US $2,044
Cottage
9.8Exceptional
(48 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $269/Night
7 Nights - US $1,885
Condo
9.8Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $353/Night
7 Nights - US $2,468
Cabin
9.8Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
912 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $201/Night
7 Nights - US $1,404
Apartment
9.6Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $208/Night
7 Nights - US $1,454
House
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $247/Night
7 Nights - US $1,728
Other
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $276/Night
7 Nights - US $1,935
House
- Lynchburg
- ·
- Madison Heights
- 3.66 mi to center
10.0Exceptional
(64 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $186/Night
7 Nights - US $1,305
Book a Last Minute Place to Stay in Big Island
About Big Island Vacation Rentals
Discover over 195 amazing vacation rental options in Big Island 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 Big Island.
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 683.21 ft², with prices averaging US $310 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 Big Island.
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Top Pickleball-Ready Accommodation Types in Big Island
| Type | Count |
|---|---|
| Vacation Homes | 103 |
| Holiday Apartments | 26 |
| Cottages | 12 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Big Island
★ 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 Big Island with PickleTrip™.
Weather in Big Island, VA
View the weather forecast for Big Island before booking your Big Island 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
Top Attractions Around Big Island, VA
PickleTrip offers a large selection of top attractions around Big Island . Research things to do on your vacation before you visit Big Island.
Frequently Asked Questions About Big Island?
What are the top vacation rentals, resorts, and hotels in Big Island 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 Big Island. 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 Big Island!
- Gorgeous Mtn Views, Perfect for Fall, Near Peaks of Otter, D-Day Memorial
- Relaxing stay at Morris Orchard 25 minutes from Liberty University.
- Gorgeous Mtn Views, Perfect for Fall, Near Peaks of Otter, D-Day Memorial
- 2 miles from NB State Park, James River, hiking trails and trout fishing!
- Woods & Water to Explore just 20 mins to Liberty Univ - 10 to Downtown Lynchburg
- Secluded Luxury; In-law Suite on Evergreen Lake
- RELAX - HOT TUB & GORGEOUS MOUNTAIN VIEWS
- Welcome Home! New luxurious home awaits - large family room w/fireplace.
- Stay Awhile - 3BD 2BA home. Beautiful and spacious. Kids room with play area.
- The Black Bear Lodge
Which vacation rentals, resorts, or hotels in Big Island is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Big Island? 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.
- Prime Boonsboro Location 2 Bedroom 1 Bath, One Level Home Near VES & VA Baptist
- Blue Ridge Beech Cabin - Family Home
- Charming Stable Cottage Located on West Manor Estate
How many PickleTrip vacation rentals or resorts are available in Big Island?
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 195 properties listed in Big Island 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.
People Also Ask
Finding the best prices in Big Island
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