79+ Perfect Pickle Stays with Nearby Pickleball Facilities |
Hillsborough pickleball Stays, Resort Rentals, & Homes
Apartment
- Grenada
- ·
- St. Patrick
- 1.55 mi to center
10.0Exceptional
(28 Reviews)
1 Bedroom
1 Bath
2 Guests
Oceanfront
Ocean View
Balcony/Terrace
View
US $107/Night
7 Nights - US $750
Villa
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- View
Parking
Air Conditioner
Internet
US $189/Night
7 Nights - US $1,323
House
- Grenada
- ·
- St. Patrick
- 0.74 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Pet Friendly
Kitchen- Parking
US $148/Night
7 Nights - US $1,035
House
- Grenada
- ·
- St. Patrick
- 2.94 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $396/Night
7 Nights - US $2,772
House
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- View
- Parking
- Air Conditioner
- Internet
US $134/Night
7 Nights - US $938
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $119/Night
7 Nights - US $833
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $170/Night
7 Nights - US $1,190
Cottage
- Grenada
- ·
- St. Patrick
- 2.38 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
18 Guests
1400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $137/Night
7 Nights - US $959
Cabin
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $65/Night
7 Nights - US $455
Luxury Places to Stay in Hillsborough
Over 70+ Luxury Places to Stay in or Near Hillsborough
Villa
- Grenada
- ·
- St. Patrick
- 1.65 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
Spa
Pool- Ocean View
Unlock the Best Price
Villa
- Saint Mark
- ·
- Victoria
- 0.14 mi to center
4 Bedrooms
2 Baths
8 Guests
1615 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $990/Night
7 Nights - US $6,930
Villa
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
5 Bedrooms
5 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $832/Night
7 Nights - US $5,824
Hotel
- Grenada
- ·
- St. Patrick
- 2.30 mi to center
9.0Exceptional
(94 Reviews)
3 Baths
401.85 ft²
- Oceanfront
Hot Tub- Spa
- Pool
US $774/Night
7 Nights - US $5,418
Villa
- St. Patrick
- ·
- Levera
- 0.12 mi to center
4 Bedrooms
4 Baths
8 Guests
Fireplace/Heating- Pool
- Kitchen
- Parking
US $729/Night
7 Nights - US $5,100
Villa
- Grenada
- ·
- St. Patrick
- 1.69 mi to center
3 Bedrooms
3 Baths
8 Guests
Private Pool- Pool
- Ocean View
- Balcony/Terrace
US $502/Night
7 Nights - US $3,511
House
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
2 Bedrooms
4 Baths
6 Guests
4000 ft²
- Oceanfront
- Ocean View
- View
- Pet Friendly
US $273/Night
7 Nights - US $1,911
Villa
- Grenada
- ·
- St. Andrew
- 1.07 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $223/Night
7 Nights - US $1,563
Hotel
- Grenada
- ·
- St. Patrick
- 2.33 mi to center
9.8Exceptional
(132 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
Breakfast
US $191/Night
7 Nights - US $1,340
Top-Rated Villas with a Pool in Hillsborough
Over 13+ Top-Rated Private Villas with a Pool in or Near Hillsborough
Hotel
- Saint Mark
- ·
- Victoria
- 1.17 mi to center
9.0Exceptional
(47 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Kitchen
US $171/Night
7 Nights - US $1,198
Bed & Breakfast
- Grenada
- ·
- St. Patrick
- 2.31 mi to center
9.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $70/Night
7 Nights - US $491
Apartment
- Grenada
- ·
- St. Patrick
- 1.95 mi to center
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $159/Night
7 Nights - US $1,115
Apartment
- Grenada
- ·
- St. Patrick
- 1.94 mi to center
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $143/Night
7 Nights - US $1,001
Apartment
- Grenada
- ·
- St. Patrick
- 1.71 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $124/Night
7 Nights - US $865
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.95 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Spa
- Pool
- Ocean View
US $213/Night
7 Nights - US $1,494
Villa
- Grenada
- ·
- St. Patrick
- 1.72 mi to center
9.8Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $241/Night
7 Nights - US $1,685
Villa
- Grenada
- ·
- St. Patrick
- 1.51 mi to center
9.0Exceptional
(2 Reviews)
6 Bedrooms
2 Baths
12 Guests
1650 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $938/Night
7 Nights - US $6,568
Villa
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
5.0Average
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Internet
US $236/Night
7 Nights - US $1,655
Pet-Friendly Villas in Hillsborough
Over 9+ Pet-Friendly Private Villas in or Near Hillsborough
Cottage
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
US $67/Night
7 Nights - US $472
House
- Grenada
- ·
- St. Patrick
- 0.85 mi to center
7.7Very Good
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
645.83 ft²
- View
- Pet Friendly
- Parking
- Internet
US $90/Night
7 Nights - US $631
Apartment
- Grenada
- ·
- St. Patrick
- 1.92 mi to center
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $70/Night
7 Nights - US $490
House
- Grenada
- ·
- St. Patrick
- 0.38 mi to center
2 Bedrooms
1 Bath
4 Guests
646 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $81/Night
7 Nights - US $568
Apartment
- Grenada
- ·
- St. Patrick
- 1.92 mi to center
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $70/Night
7 Nights - US $490
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.10 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $45/Night
7 Nights - US $315
House
3 Bedrooms
1 Bath
6 Guests
- Pet Friendly
- Child Friendly
Security/Safety
US $105/Night
7 Nights - US $735
Cottage
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $95/Night
7 Nights - US $665
Apartment
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.22 mi to center
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pet Friendly
- Kitchen
- Air Conditioner
US $60/Night
7 Nights - US $420
Large Private Villas in Hillsborough
Over 7+ Large Villas in or Near Hillsborough for Groups and Families
Villa
- Grenada
- ·
- St. Patrick
- 2.07 mi to center
3 Bedrooms
1 Bath
7 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $133/Night
7 Nights - US $933
Apartment
- Grenada
- ·
- St. Patrick
- 2.38 mi to center
8.1Excellent
(10 Reviews)
6 Bedrooms
6 Baths
19 Guests
516.67 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $129/Night
7 Nights - US $903
Villa
- Grenada
- ·
- St. Patrick
- 2.21 mi to center
5.0Average
(1 Review)
1 Bedroom
2 Baths
2 Guests
- Kitchen
- Laundry
TV
Bedding/Linens
US $110/Night
7 Nights - US $770
Villa
- Grenada
- ·
- St. Patrick
- 1.36 mi to center
5 Bedrooms
2 Baths
8 Guests
1650 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $975/Night
7 Nights - US $6,825
US $800/Night
7 Nights - US $5,600
Villa
1 Bedroom
1 Bath
3 Guests
- Pool
- Child Friendly
- Bedding/Linens
- Security/Safety
US $220/Night
7 Nights - US $1,540
Villa
- Saint Mark
- ·
- Victoria
- 0.42 mi to center
1 Bedroom
1 Bath
1 Guest
- Pool
- Balcony/Terrace
- Child Friendly
- Bedding/Linens
US $183/Night
7 Nights - US $1,281
Hillsborough Villas, Airbnb and Holiday Homes Under $200
Over 33+ Hillsborough Private Villas, Airbnb and Holiday Homes Under $200
Cottage
- Grenada
- ·
- St. Patrick
- 2.48 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Breakfast
US $151/Night
7 Nights - US $1,054
House
- Grenada
- ·
- St. Patrick
- 2.04 mi to center
9.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
2152.78 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
US $77/Night
7 Nights - US $541
House
- St. Patrick
- ·
- Sauteurs
- 0.52 mi to center
8.0Excellent
(9 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Air Conditioner
- Internet
US $91/Night
7 Nights - US $636
Cottage
- Grenada
- ·
- St. Patrick
- 2.57 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
420 ft²
- Ocean View
- Balcony/Terrace
- View
- Breakfast
US $151/Night
7 Nights - US $1,054
Apartment
9.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
10763.91 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
US $52/Night
7 Nights - US $364
Apartment
- St. Patrick
- ·
- Sauteurs
- 0.44 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $55/Night
7 Nights - US $384
Apartment
- Saint Mark
- ·
- Victoria
- 0.29 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Ocean View
- View
- Kitchen
- Parking
US $51/Night
7 Nights - US $360
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $110/Night
7 Nights - US $770
Cottage
- Carriacou and Petite Martinique
- ·
- Argyle
- 0.12 mi to center
9.8Exceptional
(11 Reviews)
1 Bedroom
1 Bath
3 Guests
400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $116/Night
7 Nights - US $812
Instantly Bookable Villa Rentals in Hillsborough
Over 22+ Instantly Bookable Private Villas in or Near Hillsborough
House
- Grenada
- ·
- St. Patrick
- 1.32 mi to center
9.6Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $134/Night
7 Nights - US $940
House
- Grenada
- ·
- St. Patrick
- 1.18 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
US $80/Night
7 Nights - US $560
Cottage
- Grenada
- ·
- St. Patrick
- 2.40 mi to center
8.4Excellent
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Internet
- Child Friendly
Designated Smoking Area
US $151/Night
7 Nights - US $1,054
Cottage
- Grenada
- ·
- St. Patrick
- 2.43 mi to center
8.0Excellent
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $70/Night
7 Nights - US $490
House
- Grenada
- ·
- St. Patrick
- 2.06 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $74/Night
7 Nights - US $518
Cottage
- Grenada
- ·
- St. Patrick
- 1.47 mi to center
6.0Good
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $161/Night
7 Nights - US $1,127
Bed & Breakfast
- Grenada
- ·
- St. Patrick
- 1.84 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Breakfast
US $82/Night
7 Nights - US $571
Apartment
- Saint Mark
- ·
- Victoria
- 0.29 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $66/Night
7 Nights - US $465
New
House
- Grenada
- ·
- St. Patrick
- 1.20 mi to center
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $150/Night
7 Nights - US $1,050
Book a Last Minute Place to Stay in Hillsborough
About Hillsborough Vacation Rentals
Discover over 79 amazing vacation rental options in Hillsborough 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 Hillsborough.
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 434.33 ft², with prices averaging US $448 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 Hillsborough.
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Top Pickleball-Ready Accommodation Types in Hillsborough
| Type | Count |
|---|---|
| Holiday Apartments | 22 |
| Vacation Homes | 21 |
| Villas | 16 |
| Cottages | 12 |
Use these Quick Filters to Find a Vacation Rental in Hillsborough
★ 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 Hillsborough with PickleTrip™.
Frequently Asked Questions About Hillsborough?
What are the top vacation rentals, resorts, and hotels in Hillsborough 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 Hillsborough. 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 Hillsborough!
- Beautifully Furnished And Modern Self Contained One Bedroom Apartment
- Secluded villa overlooking black sand beach
- One of the best locations on the island!
- luxurious two bedroom apartment
- TURTLE COTTAGE - 2 bed 2 bath self catering Cottage
- ComfyCabin is rustic with modern amenities, has deck with great view. Peaceful.
- HIBISCUS COTTAGE Almost Paradise - 1 bed Caribbean Hideaway
- BLUE COTTAGE Almost Paradise
- Mountain sea View House
- Sea Breeze Apartment in Sauteurs with everything close by
Which vacation rentals, resorts, or hotels in Hillsborough is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Hillsborough? 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.
- FISH COTTAGE Almost Paradise
- Romantic Cottage
- Nook Apartments-Cozy fully furnished 2 bedroom apartment @ Dunfermline St Andrew
How many PickleTrip vacation rentals or resorts are available in Hillsborough?
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 79 properties listed in Hillsborough 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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