77+ Private Villas and Holiday Rentals in Hillsborough |
Hillsborough Holiday Rentals
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 $106/Night
7 Nights - US $739
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
(22 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
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 $117/Night
7 Nights - US $819
Cabin
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $65/Night
7 Nights - US $455
Cottage
- Grenada
- ·
- St. Patrick
- 2.48 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
Breakfast
US $104/Night
7 Nights - US $728
Luxury Holiday Rentals in Hillsborough
Over 68+ Luxury Holiday Rentals 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
US $8,190/Night
7 Nights - US $57,330
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
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 $717/Night
7 Nights - US $5,017
Villa
- Grenada
- ·
- St. Patrick
- 1.54 mi to center
5 Bedrooms
5 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $650/Night
7 Nights - US $4,550
Villa
- Grenada
- ·
- St. Patrick
- 1.69 mi to center
3 Bedrooms
3 Baths
8 Guests
Private Pool- Pool
- Ocean View
- Balcony/Terrace
US $593/Night
7 Nights - US $4,149
Hotel
- Grenada
- ·
- St. Patrick
- 2.33 mi to center
9.8Exceptional
(136 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Breakfast
US $257/Night
7 Nights - US $1,796
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 $225/Night
7 Nights - US $1,575
Cottage
- Grenada
- ·
- St. Patrick
- 1.47 mi to center
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $175/Night
7 Nights - US $1,225
Top-Rated Holiday Rentals with a Pool in Hillsborough
Over 13+ The Best Private Villas and Holiday Rentals in Hillsborough with a Pool
Hotel
- Saint Mark
- ·
- Victoria
- 1.17 mi to center
9.0Exceptional
(50 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
- Kitchen
US $156/Night
7 Nights - US $1,092
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 $64/Night
7 Nights - US $447
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 Holiday Rentals in Hillsborough
Over 10+ Pet-Friendly Holiday Rentals 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 $567
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
- 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
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
Large Holiday Rentals and Private Villas in Hillsborough
Over 7+ Large Holiday Rentals and Private Villas in or Near Hillsborough
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 $930
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 Private Villas and Holiday Homes Under $200
Over 31+ Hillsborough Private Villas and Holiday Homes Under $200
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 $104/Night
7 Nights - US $728
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
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 $85/Night
7 Nights - US $595
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
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
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
Instantly Bookable Holiday Homes in Hillsborough
Over 22+ Instantly Bookable Holiday Homes in or Near Hillsborough
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 $104/Night
7 Nights - US $728
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 $125/Night
7 Nights - US $875
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 $95/Night
7 Nights - US $664
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 $64/Night
7 Nights - US $447
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
Cottage
- Grenada
- ·
- St. Patrick
- 2.51 mi to center
1 Bedroom
1 Bath
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Breakfast
US $104/Night
7 Nights - US $728
Book a Last Minute Place to Stay in Hillsborough
About Casai's Private Villas and Holiday Rentals in Hillsborough
Discover more than 77 vacation rentals available in Hillsborough. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hillsborough.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hillsborough, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hillsborough. On average, places to stay near Hillsborough offer 439.25 ft², with nightly prices averaging US $302.
With Casai, finding and comparing holiday rentals in Hillsborough is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Hillsborough
| Type | Count |
|---|---|
| Holiday Apartments | 22 |
| Vacation Homes | 20 |
| Villas | 16 |
| Cottages | 12 |
Use these Quick Filters to Find a Holiday Rental in Hillsborough
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hillsborough.
Frequently Asked Questions About Hillsborough?
What are the top holiday rentals in Hillsborough?
With numerous options available in Hillsborough, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hillsborough:
- Beautifully Furnished And Modern Self Contained One Bedroom Apartment
- Secluded villa overlooking black sand beach
- 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
- Mountain sea View House
- BLUE COTTAGE Almost Paradise
- Sea Breeze Apartment in Sauteurs with everything close by
- Sunset Plaza Apartments 2
Which holiday homes in Hillsborough are best for families?
If you're searching for a family-friendly holiday home in Hillsborough, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hillsborough:
- Nook Apartments-Cozy fully furnished 2 bedroom apartment @ Dunfermline St Andrew
- Romantic Cottage
- Palm Apartment at Levera Beach, St. Patrick's
How many Casai.com holiday rentals are available in Hillsborough?
As of 2026, Casai boasts over 77 properties listed in the Hillsborough area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hillsborough.
People Also Ask
Finding the best prices in Hillsborough
Map
