Hillsborough Cottage Rentals
1400 ft²
18 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $187/Night
For 7 Nights CA $1,312
452.08 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Balcony/Terrace
- View
- Breakfast
CA $82/Night
For 7 Nights CA $575
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
CA $206/Night
For 7 Nights CA $1,442
516.67 ft²
19 Guests
6 Bedrooms
6 Bathrooms
Free Cancellation
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $176/Night
For 7 Nights CA $1,235
420 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
CA $206/Night
For 7 Nights CA $1,442
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $92/Night
For 7 Nights CA $646
400 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $159/Night
For 7 Nights CA $1,111
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Cottage
- Internet
- Child Friendly
- Designated Smoking Area
CA $206/Night
For 7 Nights CA $1,442
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Balcony/Terrace
- Kitchen
- Internet
CA $96/Night
For 7 Nights CA $670
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Kitchen
- Parking
CA $220/Night
For 7 Nights CA $1,542
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Ocean View
- Balcony/Terrace
- View
CA $149/Night
For 7 Nights CA $1,044
CA $239/Night
For 7 Nights CA $1,676
Why Choose Rent By Owner for your Hillsborough Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Hillsborough
How to Book Your Hillsborough Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Hillsborough
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Hillsborough, FL
Saint George
Saint David
Frequently Asked Questions About Hillsborough Rental Cottages
1. How many Cottages are available in Hillsborough?
Currently, the total number of properties listed by RBO in 2026 is over 14 in the Hillsborough area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Hillsborough.
More Rentals You May Like Near Hillsborough
CA $239/Night
For 7 Nights CA $1,676
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $130/Night
For 7 Nights CA $910
