Hillsborough County vacation rentals

We found 474 vacation rentals — enter your dates for availability

Select from 88 houses, 83 apartments, and other vacation rentals to find the perfect place for your stay in Hillsborough County. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the amenities you expect and more, which might include parking and a hot tub. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Popular Hillsborough County destinations on Vrbo

Vacation rentals with weekly discounts - Hillsborough County

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Choose a vacation rental for your Hillsborough County getaway

Experience the unique character of Hillsborough County with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Hillsborough County

Do you want to discover attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Hillsborough County a one-of-a-kind vacation spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Derryfield Golf Course (1 mi / 1.7 km)
  • Stonyfield Farm (6.3 mi / 10.2 km)
  • Candia Woods Golf Links (7.8 mi / 12.6 km)
  • LaBelle Winery (8.9 mi / 14.4 km)
  • Windham Country Club (14.3 mi / 23.1 km)
  • Zorvino Vineyards (15 mi / 24.2 km)

Exploring the natural landscape of Hillsborough County

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Hillsborough County. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Lake Massabesic (3.3 mi / 5.3 km)
  • Suncook River (9.3 mi / 15 km)
  • Bear Brook State Park (9.5 mi / 15.3 km)
  • Baboosic Lake Town Beach (10.2 mi / 16.4 km)
  • Onway Lake (12.2 mi / 19.6 km)
  • Windham Town Beach (16.5 mi / 26.6 km)

How to get to and around Hillsborough County

The nearest airport is in Nashua, NH (ASH-Nashua Municipal), located 15.4 mi (24.8 km) from the city center.

Frequently asked questions

What is the best area to stay in Hillsborough County when booking a vacation rental?
If you’re planning a Hillsborough County trip, Hillsboro is one of the most desired places to stay. Whether you go for a condo, cottage or another property style, you’ll always have the entire place to yourself.
What is the most popular type of vacation rental accommodation in Hillsborough County?
Based on our data, apartments are the most desirable vacation property type in Hillsborough County. But as you know, everyone’s idea of an awesome stay differs. Vrbo has vacation rentals in a variety of sizes and shapes, so you’re sure to find your ideal match.
How much does it cost to rent a vacation rental in Hillsborough County?
A range of factors influence what you’ll pay for a vacation rental in Hillsborough County, including the length of stay, season and type of property. However, all of our vacation homes have one thing in common — exceptional value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Hillsborough County?
The average price for a vacation home close to the beach in Hillsborough County will depend on when you’ll be there and the size and style of property you’re looking for. You can find prices quickly and easily on Vrbo by entering your preferred travel dates. Then use the handy filters to select the number of bedrooms and amenities important to you, like WiFi, a pool and air conditioning.
Are there pet-friendly vacation rentals in Hillsborough County?
Pack a squeezy toy and a bone for the pooch in your life because Hillsborough County has 23 properties that welcome pets with open arms. Let your four-legged pal join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your dates then check our “Pets allowed” filter box.
Are there large group vacation rentals in Hillsborough County?
Take your pick of 14 vacation properties in Hillsborough County that can host 10 or more guests. Whether you’re organizing time away with extended family or an event like a birthday party, there’s ample room to get your group together under the same roof.
Are there one-bedroom vacation rentals in Hillsborough County?
Yes, Hillsborough County has 37 one-bedroom rentals on offer. Usually located in well-regarded areas because of their smaller size, a one-bedroom vacation property is perfect if you’re getting away with a buddy or your partner. And with comforts such as WiFi and more privacy, you’ll be able to kick back and relax while discovering this fantastic destination.
Can I find two-bedroom vacation rentals in Hillsborough County?
Hillsborough County has 35 two-bedroom vacation rentals to select from. Find a vacation home with all the space and comfort you’re looking for at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Hillsborough County?
There are 59 vacation rentals with WiFi in Hillsborough County. If you want to disconnect from daily life on your break, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Hillsborough County?
You can pick from 77 vacation homes with air conditioning in Hillsborough County giving you that cool, cool breeze and extra level of comfort. Enter your travel dates and then use our handy filter tool to help you find stays with air conditioning.
How old do you have to be to rent a vacation rental in Hillsborough County?
Age restrictions can differ between properties on Vrbo, so be sure to check the rules of the vacation home in Hillsborough County you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Hillsborough County for?
It’s really down to the Hillsborough County property. To look at a list of options offering extended stays, just enter your travel dates and guest number into the Vrbo search page. Look forward to having the whole place to yourself, as well as amenities such as a full kitchen, air conditioning and outdoor spaces where your little ones can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Hillsborough County?
In Hillsborough County, you’ll find amazing discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re wanting a weekend getaway or a few weeks away, we’ve got a host of options to suit your needs and budget.

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