Vacation Rentals in Hillsborough County

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Top Cities in Hillsborough County

Top Vacation Rentals in Hillsborough County

Peaceful Mountain View Retreat

9.6 out of 10, Exceptional, (14)
"Perfect ski getaway. We loved Crotched Mountain and the peaceful retreat when we returned back to the property. "
Peaceful Mountain View Retreat

Spacious 4-bedroom house in welcoming Nashua NH

7.0 out of 10, Good, (2)
"Had my crew of 4 stay there when we had a build close by. Host was very responsive, accommodating and communication was great. The house was nice and had everything we needed. I had no complaints from my crew. We were commuting to MA so don't have much to say about the area or town."
Spacious 4-bedroom house in welcoming Nashua NH

Cozy Cabin in a Rural setting-14

8.8 out of 10, Excellent, (5)
"It was a cute nice space. Close to outlets and plenty of trails for hiking. The cabin was also just a nice space to relax."
$235 nightly
The price is $237
Oct 6 - Oct 7
Total with taxes and fees
Cozy Cabin in a Rural setting-14

A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

9.6 out of 10, Exceptional, (10)
"We were in town for a conference at Lowell. This was a great location, much better than Boston due to traffic. The house was nice and clean with everything that you could possibly need."
$350 nightly
The price is $380
Oct 6 - Oct 7
Total with taxes and fees
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

Spectacular Log Home with Private Lake Access

10.0 out of 10, Exceptional, (104)
"The property was great! Very clean and had everything we needed to cook meals and just relax. Lake was nice but it was a little chilly over the weekend. The hosts left some muffins, cookies, fruit and some beverages which was we though was a nice touch."
Spectacular Log Home with Private Lake Access

Beautiful & Relaxing Nashua Home - Minutes from Downtown

10.0 out of 10, Exceptional, (15)
"This was the perfect location for us for what we needed. Kind of in the middle of everything!"
$509 nightly
The price is $552
Oct 6 - Oct 7
Total with taxes and fees
Beautiful & Relaxing Nashua Home - Minutes from Downtown

Family Oasis

10.0 out of 10, Exceptional, (1)
"Excellent recent reno - kept the original features and added updates. Rooms are larger than they appear in the pix. Only concern are the steep, narrow stairs."
$731 nightly
The price is $793
Oct 7 - Oct 8
Total with taxes and fees
Family Oasis

Postcard Cabins Blake Brook

2.0 star property
9.6 out of 10, Exceptional, (63)
"Amazing place for getaway!"
$184 nightly
The price is $200
Oct 8 - Oct 9
Total with taxes and fees
Postcard Cabins Blake Brook

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93

7.4 out of 10, Good, (30)
"The property was in a nice, quiet area and it was especially easy to get to and from the highway leading to Downtown Boston. 5 min drive to the Orange Line - Oak Grove station"
Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93

Classic New England Bunkhouse- Home for the whole family!

9.8 out of 10, Exceptional, (7)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
$317 nightly
The price is $354
Oct 5 - Oct 6
Total with taxes and fees
Classic New England Bunkhouse- Home for the whole family!

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

10.0 out of 10, Exceptional, (7)
"Beautiful property and great a host! My boys loved getting up early and fishing into the night! Perfect get away from the hustle and bustle of every day life. If you love nature this is a great place. Lots to explore! We had a GREAT also caught some good size BASS. Definitely will be back again. Thanks tons, The Gallant Family "
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (8)
"This place is beautiful! It had everything we needed. The hosts were very communicative and encouraged us to contact them if we had any questions. We stayed at the treehouse to celebrate our 30th anniversary and it exceeded our expectations. I would highly recommend this cozy and quiet retreat."
$309 nightly
The price is $335
Oct 8 - Oct 9
Total with taxes and fees
Owl's Nest Treehouse

Private Beach And Mountain Lake Home

9.6 out of 10, Exceptional, (123)
"I loved the house with so many bits of history of times past. It was also nice that it had just about anything you could possibly need which makes packing less stressful. I would have loved to k ow more about the artwork that adorns the walls and yard. I felt very much at peace while there."
Private Beach And Mountain Lake Home

A room with a bathroom for rent in a two bedroom two bathroom condo

$217 nightly
The price is $242
Oct 5 - Oct 6
Total with taxes and fees
A room with a bathroom for rent in a two bedroom two bathroom condo

Mountainside Estate. Private Indoor Pool, near Ragged Mtn. & Sunapee, sleeps 28

9.8 out of 10, Exceptional, (35)
"Lots of character to this house. Awesome kitchen, great pool, beautiful location, and comfortable rooms."
Mountainside Estate. Private Indoor Pool, near Ragged Mtn. & Sunapee, sleeps 28

Quaint Dunbarton Waterfront Cottage

9.4 out of 10, Exceptional, (52)
"This property was perfect for us. My wife and 2 sons had a fantastic time. We were in New Hampshire for my sons college graduation. It was perfect for us. We had a beautiful weekend on the lake. It could not have been better!! Thank you for the memories!!"
Quaint Dunbarton Waterfront Cottage

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (19)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
$799 nightly
The price is $868
Oct 5 - Oct 6
Total with taxes and fees
Lake Access 4 Bed 3 Full Bath

The Cottages at Harvey Lake

3.0 star property
8.8 out of 10, Excellent, (46)
"The cottage was great! It was very clean and comfy. The host had everything ready for us for a late check in. "
The Cottages at Harvey Lake

Modern Three Bedroom Condo - Near Boston

8.8 out of 10, Excellent, (8)
"Two friends and myself went to Boston for a concert and stayed in this house. The description was right on and the house fit our needs. I would rent this property again if i go back to Boston. "
$475 nightly
The price is $501
Oct 5 - Oct 6
Total with taxes and fees
Modern Three Bedroom Condo - Near Boston

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Hillsborough County Hotel Reviews

Find out more about Hillsborough County

Find out more about Hillsborough County

Discover your perfect Hillsborough County vacation rental with Expedia

How many vacation rentals are available in Hillsborough County?


Expedia has plenty of vacation rentals to choose from in and around  Hillsborough County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Hillsborough County?


The selection of Hillsborough County vacation rentals we have selected for you start as low as $200 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Hillsborough County?


Vacation rentals in Hillsborough County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Hillsborough County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Hillsborough County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Hillsborough County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Hillsborough County?


Find vacation rentals in Hillsborough County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Hillsborough County.  


What amenities are available in a vacation rental in Hillsborough County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Hillsborough County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Hillsborough County?   


Everytime is a great time to head to Hillsborough County! Staying in a Hillsborough County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Hillsborough County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Hillsborough County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Hillsborough County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Hillsborough County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.