A forested valley with a lake and distant mountains.

Holiday Homes in Hillsboro

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Hillsboro holiday homes

Beach

1. HotTub FirePit Games Huge Backyard Family Friendly

HotTub FirePit Games Huge Backyard Family Friendly
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is AU$402
includes taxes & fees
30 Aug - 31 Aug
HotTub FirePit Games Huge Backyard Family Friendly
Terrace/patio

2. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.6 out of 10, Exceptional, (10 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
United States
Sarah H.
The price is AU$404
includes taxes & fees
26 Aug - 27 Aug
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Interior

3. Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking
Bennington
10.0 out of 10, Exceptional, (14 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is AU$516
includes taxes & fees
2 Sept - 3 Sept
Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking
Terrace/patio

4. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
9.8 out of 10, Exceptional, (10 reviews)
"This was a great property. We had a wonderful stay here for a large group. Rebecca is a great host- so responsive and helpful before and during our stay. Highly recommend! "
United States
Kyra D.
The price is AU$710
includes taxes & fees
1 Sept - 2 Sept
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Interior

5. •   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (21 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is AU$584
includes taxes & fees
8 Sept - 9 Sept
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Exterior

6. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is AU$921
includes taxes & fees
2 Sept - 3 Sept
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Private kitchen

7. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is AU$601
includes taxes & fees
8 Sept - 9 Sept
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Room

8. Fabulous 3-bedroom house in Manchester

Fabulous 3-bedroom house in Manchester
Manchester
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay. The rooms were clean and the host was very communicative and accommodating."
United States
gisselle f.
The price is AU$488
includes taxes & fees
2 Sept - 3 Sept
Fabulous 3-bedroom house in Manchester
Property grounds

9. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is AU$583
includes taxes & fees
1 Sept - 2 Sept
Lakefront Family Fun Retreat
Private kitchen

10. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (25 reviews)
"Amazing property and just what we needed for a recharging weekend!"
United States
Jackie D.
The price is AU$487
includes taxes & fees
25 Aug - 26 Aug
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Exterior

11. Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (31 reviews)
"Such a magical, detail-oriented design--it was so fun just exploring all the creative elements built into the treehouse, and everything was luxurious and comfy. We had a lovely stay!"
United States
GennaRose N.
The price is AU$678
includes taxes & fees
9 Sept - 10 Sept
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Living area

12. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (26 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
The price is AU$711
includes taxes & fees
2 Sept - 3 Sept
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Private kitchen

13. Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is AU$991
includes taxes & fees
24 Aug - 25 Aug
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Living area

14. “Big Red” @ New London/Sunapee | Lake-Ski-Wellness

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
New London
10.0 out of 10, Exceptional, (15 reviews)
"The home has everything you could need. It’s clean, beautiful and spacious. We loved our stay and would highly recommend to others. The host was so accommodating and responsive!"
United States
Heidi H.
The price is AU$1,888
includes taxes & fees
16 Sept - 17 Sept
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
Living area

15. "Big Sky" Retreat Atop Sunapee / Ski + Lake Life

"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
Newbury
10.0 out of 10, Exceptional, (12 reviews)
"We had an amazing stay! The property was beautiful and the hosts were awesome. It was the perfect place to host a big group. We particularly enjoyed the big kitchen for cooking large meals and the outdoor deck seating. This place was great and we would happily stay again!"
United States
Lilly N.
The price is AU$1,999
includes taxes & fees
25 Aug - 26 Aug
"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
Living area

16. Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
Highlands
9.4 out of 10, Exceptional, (6 reviews)
"Location was close to stores and easy access to the highway. Everything was new and clean. Beds were very comfortable.Would be a great location for families coming for college graduation. Would stay here again "
United States
Kimberly D.
The price is AU$588
includes taxes & fees
2 Sept - 3 Sept
Marvelous 3-bedroom townhome with Heated floor Manchester
Private kitchen

17. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is AU$675
includes taxes & fees
24 Aug - 25 Aug
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Private kitchen

18. Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee

Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
Newbury
10.0 out of 10, Exceptional, (16 reviews)
"It was a nice place. "
United States
Carson C.
The price is AU$1,493
includes taxes & fees
21 Sept - 22 Sept
Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
Private kitchen

19. King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee

King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee
New London
10.0 out of 10, Exceptional, (108 reviews)
"Lovely home. Very clean and nicely renovated. Will stay again when back in the area!"
United States
Cheryl S.
The price is AU$1,032
includes taxes & fees
26 Aug - 27 Aug
King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee
Living area

20. "Big Sky" Retreat Atop Sunapee with Overflow Unit

"Big Sky" Retreat Atop Sunapee with Overflow Unit
Newbury
10.0 out of 10, Exceptional, (1 review)
The price is AU$2,501
includes taxes & fees
25 Aug - 26 Aug
"Big Sky" Retreat Atop Sunapee with Overflow Unit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsboro Hotel Reviews

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

10/10 Excellent
"This place was cool, the decor was nice, it was clean and well-maintained. Convenient location. There's no front desk and no staff, it was all automated and online."
Kristin 1-night trip
Posted 14 hours ago
Hideaway Inn Mt.Sunapee

Find out more about Hillsboro

Hillsboro Holiday Homes information

Number of reviews
4,584
Accommodation
164 Holiday Homes
Lowest Price
AU$147
Highest Price
AU$338