A forested valley with a lake and distant mountains.

Holiday Homes in Hillsboro

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Hillsboro holiday homes

A compact kitchen with modern appliances, a wooden dining table, and a view through a window.

1. Family Friendly, Hot Tub, King Beds Just Renovated

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is AU$501
includes taxes & fees
28 Oct - 29 Oct
Family Friendly, Hot Tub, King Beds Just Renovated
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

2. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (16 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is AU$558
includes taxes & fees
18 Oct - 19 Oct
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A modern living room with a flat-screen TV, a sectional sofa, a coffee table, and a large window providing a view of the outdoors.

3. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is AU$985
includes taxes & fees
18 Oct - 19 Oct
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A stone fireplace with a clock above it, a television mounted on the wall, and a wooden door.

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

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (24 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is AU$529
includes taxes & fees
19 Oct - 20 Oct
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

5. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
Newbury
9.8 out of 10, Exceptional, (21 reviews)
"Neat place, close to two ski mountains. "
United States
COLLEEN K.
The price is AU$1,585
includes taxes & fees
21 Oct - 22 Oct
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

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

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 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$977
includes taxes & fees
18 Oct - 19 Oct
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

7. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is AU$429
includes taxes & fees
19 Oct - 20 Oct
Brook Road Condo
A wooden interior with a dining table and chairs, a kitchen area, and large windows.

8. Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6

Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
North Sutton
The price is AU$890
includes taxes & fees
3 Nov - 4 Nov
Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
A wooden cabin with multiple windows and a balcony, surrounded by trees.

9. 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, (32 reviews)
"The Treehouse provided an excellent retreat. Beautiful property and excellent hosts. "
United States
T G.
The price is AU$683
includes taxes & fees
29 Oct - 30 Oct
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
A spacious living room with a large sectional sofa, a glass coffee table, and a high ceiling with exposed wooden beams.

10. "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)
"Beautiful house in a nice location. Close to the lake, ski area and hiking. It was the perfect space to have a mini reunion with some friends."
United States
William B.
The price is AU$1,559
includes taxes & fees
19 Oct - 20 Oct
"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

11. 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$588
includes taxes & fees
2 Nov - 3 Nov
Lakefront Family Fun Retreat
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

12. 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$619
includes taxes & fees
1 Nov - 2 Nov
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A yellow building with a porch and a sign that reads "Brook Road Inn."

13. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
The price is AU$451
includes taxes & fees
19 Oct - 20 Oct
Brook Road Condo
A spacious living room with a high ceiling, exposed wooden beams, and a large window providing natural light.

14. "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$2,030
includes taxes & fees
19 Oct - 20 Oct
"Big Sky" Retreat Atop Sunapee with Overflow Unit
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

15. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
Cobb Meadow House: Cozy 5 Bedroom Retreat
A room with three beds, a skylight, and a window with curtains.

16. 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, (20 reviews)
"Nice and clean"
United States
Ludwin
The price is AU$1,658
includes taxes & fees
18 Oct - 19 Oct
Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
A wooden cabin with a balcony, surrounded by trees.

17. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

18. “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$1,838
includes taxes & fees
19 Oct - 20 Oct
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
A spacious living room with a fireplace, large windows, and a cozy seating area.

19. @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, (27 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$838
includes taxes & fees
5 Nov - 6 Nov
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

20. 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$674
includes taxes & fees
19 Oct - 20 Oct
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
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.
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Top Hillsboro Hotel Reviews

Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

10/10 Excellent
"Excellent hotel. No issues. Highly recommend!"
Robin 2-night trip
Posted 2 hours ago
Hampton Inn by Hilton Concord/Bow

Find out more about Hillsboro

Hillsboro Holiday Homes information

Number of reviews
271
Accommodation
165 Holiday Homes
Lowest Price
AU$429
Highest Price
AU$2,030