Showing

PreviousNext property

$600

6 BR / 5 BA / Sleeps 16

Cobb Hill Estate - Hillsborough vacation rentals
1 / 11

$600

Inquire

Cobb Hill Estate

Harrisville villa – 16.2 mi away
6 BR / 5 BA / Sleeps 16 | Quick view

Details

750 Acre (300 Hectare) Estate! 5 Bedrooms + Detached Unit - 4.5 Baths - (Sleeps 14-15) This enormous estate is one of a kind! The rental includes the a Main House, the Sunset/Guest Cabin, secret Treehouse, and private land larger than many towns! Although the estate is often enjoyed for family gatherings, …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$100

3 BR / 4 BA / Sleeps 6

MONTHLY-Magnificent 3,000 Sf Home at Lake Sunapee - Hillsborough vacation rentals
1 / 16

$100

Inquire

MONTHLY-Magnificent 3,000 Sf Home at Lake Sunapee

Sunapee condo – 18.8 mi away
3 BR / 4 BA / Sleeps 6 | Quick view

Details

This is a MONTHLY rental only. There is a 3 MONTH minimum requirement. Please see the rates section below for more details. Spacious fully furnished 3,000 sf luxurious condo in a highly desirable condominium community four miles from Mount Sunapee Ski Resort with Fall, Winter, and Spring Lake Sunapee views. The …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$129

2 BR / 2 BA / Sleeps 4

2 Reviews

$129

Book

Windswept Farm Stay in Canterbury, NH

Canterbury condo – 19.2 mi away
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Built in 1745, Windswept Farm offers a quaint and comfy 2 bedroom, 2 bath apartment. This is a working farm and equestrian facility with indoor arena, outdoor arena and trails. Horseback riding opportunities for beginner to experienced riders. Spacious well bedded stalls are available for those traveling with horses. …
  • Mountain Views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Idealic and Beautiful

Left on Apr 18, 2013 for a stay in April 2013

The Windswept was pretty much the way we envisioned it. The bedrooms, living room, dininng room, kitchen and one bathroom were on the top floor. The second smaller bathroom was downstairs. We enjoyed our stay visiting our daughter and son-in-law Concord, NH (just ten minutes south). Every morning we saw the horses in their coats out in the pastures. Very peaceful setting. My husband walked …

PreviousNext property

$290

3 BR / 2 BA / Sleeps 9

Stunning lakefront in Dartmouth - Lake Sunapee - Hillsborough vacation rentals
1 / 32

$290

Book

Stunning lakefront in Dartmouth - Lake Sunapee

Sunapee house – 14.9 mi away
3 BR / 2 BA / Sleeps 9 | Quick view

Details

You’ll feel like you’re vacationing inside the pages of DWELL magazine in this brand new three/four bedroom lakefront house designed by a prominent Boston architect. Charming Kezar Lake, dotted with old farmhouses and inns, is a well-kept secret in the area. Old-fashioned Vernondale General Store, gorgeous …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$171

2 BR / 1 BA / Sleeps 5

Private Lakefront Spectacular View Franklin Pierce - Hillsborough vacation rentals
1 / 7

$171

Inquire

Private Lakefront Spectacular View Franklin Pierce

Antrim cottage – 5.8 mi away
2 BR / 1 BA / Sleeps 5 | Quick view

Details

Enjoy westerly views and shaded breezes on private beach with private dock. Modern Cottage on 600a Franklin Pierce Lake. Private area with beach and boat dock. Home has modern kitchen and living area with fireplace. Large deck with grill and seating. Bedroom 1 has full bed. Bedroom 2 has full bed with twin bunk above…
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Central heating
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$150

3 BR / 1 BA / Sleeps 8

Blodgett's Landing - Lake Sunapee Quaint Cottage - Hillsborough vacation rentals
1 / 14

$150

Inquire

Blodgett's Landing - Lake Sunapee Quaint Cottage

Newbury cottage – 17.3 mi away
3 BR / 1 BA / Sleeps 8 | Quick view

Details

If you are looking to get away from the maddening crowd, look no further. Located at the end of Blodgett's Landing- Lake Sunapee, is this quaint 3+ bedroom cottage. 'A stone's throw away from the beach', and private boat dock available for an additional fee. Once a carriage house, you enter through a screened porch, …
  • Ocean or water views
  • Deck
  • Grill
  • Microwave
  • Refrigerator
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

PreviousNext property

$250

3 BR / 2 BA / Sleeps 9

1 / 20

$250

Inquire

Lakefront Home, Private Beach & Dock

Antrim house – 6.3 mi away
3 BR / 2 BA / Sleeps 9 | Quick view

Details

Beautiful lake front home in a quite cove. Includes paddle boat and kayak. Wake up to coffee on the dock or dinner on the deck overlooking the water while listening to the lake's resident loons. Enjoy beautiful sunsets lakeside. Private sandy beach, private dock. Plenty of room for your boat or watercraft. Includes …
  • Waterfront
  • Ocean or water views
  • Central heating
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$150

3 BR / 2 BA / Sleeps 5

1 / 21

$150

Book

Waterfront Cottage at French Pond

Henniker cabin – 6.1 mi away
3 BR / 2 BA / Sleeps 5 | Quick view

Details

Rustic beauty on a quiet pond... Ideal spot for couples, families and friends to escape from the buzz of civilization and just relax in the private, wooded setting or experience a whole host of area activities and sites that are just a short ride away. After visiting our cottage, we think you'll want to make it an …
  • Waterfront
  • Ocean or water views
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

PreviousNext property

$136

2 BR / 1 BA / Sleeps 4

1 / 21

$136

Book

Riverfront Cottage - Easy 1 mile walk to downtown

Peterborough cottage – 19.0 mi away
2 BR / 1 BA / Sleeps 4 | Quick view

Details

An easy one mile walk from downtown Peterborough (sidewalks all the way) with all its fantastic shopping, dining, parks, and quintessential New England charm. This recently renovated two bedroom riverside cottage sleeps four people. With its updated kitchen, spacious living room, screened-in porch, and riverside deck…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five

PreviousNext property

$165

2 BR / 1 BA / Sleeps 6

1 Reviews

$165

Book

Secluded, Lakeside, Split-log Cottage with Fireplace, Rowboat

Weare cottage – 6.3 mi away
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This picturesque country cottage is nestled on 300 feet of very private forested frontage on Lake Horace, a pristine lake in the heart of the Piscataquoge water shed near the town of Weare. Enveloped in the charming ambiance of southern yellow pine, the cottage is rustic, secluded, cozy and comfortable. It has a …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Fireplace
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Tranquility at its best!

Left on Oct 03, 2014 for a stay in August 2014

We had an absolutely great vacation, very relaxing! A cute lakeside cottage equipped with everything you need and the secluded beach was the icing on the cake! Dealing with the owners was a delight and they made the whole process a breeze. We really enjoyed our experience and look forward to many more stays. If your looking for piece and tranquility look no further, this is the perfect place to …

PreviousNext property

$135

3 BR / 1 BA / Sleeps 7

1 Reviews

$135

Inquire

3 bedroom lake home on Crescent lake

Newport house – 19.6 mi away
3 BR / 1 BA / Sleeps 7 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located on a quiet, pristine New Hampshire lake, this home and scenic surroundings provide a haven of rest for your vacation. Our private sandy beach sits on 510 feet of shoreline and invites you to enjoy carefree sunbathing and swimming in a safe, beautiful setting. Shade trees on the grounds create a cool respite …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

What a gem!

Left on Aug 09, 2011 for a stay in August 2005

What a wonderful, peaceful cottage on a lovely little lake. This little 2 bedroom cottage had everything we needed to feel right at home. Fresh linens, spotlessly clean and hosts that were both helpful and kind.

While there was plenty to do in the area and the location was convenient to many amenities, I don't know why you would ever want to leave! From coffee and my book on the deck to the …

PreviousNext property

$125

2 BR / 1 BA / Sleeps 4

2 Reviews

$125

Book

Tall Pines Cottages: One and Two bdr. cottages

Henniker cottage – 6.4 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

The cottages have one and two bedrooms with double beds, living room, kitchenette and screened porch. Cottage is waterfront. (linens and towels are not provided) Equipped with a gas stove, refrigerator, cooking utensils, dishes, silverware, coffee pot and toaster. Has AC and heat. The cottage has a bath with stall …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Central heating
  • Porch
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Relaxing

Left on Jul 18, 2013 for a stay in July 2013

My husband and I totally enjoyed our stay at tall pines and would recommend it if you want to relax and enjoy the peaceful sounds of nature. Not only that the pond is wonderful and the fish are like pets!!! I fed them (like 25)and they swam around my legs and even let me pat them!!
The fish in the pond were jumping all around the pad boat and it was a great time!! Next time ill make sure to pack…

PreviousNext property

$250

3 BR / 1 BA / Sleeps 6

2 Reviews

$250

Book

All Season Lake House

Hillsborough house
3 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Enjoy this year round vacation lake house on tranquil Emerald Lake. Take in the lovely view. It is stunning from the living room and dining area. Double sliders open to a deck, you may want to eat out here and cook on the grill. In the morning have you coffee or tea on the outdoor table. If you’re an early bird …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

A great lakeside house in a great location

Left on Sep 22, 2010 for a stay in August 2010

We loved this house. It was peaceful and picturesque. We were Brits looking for a guidebook New England experience - and we found it. Nice to have boats with the house, we were on the water every day and our son loved it. The local towns of Hennicker and Hillborough are charming. People in the shops and restaurants could not have been friendlier (although a bit bemused to hear our English accents…


Looking for more rentals?


We're showing only results that match your dates and preferences.


See all 13 Hillsborough rentals, all 26 Monadnock Region rentals, or start a new search.


There are no more results in Hillsborough. Top of page