A rare find - fun for all ages with on-site arcade/game room.
6 bedrooms8 bathroomsSleeps 19
Popular amenities
Hot tub on site
Onsite parking available
Dog-friendly
Kitchen
Washing machine
Air-conditioning
Explore the area
Jackson, NH
Wentworth Golf Club
Place, Wentworth Golf Club
2 min drive
Jackson Historical Society
Place, Jackson Historical Society
2 min drive
Honeymoon Bridge
Place, Honeymoon Bridge
3 min drive
Whitefield, NH (HIE-Mount Washington Regional)
Airport, Whitefield, NH (HIE-Mount Washington Regional)
62 min drive
Rooms & beds
6 bedrooms (sleeps 19)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed and 1 Single Bed
Bedroom 3
1 Queen Bed and 1 Single Bed
Bedroom 4
1 Queen Bed, 1 Single Bed and 1 Single Bunk Bed
Bedroom 5
1 Queen Bed and 1 Single Bunk Bed
Bedroom 6
1 Double Bed
8 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Bathroom 8
Spaces
Kitchen
Kitchenette
Balcony
Separate dining area
Garden
Dining area
About this property
"The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace
Historic Gupton House | Former Landmark Inn Near Jackson Village
Stunningly restored and rich with history, the former landmark Gupton House Inn has been thoughtfully reimagined into a refined 6-bedroom farmhouse retreat set on a former apple orchard. Located less than one mile from quaint Jackson Village, this one-of-a-kind property places you minutes from Mount Washington, StoryLand, scenic rivers, hiking trails, award-winning restaurants, and five ski mountains—making it an exceptional White Mountains destination in every season.
Originally built in 1868 and featured in Yesterday’s Lodging of Jackson (copy on display), the home spans over 4,000 square feet. Several former guest rooms were removed to create a more open, welcoming flow—offering generous gathering spaces while preserving privacy and comfort throughout.
Elegant Spaces for Gathering & Relaxation
This former landmark inn blends historic character with modern comfort and thoughtful design:
Chef’s kitchen with professional 48" range & griddle
Expansive 11-foot dining table ideal for shared meals
Three living rooms, two with fireplaces
Bar area with shuffleboard table & dart board
Four Smart TVs throughout the home
Spa-style hot tub for year-round enjoyment
Two laundry areas for extended stays
Refined Sleeping Quarters
Designed with warmth and comfort in mind:
Six spacious bedrooms
Five bedrooms with private en-suite baths
Four bedrooms with fireplaces
Premium linens, cozy bedding, and well-appointed baths
Private Orchard Setting
Enjoy a rare combination of accessibility and privacy:
Large backyard with fire pit, cornhole, sand pit, and volleyball net
Sledding hill in winter
Former apple orchard setting with open lawn and wooded backdrop
Frontage on Route 16 with private space to the rear
Driveway access via a private road
Unmatched Location
Less than 1 mile to Jackson Village
5 minutes to Black Mountain
Under 10 minutes to Wildcat & Attitash
Minutes to the Ellis River, hiking, horseback riding
5 minutes to StoryLand
Easy access to Mount Washington and scenic byways
A Thoughtful Stay in a Residential Setting
As a former landmark inn located in a quiet residential area, the home is best suited for families, couples, and respectful groups seeking a memorable and peaceful getaway.
Maximum 12 adults (families welcome)
6-vehicle maximum; driveway parking only
No parties or events
Town 10:00 PM sound ordinance strictly observed
Exterior driveway cameras in use (per town regulations)
Respect for neighbors and the property ensures a relaxing experience for everyone.
Additional Notes
Pets require prior written approval and pet fee
Certain peak dates or holidays may require 2–3 night minimum stays or rate adjustments, summer weekly stays are preferred.
Some stays may require additional security deposits
Hot tub and house guidelines are posted and must be followed
Checkout Details
From June 15 through Labor Day, checkout is 10:00 AM to allow sufficient time for same-day turnovers during peak season. Standard checkout procedures are provided prior to arrival
Our prices include all fees. No hidden fees.
Add dates for prices
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Jackson
Jackson is home to this holiday home. Conway Scenic Railway and Mount Washington Cog Railway are notable landmarks, and the area's natural beauty can be seen at White Mountain National Forest and Mt. Washington Auto Road. Travelling with kids? Consider Story Land and Nestlenook Farm.
Museum of White Mountain Art at Jackson - 2 min drive - 2.2 km
Nestlenook Farm - 3 min drive - 2.9 km
Honeymoon Bridge - 3 min drive - 2.9 km
Getting around
Fryeburg, ME (FRY-Eastern Slopes Regional) - 41 min drive
Restaurants
Red Fox Bar and Grille - 3 min drive
Circle K - 6 min drive
Penny's Publick House - 8 min drive
Dairy Queen - 6 min drive
Forty at Thorn Hill - 3 min drive
Frequently asked questions
Is "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace pet-friendly?
Yes, this property allows dogs (limit 3 total). Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace?
As of 22 Aug 2026, prices found for a 1-night stay for 2 adults at "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace on 11 Sept 2026 start from £1,753, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace?
On-site parking is available at the property.
What time is check-in at "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace?
Check-in begins at 4:00 PM.
What time is check-out at "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace?
Checkout is at 11:00 AM.
Where is "The Jackson House Inn" Great Location Hot Tub Views Game Room Pub Fireplace located?
This family-friendly Jackson holiday home is within 2 mi (3 km) of Wentworth Golf Club and White Mountain National Forest. Nestlenook Farm and Jackson Falls are also within 2 miles (3 km).
About the host
Hosted by scott kudrick
Languages:
English
Premier Host
They consistently provide great experiences for their guests