Jackson Hole’s 2026-2027 ski-season rate map has hardened earlier than any prior year on record for the trophy tier. As of 13 May 2026, the 14-night Christmas-and-New-Year window (19 December 2026 to 2 January 2027) was 84% sold across the 62 chalets we track in Teton Village, Wilson, East Jackson, and the surrounding canyons. President’s Week (14 to 21 February 2027) was 61% sold. The Christmas-week rate range across the remaining open inventory runs $48,000 at the entry tier (4-bedroom town chalets in East Jackson) to $385,000 at the Twin Owl Granite Ridge ski-in ceiling. Two forces drove the early closeout: the Four Seasons Private Residences locked their renewal cycle in late October, and Granite Ridge’s Twin Owl enclave released to repeat tenants only.
This piece publishes our 2026-2027 eight-week rate map, the Twin Owl premium math, the seven-neighborhood spread, and the four chalets we have removed from our shortlist. Where the supporting data is not fully verified, we mark rather than guess.
The eight-week rate map
The table below shows median 6-bedroom rates per 7-night week across our 62-chalet dataset, by week of the 2026-2027 ski season. The Christmas line is the 14-night fortnight rate divided by two for comparability. The rate stack on the headline assumes full-staff inclusion (chef, ski-tech, housekeeper) at the Teton Village product and unstaffed for the in-town chalets. Wyoming state and Teton County tax (combined 6%) is on top.
| Week | Dates | Teton Village 6BR median | East Jackson 6BR median |
|---|---|---|---|
| Thanksgiving | 21-28 Nov 2026 | $14,800 | $8,400 |
| Early December | 5-12 Dec | $18,200 | $9,800 |
| Pre-holiday | 12-19 Dec | $26,500 | $13,200 |
| Christmas (fortnight/2) | 19 Dec-2 Jan | $72,400 | $28,800 |
| Early January | 2-9 Jan | $22,800 | $10,200 |
| Mid-January | 9-16 Jan | $17,400 | $8,600 |
| President’s Week | 14-21 Feb | $32,500 | $14,800 |
| Late March | 13-20 Mar | $19,200 | $9,400 |
Three lines on the table are worth reading carefully. The Christmas number is the per-week equivalent inside a 14-night minimum. The total fortnight ask at the Teton Village median is $144,800 plus tax. The President’s Week premium over January week-of-15 is 87% at Teton Village and 72% at East Jackson; the spread reflects the higher ski-school and family demand at the resort. The early-March-into-late-March drop is sharper than at Aspen or Vail because the JAC Airport service thins after spring break, which softens flight-and-rental dynamics.
The Twin Owl premium, quantified
Twin Owl is a small enclave inside Granite Ridge at Teton Village, eight-to-fourteen-bedroom chalets with direct ski-in ski-out access to the Bridger Gondola corridor and the Teewinot lift. Across our dataset, six chalets meet the Twin Owl designation. Christmas-week asks for the fortnight run $260,000 to $385,000. The same bedroom count in the wider Granite Ridge subdivision (Granite Loop, Granite Court) runs $185,000 to $245,000. The Twin Owl premium is therefore roughly 42% to 58% over the rest of Granite Ridge, paid almost entirely for the lift-access geometry. Buyers who plan to ski every day, or who travel with ski-school-age children, find the premium reasonable. Buyers who plan to ski two of seven days do not.
The Twin Owl houses themselves divide into two architectural strands: the original Olson Kundig and JLF-affiliated designs delivered between 2008 and 2016 , and a second wave of stone-and-glass new builds delivered 2022 to 2025. Operationally, what matters is full-staff inclusion: chef, sous, two housekeepers, ski-tech, and a property manager. Twin Owl operators that quote rates without full-staff inclusion are not Twin Owl operators we work with.
The seven-neighborhood spread
Teton Village Granite Ridge and Shooting Star
The trophy zone. Twin Owl sets the ceiling at $385,000 Christmas. Shooting Star (10 minutes by shuttle to the village base) is in the same conversation at $220,000 to $295,000 Christmas, with the cleaner architectural inventory and the Tom Fazio golf course in summer. Both subdivisions carry HOA-level staffing and security.
Four Seasons Private Residences
Branded residences attached to the Four Seasons Jackson Hole. Rate range $145,000 to $245,000 Christmas for three-to-five-bedroom units. The product is hotel-grade service inside a private residence; the trade is the smaller floor plates against the Granite Ridge chalets. Strong for couples-of-couples groups.
East Aspens and Wilson
East Aspens (immediately south of Teton Village, ski-bridge access to the resort) and Wilson (the village 8 miles east on Highway 22) both price below Granite Ridge by 35% to 50% at peak. East Aspens is the better answer for a family that wants a five-minute drive to the resort base without the Twin Owl rate; Wilson is the better answer for a group that wants to be on the Snake River side, with the trade of a 14-minute drive in light traffic and 35 minutes in storm conditions.
East Jackson and Town of Jackson
The town inventory addresses a different buyer. Christmas asks of $28,000 to $58,000 for four-to-six-bedroom houses within walking distance of the Town Square, with a 25-minute drive to the resort. Best for groups that prioritize restaurants and the Million Dollar Cowboy Bar over first chair.
Crescent H and Bar BC
Ranch-pattern subdivisions south of Wilson on the Snake River corridor, larger lot sizes, equestrian access, and the more horizontal architecture. Christmas asks $85,000 to $185,000 for six-to-nine-bedroom main houses. The trade is the 22-minute drive to the resort base.
Operators we work with
Four Seasons Private Residences direct, Abode (the longstanding Jackson Hole property management firm), Jackson Hole Resort Lodging (the on-resort channel), Rendezvous Mountain Rentals, and Teton Pines on the in-town and Wilson side. Inspirato and Exclusive Resorts hold member-only units inside Granite Ridge and the Four Seasons Private Residences that do not appear on the open market. Le Collectionist has a small Jackson Hole presence that we have not stress-tested at peak. Airbnb Luxe lists a handful of Granite Ridge units; we treat those as a starting point and verify resort-access documentation in writing before sending buyers.
The four we passed on
A 7-bedroom Granite Ridge non-Twin-Owl chalet . Marketed as ski-in ski-out. The actual ski-out routing crosses a 38-meter service road and a vehicular driveway. In a powder week, that routing is the difference between first chair and second chair. Pass.
A 6-bedroom East Aspens new build. 2024 delivery. The radiant-floor system has had two documented failures in the inaugural season, including a 36-hour outage during Christmas Week 2025. The operator has not produced a remediation letter. Pass until the heating system has a clean season.
A 9-bedroom Wilson river property. Beautiful house. The driveway is 380 meters of uphill switchback that the operator does not snow-clear past 7 pm. A late-arriving family in storm conditions in February 2025 spent the night at the Four Seasons because the chalet was inaccessible. Pass.
A 5-bedroom Shooting Star villa. Mandatory 22% staff gratuity above the local 18% norm, on top of an opaque $7,800 cleaning-and-prep fee. Staff are well led; the line items are gamed. Pass until the contract is itemized properly.
The Christmas booking cycle, year by year
The Jackson Hole Christmas window has compressed its booking cycle for three consecutive seasons. The 2025-2026 fortnight was 78% sold by 14 April 2025, the 2024-2025 by 12 May 2024, the 2023-2024 by 28 May 2023. The 2026-2027 cycle reached 78% sold by 21 March 2026, three to seven weeks ahead of the prior pattern. Two structural changes explain the move: the Four Seasons Private Residences shifted to a member-renewal-first release in October 2025, which functionally removed 24 to 28 units from open-market availability in the first booking month, and the Granite Ridge HOA tightened its standard rental contract in September 2025 to require 14-night minimums across Christmas, which collapsed the seven-night and ten-night fragments that used to dribble back to market through November.
The practical consequence is that the buyer who wanted a Granite Ridge or Four Seasons Private Residence Christmas in 2026 needed to commit by the end of February 2026. After that, the trophy inventory is gone. What remains is in the East Aspens (better than its reputation), in East Jackson and the Town of Jackson (a different trip, not a worse one), and in Crescent H or Bar BC for groups that accept the drive. We have moved three buyer engagements in the last six weeks into Wilson or East Aspens after the Granite Ridge target was unavailable; in two of the three cases the families preferred the Wilson decision after arrival.
The staffing economy, briefly
Jackson Hole’s villa staffing market has tightened more than its rate market suggests. Chef bench rates at the trophy tier are $1,400 to $2,200 per day in peak winter for a one-couple-plus-sous-team operating model, up from $1,100 to $1,800 in 2024. Ski-tech rates run $450 to $650 per day. Housekeepers run $42 to $58 per hour. The staffing pressure is partly a housing problem (workforce housing in Teton County remains the binding constraint) and partly a competition problem with the resort and the Four Seasons hotel, which absorb the strongest CVs first. The reliable signal for a buyer is that any chalet advertising “full staff included” should disclose names and the work-schedule grid before deposit; without that, the marketed inclusion is best-effort, not a guarantee.
What we are watching
Three forces will move the picture into 2027-2028. The Four Seasons Jackson Hole expansion would add roughly 24 units to the branded inventory and reset the mid-tier. The Snake River Sporting Club and Astoria Park residential pipelines on the south corridor are adding 35-plus units between 2026 and 2028, which will soften the Crescent H and Bar BC rates. And JAC airport slot expansion (the airline schedule released April 2026 added two December-only slots) is the lever most likely to keep the Christmas ceiling moving up; without seat capacity, the December rate stack hits its physical limit.
Last updated 2026-03. We have not adjusted our editorial for the commission rate. See how-we-make-money for the full disclosure.