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The Tamarack — living room with vaulted ceiling, large windows, brown leather sofas, coffee table, and stone fireplace

Photo 1 of 8. The Tamarack — living room with vaulted ceiling, large windows, brown leather sofas, coffee table, and stone fireplace

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Scottsdale · Flathead Valley · More to come

Scottsdale & Flathead Lake vacation rentals

Four group homes across two very different settings — desert Arizona and Montana's Flathead Lake valley. Compare them here, then see dates and your full stay total.

Check the calendar

Pick your dates. We'll take them to the booking page.

Choose a destination, your nights and your party size. Every home carries those details to its official booking page, where you can see available dates and your full stay total.

These are suggested dates around the event you picked — the night before through two nights after. Availability is not confirmed here. Adjust the dates and party size, then check each home’s official booking page.

Eligible results carry your dates and full party size to the home’s official booking page. See available dates and your full stay total there, along with minimum stays and guest limits.

Choose in 30 seconds

Two quick choices, then jump straight to the matching homes below.

Where
What the group wants

Worth a trip

Upcoming dates worth planning around

Confirmed home dates from official Arizona schedules. Pick one and we'll suggest a stay window in the planner above — availability is still confirmed on each home's own booking page.

Dates come from each organiser’s official schedule and can change; the organiser always controls. Availability is never confirmed here. See the full Scottsdale calendar.

Arizona or Montana?

Two destinations, two very different trips.

Scottsdale suits warm-weather group trips built around a pool, a sport court, golf and Old Town evenings — best in the cooler months. Montana's Flathead Lake valley suits lake days, Glacier planning, larch-season fall and ski weekends, with a hot tub and sauna waiting at the end of the day. Pick the setting first; each home below is on that destination's page too.

The Sunkiss — family sitting around a modern fire pit on an outdoor patio at dusk

Scottsdale, Arizona

Scottsdale

Desert light, long pool days, and easy group logistics.

  • Two Trailstead homes in one metro, so a large party can split across houses and still gather.
  • A dependable warm-weather season when much of the country is cold.
  • Golf, pickleball, hiking and dining are all within a normal drive of a single home base.
  • Close enough for Phoenix-area locals to book as a staycation, with everything worth doing already in the backyard.
  • A long cool season that suits snowbirds, Canadian winter regulars and international visitors staying weeks rather than nights.
Plan Scottsdale
The Tamarack — rear view of multi-level lodge featuring fire pit seating, patio, and upper deck at dusk

Northwest Montana

Flathead Valley

Lake days, forest quiet, and a practical base for Glacier Country.

  • Two large homes built for groups that want one roof rather than several hotel rooms.
  • Flathead Lake is close, and the valley's towns are an easy drive for supplies and dinners.
  • Four genuinely distinct seasons, so the same house supports very different trips.
Plan Flathead Valley

Find your fit

Four homes, each suited to a different kind of trip.

Details, amenities and policies live on each property's own site. Start here to narrow the choice.

Scottsdale, Arizona

The Sunkiss

Serve. Swim. Stay awhile.

Featured in The STR Report

5 bedrooms · 3 baths · 4.93 (58)

A Scottsdale home shaped around outdoor time. Four king bedrooms and a bunk room, a private pool and hot tub, and a sport court set up for pickleball and basketball. It suits groups who want to play during the day and stay in for a long evening together.

  • Golf and pickleball groups
  • Family and multigenerational trips
  • Cooler-season desert escapes

Five bedrooms with sleeping arrangements for 16+. Final guest limits are confirmed on the booking calendar.

Scottsdale, Arizona

The Scottsdale Social

Made to play. Built to gather.

5 bedrooms · 9 beds · 3 baths · 4.91 (68)

The larger of the two Scottsdale houses, built around shared time. Five bedrooms and nine beds, a private backyard with pool, hot tub and putting green, and more than fifteen games for the evenings nobody wants to go out.

  • Group celebrations and reunions
  • Golf trips
  • Holiday gatherings

Five bedrooms and nine beds, with sleeping arrangements for up to 18. Final guest limits are confirmed on the booking calendar.

Somers, Montana

The Evergreen

Room to reconnect. Montana to explore.

Featured by Travel Curator

6 bedrooms · 10 beds · 3.5 baths · 4.97 (39)

A six-bedroom Montana home for groups that want one roof instead of several. A private hot tub and barrel sauna outside, a speakeasy and game room inside, and Flathead Lake a short drive away with Glacier Country under an hour on.

  • Multigenerational family trips
  • Flathead Lake and Glacier planning
  • Fall and winter gatherings

Six bedrooms. Confirm your full party size on the current booking page.

Lakeside, Montana

The Tamarack

Adventure out. Exhale in.

6 bedrooms · 9 beds · 4.5 baths · 5.0 (12)

A six-bedroom Montana lodge for groups that plan to be outside most of the day. Hot tub, sauna, fire pit and game room, room for gear and vehicles, and a setting built for golden-larch fall drives and winter ski days.

  • Lake trips
  • Group retreats
  • Ski and winter weekends

Flexible sleeping arrangements and additional bed options; permitted overnight occupancy is limited to 10.

Seasonal property films

See each home in its season.

Four short property portraits: fall in Montana and evenings in Scottsdale. Use the filters to compare one region at a time.

Filter seasonal property films by state

Runtime 0:22 · Flathead Valley, Montana

The Evergreen — Fall

A fall-season portrait of The Evergreen in Montana's Flathead Valley.

What this film shows (text alternative)
  • No narration or dialogue. Ambient audio only.
  • Fall exterior of The Evergreen in Somers, Montana, with autumn colour in the surrounding trees.
  • The hot tub and barrel sauna outside.
  • Interior of the speakeasy and the game room.
  • Closing wide shot of the house at golden hour. No on-screen text.

Seasonal visualization created from the actual property; weather, foliage, sky or lighting may be digitally enhanced.

Runtime 0:22 · Flathead Valley, Montana

The Tamarack — Fall

A fall-season portrait of The Tamarack in Montana's Flathead Valley.

What this film shows (text alternative)
  • No narration or dialogue. Ambient audio only.
  • Fall exterior of The Tamarack in Lakeside, Montana, with autumn colour in the surrounding trees.
  • The hot tub and stone fire pit, then the sauna.
  • Interior of the game room and the main gathering space.
  • Closing wide shot of the house and driveway. No on-screen text.

Seasonal visualization created from the actual property; weather, foliage, sky or lighting may be digitally enhanced.

Runtime 0:22 · Scottsdale, Arizona

The Scottsdale Social — Snookball After Dark

An after-dark look at The Scottsdale Social's Snookball setup and blue-and-red game court.

What this film shows (text alternative)
  • No narration or dialogue. Ambient audio only.
  • Evening exterior of The Scottsdale Social's backyard under house lighting.
  • The Snookball table in its fixed position along the wall behind the seating area.
  • The blue-and-red game court, then the pool and hot tub after dark.
  • Closing shot of the seating area and fire feature. No on-screen text.

Visualization created from the actual property; sky, lighting or aerial perspective may be digitally enhanced.

Runtime 0:22 · Scottsdale, Arizona

The Sunkiss — Blue Hour

A blue-hour portrait of The Sunkiss and its orange-and-yellow sport court.

What this film shows (text alternative)
  • No narration or dialogue. Ambient audio only.
  • Blue-hour exterior of The Sunkiss, with the house and backyard lit as the sky darkens.
  • The pool and hot tub, then the fire pit lounge.
  • The orange-and-yellow sport court, set up for pickleball and basketball.
  • Closing wide shot of the backyard at dusk. No on-screen text.

Visualization created from the actual property; sky, lighting or aerial perspective may be digitally enhanced.

Seasonal conditions and availability vary; confirm current dates on the official booking page.

Plan your holidays

Thanksgiving, Christmas and New Year in Arizona or Montana.

Start with meals, packing and one realistic outing, then choose the home that fits. Open a panel for concise ideas and follow the full guide for changing conditions and official sources.

The Sunkiss — family sitting around a modern fire pit on an outdoor patio at dusk

The Sunkiss, Scottsdale

Arizona

Scottsdale holidays

Build the week around shared meals, comfortable outdoor hours and one flexible local outing. Confirm pool heat, house rules and every changing detail before the trip.

Thanksgiving

Choose cooking, prepared pickup or dining out before arrival. Assign the grocery run, confirm holiday opening hours directly and pack layers for cooler desert evenings.

Christmas

Keep one day intentionally light: a shared meal, time at the house and an optional outing. Check organiser hours and ticket requirements before adding any seasonal activity.

New Year

Plan transport and the return to the house before choosing an evening outing. These are guest homes, not event venues, so review occupancy and gathering rules on the booking page.

The Evergreen — kitchen featuring wood cabinets, stainless steel appliances, kitchen island with bar stools, and wood beam ceiling

The Evergreen, Flathead Valley

Montana

Flathead Valley holidays

Plan for short daylight, changing road conditions and more time together indoors. Treat weather, access, operations and seasonal programming as details to verify close to travel.

Thanksgiving

Do the main grocery shop on arrival, organise the meal before the travel day and carry warm, waterproof layers for any outdoor time. Check roads and local opening hours directly.

The Evergreen Thanksgiving inspiration film

The Evergreen, Flathead Valley. Gathering and decor shown are an illustrative AI visualisation, not promised amenities or availability. Check current dates and party size on the official booking page.

View this film on Instagram(opens in a new tab)
Christmas

Build each day around one main outing and a flexible return before dark. Glacier's winter access is limited and changeable, so use the park's current guidance rather than assumptions.

New Year

Keep evening plans adaptable to roads and weather. Confirm restaurant or activity operations with the provider, then leave room for meals and games together at the house.

Check current dates and party size on each home’s official booking page. That page confirms availability, full fees, minimum stays, occupancy and house rules; this planner does not.

Compare at a glance

Compare the stays

Use the trip fit and sleeping notes to narrow the four homes. Then open the home's details and check dates and party size on its official booking page, where full fees, minimum stays, policies and house rules are confirmed.

The Sunkiss

Where
Scottsdale, Arizona
Best for
Golf and pickleball groups, Family and multigenerational trips, Cooler-season desert escapes
Bedrooms and party size
Five bedrooms with sleeping arrangements for 16+. Final guest limits are confirmed on the booking calendar.

The Scottsdale Social

Where
Scottsdale, Arizona
Best for
Group celebrations and reunions, Golf trips, Holiday gatherings
Bedrooms and party size
Five bedrooms and nine beds, with sleeping arrangements for up to 18. Final guest limits are confirmed on the booking calendar.

The Evergreen

Where
Somers, Montana
Best for
Multigenerational family trips, Flathead Lake and Glacier planning, Fall and winter gatherings
Bedrooms and party size
Six bedrooms. Confirm your full party size on the current booking page.

The Tamarack

Where
Lakeside, Montana
Best for
Lake trips, Group retreats, Ski and winter weekends
Bedrooms and party size
Flexible sleeping arrangements and additional bed options; permitted overnight occupancy is limited to 10.

Open a home’s details to compare the verified fit, then check dates and party size on its official booking page. Review the full fees, minimum stay, policies and house rules before booking.

Questions travelers ask

Straight answers to the questions groups ask before they choose a home. Availability, rates, fees, minimum stays and final guest limits are always confirmed on the official booking calendar.

What is the best Scottsdale vacation rental for a large group?

Trailstead Stays offers two large Scottsdale homes. Choose The Sunkiss for four king bedrooms plus a bunk room, a private pool and hot tub, and a sport court set up for pickleball and basketball. Choose The Scottsdale Social for five bedrooms, nine beds, a private pool and hot tub, a putting green, and more than 15 games.

Confirm dates, rates and the final guest limit on the official booking calendar.

Which Scottsdale house has an onsite sport court, and which has Snookball, a pool and a hot tub?

The Scottsdale Social has a private pool, hot tub, Snookball, putting green and a broad indoor and outdoor game collection. Pickleball for guests of The Scottsdale Social is offsite, not an onsite amenity.

The Sunkiss has the onsite orange-and-yellow sport court set up for pickleball and basketball. Amenity lists are the ones verified on each property site; confirm anything you are planning around on the official booking calendar.

What Scottsdale house works for golf, spring training, concerts or a local staycation?

Both Scottsdale homes work as group bases. The Sunkiss suits king-room and sport-court groups; The Scottsdale Social suits nine-bed, game-focused groups.

Start with the event and experience guides for the weeks that move demand, then continue to each home's official calendar.

Where can a large group stay near Flathead Lake and Glacier National Park?

The Evergreen in Somers and The Tamarack in Lakeside are six-bedroom homes near public Flathead Lake recreation and regional drives into Glacier Country.

The Evergreen has six bedrooms, a speakeasy, game room, hot tub and barrel sauna. Confirm your full party size on its current booking page. The Tamarack has nine beds, 4.5 baths, hot tub, sauna, fire pit and game room, with permitted overnight occupancy limited to 10.

Neither home includes private, deeded or property-specific lake access; the lake is reached through public beaches, ramps, marinas and parks.

What Montana vacation rental is best for fall foliage or a winter ski trip?

The Tamarack fits gear-heavy Lakeside groups, with garage and driveway parking, hot tub, sauna, fire pit and game room. The Evergreen fits Somers family and wellness groups, with a barrel sauna, hot tub, speakeasy and large game room.

Weather, roads, resort operations and Glacier access vary by season; check the official sources linked in the Flathead Valley winter guide before you travel.

Which Montana house has a sauna, hot tub, game room and space for a reunion or retreat?

Both do. The Evergreen has six bedrooms and adds a speakeasy; confirm your full party size on its current booking page. The Tamarack permits 10 guests overnight and adds a fire pit plus garage and driveway parking.

These are residential stays run under house rules, not event venues. Confirm the guest limit and gathering rules on the official booking calendar before planning around a headcount.

The official path

One portfolio. Four distinct stays. One clear way to plan.

Trailstead Stays helps you compare the portfolio, carry your dates and party size to the official booking page, and see dates and your full stay total there.

Availability, rates, fees, minimum stays, policies, and final occupancy are confirmed on the Trailstead booking calendar for each home.

Choose your stay.

Four homes. Two destinations. One clear next step.