Guys' Trip — May 2027

12 guys · prices are the 3-night total, all fees in. Thumbs up what you like, thumbs down what you don't, and drop a veto only if you can't live with it.

Availability chips cover Thu May 13–16 and Thu May 20–23, last checked Aug 18–Aug 26. "?" = not checked yet.

Who are you?

Are you in?

✅ 2 · 🤔 0 · ❌ 0

✅ Bauer and Zac

Which weekends work for you?

Tap every weekend you could make. Some houses are only free on one.

May 13–16 · 2

Bauer and Zac

May 20–23 · 2

Bauer and Zac

Oaktree Estate — photo 1 Oaktree Estate — photo 2 Oaktree Estate — photo 3 Oaktree Estate — photo 4

Oaktree Estate

Temecula / Murrieta, CA

$8,903

4.9★ (80)

10 BR 13 beds 9.0 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 74°/53° · rain 7%

Games: Billiards, ping pong, basketball, horseshoe pit, bocce pit, cinema room, indoor bar, lake with dock

Vela #1. Gated 7 acres, 3 buildings (7BR main + 2BR guest house + barn suite). Everyone gets own bed, 6 ensuite. 20 min to Old Town Temecula. Fieldtrip direct quote came back $9,257 - Airbnb ($8,903) is cheaper. May 20-23: $9,752.

👍 2 👎 0

👍 Zac and Bauer

Zac: weather is questionable. need to decide if we're willing to take the risk that it'll be too cold for pool. if not, SD should come off the table entirely

Seraphina Estate — photo 1 Seraphina Estate — photo 2 Seraphina Estate — photo 3 Seraphina Estate — photo 4

Seraphina Estate

Indio, CA

$9,375

4.97★ (31)

11 BR 13 beds 8.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 95°/70° · rain 1%

Games: Pickleball, half-court basketball, 175" poolside movie/sports screen, indoor/outdoor rec room w/ wet bar + games, 14-ft infinity spa, hammocks, BBQ

Round 5. 10 kings + a 3-twin room = everyone in a real bed, 5 ensuite. Description literally says it's a place to party; rules clean (no quiet-hour or fine language), pets OK. May 20-23: $9,442. Same proven May desert heat as Zenda (pool weather guaranteed).

👍 2 👎 0

👍 Bauer and Zac

Villa Magnifica — photo 1 Villa Magnifica — photo 2 Villa Magnifica — photo 3 Villa Magnifica — photo 4

Villa Magnifica

Temecula Winery Loop, CA

$7,265

5.0★ (148)

7 BR 12 beds 5.5 baths May 13–16 ✓ May 20–23 ✕ ☀️ late May 76°/53° · rain 9%

Games: Pro pickleball, half-court basketball, bocce, putting green w/ sand trap, 5,000sqft lighted turf field, pool volleyball, giant Jenga, Spikeball, ping pong, pizza oven

Vela #4. Best games setup found anywhere; 10/10 across 148 reviews. 2 of 12 sleep on game-room futons. Winery wedding music audible some nights. Price estimated at 12 guests (+$100/night per guest over 6). Not available May 20-23.

👍 1 👎 0

👍 Bauer

Indoor Basketball Court House — photo 1 Indoor Basketball Court House — photo 2 Indoor Basketball Court House — photo 3 Indoor Basketball Court House — photo 4

$8,957

4.98★ (149)

8 BR 15 beds 6.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 89°/66° · rain 2%

Games: INDOOR basketball court, pool, mountain views

Round-3 challenger to Oaktree: same rating tier, double review volume. Not photo-passed yet. Direct PHX flights for everyone. Rules: city-standard quiet hours 10 PM-8 AM (fine).

👍 1 👎 0

👍 Bauer

Resort Estate w/ Pickleball — photo 1 Resort Estate w/ Pickleball — photo 2 Resort Estate w/ Pickleball — photo 3 Resort Estate w/ Pickleball — photo 4

$9,068

4.98★ (51)

7 BR 14 beds 5.5 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 89°/66° · rain 1%

Games: Pickleball court, resort pool

Not photo-passed yet. Heads-up: host holds a $1,000 incidental/noise deposit at check-in, refunded after inspection.

👍 1 👎 0

👍 Bauer

Wine Country Estate w/ Grotto — photo 1 Wine Country Estate w/ Grotto — photo 2 Wine Country Estate w/ Grotto — photo 3 Wine Country Estate w/ Grotto — photo 4

$8,280

4.88★ (43)

8 BR 14 beds 8.0 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 76°/53° · rain 6%

Games: Pool with grotto

Right shape; rating a hair under the 4.9 bar. May 20-23: $10,155.

👍 1 👎 0

👍 Bauer

Vineyard View (Fieldtrip direct) — photo 1 Vineyard View (Fieldtrip direct) — photo 2 Vineyard View (Fieldtrip direct) — photo 3 Vineyard View (Fieldtrip direct) — photo 4

$7,102

8 BR 5.0 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 74°/53° · rain 7%

Games: Game room: pool table, foosball, ping-pong. Infinity pool, hot tub, full-size bar, BBQ area

Round 4: direct-book only on stayfieldtrip.com (no Airbnb/Vrbo listing, so no public review history - the risk). Sleeps 18. Live quotes 8/18: $7,102 May 13-16 / $7,270 May 20-23, taxes+fees in. Cheapest Temecula qualifier on the board.

👍 1 👎 0

👍 Bauer

Swim-Up Bar on 19 Acres — photo 1 Swim-Up Bar on 19 Acres — photo 2 Swim-Up Bar on 19 Acres — photo 3 Swim-Up Bar on 19 Acres — photo 4

Swim-Up Bar on 19 Acres

Paso Robles (Bradley), CA

$9,673

4.97★ (37)

6 BR 13 beds 4.5 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 77°/50° · rain 5%

Games: Swim-up pool bar, wine-country acreage

Vela #5. Total isolation = zero noise risk. Access penalty: SLO airport weak, remote. May 20-23: $12,525.

👍 0 👎 1

👎 Zac

15-Acre Olive Estate — photo 1 15-Acre Olive Estate — photo 2 15-Acre Olive Estate — photo 3 15-Acre Olive Estate — photo 4

15-Acre Olive Estate

Paso Robles, CA

$10,398

4.98★ (104)

8 BR 11 beds 7.0 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 76°/50° · rain 5%

Games: Pool, spa, olive-estate grounds

Elite rating. 11 beds = one air mattress at 12. Paso access penalty.

👍 0 👎 1

👎 Zac

Zac: paso is tough to get to

🚫 VETOED by Zac
Modern 6,000sqft Resort — photo 1 Modern 6,000sqft Resort — photo 2 Modern 6,000sqft Resort — photo 3 Modern 6,000sqft Resort — photo 4

Modern 6,000sqft Resort

Scottsdale, AZ

$10,538

5.0★ (23)

7 BR 14 beds 6.5 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 92°/68° · rain 2%

Games: Resort pool + spa

Possible match for the 'golf sim + volleyball' flag (price ~matches; sim unconfirmed).

👍 0 👎 0

Zac: veto this. neighbors are too close

🚫 VETOED by Zac
Mesa Pickleball + Fire Pit — photo 1 Mesa Pickleball + Fire Pit — photo 2 Mesa Pickleball + Fire Pit — photo 3 Mesa Pickleball + Fire Pit — photo 4

$5,236

5.0★ (22)

9 BR 14 beds 4.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 93°/68° · rain 1%

Games: Pickleball, hot tub, fire pit

9 real bedrooms at mid price.

👍 0 👎 1

👎 Bauer

Bauer: Looks close to neighbors

Luxury Castle Retreat — photo 1 Luxury Castle Retreat — photo 2 Luxury Castle Retreat — photo 3 Luxury Castle Retreat — photo 4

$13,223

5.0★ (2)

7 BR 10 beds 6.0 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 83°/54° · rain 10%

Games: Castle w/ arcade/game room, hot tub. Sleeps 16.

Drive-in for Sac/Bay. CAUTION: only 2 reviews at $13K. 10 beds = 2 air mattresses at 12. Same $13,223 all-fees price both May weekends.

👍 0 👎 1

👎 Bauer

Bauer: Hard to justify price for dudes that end up on air mattresses

🚫 VETOED by Zac
13-Acre Waterfront Estate — photo 1 13-Acre Waterfront Estate — photo 2 13-Acre Waterfront Estate — photo 3 13-Acre Waterfront Estate — photo 4

$7,300

5.0★ (13)

7 BR 10 beds 5.0 baths May 13–16 ✕ May 20–23 ✕ ☀️ late May 83°/55° · rain 10%

Games: Waterfront, sleeps 20+

SOLD OUT on Vrbo for BOTH May 2027 weekends. No Airbnb cross-listing found (Modesto-area search, 6+ BR, our dates).

👍 0 👎 0

Zac: sold out both weekends

🚫 VETOED by Zac
Auburn Castle — photo 1 Auburn Castle — photo 2 Auburn Castle — photo 3 Auburn Castle — photo 4

Auburn Castle

Sierra foothills, CA

$8,042

4.84★ (171)

6 BR 13 beds 6.0 baths May 13–16 ✓ May 20–23 ✓ ☀️ late May 76°/52° · rain 14%

Games: Infinity pool, foothills views

Only drive-in survivor for the Sac/Bay majority. Rating is the known trade. May 20-23: $8,616.

👍 0 👎 2

👎 Ry Dawg and Bauer

Bauer: Guessing cold in May? Nixes pool usage.

Zac: 2 downvotes and 0 upvotes = veto

Vintner's Village (Fieldtrip) — photo 1 Vintner's Village (Fieldtrip) — photo 2 Vintner's Village (Fieldtrip) — photo 3 Vintner's Village (Fieldtrip) — photo 4

Vintner's Village (Fieldtrip)

Temecula Winery Loop, CA

$10,658

5.0★ (3)

9 BR 10 beds 8.0 baths May 13–16 ✕ May 20–23 ✓ ☀️ late May 76°/53° · rain 9%

Games: Billiards game room, putting green, resort pool + spa with Baja shelf, 2 fire pits

Round 4: the Fieldtrip flag, found. Purpose-built 2024 estate by the Europa Village winery team; 8 kings, ensuite-heavy. NOT available May 13-16 - price shown is the May 20-23 quote (early-booking discount applied). Only 3 reviews.

👍 0 👎 0
🚫 VETOED by Zac
Versailles Oasis — photo 1 Versailles Oasis — photo 2 Versailles Oasis — photo 3 Versailles Oasis — photo 4

Versailles Oasis

Indio, CA

$5,016

4.98★ (52)

7 BR 14 beds 4.5 baths May 13–16 ✓ May 20–23 ✕ 🔥 late May 95°/70° · rain 1%

Games: New pickleball court, heated pool w/ water slide, putting green, mini golf, bocce, game room (pool table, arcades, ping pong, foosball), gym, outdoor kitchen + fire pit

Round 5 value pick. 7BR incl. private casita w/ full bath; whole-house + pool misting systems for the desert heat. No noise/quiet-hour language anywhere in the rules. Pool heat $100/day if wanted; 16-guest occupancy cap. NOT available May 20-23. 4.5 baths for 12 is the trade.

👍 0 👎 1

👎 Bauer

Bauer: Looks close to neighbors

La Quinta Golf Estate — photo 1 La Quinta Golf Estate — photo 2 La Quinta Golf Estate — photo 3 La Quinta Golf Estate — photo 4

La Quinta Golf Estate

La Quinta, CA

$10,920

5.0★ (89)

8 BR 22 beds 8.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 95°/70° · rain 1%

Games: Media room (3 TVs, pool table, ping pong), night-lit putting green, arcade + poker per title, oversized pool/spa, fire pit, indoor + outdoor kitchens

Round 5. 8 kings + 14 singles across 8BR/8BA; privately gated, walking distance to downtown La Quinta (best town access on the board). A review is from a 12-man golf group: best house in 15 years of annual trips. Heads-up: +11% occupancy tax collected separately after booking (adds ~$1K); $200/day pool heat. Same price both weekends.

👍 0 👎 0
Zenda Estate (last year's house) — photo 1 Zenda Estate (last year's house) — photo 2 Zenda Estate (last year's house) — photo 3 Zenda Estate (last year's house) — photo 4

$19,222

4.9★ (17)

13 BR 13.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 95°/70° · rain 2%

Games: 3,400sqft climate-controlled game barn: theater, billiards, air hockey, bar. Pickleball + basketball courts, big grass fields

Round 5: the known quantity, re-checked. Available BOTH weekends (May 20-23: $19,708). 13BR all ensuite (11 kings), sleeps 28; 9.8/10 across 17 Vrbo reviews. List price is over the $15K soft cap - but the group booked direct last year at a discount; re-quote the manager before ruling it out.

👍 0 👎 0
🚫 VETOED by Zac
Forever Young — photo 1 Forever Young — photo 2 Forever Young — photo 3 Forever Young — photo 4

Forever Young

Indio, CA

$4,955

7 BR 8 beds 4.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 95°/70° · rain 1%

Games: Croc-shaped waterslide, arcade, pickleball court, pool table, basketball hoop

Round 6 (Stay Wandery — Guesty-backed direct manager, new source). No numeric star rating on this platform: ~10 written reviews, all positive, family/group-stay framing. 2 king + 4 queen real beds fit 12 with at most one queen doubled up; 2 spare bunk beds unused. Same all-in price both weekends. 4 baths for 12 is tight. No noise/quiet-hour language found in the listing text.

👍 0 👎 0

Zac: neighborhood

🚫 VETOED by Zac
Ohana — photo 1 Ohana — photo 2 Ohana — photo 3 Ohana — photo 4

Ohana

Indio, CA

$5,225

7 BR 12 beds 5.0 baths May 13–16 ✓ May 20–23 ✓ 🔥 late May 95°/70° · rain 1%

Games: Whale-shaped waterslide, arcade, pickleball court, gym

Round 6 (Stay Wandery). No numeric star rating on this platform (same as Forever Young). 5 king + 6 queen + 1 double = 12 real beds — every guy gets his own, zero doubling-up. Same all-in price both weekends. No noise/quiet-hour language found in the listing text.

👍 0 👎 0

Zac: neighborhood

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Compiled by Vela from Airbnb/Vrbo, 2026-08-18. Prices & availability move — the listing link is the truth.