Guys' Trip — May 2027

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

Gated 7 acres, 3 buildings (7BR main + 2BR guest house + barn suite). Everyone gets own bed, 6 ensuite. 20 min to Old Town Temecula. May 20-23: $10,033. Rating slipped to 4.88 (82 reviews), just under the 4.9 bar. RULES WARNING: the full listing text says "any police activity will result in guests being asked to leave without refund" and city noise fines pass to guests.

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).

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 is the real 12-guest quote, all fees in, with a $1,137 early-booking discount. Not available May 20-23.

Games: INDOOR basketball court, pool, mountain views

Same rating tier as Oaktree, double the reviews. Direct PHX flights for everyone. Booked May 13-16 now; price is the May 20-23 quote. Rules: city-standard 10 PM quiet hours, plus a generic line that breaking house rules "may result in ... immediate eviction without a refund".

Games: Pickleball court, resort pool

May 20-23 is cheaper: $8,178. Heads-up: host holds a $1,000 incidental/noise deposit at check-in, refunded after inspection.

Games: Pool with grotto

Right shape; rating a hair under the 4.9 bar. As of 10/6 Airbnb caps this house at 10 guests, so it can't be booked for 12 (price is the August quote).

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.

Games: Golf simulator (ProTee VX), pickleball, beach volleyball, basketball, 3-hole putting green, barrel sauna, game room

Round 7. 11 bedrooms, so most guys get their own room; 10/10 across 28 Vrbo reviews. Rules text only says no events. Request-to-book. 7 min to Monterey Marketplace, 25 min to PSP. May 20-23: $7,844.

Games: Pickleball, sand volleyball, ping pong, pool table, cornhole, giant Jenga, pool + hot tub

Zac's find. Main house + guest house on an acre at the end of a quiet street, no neighbors on one side. 17 real beds plus a sofa bed, no bunks. A recent review: perfect for our guys golf trip. Rules: no events, renter 30+; no quiet-hour or fine language on the listing (the full guest agreement isn't shown). NON-REFUNDABLE. Same price both weekends.

Added by Zac

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

Vela #5. Total isolation = zero noise risk. Access penalty: SLO airport weak, remote. May 20-23: $12,240.

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

Drive-in for Sac/Bay. CAUTION: only 4 reviews at $13K+. 10 beds = 2 air mattresses at 12. May 20-23: $13,806.

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 4 reviews.

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. RULES WARNING (rental agreement in the listing): decibel monitors, noise fines "start at $500", no amplified music or large speakers.

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

The known quantity. Available BOTH weekends (May 20-23: $20,442). 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.

Games: Game room, large putting green, volleyball, pool + spa, fire pit, cabanas, outdoor kitchen/BBQ

Round 7. All 9 bedrooms are ensuite (closest thing to Zenda on the board). Most kings convert to 2 twins, so 12 guys each get a bed. About an acre of hedged yard in a gated community, no close neighbors. Rules: 10 PM quiet hours, no parties - nothing harsher. May 20-23: $9,343.

Games: Tennis, pickleball, basketball, heated pool, theater room, arcade/game room, gym

Zac's find. 13 bedrooms, 9 full + 2 half baths, sleeps 28; 10/10 across 136 reviews (a golf group came back for a 2nd year). Booked May 13-16; price is May 20-23. Rules: outdoor noise down by 10:30 weeknights / 11 weekends, no parties - fine.

Added by Zac

Games: Pickleball, basketball, sand volleyball, bocce, billiards lounge, theater room, heated pool + spa with slide

Zac's find. Acre lot on a golf course; 7 kings + a theater room with 6 doubles. 9.6/10 across 18 Vrbo reviews. RULES WARNING: "Quiet hours strictly enforced beginning at 10 PM" and "professionally monitored exterior noise systems" (round 1 dropped a house for that pair). Same price both weekends, $899 early-booking discount; free cancellation before Apr 13.

Added by Zac