Chalet holiday rentals in Oregon

Chalet w hot tub, pool table, wood stove, gameroom

Relax and enjoy crisp mountain air in beautiful wooden seclusion with large cathedral windows, wraparound deck, vaulted Great Room and a cozy woodstove to warm your toes. Step down to the game room and shoot pool, play piano, sip wine and catch a movie on a wraparound leather couch/recliner. Head nearby to ski🎿 , hike, bike🚴, climb🧗‍♂️ , fish🎣, kayak, and golf⛳️ + free remote yoga🧘 during your stay. Finish your day by soaking those weary legs in a hot tub under the stars ✨ and repeat as needed.

Value · Location · Wi-Fi

Cozy Mt Hood Cabin | Hot Tub • Sleeps 7

Welcome to Zig Zag Chalet - Where mountain adventures begin and lifelong memories are made. Escape to Zig Zag Chalet, a cozy Mt. Hood cabin tucked among the evergreens in Rhododendron. Relax in the private hot tub, gather around the wood-burning fireplace, or explore nearby Sandy River trails. Just minutes from skiing, hiking, mountain biking, and year-round Mt. Hood adventures, this family-friendly retreat features a fully stocked kitchen, comfy beds, fast Wi-Fi, and summer access to the pool.

Value · Family · Backyard

Chalet del Sol - Hot Tub - Ping Pong - Fire pit

Welcome to the cozy Chalet del Sol just South of Old Mill District and close to the hiking trails. What this home offers: ☞ Entire property to yourself ☞ Hot tub ☞ BBQ & Blackstone ☞ Ping Pong Table ☞ Master w/king bed upstairs ☞2nd bedroom downstairs queen bed ☞3rd bedroom is a loft w/queen & 2 twins ☞Two full bathrooms ☞ Fast WIFI ☞ Garage ☞ Fully equipped chef’s kitchen ☞ 65” Smart TV w/ Netflix ☞ Lots of Parking → 4 plus cars ☞ Private yard ☞ Washer + dryer ☞ Ductless heating and cooling

Family · Value · Hot tub

3 Master suites, Spa, Pool table, Game room, Views

3 suites w/baths. Private hot tub, large game room, dog-friendly, 5 fireplaces, 6 TVs. This spacious beauty (3148 square feet) will not disappoint. On a hill just South of Oceanside, it boasts peeks of the ocean, a private spa, a pool table and game room. Modern appliances in the kitchen. 3 of the 4 bedrooms have baths. All bedrooms have fireplaces and TVs. Loft w/pool table, TV, video game, board games, extra bed. Semi-private covered patio with hot tub. 2nd floor deck w/gas grill and views.

Value · Family · Kitchen

Destination Dayville

Destination-Dayville. Fenced country Chalet located close to the quaint tree-lined town of Dayville. Open layout with room to relax and a kitchen to cook a meal after a long day of exploring the Painted Hills and John Day Fossil Beds or fishing the John Day River. Three fully equipped comfortable bdrms, one bathroom and laundry facilities. Large front covered patio, Corn-hole game, room to play in grassy side yard. Let your adventure continue in beautiful, scenic Eastern Oregon.

Location · Value · Accuracy

Lost boy beach Chalet. Oceanside, oregon

Charming and secluded cedar chalet overlooking sandy cove beach . Only a minute's drive from the heart of the Oceanside Village and just a short stroll to Short Beach; a local favorite. Enchanting ocean views to the West and mountains to the East! Home has been lovingly cared for and offers 2 BD's/1BA, sleeping loft, vaulted ceilings, open kitchen, wall of windows in living room and sweet wood burning fireplace to gather around on those stormy winter nights. Truly irreplaceable !

Family · Location · Cleanliness

NW Chalet - Hot Tub - Dog Friendly - Dry Sauna

Our cozy 3 bedroom, 2 bath chalet is located just 20 minutes from Timberline, 30 minutes from Meadows and 1 hour from Portland. A short walk from the Salmon River and a quick drive to many hiking/mountain biking spots. Near the Resort at the Mountain/Golf course. Relax in the hot tub after exploring Mt. Hood or settle in by the wood fireplace. Board games, puzzles and super Nintendo gaming system. Free, fast WIFI. Mud room is ready for your wet ski gear and paddle boards.

Location · Value · Condition

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

Value · Family · Barbecue

Tree Top Chalet

The spacious open floor plan and vaulted ceiling, designed by architect Dennis Norman, makes this place one of a kind! Bordering the forest at the end of the road you are in a secluded oasis located at the top of the hill above Manzanita. With skylights, fabulous kitchen, big wood stove, and cozy bedroom loft, hear the distant surf and the rain on the roof as you wake up or doze off . Yet only minutes away from Manzanita and the beach.

Family · Location · Hospitality

Eagle Crest Chalet with HOT TUB | On Golf Course!

This newly remodeled Eagle Crest chalet has all that you could ask for. The well-maintained home has huge vaulted ceilings in the great room and master bedroom, a spacious dining room, 3 bedrooms (2 king beds and 1 queen), a loft, and laundry area. Enjoy the spacious back deck overlooking the golf course with a private hot tub (fits 4 people at a time) and outdoor furniture. This home has everything you need for your Central Oregon getaway!

Family · Location · Kitchen

Wow Holy Cow Chalet

Wow Holy Cow! will be your first thought when you set foot into this knotty pine walled, sunlit filled chalet. Furnished with everything you need for a fun, family getaway. Channel Maria von Trapp while taking in the beautiful mountain views from the loft space. Have a drink on the deck while your kids search for frogs in the rock feature and shallow creek below. Grill a steak on the bbq and admire the deer who often pass by. DCCA# 1453

Location · Family · Accuracy

Mermaid's Rest Oceanfront A Frame Pet Friendly

Mermaid's Rest is a small, 1969 A-Frame in the small oceanfront community of the Alpine Chalets. We are set in a forested, high-bank oceanfront 7-Acre setting at Otter Rock, along with 10 other privately owned chalets. The community shares a private path with access to the best surfing beach in the area! Restored to a 1969 vibe, fans of vintage A-Frame villages, surfers, and free spirits will love this spot.

Location · Value · Solo travel