Chalet holiday rentals in Southern Oregon

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Top-rated chalet rentals in Southern Oregon

Guests agree: these chalets are highly rated for location, cleanliness and more.

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Guest favourite

Chalet in Crescent

4.98 out of 5 average rating, 58 reviews

Diamond Peaks Retreat-mountain escape w/hot tub

Come enjoy the crisp, beautiful air of the Cascade Mountains in our nearly 2100 sq/ft. mountain chalet! Whether you are escaping busy life for a romantic weekend, having a family get together, or relaxing while getting a daily dose of outdoor recreation, the Crescent Lake area is the hidden gem of Central Oregon. Located just 3 hours from Portland, and less than 1.5 hours from Eugene, Diamond Peaks Retreat is a great place to escape with your family and friends! Perfect for exploring central OR!

12–19 Sept

£283 per night

Guest favourite

Chalet in Klamath Falls

4.95 out of 5 average rating, 229 reviews

The Linkville Loft (Downtown Klamath Falls) 🏡🦌

Just off Highway 97, about 70 miles from Crater lake, 3 miles from Skylakes Medical Center & OIT. The Loft has easy access to all our city has to offer. Just a couple of blocks from downtown Klamath Falls, and within walking distance to many great restaurants, local brewery/pubs, parks, museums, local boutiques and numerous hiking trails! This is a very unique property that is downtown, close to everything, but sits on a 1/2 acre, has tons of parking, and great views from almost every window!

5–12 Mar

£109 per night

Guest favourite

Chalet in Redmond

4.97 out of 5 average rating, 287 reviews

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. Check our Instagram for vacation ideas @wowholycowchalet DCCA# 1453

29 Oct – 5 Nov

£308 per night

Guest favourite

Chalet in La Pine

4.95 out of 5 average rating, 118 reviews

Elk View Lodge - Private Luxury Family Retreat

Looking for a private retreat for the whole family? Bordering on 1,200 acres of BLM land, nobody will bug you here besides the quail, deer, and elk that roam the forest! Access to the little Deschutes river up the street. Located north of La Pine, Oregon, just minutes off of highway 97. 5 mins to La Pine State Park, 15 mins to Newberry Caldera, 15 mins to Sunriver, 20 mins to Bend, 30 mins to Mt. Bachelor, and 2 hrs to Crater Lake. Paved road. An adventurer's dream! DCCA #651922

10–17 Mar

£386 per night

Guest favourite

Chalet in Klamath Falls

5.0 out of 5 average rating, 8 reviews

Relaxing and comfortable Running Y chalet

Forget your worries in this spacious and serene space. This unique, cozy, renovated 3 bedroom cabin is perfect for a family getaway. You have here chance to relax, recharge and connect with nature. A short walk to gym, indoor pool, tennis and pickleball courts, golfing, ice rink, sauna, hiking-mountain biking trails. This place is close to Crater Lake National Park, Lava Beds National Monument, Spence Mountain biking trails, Canoe trails in Upper Klamath lake or Wood River.

19–26 Oct

£249 per night

Guest favourite

Chalet in Klamath Falls

4.95 out of 5 average rating, 282 reviews

Running Y Resort Getaway: All amenities included!

Welcome to our Marvelous Chalet! We are located in the heart of the picturesque Running Y Ranch Resort- amongst the most desirable amenities around! We are thrilled to offer exceptional living quarters for any occasion. Your opportunity for adventure and cherished memories to be made, is awaiting to be captivated. It would be our pleasure to share this gift of the overall experience the chalet has to offer; as well as the beautiful surrounding areas of Klamath Falls, Oregon.

9–16 Jan

£190 per night

Guest favourite

Chalet in Redmond

4.99 out of 5 average rating, 129 reviews

Greenside 3 BdRm + Hot Tub Chalet in Eagle Crest

Welcome! Come to relax or adventure while staying at our rustic chalet. Located in a prime location at the end of the street, this chalet has everything you will need to enjoy your time away from home. Get cozy inside by the fire, or enjoy the sunrise and sunset on the secluded deck overlooking the 14th green and Cascade Range. Adventurers can venture out to enjoy the sports center, award winning golf courses, and more! The Eagle Crest Resort has fun for the whole family.

16–23 Aug

£298 per night

Guest favourite

Chalet in Klamath Falls

5.0 out of 5 average rating, 13 reviews

Running Y Ranch Retreat-Gateway to Crater Lake NP

Gorgeous 2 bdrm 2 bath cabin in the Running Y Resort. High ceilings, large windows & a wrap around deck highlight this well appointed retreat. Large private main bdrm and ensuite bath upstairs. Large guest bdrm and ensuite bath downstairs. All new bedding w/ comfy 100% cotton sheets. Fully stocked kitchen with stainless appliances and lots of new cookware. Nice new twin air bed with bedding. Access to golf, pool, spa, fitness center, bike rentals and trails.

1–8 Dec

£220 per night

Guest favourite

Chalet in Eagle Crest

4.98 out of 5 average rating, 205 reviews

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!

1–8 Nov

£158 per night

Guest favourite

Chalet in Redmond

4.97 out of 5 average rating, 136 reviews

Knotty Pine Oasis on Eagle Crest Ridge Golf Course

This fully furnished 3 bedroom 2 bathroom chalet sits on the 15th tee box of the Eagle Crest Ridge Golf Course, which neighbors BLM land and is one of the more private settings at Eagle Crest. Enjoy the charm of the knotty pine and log accents, a primary suite with a king log bed and jetted tub, and a large deck that looks out to the golf course that has a pergola, lighting and oversized couch with bar.

26 Oct – 2 Nov

£215 per night

Guest favourite

Chalet in Eugene

4.95 out of 5 average rating, 130 reviews

Unique home in South Eugene (3 bed/2 ba)

A unique home nestled in the wooded hills of South Eugene, designed by the architect as his personal chalet full of natural wood, rock and two fireplaces. Close to town and only 2 miles from the U of O and Lane College with hiking and biking trails nearby. Our home is in a very quiet neighborhood and we expect our guests to respect that, if you are planning on having a party please look elsewhere.

30 Oct – 6 Nov

£335 per night

Guest favourite

Chalet in Klamath Falls

5.0 out of 5 average rating, 50 reviews

Cozy Chalet for Two at Running Y

You will have this cozy Running Y chalet to yourself in a peaceful wooded setting by a creek. The bedroom and bathroom are located downstairs. There is a two person maximum. The upstairs bedroom and bath are not included and will be locked and unoccupied during your stay. Parking for two cars is provided at the chalet, with no street parking available.

20–27 Oct

£151 per night