Holiday rentals in Maupin

5 out of 5 average rating, 120 reviews

Tent in The Dalles

Creek-side Glamping Adventure

** no cleaning fees ** Experience year-round glamping at our Oregon retreat! Nestled by a serene creek, our cozy tent area harmonizes comfort with nature. Explore forest trails and a mountain snow-fed creek, relax by the fire pit, and wake up to alpacas, goats, ducks, and chickens amid scenic views. With a rustic barn, outdoor kitchen retreat, private bathroom, tub and invigorating outdoor shower, it's the ultimate escape, just 90 minutes from Portland. Book now for an unforgettable experience!

4.93 out of 5 average rating, 137 reviews

Cabin in Tygh Valley

Beautiful Log Cabin at Rock Creek Reservoir

Welcome to our log cabin! We are a family with 6 kids who really love this cabin and want to share it. Please enjoy yourselves and know that we are not a big corporation but a family. The deer come out in every season, don't be surprised if you see them in the driveway. We have a feeder on the side fence for them. The cabin has comfy beds, extra blankets and pillows, a fully stocked kitchen including cast iron to cook, chilly A/C, a wood stove for winter, & new reclining La-Z-Boy couches.

4.98 out of 5 average rating, 289 reviews

Apartment in Mosier

All About the View- Columbia River Gorge Haven

Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

4.95 out of 5 average rating, 785 reviews

Flat in Hood River

Hood River OR Riverfront Timber Frame Studio Apt

Enjoy a quiet riverfront stay in the heart of the Hood River Valley. 500 sq ft apartment in a Craftsman timber-frame home with private entrance, parking, kitchenette, shared laundry, and the sound of the river, with some distant traffic noise from Tucker Road. Sit on the porch and relax watching the Hood River. Perfectly located for recreation or wine tasting, 40 mins. to skiing at Mt. Hood Meadows, and 10 to downtown breweries. Rate includes 8% Hood River County room tax. Self check-in.

Guest house in White Salmon

4.95 out of 5 average rating, 211 reviews

Guesthouse with amazing view!

We chose to share our guest house primarily because the idea of sharing our stunning view appeals to us very much. We are so fortunate to have a view so special that we wanted to build a guest house for our friends and you! We designed our 600 square foot modern guest house with the intent of creating a very private honeymoon suite. It has expansive views of Hood River, Mt Hood, and our favorite view, looking directly down the gorge. See more photos on Instagram at “ourviewhouse”

4.98 out of 5 average rating, 190 reviews

Cottage in Cook

Cozy Cottage In The Woods

Take it easy at this cozy and tranquil getaway located in the trees to give you a peaceful setting. This tiny cottage has everything you need. It’s located 25 mins away from the unique town of Hood River where there are endless activities. Everything from restaurants, breweries, hiking, kite boarding, Windsurfing, fishing, kayaking and more. It’s the perfect spot to get away from city life, but an easy drive if you want to enjoy what the surrounding towns have to offer!

4.78 out of 5 average rating, 181 reviews

Tiny home in Tygh Valley

A Tiny Home by the Lake & boat dock

Our place at the lake is amazing and relaxing!! This cabin is stocked with all the comforts of home. Along with extra activities...fishing, hunting, hiking, relaxing, ice cream, and much more.. This place is good for a couple or solo adventurers. This adorably decorated cozy cabin has a full-size bed and a twin size bunk. This cabin is about 200 feet from the lake, a short walk to the dock for water fun and beautiful sunsets!! NO DOGS NO PARTIES

4.92 out of 5 average rating, 144 reviews

Cabin in Tygh Valley

log cabin by lake in Pine Hollow Hot tub pizzaoven

Beautiful 1200 square foot log home is located a short walk away to Pine Hollow Lake in scenic Tygh Valley. This quiet community is great for family getaways or romantic weekends away. Enjoy hiking, skiing, fishing and many more outdoor activities in the heart of Mt Hood’s Tygh Valley. Located within driving distance of Timberline lodge, White River Falls and the Deschutes river. This is a family cabin and we do not allow parties!

4.95 out of 5 average rating, 264 reviews

Home in The Dalles

Fort Dalles Farmhouse

Relax with the whole family at this completely remodeled farmhouse. Built in 1900 as part of the Fort Dalles military reservation the house is just blocks from Fort Dalles Museum. Enjoy all the modern amenities of a tastefully remodeled home with the charm of an old farmhouse. The house is complete with everything you need for a comfortable stay, including a fully stocked kitchen, washer/dryer, wifi, and TV. Pets allowed :)

4.89 out of 5 average rating, 383 reviews

Cabin in Maupin

Deschutes River front w/hot tub, Fire Table & AC

The cabin is just steps away from the Deschutes River. The cabin has all the creature comforts of a home. The kitchen has everything needed for preparing a gourmet meal and entertaining. The living room is cozy has a large smart TV and DVD play. There are books, games and DVDs for your entertainment. This is a wonderful place to work from home. A n extra monitor is provided and a printer scanner is available as well.

4.98 out of 5 average rating, 146 reviews

Flat in The Dalles

Private close-in Apartment Oasis

Very private, quaint apartment over garage. Tastefully decorated. Very cozy & comfortable with queen Sleep Number bed..adjustments on each side. 43" Smart TV...need your own access/no cable. Wifi included. Full kitchen with stove, refrigerator, microwave, coffee maker, dishes and pots & pans. Owner next door. Easy walking distance to restaurants, bars and shopping. Alley parking. No pets. No smoking on the property.

4.99 out of 5 average rating, 582 reviews

Cabin in Rhododendron

Klaus Haus-A cozy, modern retreat

This remodeled cabin is a beauty! It is architecturally unique with interesting lines, floor to ceiling windows, an open concept main floor, wood burning stove and a king sized bed in the loft. This is a great home base for exploring all that Mt. Hood has to offer and a beautiful space to relax in afterwards! We do have a deck but unfortunately it is under construction and currently unavailable.

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Other great holiday rentals in Maupin

Yurt in Maupin

4.71 out of 5 average rating, 134 reviews

Luxury Deschutes River Yurt

ReginaRating, 5 stars3 months ago

Had a great time. Was our first time staying in a yurt. Kids especially loved it. The town is super quaint and loved that there was an eatery right below the property.

Cabin in Mount Hood Village

5 out of 5 average rating, 40 reviews

Barlow Haus

JenniferRating, 5 stars1 day ago

We had an absolutely wonderful stay at this cabin. From the moment we arrived, we were blown away by how thoughtfully decorated and cozy everything was. The interior has that perfect blend of rustic charm and modern comfort, with beautiful touches in every corner that made it feel warm and inviting. The area surrounding the cabin is incredibly peaceful and serene. It felt like our own private retreat—tucked away enough to enjoy total privacy, but still close enough to explore nearby sights if we wanted. Mornings were especially magical with the sounds of nature and the fresh, crisp air. It was the perfect place to unwind and disconnect. If you're looking for a quiet, beautifully decorated cabin in a stunning, private location, this is it. We can't wait to come back! The best for last is we accidentally left something behind and the host’s were so kind to ship it out to us !

4.94 out of 5 average rating, 35 reviews

Cabin in Rhododendron

Glacier View Chalet

EmilyRating, 5 stars2 weeks ago

This place is stunning-- just as beautiful as the pictures and descriptions, with an incredible view of Mt. Hood from the living room. Thoughtfully designed, beautiful art, comfy furniture, with all the amenities you need for a peaceful getaway. The hot tub was a particular hit-- very clean, well-maintained, with an easy-to-remove cover. Just what our crew needed after our nearby day hike!

4.84 out of 5 average rating, 61 reviews

Tiny home in Maupin

Scenic Maupin Farm Tiny House

SaraRating, 5 stars22 months ago

It was a very pleasant home, nice grounds. Wonderful star watching!

4.92 out of 5 average rating, 90 reviews

Home in Tygh Valley

Lake Front Home on Pine Hollow

MattRating, 5 stars6 months ago

This was our second time booking Jamie’s house. When our plans changed, Jamie was super flexible to accommodate our 2 day early arrival/ extension. House is comfortable and the kitchen is fully stocked. Checkout is a breeze with clear instructions. We will be back.

4.97 out of 5 average rating, 39 reviews

Home in Tygh Valley

Spacious Lakefront Home Packed with Amenities!

JonathanRating, 5 stars9 months ago

This is a beautiful home and great for a good sized group. The lawn is beautiful and the house has an outstanding deck for hanging outside. The water level of the lake was noticeably very low and that was the only thing that caught us off guard, but it was still a lovely stay. Aimee has spent a lot of effort making sure all aspects of the stay have been considered and carefully curated. If you’re here on a clear night, the stars were absolutely outstanding. Would strongly recommend this stay for others!