Vacation rentals in Maupin

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Top-rated vacation rentals in Maupin

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Guest favorite

Tiny home in Sandy

4.98 out of 5 average rating, 203 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional retreat space, recently featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so feels very expansive with the towering pine trees in view.

Apr 15 – 22

G$38,369 GYD per night

Superhost

Cabin in Tygh Valley

4.92 out of 5 average rating, 101 reviews

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.

Sep 7 – 14

G$38,032 GYD per night

Guest favorite

Condo in Mosier

4.98 out of 5 average rating, 207 reviews

All About the View - Walk to River-Trails-Town

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!

Nov 4 – 11

G$25,877 GYD per night

Guest favorite

Cabin in Mount Hood Village

4.98 out of 5 average rating, 212 reviews

Little Explorer - The perfect mountain escape.

Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

Nov 5 – 12

G$30,547 GYD per night

Guest favorite

Cottage in Cook

4.98 out of 5 average rating, 112 reviews

Cozy Cottage In The Woods

Take it easy at this cozy and tranquil getaway. Very private and located in the forest 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!

Oct 6 – 13

G$18,023 GYD per night

Guest favorite

Apartment in Hood River

4.95 out of 5 average rating, 711 reviews

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.

Oct 22 – 29

G$18,918 GYD per night

Guest favorite

Guest suite in White Salmon

4.99 out of 5 average rating, 341 reviews

Peaceful country setting close to town (20 acres)

15 minute drive from White Salmon, WA. Guest suite, with private entrance, includes a sleeping/living area, bathroom, kitchenette, private deck, and laundry room exclusively for guests. Dedicated guest parking space. Enjoy access to all 20 acres of our property for hiking and mountain biking on our trails. In nearby White Salmon, WA you'll find restaurants, shopping and easy access across the bridge to Hood River, OR. No pets allowed. Maximum of two adults staying in the unit.

Dec 4 – 11

G$24,974 GYD per night

Guest favorite

Guesthouse in White Salmon

4.94 out of 5 average rating, 156 reviews

Bright & Cozy Guest House Downtown White Salmon

A charming home base for your Gorge adventures! Our newly remodeled, one-room, 250 square-foot guest house has a queen size bed and can accommodate 1 or 2 adults comfortably. It has an abundance of natural light, and is ideal for those looking for privacy and retreat while being conveniently located just two blocks from downtown White Salmon. Within walking distance of the bakery, brewery, wine bar, restaurants, grocery store, park, and miles of hiking and biking trails.

Jun 24 – Jul 1

G$24,815 GYD per night

Guest favorite

Guesthouse in Rhododendron

4.99 out of 5 average rating, 541 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

Jul 22 – 29

G$24,826 GYD per night

Superhost

Tiny home in Tygh Valley

4.78 out of 5 average rating, 173 reviews

A Tiny Home by the Lake

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

Nov 5 – 12

G$17,336 GYD per night

Superhost

Cabin in Maupin

4.89 out of 5 average rating, 315 reviews

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.

Mar 18 – 25

G$54,105 GYD per night

Guest favorite

Tiny home in Rhododendron

4.94 out of 5 average rating, 432 reviews

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom built, one-of-kind cabin. The cabin is nestled up on a forested hill above our main cabin. It's sits on 4 acres of private wooded land, bordering Mt. Hood National Forest Land. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

Oct 31 – Nov 7

G$31,755 GYD per night