Vacation rentals in Benson Glacier

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Top-rated vacation rentals in Benson Glacier

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Guest favorite

Tiny home in Halfway

4.93 out of 5 average rating, 60 reviews

The Loft House is Dog-friendly with Free WiFi

A quiet one room cottage with a full kitchen and small bathroom as well as a single bed downstairs. There is a ladder to the loft above with a King size bed. The Loft House at Serenity is an intimate little cottage for the adventurist at heart. A great place to come home to from our annual Pine Fest concert at the fairgrounds or a long day fishing or rafting the Snake River or perhaps an exciting day snowmobiling in the mountains above Halfway. Hunting, fishing or hiking.. Halfway is delightful!

Jul 26 – Aug 2

G$15,172 GYD per night

Guest favorite

Guesthouse in Lostine

4.97 out of 5 average rating, 200 reviews

Barn Studio with King Bed & No Extra Fees!

Our newer space is great for groups of 3 or less. We don't charge a cleaning fee or per person fee! Great location for hiking, riding the Eagle Cap Excursion Train, pedaling the Joseph Branch Rail Riders, rafting the river or enjoying Wallowa Lake which is also close by. We live in the front of the barn house, the studio is it's own private space with a full kitchen, washer & dryer and private outdoor space. Excellent WiFi, super clean, quiet and comfortable place in beautiful Wallowa County.

Nov 16 – 23

G$25,109 GYD per night

Guest favorite

Cottage in Baker City

4.97 out of 5 average rating, 179 reviews

Travelers Studio Cottage, Dog Friendly

This special place is close to everything, making it easy to plan your visit. Originally built in 1900, this newly updated studio cottage is comfortably furnished and stocked with all the essentials. With a king size DreamCloud bed and a full size sofa sleeper it can accommodate up to 4 people. Conveniently located within blocks of downtown, Leo Adler Pathway, city park, and shopping. The dog bed and toys, along with the large fenced back yard are sure to make your pooch feel right at home too!

Jan 12 – 19

G$16,518 GYD per night

Superhost

Cabin in Joseph

4.9 out of 5 average rating, 42 reviews

Best views at Wallowa Lake- Chalet South

The Wallowa Lake Chalets are situated between Wallowa Lake and the Eagle Cap Wilderness. These Chalets have an open floor plan and were designed to encapsulate the natural surrounding beauty. The decks of the Chalets stand 26 ft above the ground creating some of the most surreal views that can be found anywhere in Wallowa County. The Chalets can be accessed by a ½ mile of rugged gravel road off of Wallowa Lake Hwy. The Chalets are about 8 min. from Joseph, OR. Follow us @wallowa_lake_chalets

Dec 15 – 22

G$32,613 GYD per night

Guest favorite

Guest suite in Cove

4.98 out of 5 average rating, 779 reviews

Almosta Farm Bungalow near La Grande, Sleeps 4

Enjoy stunning sunsets from your private studio bungalow nestled at the base of Mount Fanny in historic Cove, Oregon. Located 10 miles from Union, Oregon and 15 miles from La Grande, Oregon on the Cove-Union Farm Route. We are near mountain biking and hiking & 30 minutes from Moss Spring Trail head (Minam Lodge). We are an hour away from Anthony Lakes and 90 minutes from Jospeh. The studio will sleep up to 4 people if a second bed is requested. Ask about teacher discount. Gay friendly

Jan 11 – 18

G$19,499 GYD per night

Guest favorite

Yurt in Enterprise

5.0 out of 5 average rating, 54 reviews

Ruby Pines Vacation Yurt

Cozy yurt off the beaten path yet close to beautiful Wallowa Lake, the charming town of Joseph, and all the beauty the surrounding Wallowa Mountains have to offer. We are nestled in the pine forests about 5 miles from the towns of Joseph and Enterprise. This space is ideal for a peaceful getaway for a couple, a few friends, or a family with small children. The yurt shares a driveway with the hosts’ primary residence. Please respect the neighborhood and house rules and enjoy your stay!

Oct 1 – 8

G$29,933 GYD per night

Guest favorite

Cottage in Baker City

4.97 out of 5 average rating, 601 reviews

The Baker City Jewel Box- A Dog Friendly Art House

S Baker 1910 cottage, perfect for 2. 10% off A-Lakes skiing. Original art & color abound in this fun & unique space. Many guests just want to move in & stay long term. Info on local sights, restaurants & things to do are on site so it's perfect for Basecamp Baker adventures or enjoying the secure pup friendly yard with BBQ & seasonal canal. Queen canopy bed, comfy living room, kitchen, bath & laundry, streaming wi-fi & Netflix-it's a gem! If booked see Old Mill House- same but different

Aug 16 – 23

G$17,295 GYD per night

Guest favorite

Apartment in Enterprise

4.89 out of 5 average rating, 130 reviews

Quiet Clean Home in the Heart of Enterprise

Nestled in a quiet neighborhood this clean 1 bedroom duplex unit provides the perfect home base for your Wallowa County adventures. You'll have complete privacy with all the amenities needed for a short or extended stay. We provide high quality linens, comfortable furniture and walls adorned with local artwork. There have been many upgrades to this retro apartment including a complete kitchen remodel in Spring of 2023. The 2 bedroom unit next door is also available to rent as an Airbnb.

Apr 29 – May 6

G$23,622 GYD per night

Guest favorite

Place to stay in Halfway

4.98 out of 5 average rating, 64 reviews

Home On The Lanes

Home on the Lanes is the perfect place to stay if you are looking for a combination of family fun and relaxation, while visiting our tiny town. With a mountain view, and the convenience of a short walk to town, this guest area is perfect for any group, large or small. You'll get a genuine small-town experience by staying in this unique space! *See our second airbnb in the same building, listed 'The Spare Room', to book the whole building and sleep another 4! SEPARATE ENTRANCE & PARKING.

Sep 15 – 22

G$42,151 GYD per night

Guest favorite

Cottage in Halfway

4.97 out of 5 average rating, 115 reviews

The Cottage - Your Adventure Headquarters!

Whether you are looking for a backcountry experience or the slow pace of a small town, you’ll come home to a hot shower and fresh linens, a fully-equipped kitchen and 815 sq ft. of cozy charm. Our goal is to make your stay easy and care-free so you can get out and enjoy your adventures! Wifi, ceiling fans, on-demand water heating and A/C will add comfort and convenience to your stay, along with a heated mudroom for outdoor gear that is equipped with a full-size washer and dryer.

Dec 11 – 18

G$19,082 GYD per night

Guest favorite

Farm stay in Union

4.92 out of 5 average rating, 225 reviews

The Cottage at Union Meadows

Enjoy a charming, cozy cottage in the quaint rural community of Union, Oregon. Perfect for a vacation at Anthony Lakes Ski Resort, mountain and river adventures, and a great stop for your road trip - whether on bike (motor or pedal), auto, or truck and trailer - yes we offer horse boarding! Buffalo Peak golf course - a little-known gem in the Pacific Northwest - is just a shot away and you need a place to stay!

Aug 21 – 28

G$18,046 GYD per night

Guest favorite

Farm stay in Halfway

4.96 out of 5 average rating, 160 reviews

The Rustic Country Bunkhouse

This bunkhouse used to be the original milk barn for this property. It was remodeled into an apartment type living area. Nothing fancy, just clean and comfortable!! You will have all essentials to get you started.....coffee, seasonings, oil, dish soap and ice. You’ll be able to sit outside and enjoy peace and quiet and the beautiful view of our awesome mountains! Weather permitting!!

Feb 22 – Mar 1

G$17,437 GYD per night