60+ Vacation Rentals Near Gilstrap Brothers Winery |
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Book the Best Places to Stay in Gilstrap Brothers Winery

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Gilstrap Brothers Winery

Granny's Farmhouse is a historic 1895 Victorian located on a working farm. From US $287
         

10.0 (85 Reviews)
House
Granny's Farmhouse is a historic 1895 Victorian located on a working farm.
  • Air Conditioner
  • Parking
  • TV

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101 Spacious Two bedroom apartment in La Grande From US $155
         

New
Apartment
101 Spacious Two bedroom apartment in La Grande
  • Parking
  • Security/Safety
  • Fireplace/Heating

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The Landing Hotel and Dining From US $210
         

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9.2 (423 Reviews)
House
The Landing Hotel and Dining
  • Air Conditioner
  • Parking
  • TV

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Life in the Woods - Minutes to town! Mt. Emily Retreat at the MERA Trailhead! From US $537
         

10.0 (45 Reviews)
Cabin
Life in the Woods - Minutes to town! Mt. Emily Retreat at the MERA Trailhead!
  • Air Conditioner
  • Parking
  • Pet Friendly

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108 Spacious studio rental in La Grande From US $123
         

New
Apartment
108 Spacious studio rental in La Grande
  • Parking
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  • Fireplace/Heating

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Hampton Inn & Suites La Grande, Or From US $194
         

9.0 (290 Reviews)
Hotel
Hampton Inn & Suites La Grande, Or
  • Parking
  • Pool
  • Security/Safety

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Unbelievable yurt home. 1300 sq ft. Not your average yurt. From US $275
         

10.0 (40 Reviews)
House
Unbelievable yurt home. 1300 sq ft. Not your average yurt.
  • Air Conditioner
  • Parking
  • Pet Friendly

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104- Spacious studio rental in La Grande From US $123
         

New
Apartment
104- Spacious studio rental in La Grande
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JSW Away Stay featuring 1 King size bed, 2 queen size beds, and 2 baths From US $286
         

10.0 (38 Reviews)
Apartment
JSW Away Stay featuring 1 King size bed, 2 queen size beds, and 2 baths
  • Air Conditioner
  • Parking
  • TV

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Quiet Cottage in the Country From US $134
         

10.0 (32 Reviews)
Cottage
Quiet Cottage in the Country
  • Air Conditioner
  • Parking
  • Security/Safety

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The FarmYard. Private 39-Acre Farmhouse with Views, Wildlife & Space to Unwind From US $519
         

10.0 (17 Reviews)
House
The FarmYard. Private 39-Acre Farmhouse with Views, Wildlife & Space to Unwind
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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2-bedroom cottage 10 minutes from downtown La Grande in a quiet rural setting. From US $193
         

10.0 (16 Reviews)
Cottage
2-bedroom cottage 10 minutes from downtown La Grande in a quiet rural setting.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming 3-bedroom apartment with WiFi, AC walkable to downtown La Grande From US $227
         

10.0 (14 Reviews)
Apartment
Charming 3-bedroom apartment with WiFi, AC walkable to downtown La Grande
  • Air Conditioner
  • Parking
  • TV

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Darling Bungalow Retreat in Downtown Union, Oregon - Welcome! From US $184
         

10.0 (1 Review)
Cottage
Darling Bungalow Retreat in Downtown Union, Oregon - Welcome!
  • Parking
  • Pet Friendly
  • TV

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#104- Spacious studio rental in La Grande, OR. From US $162
         

10.0 (1 Review)
Apartment
#104- Spacious studio rental in La Grande, OR.
  • Air Conditioner
  • Parking
  • TV

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Cabin - Hot Tub - View - Abundant Wildlife - Private - 120 Acres - River -Spring From US $222
         

9.8 (20 Reviews)
House
Cabin - Hot Tub - View - Abundant Wildlife - Private - 120 Acres - River -Spring
  • Air Conditioner
  • Parking
  • Pet Friendly

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Beautiful Loft Apartment Centrally Located for Recreation. From US $306
         

9.6 (55 Reviews)
Apartment
Beautiful Loft Apartment Centrally Located for Recreation.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walking Distance to Town Discount Ski Passes TRAVELERS WELCOME From US $281
         

9.0 (42 Reviews)
House
Walking Distance to Town Discount Ski Passes TRAVELERS WELCOME
  • Air Conditioner
  • Parking
  • Pet Friendly

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#101- Spacious 2-bedroom apartment in La Grande. From US $200
         

New
Apartment
#101- Spacious 2-bedroom apartment in La Grande.
  • Air Conditioner
  • Parking
  • TV

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#103 Spacious studio apartment in La Grande, OR From US $162
         

New
Apartment
#103 Spacious studio apartment in La Grande, OR
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  • Parking
  • TV

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#108 Spacious studio rental in La Grande, OR From US $159
         

New
Apartment
#108 Spacious studio rental in La Grande, OR
  • Air Conditioner
  • Parking
  • TV

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Clean and cozy home that is perfect for a NE Oregon getaway! From US $319
         

10.0 (35 Reviews)
House
Clean and cozy home that is perfect for a NE Oregon getaway!
  • Parking
  • TV
  • Balcony/Terrace

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Deal Canyon Ranch House From US $597
         

10.0 (3 Reviews)
Cabin
Deal Canyon Ranch House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Spring Avenue Bungalow From US $204
         

9.8 (75 Reviews)
House
Cozy Spring Avenue Bungalow
  • Parking
  • Balcony/Terrace
  • Security/Safety

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★ Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Gilstrap Brothers Winery.

Weather in Gilstrap Brothers Winery

View the weather forecast for Gilstrap Brothers Winery before booking your Gilstrap Brothers Winery Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Gilstrap Brothers Winery, OR

Bettertrips offers a large selection of top attractions around Gilstrap Brothers Winery. Research things to do on your vacation before you visit Gilstrap Brothers Winery.


Wallowa Lake Wallowa Lake State Park Hot Lake Springs Wallowa-Whitman National Forest Union County Fairgrounds Riverside Park Wallowa Lake Tramway Alpine Meadows Golf Course Oregon Trail Interpretive Center Eastern Oregon Museum Wallowa Memorial Hospital Valley Bronze Gallery & Foundry Wallowa County Museum Eagle Cap Wilderness Pack Station Eastern Oregon Fire Museum Catherine Creek State Park Grande Ronde Hospital

Gilstrap Brothers Winery Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Gilstrap Brothers Winery?

Currently, the total number of properties listed in 2026 is over 60 in the Gilstrap Brothers Winery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Gilstrap Brothers Winery.