Holiday Rentals in Oregon

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Oregon holiday rentals
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Best Holiday rentals and Airbnb offers in Oregon

Best family friendly Oregon holiday rentals

Among the 50971 accommodations in Oregon, here are the 4 best family friendly rentals

Ocean Front - Amazing Views - Oregon
9.7 105 reviews

Ocean Front - Amazing Views

apartment, Seaside
This family-friendly apartment is located just a short 5-minute walk from Seaside Beach, Turnaround Market, and Historic Turnaround, placing you right in the heart of Seaside's vibrant centre. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
This comfortable home offers 1 bedroom and 2 bathrooms, comfortably accommodating up to 6 guests. You'll enjoy a fully equipped kitchen, a balcony for relaxing, and free Wi-Fi, plus games for entertainment, parking, and an elevator for easy access.
Luxurious 3br/2ba Eagle Crest Chalet On Golf Course W/ Private Hot Tub & Garage - Oregon
9.8 288 reviews

Luxurious 3br/2ba Eagle Crest Chalet On Golf Course W/ Private Hot Tub & Garage

apartment, Redmond
This Redmond holiday home is situated within 1.6 kilometres of Eagle Ridge Sports Centre and Spa and Eagle Crest Golf Courses, and within 4.8 kilometres of Juniper Trailhead and Cline Falls State Park. This three-bedroom property boasts a 139 square metre floor area, accommodating up to six guests and offering a range of amenities such as a swimming pool, Jacuzzi, sauna, and fitness centre.
Ski House 106 - Meredith Lodging - Oregon
9.3 55 reviews

Ski House 106 - Meredith Lodging

house, Bend
Ski House 106 is located in Bend, just a short distance from Drake, Hollinshead, and Ponderosa Parks, offering easy access to outdoor activities and scenic views. This property consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The house is ideal for families or groups of up to four guests, with a comfortable layout and one bathroom. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and free parking, ensuring a relaxing and enjoyable stay.
Cozy Cascade Cabin. Relaxing Hot Tub, Secluded, Spacious And Creek Nearby - Oregon
9.9 257 reviews

Cozy Cascade Cabin. Relaxing Hot Tub, Secluded, Spacious And Creek Nearby

cabin, Mount Hood Village
This three-bedroom lodge near Rhododendron, Mount Hood Village, boasts a riverside location, 3.2km from Mount Hood National Forest and 4.8km from Mountain Sports.
The 154 square metre property sleeps six, offering a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi, ideal for families seeking Mount Hood Village accommodation.

Top cities

Best pet friendly Oregon holiday rentals

Among the 50971 accommodations in Oregon, here are the 4 best pet friendly rentals

3 Killdeer - Oregon
9.5 238 reviews

3 Killdeer

house, Sunriver
This pet-friendly house is situated in Sunriver, just 18 miles from Drake Park and 19 miles from Hollinshead Park, offering easy access to both natural beauty and urban attractions. It has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The property features two bedrooms and two bathrooms, spanning 102 square metres. Guests can enjoy a range of amenities, including a private heated pool, a Jacuzzi, a terrace, a garden, a spa, a fitness centre, a tennis court, and free parking, making it ideal for families and groups looking for a relaxing and active holiday.
Siltcoos Station - Oregon
8.9 38 reviews

Siltcoos Station

studio, Dunes City
This Dunes City studio apartment, situated in Siltcoos, Oregon, is approximately 39 kilometres from the Sea Lion Caves and 40 kilometres from Heceta Head Lighthouse, offering easy access to the Oregon Coast's attractions.
The self-catering unit features a fully equipped kitchen, a terrace, free Wi-Fi, private parking, and is pet-friendly, providing comfortable accommodation for exploring Siltcoos Lake and its surrounding hiking and canoeing opportunities.
Tenmile Lakeview Hideaway - Oregon
9.9 567 reviews

Tenmile Lakeview Hideaway

apartment, Lakeside
This luxury lodge is situated in a gated community on a hilltop overlooking Tenmile Lake, a short 800-metre walk from the lake and marina, and close to the Lakeside town centre. This three-bedroom, two-bathroom cabin sleeps six guests and offers a modern and comfortable interior with a fully equipped kitchen, a spacious deck with views of the lake, a fire pit, and a garage.
Solar Powered Little Cabin.  Private Deck And Remote Setting; Minutes From Town. - Oregon
10 4 reviews

Solar Powered Little Cabin. Private Deck And Remote Setting; Minutes From Town.

cabin, Redmond
Reds End cabin, a secluded retreat near Redmond, Oregon, is situated a short drive from Terrebonne and Smith Rock State Park.
This self-catering cottage offers 15 square metres of space, sleeping two guests in one bedroom with one bathroom, and boasts a garden, parking, and a solar-powered system, alongside proximity to Juniper Golf Course and Maragas Winery.

Frequently asked questions about holiday rentals in Oregon

  • What are the must-see sights in Oregon, United States?

    Oregon boasts incredible diversity. For natural beauty, Crater Lake National Park, with its stunning caldera lake, is a must. The Oregon Coast offers dramatic cliffs, tide pools at Cannon Beach (home to Haystack Rock), and scenic Highway 101 drives. Inland, you'll find the Columbia River Gorge, with its waterfalls like Multnomah Falls, and the high desert landscapes of central Oregon, including the dramatic rock formations of Smith Rock State Park.
  • What are the best Airbnb and holiday rentals in Oregon?

  • Are there any unique natural phenomena in Oregon, United States?

    Absolutely! The Painted Hills in the John Day Fossil Beds National Monument showcase vibrant colours from mineral deposits. Thor's Well, a dramatic sinkhole on the Oregon Coast, is a captivating sight during high tide. The numerous waterfalls of the Columbia River Gorge are a testament to the region's geological history, and the lava caves and fields of central Oregon offer a glimpse into the state's volcanic past.
  • What are the most popular Airbnbs in Oregon?

    Among the Airbnbs in Oregon, W1 - Orca @ Whale Inn, T04 - Cutter @ Trollers Lodge and S4 - Kickin Out @ Surf Inn are the most popular ones.

  • What essentials should you bring to Oregon, United States?

    Pack layers! Oregon's weather is highly variable, even within a single day. Rain gear is essential, especially on the coast. Sturdy walking shoes are a must for exploring trails and uneven terrain. Sunscreen and a hat are important, even on cloudy days, as the sun's reflection off the water or snow can be strong. Bug spray is recommended, especially during warmer months.
  • What are the best holiday rentals with a pool in Oregon?

  • What famous events or festivals are happening in Oregon, United States?

    The Oregon Shakespeare Festival in Ashland is a renowned summer event. The Portland Rose Festival is a long-standing tradition, showcasing beautiful floral displays and parades. Many smaller, local festivals celebrate Oregon's agricultural bounty and unique communities throughout the year, varying by season and region. Specific dates change annually, so checking local listings closer to your travel dates is always a good idea.
  • What are the best rentals for families and kids in Oregon?

  • Where can you find the best restaurants serving local dishes in Oregon, United States, and what are the must-try specialties?

    Portland is a culinary hub, with many restaurants showcasing Oregon's fresh produce and seafood. Look for restaurants featuring Dungeness crab, wild mushrooms (especially chanterelles), and Willamette Valley Pinot Noir. Many restaurants source ingredients locally. Outside Portland, smaller towns often have charming eateries highlighting regional specialties. For example, the coast offers fantastic seafood restaurants, and central Oregon features hearty dishes incorporating local game and produce.
  • What are the best rentals or Airbnbs with a jacuzzi in Oregon?

  • What are some less-famous attractions in Oregon, United States that are worth a visit?

    The Oregon Vortex in Gold Hill is a quirky roadside attraction exploring unusual gravitational anomalies. The Tillamook Creamery offers a fun and delicious experience, showcasing the process of making cheese. Exploring the various state parks beyond the well-known national parks reveals hidden gems and diverse landscapes. Many charming small towns along the coast and in the Willamette Valley offer unique experiences and a slower pace of life.
  • What are the best activities for engaging with locals and understanding their culture in Oregon, United States?

    Visiting local farmers' markets provides a great opportunity to interact with producers and sample regional products. Attending smaller, community events and festivals offers a glimpse into local life. Exploring the many independent bookstores and art galleries in Portland and other cities provides insight into the creative spirit of Oregon. Simply striking up conversations with people you meet while hiking or exploring can lead to interesting interactions.
  • What unique natural landscapes and terrain features can travellers explore in Oregon, United States?

    Oregon's diverse geography is a major draw. From the rugged coastline with its sea stacks and tide pools to the lush forests of the Cascade Mountains, the high desert landscapes of central Oregon, and the dramatic Columbia River Gorge, there's a vast range of terrain to explore. The volcanic peaks, lava fields, and unique geological formations found throughout the state offer a remarkable range of scenery.
  • How many days are ideal for a trip to Oregon, United States, and what are some itinerary suggestions?

    A week allows for a good overview, but two weeks or more would be ideal to fully explore the state's diverse regions. One possible itinerary could focus on the coast, exploring Cannon Beach, Astoria, and the southern Oregon coast. Another could explore the Cascade Mountains, including Crater Lake and Bend. A third option could focus on the Willamette Valley and Portland. Combining elements of these itineraries is also possible, depending on your interests and available time.

Nearby regions

Best Oregon holiday rentals with a pool

Among the 50971 accommodations in Oregon, here are the 4 best rentals with a pool

Juniper Ridge Chalet At Eagle Crest Resort - Oregon
9.7 105 reviews

Juniper Ridge Chalet At Eagle Crest Resort

chalet, Redmond
Juniper Ridge Chalet at Eagle Crest Resort is situated in Redmond, Oregon, a short distance from Redmond Municipal Airport and within a 32- to 48-kilometre drive of Hollinshead Park and Drake Park.
This four-bedroom chalet features a private pool and hot tub, a fitness centre, an indoor pool, and a family-friendly restaurant serving breakfast, lunch, and dinner.
Sunriver Red Fir Retreat - Oregon
9.4 146 reviews

Sunriver Red Fir Retreat

house, Sunriver
Sunriver Red Fir Retreat is a self-catering property located in Sunriver, Oregon, approximately 29 kilometres from Drake Park and 31 kilometres from Hollinshead Park.
This 145 square metre house boasts three bedrooms, two bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and access to a swimming pool, jacuzzi, and terrace; nearby skiing opportunities are also available.
Riverfront Studio With Trail Access - Oregon
9.3 3 reviews

Riverfront Studio With Trail Access

studio, Bend
This studio apartment in Bend is located 2.1 kilometres from Hollinshead Park and a 15-minute walk from Drake Park.
This 30 square metre apartment accommodates up to three guests, offering a kitchen with a fridge and microwave, air conditioning, free WiFi, an indoor swimming pool, and parking.
39 M² Condo ∙ 1 Bedroom ∙ 3 Guests - Oregon
8.7 9 reviews

39 M² Condo ∙ 1 Bedroom ∙ 3 Guests

apartment, Sunriver
This Sunriver condo, situated in Powder Village, is a short 300-metre walk from Century Commons Taps and Trucks and Sunriver Toy House, with Sunriver Village a few roundabouts away.
This 39 square metre apartment offers accommodation for up to three guests, featuring one bedroom, one bathroom, a kitchen with a fridge, microwave, and dishwasher, and access to an on-site swimming pool, hot tub, and EV charging station.

Best Oregon holiday rentals with parking

Stay Portland - Pdx Art Deco Lounge - Local Eateries, Bars & Shops - Oregon
9.1 13 reviews

Stay Portland - Pdx Art Deco Lounge - Local Eateries, Bars & Shops

apartment, Portland
This Portland house rental is conveniently located near the city centre, approximately 3.2km from the Oregon Convention Centre and Waterfront Park, and within 9.6km of Portland International Airport.
The self-catering property offers one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, free Wi-Fi, and a flat-screen TV.
Forest Retreat In Oregons North Coast Foothills - Oregon
10 88 reviews

Forest Retreat In Oregons North Coast Foothills

house, Banks
This converted art studio guesthouse in Banks, Oregon, is situated approximately 5.6-7.2km from the main road along a county gravel road, halfway between Cannon Beach and Portland.
The self-contained property offers a double futon and queen bed sleeping up to four guests, features a kitchenette with fridge/freezer, microwave and hotplate, and boasts a private deck overlooking an organic garden and orchard; nearby hiking trails, parks and wine country provide ample opportunity for exploration.
Luxury Estate W/ Mountain Views 5 Min To Downtown - Oregon
10 2 reviews

Luxury Estate W/ Mountain Views 5 Min To Downtown

apartment, Lake Oswego
This designer estate, an apartment offering a private retreat, is situated five minutes from downtown Lake Oswego, boasting impressive mountain vistas.
This fully furnished residence accommodates ten guests with five bedrooms, three and a half bathrooms, and features a private hot tub and outdoor dining area, ideal for enjoying the scenic surroundings.
Charming Cottage 1 1/2 Blocks From Historic Grants Pass - Oregon
9.6 21 reviews

Charming Cottage 1 1/2 Blocks From Historic Grants Pass

cottage, Grants Pass
This Grants Pass cottage, a short 0.24 km walk from the historic downtown area, offers convenient access to medical facilities within a 10-minute drive of the hospital.
The 79 square metre property sleeps four, boasting two bedrooms, one bathroom, a well-equipped kitchen with dishwasher, and a private courtyard with BBQ; modern amenities include Wi-Fi, Netflix, and air conditioning.
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