Holiday rentals in Oregon

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Top-rated holiday rentals in Oregon

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Top guest favourite

Apartment in Lake Geneva

4.98 out of 5 average rating, 206 reviews

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Ridge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

Top guest favourite

Home in Freeport

4.98 out of 5 average rating, 177 reviews

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Guest favourite

Home in Rockford

4.93 out of 5 average rating, 45 reviews

Beautifully home with 5 bedrooms

Experience the ultimate vacation in this newly renovated 5-bedroom and 2-bath rental, perfect for families or groups of friends. Enjoy 4 king & 2 twin beds, a LUX eat-in kitchen, private yard, and a screened porch. This rental also offers on-site laundry and a 2-car garage attached to the property. Plus, pets are allowed so you don't have to leave your furry friends behind! Book your stay today and experience the ultimate getaway at this luxurious and well-appointed short term rental.

Top guest favourite

Home in Rockford

4.98 out of 5 average rating, 291 reviews

Hidden Gem Spanish Style Villa

Ask about our special, Mon-Thurs, book 2 nights, get a 3rd free! Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Guest favourite

Home in Lake Geneva

5 out of 5 average rating, 12 reviews

Lake Front Living! Private Beach, Pier & Fire Pit

Enjoy 180 degrees of lake views from this year-round Lake Geneva home located on the shores of Lake Como. Lake Como is a quiet, non-crowded lake with a shallow bottom. The lake is approximately 9 feet at it's deepest, so it's a perfect lake for boating, tubing, waterskiing, swimming, fishing and more! Centrally located just 3 miles west of downtown Lake Geneva and also steps away from the famous Mars Resort Bar & Restaurant with a piano bar and outdoor seating on the lake.

Guest favourite

Home in Cherry Valley

4.91 out of 5 average rating, 43 reviews

Riverside Log Cabin: King B+Hot Tub+Sauna

Welcome to your perfect getaway! Our house is ideal for couples, families, or small groups looking to escape the hustle and bustle of daily life and reconnect with nature. ★ Relax in Hot Tub ★ Rest in Sauna ★ Sleep - 3 Bedrooms, 5 beds ★ Gather around fire pit with family and friends ★ Rest peacefully in a 3 king-size beds ★ Watch your favorite shows on 4 Roku TV’s around house ★ Stay connected with fast Wi-Fi. ★ Play foosball tournaments ★ Hiking, fishing, kayaking.

Guest favourite

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 104 reviews

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

Superhost

Barn in Davis

5 out of 5 average rating, 4 reviews

Sunrise Country Views

You won’t forget the peaceful surroundings of this rustic destination. Rejuvenate yourself when you stay in our rustic 1930's barn. Come out to the country to enjoy the outdoors. Take time to connect with nature while taking in a sunrise or a sunset on the waterfall patio. Stroll the flower beds or take a short travel to small towns for biking, shopping, winery/brewery, canoeing, and entertainment.

Superhost

Apartment in Lake Geneva

4.91 out of 5 average rating, 35 reviews

Modern Lake Geneva Retreat

Unwind at our modern & charming condo nestled near Lake Geneva, Wisconsin, ideal for groups up to 6. Soak in nature's beauty, indulge in nearby attractions or cherish restful days poolside. Our top-tier amenities & spacious layout create the perfect relaxing getaway for friends, families, or couples. Make lasting memories in this peaceful haven, designed for comfort and tranquility all season long.

Top guest favourite

Tiny home in Delavan

4.98 out of 5 average rating, 54 reviews

Tiny Red House on Lake Delavan

You’ll treasure your time at this memorable place. Perfect for single family or couple with dog for weekend or week long summer get away. Within 15 min to all the the lake geneva/lake delavan area has to offer including Friday-Night Fish Fry, shopping, championship golf courses, boat rental, lakeside dining, downtown Lake Geneva/Delavan/Fontana, coffee shops, antiques, and fine dining .

Superhost

Chalet in Williams Bay

4.88 out of 5 average rating, 249 reviews

The Bay Chalet

Featured in "At The Lake" Magazine in 2022! Enjoy the Northwoods of Lake Geneva! Just a 2-minute drive to Pier 290, Williams Bay public beach on Geneva Lake, lakefront park, boat launch and restaurants. 10 minutes to downtown Lake Geneva. 20 minutes to Alpine Valley. Enjoy Lake Geneva life while being tucked in the woods with a roaring fire in your cozy log cabin.

Guest favourite

Home in Davis

4.84 out of 5 average rating, 61 reviews

A little bit rustic and retro fun 3 bedroom home

Relax with the family. Close to Lake Summerset so if you own a lot or have relatives there what a great place to stay! Sleep in a log bed and wake up to our coffee bar and waffles in the morning. Best part - we are totally pet friendly. We have a FENCED in yard! So bring your fur baby.