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Oregon Vacation Rentals

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Aug 8 - Aug 9
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Vacation Rentals in Oregon

Spacious & Modern Home w/ Deck in Oregon!
Enjoy cooking in this kitchen with a central island, stainless steel sink, microwave, and gas range.

Spacious & Modern Home w/ Deck in Oregon!

7.0 out of 10, Good, (2)
"Awesome...very clean property.Plenty of space for eight people...Quiet neighborhood"
Spacious & Modern Home w/ Deck in Oregon!
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Enjoy a refreshing swim in the pool surrounded by a beautifully maintained outdoor space with seating and a stone wall.

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

10.0 out of 10, Exceptional, (2)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
The Dylin
Relax in a stylish lounge area with a comfortable sofa, round coffee table, and large windows.

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (82)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Saddleback building features a brick facade and multiple windows on each floor.

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.6 out of 10, Exceptional, (27)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is ￥40,996
￥54,140 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Remodeled home with pontoon rental 2 decks Private beach playground volleyball
Enjoy cooking in this well-equipped kitchen with a stove, sink, and dishwasher.

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (3)
"We really enjoyed this house! Short walk to the beautiful lake. Friendly neighbors and lots of wildlife in the area. The house had plenty of room for everyone and everything we needed for the week. Will definitely stay here again when in the area!"
Remodeled home with pontoon rental 2 decks Private beach playground volleyball
Private Pool - HOT TUB - Sauna - Game Room - Pets
Terrace/patio

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
Private Pool - HOT TUB - Sauna - Game Room - Pets
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Relax on the deck with seating and a view of the surrounding area.

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (160)
"Great stay that was super clean! Would definitely recommend and plan to stay again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Two bedroom suite with city views in the heart of downtown Madison
Enjoy a meal at the kitchen island with a cutting board, or relax in the adjacent seating area with a view of the city skyline.

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (33)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is ￥48,343
￥63,814 total
includes taxes & fees
Sep 1 - Sep 2
Two bedroom suite with city views in the heart of downtown Madison
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
Relax in a serene lakeside retreat with a view of a peaceful waterway and a space for work or relaxation.

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

9.4 out of 10, Exceptional, (103)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
One Bedroom King with Den with views of the heart of downtown.
Standing tall with a historic central dome, this building offers a glimpse into the past.

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is ￥39,527
￥52,274 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of the heart of downtown.
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Relax in this serene room with a high ceiling, ceiling fan, and large window offering a view of the backyard and deck.

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (61)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Doty ★ Walk to Everything -Hotel Quality- Downtown
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and gas stove.

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Two-story house with a garage on the ground floor, surrounded by a well-maintained lawn and stone wall.

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (14)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is ￥15,135
￥27,278 total
includes taxes & fees
Aug 24 - Aug 25
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Enjoy al fresco dining with a view of the surrounding landscape from this outdoor dining area featuring a table and chairs.

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (32)
"Peaceful, quiet"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Log Cabin at Lake Koshkonong - “The Overlook”
Guests can enjoy a serene garden setting with a rustic shed, paved patio, and seating area.

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (36)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is ￥16,531
￥31,238 total
includes taxes & fees
Aug 13 - Aug 14
Log Cabin at Lake Koshkonong - “The Overlook”
ONE OF A KIND vacation rental with a view
Stylish building surrounded by lush greenery, featuring a glass facade and brick architecture.

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (139)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.
Enjoy meals in this dining area with a large table and six chairs, offering a view of the outdoors.

Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

10.0 out of 10, Exceptional, (3)
"The cottage was great. We enjoyed sitting the deck looking out on the water watching the boats. Very peaceful "
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.
One Bedroom King with views of the heart of downtown.
Relax in comfort with a large bed, wall-mounted lamps, and a cozy nightstand.

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"I loved the location and the area it was located. I really loved the view and the clearness of the place as well. It was very homey and cozy. "
The price is ￥36,588
￥48,370 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with views of the heart of downtown.
Cozy cottage retreat that’s perfect for recharging.
Relax on the deck surrounded by lush greenery and trees, with a bench and outdoor lighting.

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (70)
"Clean, comfortable and well appointed for a multi day stay."
Cozy cottage retreat that’s perfect for recharging.
Studio queen with views of Lake Monona in the heart of downtown Madison
Stunning urban landmark with a prominent central dome.

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (9)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is ￥30,710
￥40,562 total
includes taxes & fees
Sep 1 - Sep 2
Studio queen with views of Lake Monona in the heart of downtown Madison
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oregon Hotel Reviews

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

10/10 Excellent
" Front desk too nosey"
Damion 1-night trip
Posted 10 hours ago
Baymont Inn & Suites by Wyndham Madison

Frequently asked questions

Are there vacation rentals in Oregon?

Yes, you can find vacation rentals close to the most popular points of interest in Oregon, or you can select a more remote option if you're looking for a relaxing stay. Oregon is known for its golf courses.

What are some of the best vacation home rentals in Oregon?

One Bedroom King with Den with views of Lake Monona in the heart of downtown.: This vacation home rental near Oregon is in the city center and offers cable TV to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Oregon?

Choose from 3 Expedia vacation rentals in Oregon for a memorable vacation.

What can I see and do in Oregon?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Lake Waubesa. In the larger area, you’ll find Legend at Bergamont and Wisconsin Brewing Company.

What are vacation rentals like in Oregon?

Vacation rentals are private properties you can stay in for a short or long stay in Oregon. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.