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Oregon Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Oregon vacation rentals

Pool

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

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Oregon
8.0 out of 10, Very Good, (3 reviews)
"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."
United States
Nikil P.
The price is AED 4,224
AED 6,421 total
includes taxes & fees
20 Aug - 21 Aug
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Reception

2. The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (170 reviews)
"Amazing"
United States
Jennifer
The price is AED 493
AED 569 total
includes taxes & fees
7 Sep - 8 Sep
The Dylin
Lobby

3. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is AED 553
AED 719 total
includes taxes & fees
4 Sep - 5 Sep
Pool with Slide. Great for Business Travelers!
Lobby

4. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is AED 624
AED 812 total
includes taxes & fees
4 Sep - 5 Sep
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Smart TV, fireplace, stereo, printers

5. Summer Luxury Near Downtown

Summer Luxury Near Downtown
Fitchburg
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
Summer Luxury Near Downtown
Exterior

6. Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (54 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is AED 877
AED 1,841 total
includes taxes & fees
11 Aug - 12 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Terrace/patio

7. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very Good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is AED 501
AED 659 total
includes taxes & fees
6 Sep - 7 Sep
King Suite | Free Breakfast. Pool and Hot Tub
2 bedrooms, WiFi, bed sheets

8. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is AED 533
AED 1,100 total
includes taxes & fees
24 Aug - 25 Aug
Charming Downtown Two Bedroom w/ Fireplace
Outdoor dining

9. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (51 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is AED 367
AED 543 total
includes taxes & fees
8 Sep - 9 Sep
A Room with a View
Property grounds

10. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is AED 514
AED 903 total
includes taxes & fees
1 Sep - 2 Sep
Log Cabin at Lake Koshkonong - “The Overlook”
Terrace/patio

11. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is AED 664
AED 877 total
includes taxes & fees
6 Sep - 7 Sep
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Interior

12. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is AED 411
AED 980 total
includes taxes & fees
1 Sep - 2 Sep
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (28 reviews)
"Stayed only one night, but somehow got emotionally attached to this place immediately. Super clean, cozy, & way nicer than expected. The bed was dangerously comfortable, I seriously considered calling in sick just to stay longer.Host was awesome, everything was easy, & the whole place just had good vibes. 10/10 would absolutely stay again for longer next time!"
United States
Katie A.
The price is AED 477
AED 917 total
includes taxes & fees
11 Aug - 12 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Smart TV

14. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is AED 1,576
AED 2,299 total
includes taxes & fees
9 Aug - 10 Aug
Doty ★ Walk to Everything -Hotel Quality- Downtown
TV, offices

15. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
The price is AED 668
AED 1,430 total
includes taxes & fees
10 Aug - 11 Aug
Studio Apartment at Cannery Square
TV, fireplace, foosball, offices

16. Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (23 reviews)
"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"
United States
George P.
Hot Tub - King Suite - Game Room - Large Groups
Coffee/tea maker, fridge, microwave, oven

17. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AED 692
AED 1,886 total
includes taxes & fees
2 Sep - 3 Sep
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Fitness facility

18. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very Good, (15 reviews)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is AED 448
AED 1,050 total
includes taxes & fees
7 Sep - 8 Sep
Studio Apartment at Cannery Square
Interior

19. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is AED 518
AED 1,368 total
includes taxes & fees
11 Aug - 12 Aug
2 Bed, 2 Bath Apartment at Cannery Square
Interior

20. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (53 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is AED 518
AED 1,368 total
includes taxes & fees
11 Aug - 12 Aug
2 Bed, 2 Bath Apartment at Cannery Square
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

Moxy Madison Downtown

Moxy Madison Downtown

10/10 Excellent
"Great communication between staff members for our wedding party; great accommodation and valet is very affordable. Drink token with your stay to use at the coffee bar on the main floor as well. Awesome place to stay if you are getting married at the Tinsmith right next door!"
Temwa 2-night trip
Posted 1 hour ago
Moxy Madison Downtown

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?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: This vacation home rental near Oregon is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Oregon?

Choose from 5 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 Alliant Energy Center.

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.