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Oregon Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oregon vacation rentals

Smart TV, fireplace, stereo, printers

1. Spacious 3BR | 2 Living Rooms | UW Area

Spacious 3BR | 2 Living Rooms | UW Area
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is AED 1,027
AED 2,725 total
includes taxes & fees
23 Sep - 24 Sep
Spacious 3BR | 2 Living Rooms | UW Area
Reception

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (187 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is AED 486
AED 561 total
includes taxes & fees
5 Oct - 6 Oct
The Dylin
Exterior

3. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is AED 665
AED 1,363 total
includes taxes & fees
6 Oct - 7 Oct
Spacious 3-bedroom apartment in Downtown Stoughton
Exterior

4. 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, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is AED 974
AED 1,877 total
includes taxes & fees
12 Oct - 13 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Lobby

5. 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
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Lobby

6. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is AED 587
AED 762 total
includes taxes & fees
24 Sep - 25 Sep
Pool with Slide. Great for Business Travelers!
House (3 Bedrooms) | Interior

7. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
Spacious Edgerton Home w/ Private Beach & Views!
Terrace/patio

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

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is AED 554
AED 728 total
includes taxes & fees
22 Oct - 23 Oct
King Suite | Free Breakfast. Pool and Hot Tub
Outdoor dining

9. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is AED 291
AED 462 total
includes taxes & fees
29 Sep - 30 Sep
A Room with a View
Smart TV

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is AED 1,403
AED 2,007 total
includes taxes & fees
8 Oct - 9 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior

11. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful property and it came with everything you need to enjoy your time"
United States
Michael M.
The price is AED 929
AED 2,197 total
includes taxes & fees
23 Sep - 24 Sep
Spacious Edgerton Home w/ Private Beach & Views!
Interior

12. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (23 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is AED 1,286
AED 2,202 total
includes taxes & fees
23 Sep - 24 Sep
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Living area

13. Historic Luxury 2-bedroom apartment in Cross Plains, WI

Historic Luxury 2-bedroom apartment in Cross Plains, WI
Cross Plains
The price is AED 826
AED 1,543 total
includes taxes & fees
23 Sep - 24 Sep
Historic Luxury 2-bedroom apartment in Cross Plains, WI
4 bedrooms, iron/ironing board, WiFi (free), bed sheets

14. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place"
United States
Penny C.
The price is AED 1,477
AED 2,446 total
includes taxes & fees
23 Sep - 24 Sep
Capital City- 6 Miles from Madison with fireplace
Meeting facility

15. 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 698
AED 920 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
2 bedrooms, WiFi, bed sheets

16. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (25 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is AED 558
AED 1,132 total
includes taxes & fees
21 Oct - 22 Oct
Charming Downtown Two Bedroom w/ Fireplace
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
9.8 out of 10, Exceptional, (19 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AED 613
AED 1,775 total
includes taxes & fees
13 Oct - 14 Oct
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Exterior

18. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (12 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is AED 773
AED 2,722 total
includes taxes & fees
5 Oct - 6 Oct
Lake Cabin | Sauna · River · Game Room
Interior

19. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is AED 424
AED 953 total
includes taxes & fees
23 Sep - 24 Sep
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Interior

20. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.6 out of 10, Exceptional, (55 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 1,359 total
includes taxes & fees
22 Oct - 23 Oct
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"Love the happy hour it made my traveling much easier. Didn’t have to find a restaurant to have a afternoon to dinner snack"
Kelly 2-night trip
Posted 1 hour ago
AmericInn by Wyndham Madison West

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 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 Verona Ice Arena, 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.