A cityscape with a prominent domed building, a calm body of water reflecting the skyline, and a row of trees lining the waterfront.

Search Holiday Homes in Oregon

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Oregon holiday homes

A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

1. 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, (34 reviews)
"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."
United States
Mike G.
The price is £194
includes taxes & fees
21 Oct - 22 Oct
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

2. 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)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is £344
includes taxes & fees
20 Oct - 21 Oct
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A covered patio with outdoor furniture, a view of a red barn, and a grassy field.

3. Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (3 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is £192
includes taxes & fees
20 Oct - 21 Oct
Escape to tranquility – your countryside haven, and at times with a horse or two
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

4. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is £206
includes taxes & fees
20 Oct - 21 Oct
Blue Lakeview Home
A dining area with a table set for four, a sofa, and a television mounted on the wall.

5. FirePit/Grill/Arcade Your Fall Escape Starts Here

FirePit/Grill/Arcade Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
The price is £500
includes taxes & fees
20 Oct - 21 Oct
FirePit/Grill/Arcade Your Fall Escape Starts Here
Outdoor dining

6. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
10.0 out of 10, Exceptional, (2 reviews)
The price is £230
includes taxes & fees
16 Nov - 17 Nov
Vast Lake Koshkonong Views from Pier, Deck, & Home
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (46 reviews)
"Great place!"
United States
Robert F.
The price is £424
includes taxes & fees
20 Oct - 21 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
Room

8. Charming 3-bedroom house on Madison's Eastside! Close to everything!

Charming 3-bedroom house on Madison's Eastside! Close to everything!
Madison
The price is £444
includes taxes & fees
20 Oct - 21 Oct
Charming 3-bedroom house on Madison's Eastside! Close to everything!
A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

9. Edgewater Escape

Edgewater Escape
Milton
9.4 out of 10, Exceptional, (3 reviews)
"The house had a fantastic view. The open living room gave us plenty of space for relaxing as a group. Quiet area. Since we stay in many rentals our only complaint was there were no instructions for checking out, what to do with bedding, trash etc. The host never responded to my question concerning that. Hopefully we left the house as expected."
United States
Renee S.
The price is £228
includes taxes & fees
17 Nov - 18 Nov
Edgewater Escape
A modern living room with a flat-screen TV, two floral armchairs, a grey sofa, and a coffee table with a chess set.

10. New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
Janesville
8.8 out of 10, Excellent, (12 reviews)
"Great location for downtown Janesville "
United States
Tim M.
The price is £332
includes taxes & fees
20 Oct - 21 Oct
New Luxury & Spacious House in the Heart of Janesville
Master Bedroom /King bed

11. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (26 reviews)
"This was the perfect size home for a holiday family get together. Nice common spaces with enough areas to go when a little alone time was needed "
United States
Steve S.
The price is £466
includes taxes & fees
1 Nov - 2 Nov
Entire 3 Bedroom with Fireplace - sleeps 12
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oregon Hotel Reviews

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"No hot water when I checked in at around 6pm and no hot water this morning. Lukewarm at best and thats being kind. Otherwise good. Breakfast very varied so excellent on that."
Diane 1-night trip
Posted 1 hour ago
AmericInn by Wyndham Madison West

Find out more about Oregon

Oregon Holiday Homes information

Number of reviews
141
Accommodation
141 Holiday Homes
Lowest Price
£192
Highest Price
£500