See all properties

Callahan's House

Top rated by guests

Living area

Fitness facility

Bathroom

Bathroom

Room

9.2Outstanding

(5 Ratings)

"Great house that feels like a mountain cabin. We lived staying here and will try to get the house again next trip to Ashland."

Aaron Y.

Don't miss out! Price and availability may change

9.2 / 10

Outstanding(5 Ratings)

House in Oregon

8 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Just a quick walk across the street from your private house to the main lodge, all while still being able to enjoy all the features and amenities the lodge has to offer.

This Callahan House is perfect for large families or friends to gather or even use as a bridal suite.

Amenities at Callahan's House

Non-smoking

No pets allowed

Family friendly

Map of Oregon

city location on map

Ratings and reviews

9.2 / 10

Outstanding(5 Ratings)

10 / 10Outstanding·Jun 2026

Great house that feels like a mountain cabin. We lived staying here and will try to get the house again next trip to Ashland.

8 / 10Excellent·Jun 2026

It was a comfortable home for our family and with a little attention would be a great place to stay. The kitchen was very poorly stocked, only one towel per person which is tough with no washing machines, and there was no where to take out the trash.

10 / 10Outstanding·May 2026

Very nice people and great location. Loved the restaurant next door. Morning breakfast was a nice surprise!

$$$$

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Callahan's House. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Callahan's House pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Callahan's House?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.

Explore similar stays in Oregon

Explore all stays

8.8 / 10

Excellent(8 Ratings)

Cabin in the mountains of Ashland

8 guests · 4 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oregon, at $366 per night for your next great vacation.

9.5 / 10

Outstanding(4 Ratings)

European Style Straw Bale Retreat

8 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Balcony/Terrace · Garden

Soak up the beauty of Oregon in our Villa, European Style Straw Bale Retreat. With a range of amenities such as Free Parking, Garden and Balcony/Terrace, you'll feel right at home.

You can save with One Key

8.8 / 10

Excellent(8 Ratings)

Cabin in the mountains of Ashland

8 guests · 4 bedrooms · 2 baths

The best choice in Oregon for Apartment, for $366 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Charming Medford Getaway ~ 4 Miles to Downtown!

10 guests · 5 bedrooms · 2 baths

Nestled in Oregon, this Cottage is perfect for your next vacation. Enjoy Charming Medford Getaway ~ 4 Miles to Downtown!'s top-rated amenities, including Non-smoking and Family friendly, and more.

9.9 / 10

Outstanding(68 Ratings)

Mt Ashland Homestead, Ashland 10m, 40 ridgetop acres old forest, right by PCT

8 guests · 4 bedrooms · 2 baths

This attractive House in Oregon, $356 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(12 Ratings)

Charming Medford Getaway ~ 4 Miles to Downtown!

10 guests · 5 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · TV

Experience vacation in Oregon with our House, Charming Medford Getaway ~ 4 Miles to Downtown!. Enjoy amenities such as Pets allowed, Dryer and Free Parking, and more.

10 / 10

Outstanding(68 Ratings)

Mt Ashland Homestead, Ashland 10m, 40 ridgetop acres old forest, right by PCT

8 guests · 4 bedrooms · 2 baths

House in Oregon, for $356 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

8.8 / 10

Excellent(60 Ratings)

Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !

12 guests · 3 bedrooms · 2 baths

This Chalet in Oregon, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9 / 10

Outstanding(3 Ratings)

Pioneer Vacation Rentals - Pioneer Craftsman House

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

Nestled in Oregon, this House is perfect for your next vacation. Enjoy Pioneer Vacation Rentals - Pioneer Craftsman House's top-rated amenities, including Free Parking, Non-smoking and WiFi/Internet, and more.

8.8 / 10

Excellent(60 Ratings)

Sunset Chalet - 2300 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !

12 guests · 3 bedrooms · 2 baths

Experience the best of Oregon with this Chalet available for $353. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

8 / 10

Excellent(1 Rating)

Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower

8 guests · 3 bedrooms · 2 baths

Discover the beauty of Oregon with a stay at Home Sweet Home - Relax w/ Beautiful Big Yard and Steam Shower, a top rated House with amenities such as Pets allowed and Non-smoking, and more.

10 / 10

Outstanding(76 Ratings)

The Madrone House, Country Getaway with Mountain Views and Fresh Air.

9 guests · 3 bedrooms · 2 baths

Experience the best of Oregon with this House available for $282. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(17 Ratings)

2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.

8 guests · 3 bedrooms · 2 baths

Apartment in Oregon, for $325 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(1 Rating)

3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.

8 guests · 3 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Oregon at 3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette. for $298 for your next trip.

10 / 10

Outstanding(17 Ratings)

2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.

8 guests · 3 bedrooms · 2 baths

Enjoy the best of Oregon in our Apartment, 2-story, 3 bedroom modern home with king and queen beds, living room and kitchen.. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(8 Ratings)

Pioneer Vacation Rentals - Pioneer South downtown Ashland

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning

This House in Oregon, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.8 / 10

Outstanding(82 Ratings)

Hyatt Prairie Mountain Cabin

8 guests · 3 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oregon, at $270 per night for your next great vacation.

10 / 10

Outstanding(1 Rating)

3 bedrooms include a king and two queen size beds, 2 bathrooms, and kitchenette.

8 guests · 3 bedrooms · 2 baths

Looking for a Apartment in Oregon, this Apartment for $317 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

9.4 / 10

Outstanding(8 Ratings)

Beautiful 4-bedroom house in Medford perfect for your getaway.

8 guests · 4 bedrooms · 2 baths

House in Oregon, for $280 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(22 Ratings)

Beautifully Renovated Sleeps up to 8 in East Medford

8 guests · 3 bedrooms · 2 baths

This House for $274 in Oregon, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.7 / 10

Outstanding(3 Ratings)

Charming Medford Getaway ~ 4 Miles to Downtown!

10 guests · 5 bedrooms · 3 baths

Free WiFi/internet · Spa · Balcony/Terrace

Are you ready to indulge in a relaxing getaway? Our House in Oregon has everything you need for a rejuvenating stay. Treat yourself to Charming Medford Getaway ~ 4 Miles to Downtown!'s exceptional amenities, such as Free Parking, Pets allowed and Balcony/Terrace.

You can save with One Key

10 / 10

Outstanding(22 Ratings)

Beautifully Renovated Sleeps up to 8 in East Medford

8 guests · 3 bedrooms · 2 baths

Discover the beauty of Oregon with a stay at Beautifully Renovated Sleeps up to 8 in East Medford, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.2 / 10

Outstanding(25 Ratings)

Charming Medford Getaway ~ 4 Miles to Downtown!

10 guests · 5 bedrooms · 2 baths

Looking for a memorable stay in Oregon? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

9 / 10

Outstanding(25 Ratings)

Charming Medford Getaway ~ 4 Miles to Downtown!

10 guests · 5 bedrooms · 2 baths

The best choice in Oregon for House, for $259 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(22 Ratings)

Entertainment Home on Golf Course - Hot Tub /Pool

8 guests · 4 bedrooms · 3 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Oregon, at $310 per night for your next great vacation.

Charming Medford Getaway ~ 4 Miles to Downtown!

10 guests · 5 bedrooms · 2 baths

Looking for a memorable stay in Oregon? Our Cottage might just be what you're looking for. Enjoy amenities including Non-smoking and Family friendly, and more during your stay.

Work Friendly Home

9.2 / 10

Outstanding(8 Ratings)

1930s Historic Charm Spa Bath Viking Kitchen

8 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Outdoor Cooking

This inviting House in Oregon can fit your needs for many types of vacations, at $326 per night.

You can save with One Key

9.9 / 10

Outstanding(42 Ratings)

"Enchantment" Medford, Oregon

8 guests · 4 bedrooms · 2 baths

Soak up the beauty of Oregon in our House, "Enchantment" Medford, Oregon. With a range of amenities such as No pets allowed and Non-smoking, you'll feel right at home.

9.8 / 10

Outstanding(36 Ratings)

1930s Historic Charm | Spa Bath | Viking Kitchen

8 guests · 4 bedrooms · 2 baths

This attractive House in Oregon, $344 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.8 / 10

Outstanding(36 Ratings)

1930s Historic Charm | Spa Bath | Viking Kitchen

8 guests · 4 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Oregon at 1930s Historic Charm | Spa Bath | Viking Kitchen for $344 for your next trip.