Photo by Tim Durtschi

Holiday Homes in Maupin

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Maupin

Our top choices for Maupin holiday homes

Cozy A-frame Cabin with WiFi and AC in charming Antelope
1 bedroom, WiFi, bed sheets

Cozy A-frame Cabin with WiFi and AC in charming Antelope

9.0 out of 10, Wonderful, (6)
"Amazing, quiet area with a couple perfect tables outside. One under shade and one not . The rooms were perfect size and AC was fantastic. A scenic route is nearby too! Definitely would stay here again!"
The price is AU$128
includes taxes & fees
3 Sept - 4 Sept
Cozy A-frame Cabin with WiFi and AC in charming Antelope
Pine 2 Paws - Golf Course - Sauna - Pool
Fridge, microwave, oven, stovetop

Pine 2 Paws - Golf Course - Sauna - Pool

10.0 out of 10, Exceptional, (2)
"This a fantastic property for getting away! Very peaceful and quiet. There is a variety leisure from sitting and listening to the river while reading to a very accessible golf course. Just walk across the street! Very clean condo that won't surprise you, because everything is there. "
The price is AU$457
includes taxes & fees
26 Aug - 27 Aug
Pine 2 Paws - Golf Course - Sauna - Pool
A-Frame of Mind - Secluded Escape Hot tub
TV, offices

A-Frame of Mind - Secluded Escape Hot tub

The price is AU$585
includes taxes & fees
24 Aug - 25 Aug
A-Frame of Mind - Secluded Escape Hot tub
Lolowood Chalet - Modern Mt. Hood Forest Escape
Property grounds

Lolowood Chalet - Modern Mt. Hood Forest Escape

10.0 out of 10, Exceptional, (1)
Lolowood Chalet - Modern Mt. Hood Forest Escape
Mid-Century Cabin Hideaway - Hot Tub & Fire Pit
Terrace/patio

Mid-Century Cabin Hideaway - Hot Tub & Fire Pit

10.0 out of 10, Exceptional, (3)
"Fun cozy cabin "
The price is AU$524
includes taxes & fees
26 Aug - 27 Aug
Mid-Century Cabin Hideaway - Hot Tub & Fire Pit
Hear the River from Cozy Mt Hood Cabin W/ Woodstove & Dogs Ok!
Fridge, microwave, oven, stovetop

Hear the River from Cozy Mt Hood Cabin W/ Woodstove & Dogs Ok!

10.0 out of 10, Exceptional, (54)
"Good location"
The price is AU$397
includes taxes & fees
23 Sept - 24 Sept
Hear the River from Cozy Mt Hood Cabin W/ Woodstove & Dogs Ok!
Wolf Haus
Smart TV, fireplace

Wolf Haus

10.0 out of 10, Exceptional, (17)
"Clean comfortable home. Great hosts. "
The price is AU$550
includes taxes & fees
25 Aug - 26 Aug
Wolf Haus
Dog Friendly! Hot Tub~Game Room~Fire Pit~3BR, 2BA~High Speed WIFI~8 Guests Max
Property grounds

Dog Friendly! Hot Tub~Game Room~Fire Pit~3BR, 2BA~High Speed WIFI~8 Guests Max

10.0 out of 10, Exceptional, (3)
"Great location, super clean, awesome host and wonderful place for the entire family/friends to make great memories."
The price is AU$651
includes taxes & fees
2 Sept - 3 Sept
Dog Friendly! Hot Tub~Game Room~Fire Pit~3BR, 2BA~High Speed WIFI~8 Guests Max
Recently updated in 2024-Dog-Friendly Lodge with a Private Sauna
Outdoor dining

Recently updated in 2024-Dog-Friendly Lodge with a Private Sauna

8.6 out of 10, Excellent, (29)
"Few things I would personally change but overall epic stay and weekend "
Recently updated in 2024-Dog-Friendly Lodge with a Private Sauna
Pet Friendly Retreat | Hot Tub & Games on Mt Hood
Fridge, microwave, oven, stovetop

Pet Friendly Retreat | Hot Tub & Games on Mt Hood

9.0 out of 10, Wonderful, (2)
Pet Friendly Retreat | Hot Tub & Games on Mt Hood
NEW - Cozy Waterfront Cabin Nestled in the Forest - King beds / AC / Fast Wi-fi
Terrace/patio

NEW - Cozy Waterfront Cabin Nestled in the Forest - King beds / AC / Fast Wi-fi

10.0 out of 10, Exceptional, (3)
"Very comfy beds, and river was gorgeous "
The price is AU$742
includes taxes & fees
4 Sept - 5 Sept
NEW - Cozy Waterfront Cabin Nestled in the Forest - King beds / AC / Fast Wi-fi
Timberline Family Cabin for 12! 2min to Shuttle
4 bedrooms, iron/ironing board, travel cot, WiFi

Timberline Family Cabin for 12! 2min to Shuttle

10.0 out of 10, Exceptional, (4)
"Beautiful cabin and close enough to town to easily walk and far enough away that you get the wilderness experience.Beautiful backyard that allowed us to hike and play in the snow, do a little sledding and relax. Walking distance to SkiBowl too.Beautiful cabin with wood stoves that definitely keep the entire cabin warm in the cold weather. Great layout that is perfect for entertaining."
Timberline Family Cabin for 12! 2min to Shuttle
Mt. Hood - Sleeps 10+Game Rm+ Sauna+Fireplace + Community Heated Pool & Hot Tub
Property grounds

Mt. Hood - Sleeps 10+Game Rm+ Sauna+Fireplace + Community Heated Pool & Hot Tub

10.0 out of 10, Exceptional, (19)
"The property was stunning! Very comfortable, very modern. It had everything we needed! "
The price is AU$773
includes taxes & fees
25 Aug - 26 Aug
Mt. Hood - Sleeps 10+Game Rm+ Sauna+Fireplace + Community Heated Pool & Hot Tub
Sunshine + Riverfront-Mt. Hood-Hot Tub on 2 Acres! Large Mountain Chalet in Mt. Hood National Forest!! 4BR/ 2.5Ba ** Pet-Friendly** Family Friendly**
Exterior

Sunshine + Riverfront-Mt. Hood-Hot Tub on 2 Acres! Large Mountain Chalet in Mt. Hood National Forest!! 4BR/ 2.5Ba ** Pet-Friendly** Family Friendly**

10.0 out of 10, Exceptional, (21)
"We had a great time and loved the sound of the river at night. Beautiful location and plenty of room for family. Thank you we will be back!! "
Sunshine + Riverfront-Mt. Hood-Hot Tub on 2 Acres! Large Mountain Chalet in Mt. Hood National Forest!! 4BR/ 2.5Ba ** Pet-Friendly** Family Friendly**
Private, Spacious Modern Mountain Getaway in Rhododendron, OR
Exterior

Private, Spacious Modern Mountain Getaway in Rhododendron, OR

10.0 out of 10, Exceptional, (5)
"Great place"
Private, Spacious Modern Mountain Getaway in Rhododendron, OR
Riverfront Retreat - Sauna, HotTub, Game Rm, Pets
Exterior

Riverfront Retreat - Sauna, HotTub, Game Rm, Pets

10.0 out of 10, Exceptional, (5)
"This place was beautiful inside and out. The covered patio was definitely a highlight. There was a lot of entertainment to enjoy at the place for the evenings or if the weather is not cooperating. Highly recommend! "
The price is AU$1,436
includes taxes & fees
3 Sept - 4 Sept
Riverfront Retreat - Sauna, HotTub, Game Rm, Pets
Bergstrasse Getaway - Cozy A-Frame Sauna
Exterior detail

Bergstrasse Getaway - Cozy A-Frame Sauna

Bergstrasse Getaway - Cozy A-Frame Sauna
Mt Hood Luxury Hideaway, hot tub, pool!
Exterior

Mt Hood Luxury Hideaway, hot tub, pool!

8.4 out of 10, Very good, (9)
"We had a good time and enjoyed being together with family in one place. "
The price is AU$836
includes taxes & fees
5 Sept - 6 Sept
Mt Hood Luxury Hideaway, hot tub, pool!
Woodland Cabin • Hot Tub • Dogs Welcome
Terrace/patio

Woodland Cabin • Hot Tub • Dogs Welcome

Woodland Cabin • Hot Tub • Dogs Welcome
Sandy River Group Getaway 3
Interior

Sandy River Group Getaway 3

2.0 star property
9.6 out of 10, Exceptional, (4)
"A party of 5 enjoyed our annual Boys Ski adventure - with 4 days of fantastic skiing Mt Hood - the Meadows. Host Michael helped with 1-2 special requests, giving local directions and a truly wonderful venue. Spacious, all ensuite bed/bathrooms, kitchen/great rooms, hot tub, location, etc. All-in-all a great stay and somewhere we'd love to return. Absolutely beautiful. Wonderful stay. thank you!"
The price is AU$1,501
includes taxes & fees
11 Sept - 12 Sept
Sandy River Group Getaway 3
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maupin Hotel Reviews

The Inn at Cross Keys Station

The Inn at Cross Keys Station

10/10 Excellent
"I have stayed multiple times. This was my first time in single king bedroom and it was even better than other rooms: spacious, new furnishings, comfortable bed, clean. The staff is friendly and helpful. Breakfast is good with multiple hot options. "
Duane 1-night trip
Posted 2 days ago
The Inn at Cross Keys Station