Cottage vacation rentals in Santiam Pass

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Popular amenities for Santiam Pass cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Sisters
4.95 out of 5 average rating, 38 reviews

TruNorthwest Retreat | Walk to Town • Pool • Dogs

GailRating, 5 stars3 weeks ago
If you’re seeking a place close to downtown Sisters this is the perfect place to stay. While it might not have the wooded charm of Black Butte, we loved the setting for its walking distance to Sisters Coffee Co. and other shops. The house is so thoughtfully supplied with everything you might want for cooking in the kitchen or relaxing on the comfortable furniture. We really appreciated the fluffy towels and bedding.
Cottage in Bend
4.89 out of 5 average rating, 307 reviews

The Blackberry Cottage

TylerRating, 5 stars7 months ago
We really enjoyed staying at Tomi’s place. Our dog loved the fully fenced in backyard! The home was very clean and the neighborhood was quiet.
Guest favourite
Cottage in Sisters
4.96 out of 5 average rating, 25 reviews

Cottage Live/Play in the Heart of Downtown Sisters

CarolineRating, 5 stars5 months ago
Fantastic cottage and location. We added nights onto our stay and did not want to leave. Highly recommend. David and Victoria gracious hosts and Jill the manager added the finishing touches to exceptional customer service.
Guest favourite
Cottage in Bend
4.87 out of 5 average rating, 137 reviews

Guest Favorite! Prime West Side Location, Hot Tub

KatieRating, 5 stars1 month ago
This was one of the most convenient places I’ve stayed in Bend. Super walkable with lots of food options close by. It was also great to walk our daughter to the playground at Harmon park, then to Drake park to enjoy the river. The fenced yard in the back was great for our dogs. There’s also a grassy fenced yard in the front too but one of my dogs could jump over it. The Airbnb had all necessary amenities and we had a wonderful time! Would definitely recommend.
Top guest favourite
Cottage in Bend
5 out of 5 average rating, 38 reviews

Cloudchaser Cottage: Cozy Get-Away

Sarah Rating, 5 stars1 month ago
We loved this property. It was in a great area and we loved the neighborhood. The house was well equipped and very peaceful and great floor plan. The just was so helpful and responsive. Would recommend and will rent again.
Top guest favourite
Cottage in Sisters
5 out of 5 average rating, 10 reviews

Hot Tub, Fire Pit, Dog Friendly by @pinpointstays

TinaRating, 5 stars2 weeks ago
What a wonderful experience. The neighborhood, the house, the yard, and every little detail was thought of. No wonder why you are a super host Kenny. We loved our experience and can’t wait to come back.
Top guest favourite
Cottage in Prineville
5 out of 5 average rating, 92 reviews

~Quail Run Cottage~

GloriaRating, 5 stars1 month ago
Tera's property was very conveniently located to everything we wanted but was also in a very country and peaceful location. The cottage was spotless! She is very responsive and helpful and we had no issues at all. Would definitely recommend staying here! Also not too long of a drive to all the things you'd want to do in Bend (:
Superhost
Cottage in Redmond
4.86 out of 5 average rating, 59 reviews

Come Stay and Play at Little Les Cheneaux Retreat

ChereRating, 5 stars7 months ago
This home is perfect for a family with kids and a pet. Walking distance to the pool, very well equipped with everything you may need including a crock pot! Elizabeth and Daren were extremely fast responding, even with a last minute change request. We will definitely stay again. I recommend this home to anyone looking for a quiet getaway.

Pet-friendly cottage rentals

Guest favourite
Cottage in Redmond
4.88 out of 5 average rating, 65 reviews

Blossom Cottage Studio

OpalRating, 5 stars1 month ago
Such a cute little cottage. A breath of fresh air being inside 🩵 Would definitely recommend and keep in mind for next trip!
Top guest favourite
Cottage in Bend
4.94 out of 5 average rating, 418 reviews

An Urban Base to Bend's Adventures!

KaitlinRating, 5 stars1 month ago
This place was amazing. It had everything I needed, was centrally located and incredibly clean
Guest favourite
Cottage in Bend
4.92 out of 5 average rating, 163 reviews

Amazing Location! | Charming, Cozy Cottage

JohnRating, 5 stars8 months ago
Great little house with a lovely backyard and walkable to tons of good spots in Bend. Hope we can come back in the winter and stay again!
Guest favourite
Cottage in Terrebonne
4.9 out of 5 average rating, 296 reviews

Quiet central Oregon desert retreat with a view!

LeslieRating, 5 stars2 months ago
Had the best time! Wonderful and peaceful retreat. We enjoyed the amazing views, playing in the yard, and even doing some cross country skiing from the front door in the fresh snow. The house was spotless, beds comfortable, and kitchen fully stocked for us to cook all our meals and feel right at home while being away from home. Wonderful experience!
Guest favourite
Cottage in Pleasant Hill
4.96 out of 5 average rating, 81 reviews

Stunning views, fun for families, athletes & dogs!

AileaRating, 5 stars2 days ago
Responsive host and a very comfortable place to stay. Next time we visit, we will be sure to stay again!
Guest favourite
Cottage in Bend
5 out of 5 average rating, 9 reviews

Greeley Cottage: Steps to downtown Bend

TaegannRating, 5 stars1 week ago
We absolutely loved our stay at the Greeley Cottage! The space was perfect for my partner, myself and our dog! It was a very short walk to a lot of great local restaurants, bars and shopping. And a short drive to a lot of other great spots within town. When we checked in, there were some issues with the batteries in the keypad lock, but the host was very quick to respond and assist with getting us checked in! Everything we needed for our short stay was in the unit, which made for a very comfortable getaway. We would definitely love to come back sometime soon!
Top guest favourite
Cottage in Bend
4.98 out of 5 average rating, 107 reviews

The Tumalo House

JayRating, 5 stars1 week ago
Great place to stay! Location was key and this place was perfect. Easy to walk to the Bite also! Would recommend others to stay here.
Cottage in Crescent
4.79 out of 5 average rating, 24 reviews

Deschutes 2 Bedroom Cabin

MeganRating, 5 stars2 months ago
Stunning lake view from beautiful picture window. Watched a brilliant sunrise, ducks and an eagle from the window. The kids found a sweet little sledding hill that was the perfect size for them, made snowmen and had snowball fights. Beds were comfortable and cabin was warm. Kitchen was missing lids for the pots and basic staples. The general store was open. Would definitely visit again!

Private cottage rentals

Guest favourite
Cottage in Bend
4.91 out of 5 average rating, 126 reviews

2 Bedroom Delight In The Old Mill

LauraRating, 5 stars1 month ago
We love staying at The Sparrow cottage! This is the second year that my son and I have stayed here and we are already counting the days until we return! We came for Spring Break to visit our friends and get some snow/ski time. (we live in Hawaii :) The cottage is perfect for us! The location is great - you can walk to the Old Mill District, go ice skating at the pavilion, or grab your gear and head up to Mt Bachelor with ease. We love the quiet, peaceful neighborhood and the coziness of the cottage too. After a day of skiing or hiking in the crisp weather, it is nice to come home and snuggle by the fire and watch a movie. Ashley and Mona were amazing hosts - they brought us warm, fresh bread and offered great recommendations for restaurants and local spots. See you next March! Aloha!
Superhost
Cottage in Bend
4.9 out of 5 average rating, 456 reviews

Downtown, Modern Nostalgia--walk to shops, cafes

DhirajRating, 5 stars1 month ago
The house was clean and in a good location in walking distance to downtown Bend in a quiet neighborhood. The beds and pillows were comfortable. Having 2 bathrooms was a plus for our group of 4. There are good restaurants in walking distance (15-20 min walk ) or 5 minutes by car. Highly recommended.
Top guest favourite
Cottage in Bend
4.97 out of 5 average rating, 112 reviews

River Camp House

NadiaRating, 5 stars2 days ago
I couldn’t recommend Dan and his place more. We stayed for two weeks for a ski trip, and the location, vibe, peacefulness, cleanliness and more were the perfect fit for what we wanted. We will absolutely be returning if we are fortunate enough to be able to book this home again.
Cottage in Sisters
4.93 out of 5 average rating, 58 reviews

The Festival House is the sweet spot in Sisters!

CinziaRating, 5 stars9 months ago
Tennise was wonderful. She let us know her home was ready early and we could check in if that’s what we wanted to do. Location was perfect. Five blocks from the quilt show shops and restaurants. It was too hot for us to be able to enjoy the backyard but it’s beautiful full of flowers. Tennise gave us a tip about where we could see the three sisters and a place for fishing. Great host.
Guest favourite
Cottage in Westfir
5 out of 5 average rating, 25 reviews

Westfir River Cottage

LindseyRating, 5 stars9 months ago
We loved our stay! We will definitely be back and will book again with Julie. This location is absolutely beautiful, we grilled outside, sat by the river, my niece's daughter ran all over the yard playing when they came to visit us. We hiked the local trails and found some amazing watering holes to swim in. All the locals around town were so welcoming even telling us about Salmon Creek Falls which had the best water fall and swimming area we found by far. Julie's place exceeded our expectations and loved every minute of our time here at her Airbnb. We are definitely coming back, she might get tired of us. 😉 💚🌲
Guest favourite
Cottage in Redmond
4.96 out of 5 average rating, 46 reviews

The West Minister Square Cottage

LukeRating, 5 stars1 week ago
This is the perfect place to stay if you climb at Smith Rock and want to be close to restaurants and breweries afterward.
Guest favourite
Cottage in Bend
4.96 out of 5 average rating, 255 reviews

Contemporary Chic, Walk Downtown, Gourmet Kitchen

SarahRating, 5 stars2 weeks ago
The house is so comfortable and conveniently located in Old Bend. You can walk 7-15 minutes in any direction of the house and get to a variety of shops, restaurants, bars, coffee shops and river trails. We didn't drive our car for 3 days and were able to walk to lots of fun stuff. The house is quiet, immaculate and well cared for. The clean hot tub is in the privately-fenced side yard. We would definitely stay here again.
Superhost
Cottage in Silverton
4.69 out of 5 average rating, 13 reviews

The Fir and Falls Cottage

StacyRating, 5 stars1 month ago
Very cute, cozy and home-like, minus the TV. After driving all day, we were looking forward to coming back here to relax to a movie, instead we played cards. My fault for not checking or bringing a tablet. Oops. However, everything else that you could ever need was here! Kirby was also super responsive which was appreciated!!

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