Pet-friendly holiday rentals in Deschutes River Woods

<SALE> River Front | Hot Tub | Old Mill | Dogs

Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

Quail View-Pets Welcome, Great Outdoor Space

Quiet tree lined cul-de-sac location this executive master suite has all the comforts of home. Kitchen has dishwasher, gas range & large refrigerator. Private patio surrounded by gardens & paver walkways, access to shared deck with gas grill. Big screen TV for relaxing & desk for working. Expansive bathroom with dual sinks, walkin shower, heated towel rack & heated tile floor. Extra Large Closet includes washer/dryer & also has heated tile floors. Private entrance & separate off street parking.

Home in Lodges at Bachelor View - Book Now!

Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!

Lava Rock Retreat Modern Rustic Home

Escape to this peaceful, private home nestled amongst the Ponderosa pine trees and lava rock. The modern rustic home boasts heigh ceilings and a spacious open floor plan with solid oak floors throughout. The kitchen flows into an expansive dining and living area where you can soak in the views of the lava flow, towering pine trees, and visiting deer through the soaring wood framed windows. Enjoy the spacious private backyard while relaxing in the hot tub, sitting around the fire pit, or BBQing.

Simple Serenity | Homey Pet-Friendly Wooded Haven

Welcome to Simple Serenity! Set against a lava flow, off the beaten path, our 1,200 square-foot guest suite has 2 bdrms, family room, kitchen with stove top & bathroom with laundry. Just 28 miles to Mt. Bachelor & 8 miles to downtown Bend, Simple Serenity is ideal for those who enjoy nature. Across the highway from the High Desert Museum and less than a mile from nearby trails, Simple Serenity is a short drive from lava caves, Sunriver, and numerous other activities. Bring your fur babies, too!

Ranch Cottage: Desert, Forest, Horses, Hot Tub

Beautiful guest cottage studio, with mountain views, in the southeast Bend neighborhood of Sundance. 15 minutes to town and 45 minutes to Mt. Bachelor ski area. This special ranch property is two blocks away from endless recreation in the Deschutes National Forest. (PLEASE NOTE; national forest access has been closed as of May 1, 2025-May 2026 for fuel reduction and restoration. blm trails are open) Includes one king Sleep Number bed and one queen Murphy bed. Private hot tub out the back door.

Cozy Studio! Walk to NW Crossing and Shevlin Park

Cozy, soft decor fill this light, bright studio with a private entrance. Shevlin Park and Phil's Trail are minutes away for hiking, running, and mountain biking. Mt. Bachelor is a short 30 minute drive for skiing in the winter and downhill biking in the summer. Smith Rock is a 45 minute drive for hiking and climbing enthusiasts. Shopping and dining are within walking distance at NW Crossing or a a short drive to the Old Mill or Downtown Bend. Mesh Network Wifi, coffee, tea and snacks provided.

Rajneesh Aframe/Hot Tub, 10 min from downtown Bend

We are opening up our Aframe to host some visitors to Bend. This Aframe was originally built for the Rajneeshpuram, in Wasco county Oregon in the early 1980's. If you are not familiar with this interesting piece of Oregon history, we recommend you watch the documentary Wild Wild Country on Netflix. It is fascinating. Its a small little dwelling, we have a king sized Mattress in it (no bed frame due the space limitations), with easy access to a bathroom and shower in our home.

Sixties Suite Spot

Escape to our cozy, retro suite, a serene haven centrally located near Pine Nursery Park. Enjoy a tranquil retreat with high-quality amenities, dog-friendly comforts, and snowboard/ski storage. With a semi-private yard featuring Adirondack chairs, easy parking, and a vibrant, photo-ready design, it's perfect for relaxation and adventure. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. Discover a blend of charm and convenience at our unique getaway!

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Home on the BAYOU dr. - fenced yard with fire pit

One BR guest suite with private entrance, separate LR with a mini fridge, microwave, toaster oven, barbecue, coffee/tea and private fenced yard with fire pit. The suite can sleep three people (three adults, or family with two kids). One queen bed, and a sleeper sofa. Located in SE Bend, 3 miles to downtown, and a short drive to hiking and mtn bike trails. Approximately 25 miles to Mt. Bachelor. Dog friendly..but please see our dog rules below.

Modern, close to it all w/ private entrance & yard

Perfectly appointed cozy guest suite located in Bend's desirable Westside. Newly renovated (summer 2023) with modern fixtures and plush Casper mattress and L'Or coffee machine. Sleep like a dream and then take off on the day's adventures. This unit is just off Century Dr/ Cascade Lakes Scenic Byway offering quick access to Mt Bachelor (21 miles) while also a quick drive or walkable to Downtown, the Old Mill , the Deschutes River and NW Crossing.