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Pennies in the Pines' < 30 Mi to Crater Lake!

Photo gallery for Pennies in the Pines' < 30 Mi to Crater Lake!

A covered outdoor deck with a table and chairs, a large heater, and a view of a forested area. - Pennies in the Pines' < 30 Mi to Crater Lake! (Chiloquin)
A dining area with a wooden table, four chairs, and a red checkered placemat. - Pennies in the Pines' < 30 Mi to Crater Lake! (Chiloquin)
A wooden-paneled room with large windows, two Adirondack chairs, and a small table. - Pennies in the Pines' < 30 Mi to Crater Lake! (Chiloquin)
A single-story house with a covered patio, surrounded by a wooden fence and tall pine trees. - Pennies in the Pines' < 30 Mi to Crater Lake! (Chiloquin)
A living room with a fireplace, a dining area, and a hallway with artwork. - Pennies in the Pines' < 30 Mi to Crater Lake! (Chiloquin)
Pennies in the Pines' < 30 Mi to Crater Lake! provides amenities, such as a firepit and a garden. Stay connected with in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Pet-friendly
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue

Add dates for prices

About this property

Pennies in the Pines' < 30 Mi to Crater Lake!

  • Escape to the Oregon wilderness and find your new favourite spot at this Chiloquin holiday rental! This 3-bedroom, 2-bath home offers a relaxing place where you can rest in between your adventures. Have a BBQ on the deck or gather around the fire pit with your loved ones after a day out. Venture out to the surrounding wilds and fish in Agency Lake or drive up to Crater Lake National Park for some of the best views in the country! No matter what, you’re sure to have an unforgettable stay.

    -- THE PROPERTY --

    Pet Friendly w/ Fee | Furnished Deck | Fire Pit | Gas Grill | 2-Stall Barn | EV Charger

    Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Pack 'n Play

    OUTDOOR LIVING: Outdoor heaters, horseshoes, propane deck heater, gas grill, fenced-in yard, horse stalls, corn hole, 4 sets of snowshoes, 4 snow sleighs
    INDOOR LIVING: Smart TVs, Bluetooth soundbar, 6-person dining table, en-suite bathroom, air purifier & fan (every room)
    KITCHEN: Breakfast bar w/ seating, dishwasher, refrigerator, stove/oven, microwave, coffee maker, Crockpot, toaster, blender, spices, cooking basics, dishware & flatware, InstantPot, waffle iron, air fryer, Magic Bullet
    GENERAL: Free WiFi, central A/C & heating, linens/towels, complimentary toiletries, hangers, iron/board, trash bags, & paper towels, hair dryers, high chair
    FAQ: Stairs required for access, pet fee (paid pre-trip), horse friendly
    PARKING: Driveway (4 vehicles), RV/Caravan parking allowed, EV charger available

    -- THE LOCATION --

    OUTDOOR ADVENTURE: Wood River Wetland (0.5 miles), Agency Lake (1.0 miles), Upper Klamath Lake (12.6 miles), Hagelstein County Park (17.0 miles), Putnam's Point (27.0 miles), Moore Park (27.5 miles), Mt McLoughlin (43.2 miles)
    NEARBY FUN: Train Mountain Railway System (5.3 miles), KLA-MO-YA Casino (5.8 miles), Crater Lake Trolley (27.9 miles), Baldwin Hotel Museum (28.4 miles), Crater Lake ZipLine (30.2 miles), Roe Outfitters (30.2 miles)
    AREA ATTRACTIONS: Crater Lake National Park (29.4 miles), Lava Beds National Monument (66.1 miles), Cascade-Siskiyou National Monument (68.4 miles)
    AIRPORT: Rogue Valley International Medford Airport (79.6 miles)

    -- REST EASY WITH US --

    Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what holiday means to you.

    -- POLICIES --

    - No smoking
    - Pet friendly w/ $50 fee (+ taxes & fees)
    - No events, parties, or large gatherings
    - Additional fees and taxes may apply
    - Photo ID may be required upon check-in
    - NOTE: The property requires stairs to access
    - NOTE: Horses are welcome to stay in the 2-stall barn on the property

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About the area

Chiloquin is home to this holiday home. The area's natural beauty can be seen at Crater Lake National Park and Collier Memorial State Park, while Train Mountain Railroad Museum and Fort Klamath Park and Museum are cultural highlights. Visit our Chiloquin travel guide
View more Holiday homes in Chiloquin
Map
Chiloquin, OR

What's nearby

  • A rocky outcrop with a tree stump in the foreground and a calm lake with mountains in the background.
    Crater Lake National Park
    24 min drive - 31.0 km
  • Agency Lake
    17 min walk - 1.4 km
  • Train Mountain Railroad Museum
    9 min drive - 13.7 km
  • Kla-Mo-Ya Casino
    11 min drive - 17.2 km
  • Oregon Institute of Technology - Residential Campus
    30 min drive - 58.9 km

Getting around

  • Klamath Falls, OR (LMT-Klamath Falls Intl.)
    45 min drive

Restaurants

  • El Rodeo Mexican And Seafood
    7 min drive
  • Champs Chicken
    11 min drive
  • The Potbelly Cafe
    10 min drive
  • The Burger Shack
    7 min drive
  • JJ’s Cafe
    7 min drive

Frequently asked questions

Is Pennies in the Pines' < 30 Mi to Crater Lake! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Pennies in the Pines' < 30 Mi to Crater Lake!?

On-site parking is available at the property.

What time is check-in at Pennies in the Pines' < 30 Mi to Crater Lake!?

Check-in begins at 3:00 PM.

What time is check-out at Pennies in the Pines' < 30 Mi to Crater Lake!?

Checkout is at 10:00 AM.

Where is Pennies in the Pines' < 30 Mi to Crater Lake! located?

Situated in Chiloquin, this holiday home is 0.5 mi (0.8 km) from Agency Lake and within 9 miles (15 km) of Train Mountain Railroad Museum and Kla-Mo-Ya Casino. Collier Memorial State Park and Fort Klamath Park and Museum are also within 9 miles (15 km).

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Reviews

Pennies in the Pines' < 30 Mi to Crater Lake! Reviews

9.8

Exceptional

9.6

Cleanliness

9.6

Location

10

Property conditions & facilities
Rating 10 - Excellent. 17 out of 21 reviews
Rating 8 - Good. 4 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Visiting Crater Lake … this is the perfect place to stay!

My family of 6 loved our stay at this property! The house is spacious and cozy, and the location is great. Jim and his dog Penny are extremely welcoming and kind. The location is perfect. We highly recommend staying here!
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet Little Home with Thoughtful Owner

This little home tucked in the valley and surrounded by mountains was the perfect cozy retreat for our Crater Lake adventures. The property sits in a serene setting and the owner has thought of every little touch to make your stay comfortable. From the coffee bar, to the provided kitchen appliances to the staple items provided for use…they have thought of everything. We would definitely stay here again.
Stayed 3 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pennies in the Pines

Beautiful location, near many amazing put-ins for our kayak club. Bbq, kitchen, yard games. Owner was nearby and generous. Great time!
Stayed 3 nights in May 2024
From a partner site

10/10 Excellent

Great location and host.

Can't say enough good things about this place. The location is a great launching pad for outdoor adventures. It was warm and welcoming when we arrived with a Christmas tree and decorations and music waiting to greet us. It is very well stocked with treats and lots of kitchen tools. The host clearly looks out for guests comfort. If you are going to crater lake, this is the place to stay.
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Chiloquin retreat was just what we were looking for with our trip to Crater Lake. The property is so conveniently located to the entrance. It was perfect for our group of adults, children and dogs. The fenced in area was great for the dogs to be able to stretch their legs. Also the outdoor games were fun for all. I appreciated the owner giving us a call before we came to let us know there are limited options for groceries in the immediate area. We just planned accordingly.
Stayed 2 nights in Jul 2025
From a partner site

10/10 Excellent

Family Trip to Train Mountain

Our family came from Washington and California to attend the Fall Colors Meet at Train Mountain. Pennie's in the Pines was excellent in providing a place for all of us to gather. Jim is extremely friendly and welcoming. He provides everything you need and checks on you too. You won't be disappointed. His decorating and photography is splendid.
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Hospitality on the Range

We had a wonderful stay in this beautiful, remote location. The house was very clean and has a lot of space. The kitchen is well stocked with equipment and is very usable. We loved that there was enough seating for five people at both the inside and outside deck table, and in the living room. Great hospitality. Great deck and yard. Close to Crater Lake, which was our goal. But also close to Train Mountain Railway Museum, which is super fun. We had a great evening of star gazing and s’mores, then another evening of star gazing up at Crater Lake.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay

I have to say, with all the rentals I've stayed at in the past, this was by far the best experience. The owner called prior to our stay to give us the lay of the land and welcome us to his home. I've never had that happen before. The place was clean and ready to go. The deck was spacious and private. There was a complete breakfast bar which was just fantastic! And then we got home and I received another call making sure our stay was to our liking and to thank us for our visit. All in all, I wouldn't hesitate to stay here again at all. If you're looking for something quiet, clean and private this is your place.
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you for sharing your cute cozy home with myself, my husband and our two dogs. Your home is definitely the most welcoming VRBO I've ever stayed at. It kind of felt like going to visit my dad... The breakfast bar area is unsurpassed and so thoughtful. Coffee, tea, hot chocolate, instant oatmeal and lots and lots of munchies. We had the pleasure of meeting the owner who provided all the thoughtful touches and what a nice person he is. He definitely wants everyone to enjoy their stay at his place and is super responsive. If you are bringing dogs with you, the fenced yard is secure and the yard good sized so dogs can get their zoomies out. I never worried for a minute that Waldo, our escape artist, would get out. Lots and lots of birds and we got to see the cutest quail several times. Wood River Wetland is just up the road, and an excellent place to take a walk and birdwatch. (Take a left out of the driveway and look for the entrance on the right.) The drive to Crater Lake is beautiful with lots of breathtaking places along the route. Make sure you stop at Beckie's Cafe for pie. Yum!!!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent accommodations and very well provisioned kitchen
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable, an excellent stay.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for trip to Crater Lake.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The place is very nice. Has everything we needed to stay.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious, well equipped, very nice reception
Stayed 4 nights in Sep 2025
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Nice place

Good place to stay if visiting Crater Lake.
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

We needed a place to stay close to Collier State Memorial Park where we had other family camping, this home was close and worked perfectly for our needs. The host provided great amenities that made our stay even more pleaseant.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Lovely home. Well equipped with nice touches to add to our comfort and enjoyment. Breakfast bar, horse shoes, corn hole, board games, cozy blankets and fast internet. Wood River Wetland is a short walk away. Our host suggested a number of places to visit. We particularly enjoyed Toketee Falls and Lava Beds National Monument. 30 miles to Crater Lake which we visited several times. Highly recommend this place.
Stayed 5 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect base camp

We came to visit Crater Lake in mid June. Our host was wonderful about answering questions about the property and sharing tips about great places to eat and play. Everything he told us about was spot on. The house was big, it could accommodate at least six people, the breakfast/coffee bar was very well stocked and much appreciated. The house is like coming to your own cozy mountain cabin. The kitchen has everything you can cook with provided. The yard is on acreage and has a fenced yard for dogs or small kids. You can even bring your horse, there is a place for them too! All kinds of indoor and outdoor games have been provided. Did I mention it’s about 30 miles to Crater Lake? It is a place like none other. The hiking was unbelievable. We were extremely happy with our visit. Thank you for the great memories!
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Stayed 3 nights in Jun 2025
Verified review

8/10 Good

Stayed 2 nights in Sep 2026