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Home in Bend, Oregon

Trailmere Circle 56439

4 bedrooms

5 beds

3.5 bathrooms

10 guests

2360 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Welcome to Trailmere Circle 56439!

4 Bedrooms, 3.5 Bathrooms
Private Hot Tub
Air Conditioning, Gas Fireplace
Bikes, Kayaks, Ping Pong, Pickleball
5 Caldera Springs Rental Cards
Rental Cards do not include access to the Forest House pool or facility

Set among the pines of Caldera Springs, Trailmere Circle 56439 is a beautifully appointed four-bedroom retreat designed for families and friends who want both room to gather and quiet places to unwind. Thoughtful finishes, comfortable furnishings, and inviting indoor and outdoor spaces make this an easy home to settle into for a Central Oregon getaway.

The open-concept living room is bright and welcoming, with soaring ceilings, generous windows, and a gas fireplace at its center. Comfortable seating creates a natural gathering place for slow mornings, conversation after a day outdoors, or relaxed evenings together beneath the warm glow of the fire.

The fully stocked kitchen is designed for shared meals and unhurried time together. Premium appliances, generous countertops, and a large island provide plenty of room for preparing breakfast before a day of exploring, setting out afternoon snacks, or gathering around while dinner comes together.

The sleeping arrangements offer a comfortable balance for families and groups. On the main level, Bedroom One is the primary suite with a king bed and a private bathroom featuring a spacious walk-in shower. Bedrooms Two and Three each have queen beds and share a full bathroom. Upstairs, is the perfect space for your kiddos to gather. The bedroom holds two bunk beds, creating a welcoming space for children or additional guests. Smart TVs throughout the home make it easy for everyone to relax with their own entertainment at the end of the day.

Outdoor living is an equally inviting part of the stay. Step onto the private patio for a soak in the hot tub, gather around the firepit beneath the Central Oregon sky, or simply settle into the outdoor seating with the pines as your backdrop. Bikes and kayaks offer more ways to explore, while ping pong and pickleball equipment add a little friendly competition to the day.

This home includes five Caldera Springs Rental Cards, with each card providing access for up to two guests to select community amenities. Guests may enjoy the Quarry Pool and Fitness Center, Discovery Park, Ponderosa Park, Sable Rock Park, lakes and fishing areas, paved and barked pathways, tennis and pickleball courts, and the basketball court.

To make your stay even more rewarding, we created Bennington Adventure Rewards—a way to put money back in your pocket while you experience the best of Sunriver. Simply save your receipts from local adventures, and we'll reimburse you up to $100 during the off season and $250 during the summer.

Please note that the Forest House, including its pool and facilities, is reserved for Caldera Springs owners and is not available to rental guests.

Planning a larger family gathering? Trailmere Circle 56439 can be paired with our nearby 56294 Trailmere Circle home, making it easier for extended family and friends to stay close while still enjoying the comfort and privacy of separate homes.

Where you’ll sleep

Bedroom 1

1 bed

Bedroom 2

1 full bed

Bedroom 3

1 bed

Bedroom 4

1 full bed

Bedroom 1

1 bed

Bedroom 2

1 full bed

Bedroom 3

1 bed

Bedroom 4

1 full bed

Amenities

Common Amenities

  • Hot tub
  • Fire pit
  • Fire place
  • BBQ Area
  • Patio
  • Coffee maker
  • Smoke detector
  • Carbon monoxide detector
  • Fire extinguisher
  • Heating
  • Kitchen
  • Hair dryer
  • Free parking
  • Oven
  • Hot water
  • Toaster
  • Blender
  • Wine glasses
  • Wifi
  • Dining table
  • Boat
  • Fishing Area
  • Extra pillows
  • Hangers
  • Outdoor seating
  • Microwave
  • Dishwasher
  • Air conditioning
  • Washer
  • Ping pong table
  • TV
  • Dryer
  • Shower
  • Community Pool
  • High chair

5.0 · 11 reviews

S

Sheri W.

August 2026

This is a lovely home in Caldera Springs. With 8 people in our family, the house was big enough for us all to have our space. The beds were comfy and kitchen well stocked. We cooked at home every evening and really weren't missing anything. The location is great and we were able to bike, hike, swim, paddle & explore all close to the house. Our favorite part was the backyard. The house backs up to a small hill that blocks paths and roads, making it private & relaxing. We sat by the firepit, roasted smores, and watched the wildlife (so many deer!) right from the back porch. Communication from Bennington was great. The one thing to note if it's important to you is that renting through this home you cannot golf at Caldera Springs or use the complimentary boats on the lake. But the infinity pool you have access to is fabulous. You can even watch the sunset from there. If you like sunset hikes, try Wake Butte. It's about a 15 minute drive west and a short-ish steep trail and worth the view! Bring bear spray for that one. So much to do in the area but slow mornings at this home are lovely!
I

ingrid B.

August 2025

This is a beautiful property with all the comforts of home. Easy check-in, fully stocked kitchen with anything and everything you’d need. We love having so many high quality adult bikes so we didn’t need to bring our own.
J

Jeff M.

July 2024

We thoroughly enjoyed our stay at Caldera Springs. The house was beautiful and perfect for our group of 10. Kitchen was very well-stocked, and the open layout made it fun to cook and eat together. Outdoor space and hot-tub were perfect for hanging out after a day of outdoor activities. We can't wait to return!

Where you’ll be

Bend, Oregon 97707, United States

Bend, Oregon, United States
43.85015-121.43925
Timezone: America/Los_Angeles

Things to know

Cancellation policy

Free cancellation up to 14 days before check-in. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

10 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Nov 12, 2026$302Available
Nov 13, 2026$327Available
Nov 14, 2026$327Available
Nov 15, 2026$302Available
Nov 16, 2026$302Not Available
Nov 17, 2026$302Not Available
Nov 18, 2026$302Available
Nov 19, 2026$302Available
Nov 20, 2026$327Available
Nov 21, 2026$327Available
Nov 22, 2026$302Available
Nov 23, 2026$302Available
Nov 24, 2026$302Available
Nov 25, 2026$397Available
Nov 26, 2026$397Available
Nov 27, 2026$422Available
Nov 28, 2026$327Available
Nov 29, 2026$302Available
Nov 30, 2026$302Available
Dec 1, 2026$302Available
Dec 2, 2026$302Available
Dec 3, 2026$302Available
Dec 4, 2026$327Available
Dec 5, 2026$327Available
Dec 6, 2026$302Available
Dec 7, 2026$302Available
Dec 8, 2026$302Available
Dec 9, 2026$302Available
Dec 10, 2026$302Available
Dec 11, 2026$327Available
Dec 12, 2026$327Available
Dec 13, 2026$302Available
Dec 14, 2026$302Available
Dec 15, 2026$302Available
Dec 16, 2026$302Available
Dec 17, 2026$302Available
Dec 18, 2026$381Available
Dec 19, 2026$385Available
Dec 20, 2026$389Available
Dec 21, 2026$392Available
Dec 22, 2026$396Available
Dec 23, 2026$423Available
Dec 24, 2026$449Available
Dec 25, 2026$431Available
Dec 26, 2026$500Available
Dec 27, 2026$691Not Available
Dec 28, 2026$742Not Available
Dec 29, 2026$753Not Available
Dec 30, 2026$762Not Available
Dec 31, 2026$637Not Available
Jan 1, 2027$558Not Available
Jan 2, 2027$327Available
Jan 3, 2027$302Available
Jan 4, 2027$302Available
Jan 5, 2027$302Available
Jan 6, 2027$302Available
Jan 7, 2027$302Available
Jan 8, 2027$327Not Available
Jan 9, 2027$327Not Available
Jan 10, 2027$302Available
Jan 11, 2027$302Available
Jan 12, 2027$302Available
Jan 13, 2027$302Available
Jan 14, 2027$302Available
Jan 15, 2027$397Available
Jan 16, 2027$409Available
Jan 17, 2027$370Available
Jan 18, 2027$302Available
Jan 19, 2027$302Available
Jan 20, 2027$302Available
Jan 21, 2027$302Available
Jan 22, 2027$327Available
Jan 23, 2027$327Available
Jan 24, 2027$302Available
Jan 25, 2027$302Available
Jan 26, 2027$302Available
Jan 27, 2027$302Available
Jan 28, 2027$302Available
Jan 29, 2027$329Available
Jan 30, 2027$327Available
Jan 31, 2027$302Available
Feb 1, 2027$302Available
Feb 2, 2027$302Available
Feb 3, 2027$302Available
Feb 4, 2027$304Available
Feb 5, 2027$389Available
Feb 6, 2027$369Available
Feb 7, 2027$302Available
Feb 8, 2027$302Available
Feb 9, 2027$302Available
Feb 10, 2027$302Available