Family-friendly vacation rentals in Lakeside

"Uncle Joe's Place" Cozy Cottage with Water View

Uncle Joe's Place is a cozy cottage that sits close to the water with views of Charleston bridge and South Slough Estuary. Cottage is 490 square feet, perfect for singles or a couple visiting the area. Located just off Cape Arago Hwy and the town of Charleston. It's a short walk to convenience stores, restaurants and the Charleston Marina. Neighborhood is made up of small homes and mobile homes. Check yourself in with a lockbox. I'm very close by if you need any assistant or have questions.

The Casita on Duck Pond: Dune Access

Direct dune access!! Coastal adventure meets quiet retreat! This hidden gem of a home sleeps 4 and offers direct dune access, a short walk to Tenmile Lake, and quick drives to beaches and trails. Ride your ATVs, fish for bass, hike the coast, or simply relax by the pond with the ducks and a good book. Bring your ATVs, fishing boat, hiking boots, or stack of books and enjoy this peaceful spot to unwind after the day’s fun. Perfect for couples or small families seeking the best of both worlds.

Evergreen Oasis

Welcome to Evergreen Oasis, a private, detached studio built from the ground up by our family. This 1-bedroom, 1-bathroom retreat features a unique design with natural wood walls and a modern black ceiling, creating a quiet and grounded environment. As a separate unit, it offers full privacy for a self-managed stay. We designed this space for comfort and independence, making it the perfect home base for your visit. We look forward to hosting you in this custom-built space.

Coastal Shenanigans!

This home is right in the middle of everything to do on the coast. Whether it's fishing the Umpqua river or the ocean, riding the dunes or shopping old town Florence. It's all 10- 30 minutes away. Go for a sunset walk on the beach! There is a nice little coffee shop close and some very good restaurants close by. There is free parking on the premises and on the street. Our driveway is 38' L x 20' W. If you are a boater, we have towels in the garage to wipe your boat off.

Tower Escape • Hot Tub • Cold Plunge • Views

A few precious summer nights remain available at the Tower. Morning coffee above the bay. Hot tub under the stars. Cold plunge if you’re brave enough. Four stories of views, deep sleep, records, tons of curated books & magazines, games, and quiet that resets your whole nervous system. Not a basic Airbnb. Not a touristy beige hotel room with tiny lotion bottles. The kind of place you leave already planning to come back to. There’s a reason we have such RAVE reviews.

Cozy A-Frame w/Spa+14 acres+EV+Trails+Lake Access

Looking to create a “Lifetime Memory?” Welcome to Treetop Lodge—a renovated two-level A-frame on 14 private acres. Nestled in the hills of Lakeside, it feels secluded but is just minutes from town. Hike private forest trails that end at at the lake, soak in the Jacuzzi under the stars, toast marshmallows by the firepit, or curl up in the cozy loft for the ultimate movie night. Whether you're chasing adventure or seeking calm, the experience is yours to create.

Secluded Lakefront Mini-Cabin W/ Paddleboards

Remote lakefront retreat—boat access only. We provide all arrival details after booking. Tucked away on North Tenmile Lake, this peaceful mini-cabin is perfect for a romantic escape or quiet writer’s retreat. Features a full kitchen, full bathroom with shower/tub combo, loft with king bed and lake views. Enjoy a private dock, paddleboards, high-speed WiFi, fishing, stargazing, and morning coffee by the water. The perfect mix of peace, privacy, and nature.

Nature Retreat- in Old Town!

Your own private nature retreat in the heart of Old Town! Stay in this unique ROUND home situated on a large, landscaped lot and you will feel like you are miles away from it all. However, you are just steps away from the harbor as well as all the shops and restaurants that make Florence so charming. The comfy furnishings and nature- inspired design create a truly relaxing getaway. This home is, by far, the most unusual place to stay in downtown Florence!

Coastal Forest Cabin, Kitchen, Quiet & Private

Rustic on the outside with a charming cottage garden, Agate Cabin sits on 5 coastal forest acres. Freshly remodeled with heat pump/AC for year-round comfort. Wander our woods and forage for mushrooms and berries in season. We are away from city lights so it’s a great spot for stargazing and observing wildlife. Fresh eggs from our hens and produce from our garden available seasonally. Quiet, but minutes from town. Sleeps 2. No pets, please.

Delightful 2 bedroom condo, steps from Bay Street

Your family will be close to everything when you stay at this centrally-located condo. Just steps away from restaurants, coffee shops, shopping, Siuslaw River and the boardwalk. Great spot for a couples get away or a small family of 4. Bedroom 1 has a king bed with a TV, second bedroom has a queen bed with a TV, along with a well equipped kitchen, cozy living room with an electric fireplace and big screen TV's in each room.

Beautiful home with spectacular harbor view

Make some unforgettable beach memories at this unique and family-friendly place. Mid-century meets the 21st in this lovingly renovated home with spectacular harbor view. Within walking distance of the beach, dunes, lighthouse, harbor, and restaurants. Beautiful enclosed garden room provides sheltered space for dining and relaxing. Young children will love the one-of-a-kind alcove beds. Well-behaved dogs are welcome.

Forested Retreat Close to Dunes/Beach/Town

Enjoy unmatched privacy with over an acre of land all to yourself and close proximity to town, the dunes and beach! Located 5 minutes from Hwy 101, 10 minutes from downtown North Bend and 15 minutes from Horsefall Beach! Relax on the expansive deck by the fire-pit with your coffee/wine or BBQ a feast while soaking in the country like setting. If your lucky a momma deer with her fawns may make an appearance!