Holiday rentals in Oak Glen

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Top-rated holiday rentals in Oak Glen

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Guest favourite

Cabin in Forest Falls

4.88 out of 5 average rating, 116 reviews

Delightful Mountain Retreat

This is that peaceful quiet getaway with nature you are looking for. You are at 5380 feet, surrounded with mountains and trees. Built in 1926 and recently remolded with new amenities. One third of an acre at the end of a long narrow windy cul-de-sac. Bordered on the south and east by the San Bernardino National Forest. Large collections of Nancy Drew Mysteries and Zane Grey novels, children’s books, games, puzzles, and toys. For you hikers, it is a 3 minutes drive to the Momyer Creek trailhead.

Guest favourite

Cabin in Running Springs

4.96 out of 5 average rating, 170 reviews

Cozy A-Frame Cabin Nestled In The Mountains

An hour and a half away from Los Angeles, enjoy a cozy, modern A-Frame cabin steps away from seasonal Arrowbear Lake. Outfitted with lightning-fast WiFi, heat, A/C, a bidet, rainfall shower and vaulted ceilings. The Lazy Loft is perfect for a couple's or family getaway. Enjoy a centrally-located taste of the mountains! During the Winter: → 5 mins from Snow Valley → 30 mins from Bear Mountain / Snow Summit During the Summer: → 10 minutes to swimming, fishing and hiking → 20 minutes to Big Bear

Guest favourite

Guest house in Yucaipa

4.98 out of 5 average rating, 132 reviews

Yucaipa's Cottage on a Hill

Welcome to our quiet country cottage located on top of a hill overlooking the canyon and City of Yucaipa. With all the amenities you'll need during your stay, you will feel right at home. Less than five minutes to the freeway, your home away from home will be the perfect place to rest your head at the end of the day. The Cottage is the central location to LA, the beaches, Disneyland, Palm Springs, San Diego and the mountains. And if you don't want to leave, there's plenty to do right here!

Guest favourite

Guest house in Redlands

4.99 out of 5 average rating, 287 reviews

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Guest favourite

Guest suite in Banning

4.95 out of 5 average rating, 101 reviews

Everest Cottage, Living, Fireplace, Bedroom, Yard

Nestled among the hills and evergreens of North Banning, in a quiet community (an enclave for artists, writers and musicians) is the very unique Everest Cottage. It has its own back yard, and children and pets are welcome. The house echoes the owner’s experiences from Nepal to South America. Everest Cottage is one mile from the freeway at the end of town on the edge of rhe wilderness where hikes await. Morongo Casino and Outlets are just a few miles east. No parties or large group events.

Guest favourite

Cabin in Arrowbear Lake

4.99 out of 5 average rating, 164 reviews

A-Frame Apogee | Hot Tub · Epic Views · Swing Set

Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2023, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Guest favourite

Guest suite in Redlands

4.98 out of 5 average rating, 217 reviews

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

Guest favourite

Cabin in Forest Falls

4.99 out of 5 average rating, 215 reviews

Palisades View - Cabin With Spa

This air conditioned cabin is located... 1/2 mile from Forest Home. 20 minutes from Oak Glen and its apple orchards. 20 minutes from Redlands 15 minutes from Yucaipa 60 minutes from Big Bear This cabin was recently remodeled and modernized with: - Spa/hot tub on the deck with great view - Electric car charging station (L2, fast charger) - High speed internet - Laundry washer and dryer - Smart TV with YouTube TV included. You can log in with your NetFlix, etc.

Guest favourite

Guest house in Highland

4.96 out of 5 average rating, 235 reviews

Serene Escape Tiny House Living (pool access)

Close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Guest favourite

Guest house in Redlands

5 out of 5 average rating, 196 reviews

"Garden of Eden" Farmstyle Private Back House

Located in beautiful South Redlands near Prospect Park, this detached studio with private entrance will give you all the cozy farmhouse vibes you are looking for! Inside you will find a charming farmhouse decor with a Redlands theme. There is a separate living and bedroom space, heating/AC, newly renovated kitchen with a refrigerator, stove, oven and microwave, comfortable full size bed, fine linens and a large bathroom.

Guest favourite

Guest house in Redlands

4.95 out of 5 average rating, 133 reviews

Industrial Modern Studio blocks from Downtown

Modern studio with vaulted ceilings and lots of natural light. Our property is 1.5 miles away from Downtown Redlands located in a quiet neighborhood off of the historic Olive Avenue. We have provided a full-sized kitchen, laundry facilities, and walk-in shower. During your stay, you may be greeted by our golden retriever Cedar. He is a service animal and trained as a therapy dog and would love to say hi!

Guest favourite

Home in Running Springs

4.96 out of 5 average rating, 116 reviews

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

Welcome to Iris & Pine Cottage! Relax among the pines with your drink of choice. Enjoy the local nature, Saturday farmers market, local hikes, and food. Conveniently located: Snow Valley (6 mi), Lake Arrowhead (8.7 mi), Santa's Village (5.7 mi), and Big Bear (12.9 mi). Easy parking, fast WiFi, desk & printer, fireplace, outdoor grill, and deck with string lights. Book now for an unforgettable stay!