Sleepy Hollow Cabins and Hotel

What Sleepy Hollow Cabins and Hotel does

Sleepy Hollow Cabins and Hotel is a privately-held, single-property lodging resort located at 24033 Lake Drive in Crestline, California, on the shores of Lake Gregory in the San Bernardino Mountains. The company describes itself as the largest hotel and cabin resort in the Lake Gregory Crestline area, operating 150 rooms and cabins configured across multiple formats — standalone cabins (romantic units for two such as Grey Squirrel and Shy Bunny through family units sleeping up to six such as Lazy Owl and Greygory's Den) and a main-building hotel with Queen, King, and Deluxe King rooms. Property amenities include 12 fireplaces, 5 pools (including a hot tub/Jacuzzi), free parking for trucks, boats, RVs, daily housekeeping, a gift shop, convenience store, BBQ facilities, on-site meeting/banquet space, and ski storage and passes. A pet-friendly subset of rooms is offered with structured fees.

The business runs as a direct-to-consumer hospitality operation. Guests book via the company website (theplacetorelax.com) using third-party reservation engines (asiwebres.com, resnexus.com), by phone (1-909-338-2718, 9 a.m.–9 p.m. daily), or as walk-ins. Revenue is generated primarily through nightly cabin and hotel room rentals, supplemented by a $15/day resort fee charged on all reservations, $20-per-dog-per-night pet fees plus a $100 refundable deposit, promotional packages (e.g., free Lake Gregory beach and waterpark passes with a three-night minimum stay; a $50 third-night holiday special), and cancellation/forfeiture revenue on non-refundable holiday bookings and late cancellations. Customer segments span families with children, couples on romantic getaways, wedding parties (anchored by proximity to San Moritz Lodge and Pine Rose Weddings venues), and corporate/retreat groups using Greygory's Den's conference layout. There is no app, no API, and no proprietary technology disclosed; the technology footprint consists of standard hospitality property management and booking systems. The company is independently owned with no disclosed institutional investors, parent entity, or funding rounds.

Name

Sleepy Hollow Cabins and Hotel

Legal name

Sleepy Hollow Cabins and Hotel

Website

https://theplacetorelax.com

Company type

Private

Operating status

Operating

Headcount range

1–10 employees

Short description

Sleepy Hollow Cabins and Hotel is a privately-held, 150-unit cabin and hotel resort in Crestline, California, near Lake Gregory, serving families, couples, wedding parties, and corporate retreat guests through direct-to-consumer bookings, on-site amenities, and proximity partnerships with local wedding venues.

Ownership category

akta.pro rank

Product category

Mountain Resort and Cabin Lodging

NAICS

Other Traveler Accommodation (72119), Hotels (except Casino Hotels) and Motels (721110), All Other Traveler Accommodation (721199)

SIC

Hotels, Rooming Houses, Camps & Other Lodging Places (7000), Hotels & Motels (7011)

akta.pro industry

PRIMARYTHAMADAA

Cabins & Cottages

Travel & Hospitality/Vacation Rentals & Short-Term Stays/Boutique & Unique Stays (Cabins, Tiny Homes, Treehouses, Yurts)

SECONDARYTHAGAAAD

Resort-Area Full-Service Hotels (Non–All-Inclusive)

Travel & Hospitality/Lodging & Accommodation/Hotels (Full-Service)

SECONDARYTHAAAHAE

Mountain & Wilderness Lodges

Travel & Hospitality/Adventure, Amusement Parks & Ecotourism/Nature Lodges & Eco-Resorts

Keywords

• Cabin rentals
• Mountain lodge accommodations
• Family vacation resort
• Wedding party lodging
• Lakefront hotel rooms

Headquarters

HQ city

Crestline, California

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Operations, Personnel, Infrastructure, Marketing or Sales, Supply Chain, Technology or R&D

Revenue model

1. Cabin and Hotel Accommodations: The primary revenue stream comes from renting cabin units and hotel rooms to guests. Accommodations range from romantic cabins for two to family-sized cabins sleeping up to 6 guests. Room types include standard hotel rooms (Queen Bed – Chestnut Room, Deluxe King – Briarwood Room) and various cabin configurations with amenities such as fireplaces, kitchens, and lake views.
2. Packages and Promotional Offers: Special packages including Lake Gregory beach and waterpark passes (free with 3-night minimum stay), third night at $50 deal, and seasonal promotions drive additional revenue and incentivize longer stays.
3. Pet Fees and Deposits: Additional revenue from pet fees: $20 per dog per night plus $100 refundable deposit. Unauthorized pet fee of $200 for violations.
4. Resort Fee: $15 per day resort fee charged on all reservations, providing recurring daily revenue.

Pricing tiers

Go-to-market motion1 record

Distribution channels3 records

Marketing channels5 records

Core offering

Sleepy Hollow Cabins and Hotel operates a 150-unit cabin and hotel resort on Lake Drive in Crestline, California, near Lake Gregory in the San Bernardino Mountains. It rents individual cabin units (romantic cabins for two through family cabins sleeping up to six, with full kitchens, fireplaces, and lake or creek views) and hotel rooms (Queen and Deluxe King configurations, including pet-friendly units), plus on-site amenities such as pools, hot tub, ski storage, conference/meeting space (Greygory's Den), gift shop, convenience store, and BBQ facilities. Guests book nightly stays through the property's own website via third-party booking engines or by phone, with revenue supplemented by a per-day resort fee, pet fees and deposits, wedding-group accommodation bookings, and promotional packages tied to stays (e.g., free Lake Gregory beach and waterpark passes).

Product overview

Sleepy Hollow Cabins and Hotel is a lodging resort offering both cabin and hotel room accommodations. The property features 150 rooms and cabins with 12 fireplaces and operates 5 pools. Cabins are stand-alone units with full kitchens, private decks, and romantic fireplaces ranging from romantic setups for two (Grey Squirrel, Shy Bunny) to family units sleeping up to six (Lazy Owl, Greygory's Den). Hotel rooms include standard Queen and King rooms as well as upgraded suites with fireplaces and premium amenities. The company also offers package add-ons including Lake Gregory beach passes, online booking specials, and a local business discount program through the 'Show Your Key' initiative.

Differentiator

Problem solved

Functional benefit

Products and services

• Cabin Accommodations
• Hotel Room Accommodations Hotel rooms in the resort's main building including Queen and Deluxe King configurations with pillow-top mattresses, raised gel fireplaces, flat-screen TVs, central air/heat, and select pet-friendly units (Briarwood, Chestnut). Sized for two to four guests and targeted at couples, small families, and individual leisure travelers preferring main-building amenities over a standalone cabin.
• Greygory's Den Cabin and Conference Space Family cabin sleeping up to six guests (max four adults) with a California King bed, two full-size sleeper futons, an extra-large fully equipped kitchen, a large raised hearth fireplace, and a private back deck; the great room is convertible to conference setup for up to 24 people. Designed to serve both family vacation stays and corporate/retreat meeting uses on the same property.
• Lake Gregory Beach and Waterpark Passes Package Stay package bundling complimentary Lake Gregory Beach and Waterpark passes for four guests (including beach access, waterpark access, and free parking) with a 3-night or longer cabin/hotel reservation. Marketed to families and leisure travelers using the Wildflower cabin and other units; requires a three-night minimum stay.

Named customers4 records

Segments5 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

Five partnerships are on record, tiered minor and core.

• Local Mountain Community Businesses (Show Your Key Program)minorChannel Partner/ Reseller/ DistributorSleepy Hollow has partnered with dozens of local businesses in the mountain communities to offer discounts to guests who show their room or cabin key. This creates a reciprocal marketing arrangement where the property drives customer traffic to local businesses while offering added value to guests. Partners include various restaurants, shops, and services in the Lake Arrowhead and Crestline areas.
• San Moritz LodgecoreStrategic or Co-development PartnerSleepy Hollow Cabins and Hotel is the closest lodging to the San Moritz Lodge wedding venue, positioning the property as the preferred accommodation choice for wedding parties and guests. This proximity partnership drives significant wedding group bookings to the property.
• Pine Rose WeddingscoreStrategic or Co-development PartnerLocated just two miles from Pine Rose Weddings, Sleepy Hollow serves as the primary accommodation option for wedding events at this venue. The proximity creates a natural partnership for hosting wedding guests.
• Lake GregorycoreStrategic or Co-development PartnerSleepy Hollow offers free Lake Gregory Beach and Waterpark passes with 3-night minimum stays. The property's proximity to Lake Gregory provides guests with access to kayaking, canoes, water park, and beach activities, making it a central hub for lake recreation.
• Bin189 RestaurantminorGTM or Marketing PartnerBin189 is highlighted as a popular dining option among Lake Arrowhead residents, described as one of the mountain's best fine dining experiences. Located in Lake Arrowhead Village, it offers live jazz, blues, and piano performances. Featured as a recommended attraction for guests.

Scale indicators5 records

Recent moves6 records

Expansion highlights4 records

Emerging players

• Vrbo (Expedia Group): Short-term vacation rental platform with a heavy concentration of whole-home and cabin rentals in U.S. mountain destinations. Directly comparable to Sleepy Hollow's cabin rental product from the demand-side, competing for the same family and group travelers.
• Airbnb: Global short-term rental platform with significant listings of cabins, chalets, and mountain homes in the Lake Gregory / Lake Arrowhead / Big Bear region. Represents the primary alternative-accommodation channel that competes for the same mountain-leisure traveler that Sleepy Hollow targets.
• Vacasa: Vacation rental management company that professionally manages individual cabin and home rentals in mountain and lake destinations, including the Lake Arrowhead / Crestline area. Comparable in that it offers the same cabin-style accommodations to similar leisure travelers, but operates an asset-light platform model rather than owning the underlying property.

Direct peers

• Lake Arrowhead Resort and Spa: Full-service mountain resort hotel located in Lake Arrowhead, CA, in the same San Bernardino mountain region. Directly comparable to Sleepy Hollow as a regional competitor offering accommodations, event space, and group bookings to the same Southern California mountain tourism market.

Regional players

• North Shore Campground at Lake Gregory: Directly adjacent campground/RV park at Lake Gregory in Crestline, CA. Comparable local competitor for lake-recreation visitors in the same micro-market, though focused on tent and RV sites rather than cabin/hotel lodging.
• Big Bear Lake Resort (Big Bear Hotels): Cluster of lodging properties in Big Bear Lake, CA, another Southern California mountain destination catering to families, weddings, and group events. Comparable destination resort model but in a different (larger) mountain micro-market roughly 30 miles east of Crestline.

Broad incumbents

• Kampgrounds of America (KOA): National campground and cabin lodging franchise with locations throughout the U.S. including California mountain and lake destinations. Comparable in that it offers cabin-style accommodations alongside outdoor recreation amenities to similar leisure travelers, but at much larger scale and across many geographies.
• Choice Hotels (Comfort Inn / Quality Inn mountain properties): Multi-brand hotel franchisor with branded properties in mountain destinations across California. Comparable to Sleepy Hollow's hotel room offering from a segmentation and amenity perspective, but operates at national scale through franchise agreements rather than independent ownership.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat3 records

Key risks5 records

Key highlights6 records

Customer concentration

• LinkedInlinkedin.com/company/sleepy-hollow-cabins-and-hotel

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Sleepy Hollow Cabins and Hotel