[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Story-time Stay at Our Rupert Cottage! Cottage in Monteagle with kitchen and patio ![Dining](https://images.trvl-media.com/lodging/96000000/95360000/95357000/95356922/w658h486x0y0-13fc31b8.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV](https://images.trvl-media.com/lodging/96000000/95360000/95357000/95356922/6b0e670e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95360000/95357000/95356922/6e872a4d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95360000/95357000/95356922/2ea6d330.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/96000000/95360000/95357000/95356922/eb64a724.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled near South Cumberland State Park Visitor Center and the Meadow Lake Trail district, Cottages at Bear Hollow offers a serene retreat. Unwind on the spacious porch of Rupert Cottage, explore nearby hiking trails like Meadow Trail Hike or Fiery Gizzard, or simply enjoy complimentary WiFi. 10 Exceptional ### Entire home 1 bedroom1 bathroomSleeps 4600 sq ft ## Popular amenities - Parking available - Pet-friendly - Kitchen - Outdoor space - Air conditioning - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Story-time Stay at Our Rupert Cottage! Stop on by the Cottages at Bear Hollow in Monteagle TN for a perfect getaway! With serene surroundings, you can unplug and unwind in nature. Next to Bear Hollow grounds sits the South Cumberland State Park Visitor Center and the Meadow Lake Trail district. • HIKING: Several hiking trails just 10-15 mins away! • SEWANEE: 15 min drive away from Sewanee: The University of the South • THE CAVERNS: 15 min away from the concert venue, The Caverns! (Ask about our recommended shuttle service!!) The Space: We want you to enjoy your stay to the fullest! To help us ensure you are booking the right fit for your needs, please read this listing fully before booking. Whether you're seeking a peaceful getaway, a base for outdoor adventures, or a spot to crash after a show at the caverns, this charming space provides the perfect blend of comfort, charm, and convenience. The cottage is just steps away from the South Cumberland State Park Visitor's Center where you'll find some great hiking resources and insights. Some hikes to explore: • Meadow Trail Hike - a short walk great for kids, just next door to the park • Grundy Lakes - 5 miles away, 10 min by car • Fiery Gizzard (lots of trails here) - 5 miles away, 12 min by car Bear Hollow is also only a 45 minute drive from Chattanooga as well if you are looking for a fun day trip! Our Rupert Cottage has one bedroom with a queen bed. The space comfortably sleeps two people, however, two more could easily sleep in the living room with a sofabed we've added to the space. The sofabed is great for lounging during the day, but can easily be converted to sleeping arrangements for two. The unit has a kitchen equipped with basic kitchen supplies including a full size refrigerator, electric stove, microwave, and storage space. This cottage has one bathroom. Please keep in mind, this cottage is considered a tiny home, so the bathroom is on the smaller side. The bathroom includes a vanity space, toilet, and shower. There is not a dishwasher in this cottage. We provide our guests with dish soap, a sponge, and drying rack for dirty dishes. Also, rather than an iron and board, we have provided our unit with a hand held steamer instead. Complimentary Wifi! (25mbps) Our favorite feature of the Rupert Cottage is spacious porch! Perfect for outdoor dining, or simply enjoying the fresh air. All guests are welcome to walk and enjoy the beautiful and peaceful grounds on the Bear Hollow property! Guest Access: You'll have access to the entire unit & property grounds. The Rupert Cottage has its own driveway that comfortably fits one vehicle. Please reach out if you require additional parking. Interaction with Guests: We offer a completely contactless check in and checkout process for our guests. Our team is available 24/7 if our guests need an assistance. Other Details to Note: 🐻 Once booked, you will be receiving a text from our team from our 615 number with a rental agreement to sign. You will get a text with your access instructions the day before your arrival once this is signed. 🐻 Please note this cottage is located on a space with other homes, cabins and an event center. We ask that you please be mindful of your neighbors. 🐻 Regarding the unit: While the max occupancy is 4 people, remember the space is SMALL. Towels & linen are provided (including bedding for the daybed). Travel sized toiletries, a hairdryer, and handheld steamer are provided. The well-equipped kitchen features a stove, refrigerator, and microwave. A drip coffee maker and basic kitchenware is also provided. Coffee grounds, creamer/sugar packets and filters provided. We also provide salt, pepper and cooking spray. Guests are responsible to provide any additional amenities desired such as additional toilet paper (we start you with 3 rolls). 🐻 We do allow dogs on a case by case basis. There is a pet fee that will need to be collected. Please reach out to inquire about the pet fee. 🐻 We are currently in the process of redesigning and refreshing the different units and grounds, so you may notice vendors and delivery vehicles during the day. 🐻 Check in is at 4 pm // Check out is at 10 am. If you're looking to check in early or check out late, we suggest booking the night before or after your arrival. Otherwise, to be considerate to other guests, we cannot guarantee that an early check in or late check out request will be accommodated. Feel free to arrive anytime after 4 pm. 🐻 Please be mindful of your surroundings! Bear Hollow shares a fence with a state park. It is great to be so close, but remember there could be critters in the area as we are located beside their home. ## Property amenities ### Internet - Available in the cottage: Free internet ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Full-sized refrigerator/freezer - Microwave - Oven - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - Bedroom - Bedsheets provided - Day bed - Sofa bed ### Bathroom - 1 bathroom - Bathtub - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV ### Outdoor areas - Patio ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Location highlights - In a rural location - In the mountains ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Property does not allow children - Unit size: 600 square feet ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95480000/95478100/95478092/8aa57dfc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Snuggle Up in our Teddy Cottage! \*New Listing\* Monteagle - Kitchen - Pet-friendly - Air conditioning - Parking available 10 Exceptional 6 reviews CA $90 CA $219 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23&selected=95478092&PinnedHotelID=95478092&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113210000/113204200/113204192/f0b13e81.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Catch Some ZZZ's at the Grizzly Cottage Monteagle - Kitchen - Pet-friendly - Air conditioning - Outdoor space 9.6 Exceptional 4 reviews CA $90 CA $264 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=113204192&PinnedHotelID=113204192&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111700000/111697000/111696910/41783cdd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tiny House @ Trailhead Cabins Monteagle - Kitchen - Pet-friendly - Free WiFi - Air conditioning 9.8 Exceptional 8 reviews CA $147 CA $296 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=111696910&PinnedHotelID=111696910&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/96000000/95360000/95357000/95356924/11f9a6a6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Visit 100 Aker Woods and Stay at Winnie Cottage! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 615980 ## About the area Located in Monteagle, this cottage is in a rural area and in the mountains. The area's natural beauty can be seen at South Cumberland State Park and Harton Park, while Sam H. Werner Military Museum and Tennessee Williams Center are cultural highlights. Looking to enjoy an event or a game while in town? See what's going on at Sewanee Golf and Tennis Club, or consider a night out at The Caverns. [Visit our Monteagle travel guide](https://www.expedia.ca/Monteagle.dx134585) [View more Cottages in Monteagle](https://www.expedia.ca/Monteagle-Cottages.d134585-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=35.258736,-85.78995&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:ejfvEdzrjO%3FS%3FQ%3FS%40Q%40S%3FS%40Q%40S%40SBQ%40SBQBQ%40SBQBQDQBQDSBQDQDODQDSDOFODSFODOFQFOFOHOFQFMHOHMFOHOHMHMHOJMHMJKHMJMJKJMJKHKLKJKJKLIJKLIJILKLGLILGJILGNGLGLGLGNGLELENELENELCNCLENCNALENANCNANALANAN%3FN%3FL%3FNAN%40N%3FN%3FN%3FN%40L%40N%40N%40NBN%40LDN%40NBLDNBLBNDLDNDLDLDNFLFLFLFNFLFJHLFLHLHLHJHLHJJLHJJJJLJHJJJJLJJJLHLJJHLJLHNHLHLHNFNHLHNFNFNHNFNFNFPDNFNDRFNDPDPDPDNDPBPDRBPDPBPBP%40RBPBP%40RBP%40R%40R%40P%3FR%40R%3FP%40R%3FP%3FR%3FR%3FPAR%3FPAR%3FPARAPARCPARCPCPARCPCREPCPEPCPEPEPEPENEPGPEPGNEPGNGPGLIPGLGPILINGLININILILKLILKLILKLKJKLKJIJMJKHKJMJKHMHKJMFMJMFMHKFMHOFMDMFMFOFMDMDODMDODMBODMBOBOBMBOBO%40O%40O%40M%40O%40O%40O%3FO%3FO%40OAM%3FO%3FOAOAMAOAOAOAOCMCOCOCMCOEMCOEMEOEMEMEOGMGMGMEOGMIKGMIMGMIMIKKMIKIMKKKKIMKIKKKKMKKKMIMKMIMKMIMIMIOIOGMIOIMGOGOIQGMGQGOEQGOEQGQEOEQEQEQEQCQEQCQEQCSCQASCQCQASCQASAQAS%3FQASAQ%3FS%3FQ%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=YbgJAvn_PFK38JZmpKE9rgVrQxo=) Monteagle, TN ### What's nearby - South Cumberland State Park - 5 min walk - 0.4 km - Monteagle Sunday School Assembly - 6 min drive - 5.7 km - Fiery Gizzard Grundy Forest Trailhead - 7 min drive - 5.8 km - University of the South - 16 min drive - 15.8 km - The Caverns - 30 min drive - 23.2 km ### Getting around - Chattanooga Metropolitan Airport (CHA) - 62 min drive ### Restaurants - ‪Dutch Maid Bakery - ‬6 min drive - ‪Hank’s Corner Grille - ‬6 min drive - ‪McDonald's - ‬7 min drive - ‪Circle K - ‬7 min drive - ‪El Maguey - ‬5 min drive ## Frequently asked questions ### Is Story-time Stay at Our Rupert Cottage! pet-friendly? > Yes, pets are allowed at this property. ### How much does it cost to stay at Story-time Stay at Our Rupert Cottage!? > As of Oct 10, 2025, prices found for a 1-night stay for 2 adults at Story-time Stay at Our Rupert Cottage! on Oct 15, 2025 start from CA $90.01, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Monteagle-Hotels-Story-Time-Stay-At-Our-Rupert-Cottage.h95356922.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Story-time Stay at Our Rupert Cottage!? > Check-in begins at 4:00 PM. ### What time is check-out at Story-time Stay at Our Rupert Cottage!? > Check-out is at 10:00 AM. ### Where is Story-time Stay at Our Rupert Cottage! located? > Situated in the mountains, this cottage is steps from South Cumberland State Park, and within 3 mi (5 km) of Fiery Gizzard Grundy Forest Trailhead and Harton Park. Monteagle Sunday School Assembly and Sam H. Werner Military Museum are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Story-time Stay at Our Rupert Cottage! Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.0/10 Cleanliness ### 10/10 Excellent #### Beth L. Nov 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect respite while seeking forever home Loved staying here. The staff, the cabin, the atmosphere were perfect for this weary traveler! It was great having the consistentcy of the cabin to stay at while seeking my forevervhome in Nashville! I am so grateful ##### Beth L. Stayed 73 nights in Jul 2024 ### 10/10 Excellent #### Raymond P. Jul 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Rupert cabin Great experience for us. Everything was just as we expected. ##### Raymond P. 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