Story-time Stay at Our Rupert Cottage!

Top rated by guests
Living area
Dining
Private kitchen
Private kitchen
Private kitchen
review stars
8.8Excellent
(6 Ratings)
"Pet/service animal friendly, beautiful property, plenty of benches and gazebo space to sit and relax and unwind. Clean room and the fact that they supply you with everything you need to get started go..."
Bryan
Don't miss out! Price and availability may change
8.8 / 10.0
Excellent(6 Ratings)

Cottage in Monteagle, TN

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Great price for your budgetOne of the lowest cost properties in the area

About this cottage rental

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.

**Important item to note for the Rupert Bear Cottage, there is no central heat in the unit. We have placed electric heaters in the living room and bedroom to help with those colder days and nights.**

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).
🐻There is no central heat in the unit. We have placed electric heaters in the living room and bedroom to help with those colder days and nights.
🐻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.

Amenities at Story-time Stay at Our Rupert Cottage!

Free WiFi/internet
Air conditioning
Non-smoking
Pets allowed
TV
Coffee/tea maker
Kitchen
WiFi/Internet
Microwave
Patio
Kitchenware
Oven
Stove
Sofa bed
Towels
Hairdryer

Map of Monteagle, TN


Ratings and reviews

8.8 / 10.0
Excellent(6 Ratings)
10.0 / 10.0Outstanding·Nov 2025
Pet/service animal friendly, beautiful property, plenty of benches and gazebo space to sit and relax and unwind. Clean room and the fact that they supply you with everything you need to get started goes above and beyond they give you dishes they give you even three rolls of toilet paper. They are very customer oriented and very happy to do whatever they can do to make your stay the best they possibly can. They are very friendly and this is a property that I would probably like to enjoy at least once a year probably. It is so relaxing and just an overall stress free environment.
10.0 / 10.0Outstanding·Oct 2025
Warm and inviting cabin. Clean, well stocked. Conveniently located.
8.0 / 10.0Excellent·Oct 2025
Pet friendly, host communication was excellent. The cottage was tidy and clean.
10.0 / 10.0Outstanding·Nov 2024
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

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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Story-time Stay at Our Rupert Cottage!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Story-time Stay at Our Rupert Cottage! pet friendly?

Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Story-time Stay at Our Rupert Cottage!?

We found 16 amenities for this rental. This includes free wifi/internet, air conditioning, non-smoking, pets allowed, and tv.


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