Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 5
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Air-conditioning
Explore the area
Tupelo, MS
BancorpSouth Arena
Place, BancorpSouth Arena
16 min walk
North Mississippi Medical Center
Place, North Mississippi Medical Center
19 min walk
Elvis Presley Center
Place, Elvis Presley Center
4 min drive
Tupelo, MS (TUP-Tupelo Regional)
Airport, Tupelo, MS (TUP-Tupelo Regional)
8 min drive
Rooms & beds
2 bedrooms (sleeps 5)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
About this property
Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.
Adorable cottage in the popular Mill Village neighborhood in downtown Tupelo just minutes from great restaurants, shopping and events. Great floor plan with 2 bedrooms, 2 baths, vinyl plank flooring, carpeted bedrooms, updated kitchen and bathrooms, inviting front porch. Corner lot across street from beautiful city park. Tupelo's infamous train comes through downtown several times day/night. So be aware if you are a light sleeper!
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Pets allowed: less than 9 kg per pet (limit one pet total)
Under request animals for a cage
default
Smoking
Smoking allowed: in designated areas
No parking on grass or on sidewalk. Observe quiet time after 10:00p.m. No music or other noises that can be heard outside the listing.
No Unregistered guests.
Must let owner know of any issues with house upon arrival. Security cameras outside-do not disable.
Must sign rental agreement/agree to rules.
No disconnecting anything outside or inside the home.
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Tupelo
Located in Tupelo, this holiday home is in the city centre. Rob Leake City Park Tennis Center and Cinemark Tupelo Movies 8 are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Tombigbee State Park and Trace State Park. Elvis Presley Center and Tupelo Buffalo Park are also worth visiting.
North Mississippi Medical Center - 19 min walk - 1.6 km
Elvis Presley Center - 4 min drive - 3.5 km
Ballard Park - 6 min drive - 5.2 km
Tombigbee State Park - 13 min drive - 10.9 km
Getting around
Tupelo, MS (TUP-Tupelo Regional) - 12 min drive
Restaurants
McDonald's - 16 min walk
Bulldog Burger - 18 min walk
The Honey Baked Ham Company - 19 min walk
Wendy's - 17 min walk
Papa V's - 18 min walk
Frequently asked questions
Is Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena. pet-friendly?
Yes, this property allows pets (limit 1 total) with a maximum weight of up to 9 kg per pet.
How much does it cost to stay at Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.?
As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena. on 30 Jun 2026 start from £111, including 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 for more accurate prices.
How much is parking at Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.?
On-site parking is available at the property.
What time is check-in at Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.?
Check-in begins at 4:00 PM.
What time is check-out at Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena.?
Checkout is at 10:00 AM.
Where is Chestnut Cottage - Minutes to Downtown and NMMC! Close to Fairpark & Arena. located?
Located in the heart of Tupelo, this holiday home is within 1 mile (2 km) of BancorpSouth Arena and North Mississippi Medical Center. Elvis Presley Center and Tupelo National Battlefield are also within 3 miles (5 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Chestnut Cottage was the perfect place to stay in Tupelo. We were there for a 4 day swim meet, which the house was only 5 minutes from the pool. It was convenient to stores, shops, and the cutest bakery. The house was well maintained and worked well for the 3 of us. I would recommend this place to anyone needing a place to stay in Tupelo, MS.
The host was great to reply in a timely manner. Answered all questions. Plenty of room and very comfortable. Great location close to Main Street in Tupelo!
Comfortable for two couples for a few days; close to downtown. Bathrooms weren't completely clean (hair in the corners of the rooms); beds were comfortable enough; kitchen well equipped. Electronic entry didn't work on the back door.
Jayna W.
Stayed 5 nights in Sep 2025
Response from VrboOwner on 3 Oct 2025
I am a local owner and would have been grateful to know of these issues immediately, as this review was posted over three weeks after you left. The cleaning has been addressed with the cleaning lady. And the back door deadbolt had an alignment issue that I fixed immediately upon learning. I'm sorry you found hairs in the corner of a bathroom. We do our best to make sure everyone had a 10/10 stay.
We have stayed in the home before. It’s a very nice place for spend a few days while home visiting my family for the holidays. Conveniently located to everything you would need.
We have stayed in this home several times in our travels. It is so nice to feel at home when you are so far from home. This home is the perfect place to relax and unwind. It is our hope that this home is available when we are back in Tupelo.
The house was extremely clean and we had everything we needed. Kimberly was very helpful and quick to respond. We will definitely stay here again when visiting the area.
Very comfortable furniture and beds in this house. Easy to get to, but not located on a busy street. Next to a park with a winding walking path and tennis/pickle ball courts.
If and when we return, this house is at the top of our list!!!!
Cozy, comfortable and clean. Beds were great, loved the connection with the living and dining areas. Plenty of room to spread out all the stuff necessary with an infant! It was pretty cold, so didnt get as much time in the porch swing as would have liked but I must stress that the trains were not an issue for us. Yes, we did occasionally notice one but mostly they were just a background noise. The park is nice for a walk and the area did not give us safety concerns. Host responded super quickly to our question - not her fault vrbo was late getting the check-in email out to us.
Gale S.
Stayed 3 nights in Nov 2025
Verified
6/10 Okay
Brenda Z.
18 Mar 2022
Liked: Cleanliness, check-in, listing accuracy
Disliked: Location
Nice home
This home worked great for our 3 day visit with granddaughter that lives in Tupelo. The home allowed us much more space than a hotel would have. Only downside was the multiple trains that come through at night and beds were a bit too firm for our liking, but I realize that many prefer that.
Brenda Z.
Stayed 4 nights in Mar 2022
Response from VrboOwner on 15 May 2022
Thank you for the review! It gives us an opportunity to reiterate what is already in the listing. The property description and location description states: "It's quiet, except for when the infamous train treks through town. So if you are a light sleeper, please keep this in mind!"
We have noise machines in each bedroom and noise reduction drapes in the master bedroom. The train can be heard throughout downtown Tupelo so please be mindful when booking any home close to downtown! Thanks for staying and taking such good care of the cottage.
Kim
Overall a great property that is completely "as advertised" by the owner...very accurate listing including location near the train but don't let that deter you as all of Tupelo is near the train. Pickleball courts across the street and close to Veterans Park as well as birthplace of Elvis. If you are looking for something other than a hotel for an extended stay this is for you!
Our stay was great! The cottage is cute and quaint with decor. The owners are awesome. The internet went out and Dee came out to help us with the modem. It was a Comcast issue, but they were willing to make it right if it didn’t come back on. We will definitely be staying here for our future visits to Tupelo.
This has got to be one of the best places I’ve stayed, so clean,the decor is great , 2 large bedrooms , awesome dinning home. You will me missing out if you don’t choose this home in Tupelo ,Mississippi. The birth place of the “ King “ Elvis Presley. If more of my family wants to come here I will come back again. Thank you Kim & Deb
Verified traveller
Stayed 2 nights in Sep 2023
Response from VrboOwner on 13 Sept 2023
Thank You! What an awesome review! I appreciate you staying at the cottage so much. We would love to have you back.
Our daughter and husband are vendors at various comic con conventions throughout the South and Southeast. Instead of a hotel stay we thought we would have a family gathering around work time. Cottage was first class with all the amenities close to grocery stores and fine restaurants and establishments in downtown Tupelo. We plan on making this a yearly event. Great place for train watching in the historic mill district
This property was clean, cozy and beautiful. Some friends and I meet up a couple times a year to catch up. Chestnut Cottage was the perfect place for us. It had more than enough room to sleep, get ready, cook, eat and hang out. The owners are amazing and respond so quickly to any questions or request. Every room is complimented with beautiful, up-to-date furniture. The kitchen is fully stocked with all the necessities. The dining room and living room are perfect for eating, chatting and playing board games. We all highly recommend this property. We are already planning our next trip to Chestnut Cottage!
Macey G.
Stayed 3 nights in Jan 2021
About the host
Hosted by Kimberly Bowling
I'm a wife and mom to three, who loves to travel as much as possible! I live locally so I'm always available if needed. We have stayed in many short-term rentals over the years and have always enjoyed the ability to relax and have more room to enjoy our trips in a home or condo.
Why they chose this property
I love older homes! This home was built approximately 80 years ago, however it was renovated by the prior owners. It is a cozy home with all the amenities to make your stay pleasant. It's located in a great area, close to many different local attractions.
What makes this property unique
This home has a king bed in one bedroom, and a queen bed in the other, as well as a full sized sofa bed in the living room. A washer and dryer is available as well as two full bathrooms. The kitchen has cookware and utensils to cook a meal, however the home is close enough to local restaurants to go out without having to go far.
Languages:
English
Premier Host
They consistently provide great experiences for their guests