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Top Holiday Rentals in Milan

Retreat to the peaceful Tennessee countryside. Pet-friendly.

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great place for our family to stay and loved how secluded and private it was. Would definitely recommend staying here as well will be next thanksgiving. "
Retreat to the peaceful Tennessee countryside. Pet-friendly.

stayAPT Suites Jackson

3.5 star property
8.2 out of 10, Very good, (93)
"Nice property for the family"
The price is £95
includes taxes & fees
18 Jul - 19 Jul
stayAPT Suites Jackson

Charming 3-bedroom house located in the heart of Jackson.

10.0 out of 10, Exceptional, (13)
"Great stay. Great price point. If you need to be in the middle of Jackson, TN, this is the spot!"
The price is £174
includes taxes & fees
14 Jul - 15 Jul
Charming 3-bedroom house located in the heart of Jackson.

Charming 3-bedroom house with all the amenities located in the heart of Jackson

10.0 out of 10, Exceptional, (11)
"Everything was as listed. Very clean and would stay again."
The price is £209
includes taxes & fees
14 Jul - 15 Jul
Charming 3-bedroom house with all the amenities located in the heart of Jackson

Charming 3-bedroom house in enchanting Jackson with AC, WiFi, private pool

10.0 out of 10, Exceptional, (7)
"We looked at a lot of properties in the area on vrbo. This one checked most of our boxes. Kids had a great time. If you have little ones, you may want to bring some toys. We ended up getting some side walk chalk, balls, and a frisbee. Overall, a nice getaway fornthe family."
Charming 3-bedroom house in enchanting Jackson with AC, WiFi, private pool

Remodeled N. Jackson Home w/ Shuffleboard, sleeps 6

9.8 out of 10, Exceptional, (21)
"We were in town for a family function and I would recommend this property/host to anyone. "
Remodeled N. Jackson Home w/ Shuffleboard, sleeps 6

The Holly House at Green Frog Farm

10.0 out of 10, Exceptional, (22)
"Holly House Cabin was so cute. It had all the decor of it's period with many modern comforts. The furniture was comfortable. The porches are nice enough to spend the whole day on just relaxing. The setting of the historic buildings you can tour was a very nice bonus. Beautiful ponds."
The price is £190
includes taxes & fees
13 Jul - 14 Jul
The Holly House at Green Frog Farm

Idyllic Cabin w/ Fire Pit, Kayak On-Site!

8.8 out of 10, Excellent, (20)
"We loved our stay at the Cabin! It was so relaxing and just the perfect getaway! We are hoping to stay here again! "
Idyllic Cabin w/ Fire Pit, Kayak On-Site!

The Cotton Gin Cabin at Green Frog Farm

10.0 out of 10, Exceptional, (8)
"Loved this spot after a long day of driving from Chicago and cold weather respite. The fireplace was magnificent. All the little extras were greatly appreciated, like the milk for coffee and fresh fruit. Super clean and tasteful decor. Only issue I had was I never got any check-in info from the VRBO site So, had to google search the owners to get a number to call while driving. Luckily I found a number on the Facebook page and someone answered the phone and left a key under the mat. No wifi...
The price is £212
includes taxes & fees
13 Jul - 14 Jul
The Cotton Gin Cabin at Green Frog Farm

Loft 163 (Historic Downtown building)

10.0 out of 10, Exceptional, (49)
"I stay here all the time it is the best !!"
The price is £144
includes taxes & fees
13 Jul - 14 Jul
Loft 163 (Historic Downtown building)

Tennessee Vacation Rental w/ Balcony!

10.0 out of 10, Exceptional, (10)
"We had a great stay and appreciated the hospitality of the host. House had everything we needed, and the host went out of their way to ensure we had a crock pot to help with meal planning. Great communication hope to stay again."
Tennessee Vacation Rental w/ Balcony!

Charming Log Cabin Retreat with Flower Garden

10.0 out of 10, Exceptional, (1)
"This was an amazing place. I have never seen fireflies before this trip! The surroundings were amazing and the pool, huge with all toys and games, perfect, a perfect place for a family reunion. Kirsten and her husband were fantastic hosts. Will come back soon!!!!"
The price is £367
includes taxes & fees
15 Jul - 16 Jul
Charming Log Cabin Retreat with Flower Garden

House with pool/privacy/fire pit fence in town

10.0 out of 10, Exceptional, (1)
House with pool/privacy/fire pit fence in town

Charming 2-bedroom farmhouse in wonderful Gleason with AC, WiFi

10.0 out of 10, Exceptional, (2)
"We loved the house, the host was amazing, and watching all the fireflies at night kept the kids entertained. Highly recommend!"
The price is £149
includes taxes & fees
13 Jul - 14 Jul
Charming 2-bedroom farmhouse in wonderful Gleason with AC, WiFi

3 Br; 2 Br house; Edgewater cove; North Jackson, TN, sleeps 6

9.8 out of 10, Exceptional, (46)
"My wife and I were in town to help her friend move and we stayed here and the house was very nice and comfortable in a quiet neighborhood. Definitely felt like a home away from home. "
The price is £198
includes taxes & fees
16 Jul - 17 Jul
3 Br; 2 Br house; Edgewater cove; North Jackson, TN, sleeps 6

Private Patio + Fenced Yard: Modern Jackson Home

3.0 star property
Private Patio + Fenced Yard: Modern Jackson Home

Cottage, beach, The Dixie, rope swing, kid friendly

10.0 out of 10, Exceptional, (34)
"The house was beautiful, comfortable, and clean. I especially enjoyed sitting on the porch swing to read. We hope to stay there again on our next trip to Huntingdon. Cassie was a wonderful hostess."
The price is £153
includes taxes & fees
18 Jul - 19 Jul
Cottage, beach, The Dixie, rope swing, kid friendly

Family Friendly Fully Renovated Quiet House

10.0 out of 10, Exceptional, (27)
"The house was nice, great location, clean, welcoming feel of being at home, just a great place to stay if in the area! ❤️ we will definitely stay again while in the area. "
The price is £186
includes taxes & fees
13 Jul - 14 Jul
Family Friendly Fully Renovated Quiet House

Kuprel Country Cabin with loft!

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay. It was very comfortable and very clean. We enjoyed the rustic feel."
Kuprel Country Cabin with loft!

Mama Jean's Pillowville Home- Charming 2-bedroom house in Gleason with WiFi

Mama Jean's Pillowville Home- Charming 2-bedroom house in Gleason with WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find a holiday rental in Milan?

Yes, there are holiday rentals close to the most popular sights in Milan, or you can select a more secluded option if you're looking for a relaxing stay. Milan is known for its entertainment choices and theatres. Make sure you have time to check out the restaurants and bars during your trip.

What are some of the best holiday rentals that Milan has to offer?

Retreat to the peaceful Tennessee countryside. Pet-friendly.: This highly rated holiday home rental in Milan is located in a rural location, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Milan?

Explore the area and family-friendly sights such as Jackson Bowling & Family Fun, or get out into nature at a spot like Milan City Park. Johnnie Hale Stadium and First Assembly of God are other places to visit while you're in town.

What’s a holiday rental in Milan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milan. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip.