A wooden cabin in a forest with a wooden bridge leading to it.

Dennis Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Dennis holiday rentals

1. The Loft on Main

The Loft on Main
Belmont
9.8 out of 10, Exceptional, (19 reviews)
"Can't say enough good things about this place.... LOVED IT!!"
United States
Mark
The price is NZ$322
includes taxes & fees
11 Nov - 12 Nov
The Loft on Main

2. Country Bliss

Country Bliss
Tishomingo
10.0 out of 10, Exceptional, (26 reviews)
"Love this place"
United States
Randall S.
The price is NZ$303
includes taxes & fees
19 Oct - 20 Oct
Country Bliss

3. Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek

Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek
Belmont
10.0 out of 10, Exceptional, (14 reviews)
"The farmhouse had everything you need for your stay. It was clean well stocked, and everything that the Vrbo listing said it had. A very peaceful restful stay."
United States
David M.
The price is NZ$366
includes taxes & fees
15 Oct - 16 Oct
Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek

4. Stay on Main Street in Red Bay

Stay on Main Street in Red Bay
Red Bay
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay."
United States
Pamela H.
The price is NZ$251
includes taxes & fees
15 Oct - 16 Oct
Stay on Main Street in Red Bay

5. Fern Hollow Treehouse, rustic escape cozy romantic

Fern Hollow Treehouse, rustic escape cozy romantic
Tishomingo
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful and unique place to stay! The outdoor bathhouse was a great way to cool off from the humidity! Bring your mosquito repellent!!"
United States
Mel L.
The price is NZ$471
includes taxes & fees
12 Nov - 13 Nov
Fern Hollow Treehouse, rustic escape cozy romantic

6. The Gypsy Queen

The Gypsy Queen
Tishomingo
9.6 out of 10, Exceptional, (4 reviews)
"Cute funky fun little cottage. We loved it"
United States
Ashley P.
The price is NZ$383
includes taxes & fees
19 Oct - 20 Oct
The Gypsy Queen

7. Welcome to our charming brick studio in the heart of downtown Red Bay!

Welcome to our charming brick studio in the heart of downtown Red Bay!
Red bay
10.0 out of 10, Exceptional, (3 reviews)
"Exactly what I needed for a weeks stay. This was the second time staying and the lil studio worked perfectly once again. It has everything you need all in one space. Thank you Amy for offering your space, will most likely see you again in 2027."
United States
Katrina C.
The price is NZ$427
includes taxes & fees
15 Oct - 16 Oct
Welcome to our charming brick studio in the heart of downtown Red Bay!

8. Hidden Gem Studio Behind Shopaholics Only Boutique

Hidden Gem Studio Behind Shopaholics Only Boutique
Red Bay
10.0 out of 10, Exceptional, (1 review)
"Loved this room!!!"
United States
Bo C.
The price is NZ$450
includes taxes & fees
15 Oct - 16 Oct
Hidden Gem Studio Behind Shopaholics Only Boutique

9. Iuka Downtown Historic King Loft B

Iuka Downtown Historic King Loft B
Iuka
10.0 out of 10, Exceptional, (4 reviews)
"Property was exactly as described. We enjoyed our weekend and would not hesitate to stay again. When we arrived, we texted with Cooper to get the code and he responded right away."
United States
Kelly K.
The price is NZ$372
includes taxes & fees
19 Oct - 20 Oct
Iuka Downtown Historic King Loft B

10. Cabins At Midway, Tombigbee

Cabins At Midway, Tombigbee
Fulton
9.8 out of 10, Exceptional, (20 reviews)
"We had a very pleasant stay. No complaints at all. Everything and everyone was great. Highly recommend. "
United States
Shirley V.
The price is NZ$534
includes taxes & fees
15 Oct - 16 Oct
Cabins At Midway, Tombigbee

11. Work/Family Groups: Huge Living Room+Fun Backyard

Work/Family Groups: Huge Living Room+Fun Backyard
Mantachie
Work/Family Groups: Huge Living Room+Fun Backyard

12. The 72 Rendezvous

The 72 Rendezvous
Cherokee
The price is NZ$536
includes taxes & fees
15 Oct - 16 Oct
The 72 Rendezvous

13. Iuka Historic Downtown King Loft C

Iuka Historic Downtown King Loft C
Iuka
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay"
United States
Sherry B.
The price is NZ$404
includes taxes & fees
18 Oct - 19 Oct
Iuka Historic Downtown King Loft C

14. BRAND NEW !! Cozy 1-bedroom cabin near PICKWICK LAKE with room for boat parking

BRAND NEW !! Cozy 1-bedroom cabin near PICKWICK LAKE with room for boat parking
Iuka
The price is NZ$297
includes taxes & fees
23 Oct - 24 Oct
BRAND NEW !! Cozy 1-bedroom cabin near PICKWICK LAKE with room for boat parking

15. Cabins At Midway, The Looper

Cabins At Midway, The Looper
Fulton
10.0 out of 10, Exceptional, (12 reviews)
"Cabin was just as described. New and a very picturesque setting."
United States
Stella and Matt V.
The price is NZ$534
includes taxes & fees
15 Oct - 16 Oct
Cabins At Midway, The Looper

16. Cabins At Midway, Potter`s Wheel

Cabins At Midway, Potter`s Wheel
Fulton
9.6 out of 10, Exceptional, (25 reviews)
"Great place!"
United Kingdom
Ryan B.
The price is NZ$522
includes taxes & fees
12 Nov - 13 Nov
Cabins At Midway, Potter`s Wheel

17. Rustic Fish Camp Cabin on Pickwick Lake! with marina, private beach, boat slip!

Rustic Fish Camp Cabin on Pickwick Lake! with marina, private beach, boat slip!
Iuka
The price is NZ$341
includes taxes & fees
19 Oct - 20 Oct
Rustic Fish Camp Cabin on Pickwick Lake! with marina, private beach, boat slip!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Dennis Hotel Reviews

Find out more about Dennis

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dennis holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dennis. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Dennis. Seeing all the best attractions is bound to make you fall in love with Dennis. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Dennis short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Dennis?

Yes, there are holiday rentals close to the most popular sights in Dennis, or you can select a more secluded option if you're looking for a relaxing stay. Dennis is known for its parks.

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

Farmhouse on Rock Creek Farm in Belmont. Enjoy a treehouse & wade Rock Creek: This holiday home rental outside of Dennis offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Dennis?

While exploring the area, visit family-friendly sights like Red Bay Water Park, or get outside and enjoy nature at Mineral Springs Park. Tishomingo State Park and Old Tishomingo County Courthouse Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Dennis?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dennis. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.