Anna Vacation Homes

A coastal town with clear turquoise waters, rocky shores, and white buildings.

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Our top choices for Anna holiday homes

A room with a clear glass display unit holding wine bottles and glasses.

1. Cozy and Updated Farmhouse with King Suite

Anna

Kathy H.

HK$1,359 total

includes taxes & fees

28 Oct - 29 Oct

A spacious living room with a brown leather sofa, a dining area with a wooden table and chairs, a kitchen with white cabinets and a central island, and large windows with blinds.

2. Pa’s House is an enjoyable, entirely remodeled, 2-bedroom farmhouse near Anna.

Anna

Kristi H.

HK$2,114 total

includes taxes & fees

27 Oct - 28 Oct

A large, two-story house with a wrap-around porch, surrounded by a well-maintained garden with various flowering plants.

3. Magical Victorian near hiking / wine trail

Anna

Rachel H.

HK$3,055 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with wooden cabinets, a central island with bar stools, a built-in oven, and a television mounted on the wall.

4. Stunning 2 bedroom in town, close to Shawnee National Forest

Jonesboro

Dylan

HK$2,585 total

includes taxes & fees

10 Nov - 11 Nov

A spacious living area with a kitchen, a dining table, and comfortable seating.

5. Peach Tree Inn, downtown Cobden

Cobden

Rebecca L.

HK$1,815 total

includes taxes & fees

27 Oct - 28 Oct

A cabin with a wooden deck and a 'WELCOME' sign, surrounded by trees.

6. Secluded treehouse with indoor fireplace

Makanda

Gregory M.

HK$1,504 total

includes taxes & fees

4 Nov - 5 Nov

A cozy room with a green sofa, a wooden coffee table, and a ceiling fan. Large windows offer a view of the outdoors.

7. Tiny Home Cabin with Hot Tub at The Hills Campground

Cobden

Sabrina W.

HK$2,353 total

includes taxes & fees

29 Oct - 30 Oct

A wooden deck with two white Adirondack chairs and a small round table.

8. Walk to Weddings-Wineries-Trails, Family Friendly Home in Downtown Alto Pass

Alto Pass

brian O.

HK$2,049 total

includes taxes & fees

1 Nov - 2 Nov

A red barn-style building with a sign reading "Farm Market" and a stage with chairs and a table.

9. Farm Fresh Eggs, Golf Cart, Telescope

Alto Pass

Gary A.

HK$2,245 total

includes taxes & fees

16 Nov - 17 Nov

10. Convenient, Cozy and Pet Friendly 2-bedroom home in Beautiful Makanda

Makanda

"We will definitely book our next stay with this home as it was very very clean and had everything we needed for our stay. The host is very easy to communicate with, even though we didn't need to contact her about anything during our stay because everything was perfect. Having a garage to park in was definitely a plus. The king beds were comfy and the kitchen was stock with everything that we needed. Thanks again."

Rosa R.

HK$1,210 total

includes taxes & fees

27 Oct - 28 Oct

A covered porch with a wooden railing, a table with chairs, and a sofa.

11. Beautiful location in the secluded woods

Pomona

Candi M.

HK$1,366 total

includes taxes & fees

27 Oct - 28 Oct

A living room with a TV, a fireplace, a sofa, and wall art.

12. Little Blue Cottage on Spanish

Cape Girardeau

Jeremy W.

HK$848 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor seating area with Adirondack chairs and a wooden pergola, surrounded by trees and string lights.

13. The Little Château | Woodland Escape

Cape Girardeau

HK$1,742 total

includes taxes & fees

27 Oct - 28 Oct

A room with a black tufted sofa, two armchairs, a gold coffee table, a patterned rug, a wall-mounted ladder decor, and a framed inspirational quote.

14. The Lux Collective- Private Hot Tub, Dry Bar, 1-Acre Yard & Fire Pit

Murphysboro

HK$1,913 total

includes taxes & fees

28 Oct - 29 Oct

15. Romantic Creekside Retreat | Fireplace | Deck | Pet Friendly

Cape Girardeau

Sara C.

HK$1,781 total

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a front porch, a small garden, and a white picket fence.

16. 3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

Cape Girardeau

Pynktoria !.

HK$2,472 total

includes taxes & fees

27 Oct - 28 Oct

17. Pond/Pool/Fire pit/Pet Friendly

Carbondale

Shelley D.

HK$1,821 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a large island, white cabinetry, and a brick accent wall.

18. Beautifully Renovated Farmhouse in Jackson, MO

Jackson

Sandy S.

HK$2,455 total

includes taxes & fees

27 Oct - 28 Oct

A kitchen with grey cabinets, a stainless steel dishwasher, a microwave, and an oven.

19. Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

Cape Girardeau

HK$1,536 total

includes taxes & fees

4 Nov - 5 Nov

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Top Anna Hotel Reviews

Drury Plaza Hotel Cape Girardeau Conference Center

10/10 Excellent

"We enjoyed the coffee available, drink beverage vouchers, food was great!"

Comfort Inn & Suites Marion I-57

10/10 Excellent

"We were so impressed with our stay here! The hotel amenities met all basic needs. The staff was very friendly - every hotel employee we passed in the hall greeted us and said good morning. The beds were so comfortable and the breakfast was decent. Very happy with our stay here and will stay again!"

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