Vacation rentals in Greenwood

5 out of 5 average rating, 137 reviews

Cottage in Marianna

Chipola Woods quiet & cozy near Caverns, Bear Paw

No cleaning fees! Our one & only peaceful, quiet golf cart friendly location conveniently between I-10/US90 yet the Caverns, Bear Paw river float, Merritts Mill Pond, Hinson Nature Preserve, Blue Springs and all shops, cinema, boat launches & restaurants within a 10 min drive. Golfing, beach, & airports within 1 hour. Modern cottage on a 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video. Queen pullout sofa w/mattress topper for extra comfort *on request

4.96 out of 5 average rating, 114 reviews

Condo in Dothan

Lux Living near Downtown Dothan & Hospitals

Welcome to this thoughtfully designed space that just finished construction! Remote work here is a breeze, with WiFi speeds of 550mbps. Extended stays welcome! While there's all the privacy you'll need, this location makes it easy for you to get around You are only: 6 mins to South East Medical Center 7 mins to the heart of Downtown Dothan 8 mins to the Alabama College of Osteopathic Medicine 13 mins to Westgate Park & Flowers Hospital 1.5 hrs to PCB & surrounded by endless local restaurants!

4.95 out of 5 average rating, 340 reviews

Guesthouse in Chipley

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guest.

5 out of 5 average rating, 145 reviews

Peaceful & Beautiful Lake Cabin, Boat House/Dock

Located on beautiful Lake Seminole, a short distance from the hosts main house. Includes use of boat house & dock (you'll need your own boat). 2 boat landings within a mile. Across the lake from Lake Seminole State Park. Within 2 miles of gas station, Dollar General & restaurant. 45min to FL ST Caverns. Free wifi. Full Kitchen is equipped with dishes, pots pans, full size oven/range, refrigerator, microwave, coffee maker. Large flat screen TV, screened in porch and back deck near fire pit

4.83 out of 5 average rating, 6 reviews

Cabin in Greenwood

Cabin Retreat

This unique getaway cabin is nestled in the middle of 100 acres of hayfields under a large oak tree. It's western heritage decor makes you feel like part of the west, a lifestyle lived by owners. Surrounded by red dirt roads, it makes a perfect playground for 4-wheel riding or side by side adventures. Hunters welcome. Appx 45 minutes-Mexico & Panama City Beaches. 11.5 Miles-Chattahoochee River/Neal Landing boat launch 33 Mi Lake Seminole GA. 11 Mi Marianna FL 30 Mi Farley Nuclear Plant AL

4.88 out of 5 average rating, 208 reviews

“The Q'whack Shack" on Lake Seminole with Dock

Aptly named, “The Q'Whack Shack,” our quaint lakefront home is the perfect host accommodation for a charming weekend or weeklong reprieve. Ideally situated on the heart of Lake Seminole, The Q’Whack Shack is a water enthusiasts dream hideaway. Enjoy boating, angling, an array of watersports (skiing, tubing, etc.), grade-A bass fishing and duck hunting with convenient private dock access just steps from the back door. Waterfront restaurants and other provisions just a quick boat/car ride away.

4.98 out of 5 average rating, 188 reviews

The R & R Lake House on Lake Seminole

Fish, Hunt, Grill, or Chill with direct access to the big lake in just 8 minutes by boat.. Lake Seminole contains 37,500 acres of water, and a shoreline of 376 miles. Bass-Masters annual event attracts anglers from all 50 states. The fish include largemouth bass, crappie, chain pickerel, catfish, striped bass and others. Home is nicely decorated with a lake theme. Awesome Sunsets and views of the lake from the screened-in porch, backyard, 80ft dock, and boat house.

4.99 out of 5 average rating, 195 reviews

Cottage in Dothan

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

4.91 out of 5 average rating, 450 reviews

Apartment in Dothan

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

5 out of 5 average rating, 10 reviews

Home in Greenwood

The Willis House

Come forget about your worries at this peaceful 6 acre historic property built in 1917. The huge oak trees surround this property making it a built in canopy. This keeps the house cooler in the summer. Sit or walk around the 4500 square feet of porches and catch a breeze or sit and have quite time. The home has been recently remodeled and set to current fire code standards. The house has a lot of room to roam full upstairs and downstairs.

4.99 out of 5 average rating, 127 reviews

Home in Altha

Wandering Waters Cabin

FISH-HUNT-BIKE-SWIM-KAYAK-GLAMP Come stay on the beautiful Chipola River in the Florida Panhandle. This inviting cabin overlooks the river with a spacious dock that can be used for a variety of water activities. The house is centrally located approximately one hour from Tallahassee, Dothan, and Panama City Beach-the World's Most Beautiful Beaches.

4.92 out of 5 average rating, 193 reviews

Cabin in Marianna

A beautiful place

Located on the Chipola River in historic Marianna, Fl. 2 canoes available for your use. Large deck you can fish from. Dock on the river for swimming or launching canoes. Home of the World famous Florida Caverns State Park. Also one of Florida's biggest blue holes "Blue Springs". Only 1 hour from Panama City Beach.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Greenwood vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Greenwood

4.96 out of 5 average rating, 54 reviews

Home in Pansey

Quiet, updated, Semi Country Home Outage friendly.

JenniferRating, 5 stars1 month ago

2nd time we have reserved David's place for a long term stay, will definitely stay again.

4.73 out of 5 average rating, 112 reviews

Cottage in Bainbridge

Cozy, modern 2 bedroom, 2 bath cottage

CarrieRating, 5 stars1 month ago

Absolutely a great stay. We had everything we needed. The house was well stocked for a weekend stay. We loved the screened in patio even tho it was very hot out, there was always a nice breeze and no nats. The lake and the neighborhood were nice extras.

4.96 out of 5 average rating, 23 reviews

Cabin in Donalsonville

Tiny Cabin/dock/fishing/hunting

ErinRating, 5 stars7 months ago

Great peaceful place to stay . My boys absolutely loved fishing from the dock . They were able to catch about 5 catfish . Loved that she allows pets 🐶

4.6 out of 5 average rating, 5 reviews

Tiny home in Marianna

The Mockingbird Tiny Home

GregorioRating, 5 stars5 months ago

beutiful placer awsome People thank you

5 out of 5 average rating, 13 reviews

Terry’s Air B&B

SamanthaRating, 5 stars1 week ago

Wonderful place! Would definitely recommend and come back if in the area. Felt like home. Super small town. Hardly any civilization. Husband and I kept walking over to Sonny's supermarket. :) this was my mom's first Airbnb and she had an awesome experience. If you struggle with sleeping in silence, bring a fan or something that makes noise. I have a sound machine but when the ac kicked off I still heard everything. And it does get a little warm when the ac kicked off (if you need air always blowing on you like me) Otherwise, this was an awesome stay. Thank you so much!

4.97 out of 5 average rating, 35 reviews

Cabin in Donalsonville

Paradise Cabin

ElizabethRating, 5 stars2 months ago

Very responsive & easy to deal with.

4.95 out of 5 average rating, 55 reviews

Cottage in Bainbridge

Seminole Hideaway Cottage

DrewRating, 5 stars2 months ago

Spent a week here for a fishing trip. Steve greeted me with some fishing info while Sandra made sure everything was exactly what I needed. They gave full access to their boat doc and lift. Privacy is no issue here while you feel you can call for help or info at anytime. This is the place to be if you want easy access fishing. Or even just a calm relaxing time by the water. Step outside at night and listen to all the critters sing! These two have a great thing going.