
Holiday rentals with a pool in Jackson County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jackson County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Cozy Renovated Winder Townhouse
Indulge in the comforts and conveniences that are offered by this freshly renovated Winder Townhome. This 2 bedroom 2.5 bath property greets its guests with a fully stocked kitchen, smart televisions, and a spacious open floor plan. Bedrooms offer queen size mattresses with high-end linens. The area offers lots of interesting sites including easy across the street access to Fort Yatgo State Park, and a short ride to Winder, Athens, and Downtown Atlanta make this property a true delight to visit!

Unique and history rich tiny house.
It's rare to find a place that's both historic and one-of-a-kind. This 1800s era weaving cottage gives you a dose of unique history paired with nature and seclusion just a few miles from Downtown Athens. The Weaving House is located at The Hill, a private property right off of Jefferson Hwy. This tiny house style home has a living and dining space complete with a kitchenette as well as a bedroom with an attached bathroom. This space is sure to enhance your trip to Athens with its historic charm!

Spacious 4BR/2BA Home | Sleeps 8+
Looking for a comfortable, clean, and well-equipped home base? This spacious 4-bedroom, 2-bathroom house in Winder, GA is perfect for families, professionals, or groups—whether you're staying for a weekend or several weeks. 8 min drive from Koury Farms Wedding Venue Just 10 minutes to Chateau Elan Winery & Golf Club Fully equipped kitchen, washer/dryer, and all the essentials High-speed Wi-Fi & a dedicated workspace – ideal for remote work Quiet neighborhood with private driveway parking

Peaceful Guesthouse on 15 Acres with Pool
Trip 101 website we are #1 Airbnb in GA with a pool! Comfortable guesthouse in the country, but within 20 minutes to in-town amenities! Just four miles from I-85. Enjoy the peace and quiet of getting away from town and into this farm-like setting of the Rundell Farm. Perfect for an overnight stop from the I 85 corridor as you are traveling through or a country getaway to a serene location! Plenty of parking for bass boats, car trailers or camper. Electric hookup available for RVs/campers.

2BR Suite w/ Pool Near UGA and Downtown
Welcome to the Homewood Hideaway! Relax in this bright 2BR, 1BA upstairs unit of split level home just minutes from downtown Athens and UGA. You'll enjoy: ☀️ Comfortable living/dining combo 🛏️ Two bedrooms with queen beds 🛁 A full bathroom with waterfall shower head 🍽️ A full kitchen for cooking & baking 🌊 A refreshing, private backyard pool 🚗 Quiet neighborhood with free parking 📍 Quick 5-10 minute drive to downtown Athens, UGA stadium & campus, restaurants, and nightlife.

Jefferson Poolside Escape w/ pool!
Relax and unwind at this charming 3-bedroom, 2.5-bathroom home in Jefferson, GA. Perfect for families or groups, this home features two king bedrooms, a bunk bed (twin over double), and a king-size pull-out couch for plenty of sleeping space. Enjoy a pool, a fenced-in yard, and a covered outdoor area complete with grills—perfect for entertaining or relaxing. Conveniently located just 12 miles from Tanger Outlets and close to Jefferson’s local shopping and dining.

New 2BR Athens Stay - Pet-Friendly - Near Downtown
Welcome to your Athens getaway! This stylish 2BR, 2BA retreat blends modern comfort with Southern charm—perfect for families, business travelers, and game-day guests. Enjoy memory foam beds, smart TVs in every room, high-speed WiFi, and brand-new furnishings. We’re proudly pet-friendly (dogs up to 50 lbs). Resort-style amenities include a gym, yoga studio, game room, firepit, and seasonal pool—just minutes from downtown Athens and UGA.

Cottage. Three bedrooms on Farm [Sleeps 6+2]
Breakfast is served in the main farm house (a short walk from the cottage) only on Sundays by prior arrangement. $10 per person. THE POOL IS OPEN MEMORIAL DAY THROUGH LABOR DAY. Room 1: one QUEEN bed Room 2: one FULL bed Room 3: one FULL bed Additional Inflatable Queen Mattress Available Two full baths Fully equipped kitchen Living room Dining room WIFI TV (ROKU) Full KITCHEN SHARED Pool Open Memorial Day through Labor Day

Furnished 2 bedroom Condo, 2 miles from downtown
A floor level 2 bedroom, 1 bath brick condo in Winfield Chase (#402) on Prince Avenue right off Loop 10. It is fully furnished with a completely outfitted kitchen for those interested in cooking meals. Each room has a queen-sized bed and there is a queen-sized sleeper sofa as well. The complex has a laundry room and a pool on-site (closed September 30th, 2024). Floor Plan by matter port: my.matterport. com/show/?m=VwySriVJtSD

Southern Grandeur
Enjoy a unique stay with over 4,000 sq' with your friends or family in this beautiful and stately home. Listed on the National Historic Registry, it is conveniently located in historic downtown Commerce, only 18 miles from Athens. Landscaped garden and a large pool complete the idyllic setting. The spacious bedroom with the king-sized bed also features a large TV, as does the beautiful queen bed suite.

Modern Luxe 3BR |Corporate Stay | Pool | Sleeps 6+
Welcome to this newly renovated 3-bedroom, 2.5-bath modern townhome in Winder, Georgia, designed for comfort and extended stays. Located in a quiet community just minutes from Fort Yargo State Park, this spacious home features stylish interiors, an electric fireplace, a fully equipped kitchen, and sleeping for up to 6 guests—perfect for families, corporate travelers, or a relaxing getaway.

Luxurious, New Apt | Pool | Long Stays
Aveline Hospitality welcomes you to our 3-bedroom, 2-bathroom NEW BUILD retreat with brand new furnishings in the heart of Athens, Georgia! Nestled in a vibrant neighborhood, our home offers a blend of luxurious finishes and Southern charm, ensuring a memorable stay for you and your guests. Our amenities are perfect for both short and long-term stays as mentioned below.
Popular amenities for Jackson County rentals with a pool
House rentals with a pool

Bright, charming, modern townhouse in Winder

Bright Renovated Home. Master on Main. Sleeps 8.

3BR Home in Gainesville | Pool | Peaceful Location

Historic 4 BR home 4 miles from downtown Athens

Blue Stables

Spacious 3bds/2.5 bth townhouse
Apartment rentals with a pool

Cozy condo #2 less than one mile to downtown

Classic City Condo

Athens in Style!

Cozy Condo less than one mile to downtown

Furnished 2 bedroom Condo, 2 miles from downtown
Other holiday rentals with a pool

Spacious & comfy home in ultra-convenient location

New 3BR Athens Retreat | Minutes from UGA

Athens in Style!

Luxurious, New Apt | Pool | Long Stays

Peaceful Guesthouse on 15 Acres with Pool

Furnished 2 bedroom Condo, 2 miles from downtown

Cozy Renovated Winder Townhouse

2BR Suite w/ Pool Near UGA and Downtown
Destinations to explore
- Rentals with lake access Jackson County
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- Family-friendly rentals Jackson County
- Rentals with outdoor seating Jackson County
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- Rentals with a firepit Jackson County
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- Rentals with a patio Jackson County
- Rentals with a fireplace Jackson County
- Pet-friendly rentals Jackson County
- Rentals with pools Georgia
- Rentals with pools United States
- Stone Mountain Park
- Margaritaville at Lanier Islands Water Park
- Gibbs Gardens
- Tallulah Gorge State Park
- Helen Tubing & Waterpark
- Andretti Karting and Games – Buford
- Anna Ruby Falls
- Panola Mountain State Park
- Soquee River
- Emory University
- Sanford Stadium
- Chattooga Belle Farm
- Gas South Arena
- University of Georgia
- Perimeter Mall
- Sugarloaf Mills
- Avalon
- Unicoi State Park and Lodge
- Gold Museum
- Consolidated Gold Mine
- The Classic Center
- The Twelve Oaks Bed & Breakfast
- Smithgall Woods State Park
- Georgia Mountain Coaster




