Holiday rentals with a pool in Macon

Secluded 4-BR + Bonus Room Retreat w/ Pool & Pond

Forget your worries in this spacious and serene space with pond, pool, and pecan orchard. The property joins Little Fishing Creek Golf Course and Recreation area including recreation fields, 1/4 mile track, tennis courts, and pickle ball. Located on 250 acres, this home is a few miles from beautiful Lake Sinclair, Georgia College State University, and historic downtown Milledgeville. Lake Oconee, Reynolds Plantation, Harbor Club, and Cuscowilla are only a 30-40 min drive for championship golf.

Location · Value · View

Pool-house near Robins AFB, Perry & Macon

Looking a for a weekend away? Our pool cottage offers full amenities, while enjoying an outdoor space with an outdoor kitchen, pool, and a gas fire pit. It is nestled on 17 acres. Conveniently located 12 miles from I-16 between Savannah and Atlanta. In the area you will find 2 golf courses, a PFA (Public Fishing Area), and WMA (Wildlife management Area). Bleckley County also has access to the Ocmulgee River. Conveniently located 6 miles from Cochran and 25 minutes from Dublin or Warner Robins.

Family · Value · Kitchen

"Shaka Laka" Guest House and Ranch

Come feel the magic of our renovated country guest house. It's a 2 bedroom, 2 bathroom, with a full kitchen, dining & living room. The master bedroom has a king bed and the 2nd bedroom sleeps 3 with a twin XL bunk bed and a separate twin XL bed. The master bath has a luxurious walk-in curbless shower & double vanity. The house is down a private drive after going through a security gate. Guests have use of our private in-ground pool (pools open) BBQ, fire pit, 40 acres, and 2 fishing ponds.

Family · Location · Sleep quality

4BR | 3BTH | 7 Bed | Pool + Ping Pong + Pool table

Relaxing Family Getaway with Private Pool & Game Room in Quiet Neighborhood. Unwind in this spacious and comfortable home, perfect for families or groups traveling together. Tucked away in a peaceful neighborhood, this property features a private backyard with a pool. Conveniently located just minutes from restaurants, shops, and entertainment, while still enjoying the peace and quiet of a residential setting. - Robins Air Force Base 10 minutes by car - Downtown Macon 20-25 mins by car

Value · Location · Comfort

Cozy & Private home w/ in-ground pool

Welcome to our inviting, family and pet friendly (see details) 3-bedroom home with a private in-ground pool in the heart of charming Warner Robins, Georgia. Plenty of privacy on over .5 acre lot. Nestled in a peaceful neighborhood, this home offers the perfect blend of relaxation and convenience. A short drive to restaurants and shops, 8 minutes to RAFB, & 20 minutes to Downtown Macon. Whether you're here for a family vacation or business trip, our getaway promises a memorable stay.

Location · Family · Access

Captain’s Cove Lakeside Cottage w/ Pool & Dock

Take advantage of seasonal rates and book a cozy winter getaway at our lakefront cottage in Eatonton, GA! Check out all the holiday activities in the area and then relax and enjoy picturesque views overlooking Lake Sinclair. Perfect for families, nature lovers and outdoor enthusiasts seeking a peaceful getaway. Main home consists of 3BR, 2.5BA and a 1 BR, 1 bath guest suite. Amenities: Firepit (firewood not provided), gazebo, pool, dock, game room, & large fenced backyard

Value · Location · Checkout

Best on Lake Sinclair|3 King Suites|Heated Pool

Lake Sinclair waterfront home with three king suites each with private bathrooms, heated (reach out for seasonal fee for heating pool) lakeside pool with waterfall, and wide open water views from the house and outdoor spaces. Fire pit with stacked fire wood sits near the shoreline. Newly updated interiors feature modern finishes and luxury bedding. Large dock with two combo kayaks/ paddleboards. Located near top restaurants, marina access, and grocery options.

Family · Location · Accuracy

Lakefront Retreat with Pool and Room For Everyone!

Welcome to your perfect getaway on the shores of Lake Sinclair! This stunning six-bedroom, 4.5-bath lakefront home offers breathtaking views, a private pool, and unbeatable convenience—just minutes from downtown Milledgeville, shopping, dining, golf, and more. Whether you’re here for a family vacation, a friends’ getaway, or a relaxing retreat, this lakefront paradise has everything you need—including a private pool house for those who value their own space.

Family · Location · Access

Sunset Cove-Sleeps 8-private pool-stunning views

Charming waterfront home on Lake Sinclair in the quiet Twin Bridges area, ideal for families. Pet-friendly with private pool, dock, and stunning sunset views. Fully refreshed for 2026: composite decks/dock, new bedroom decor, room-darkening shades, 2 king bedrooms with electric fireplaces. Just 15 min to Milledgeville. Peaceful neighborhood fun: swim, grill, relax! Boating? Contact us first (limited 5-6ft bridge clearance). Your cozy family getaway awaits!

Location · Family · Quiet

Little Southern Charm

A Little Southern Charm tiny home is a warm, private, one bedroom, one bath, clean guesthouse with a serene view all throughout the year. This guesthouse overlooks a 40,000 gallon salt water pool along with a beautiful outdoor kitchen, fireplace, and outdoor eating area. Also, pet friendly as it is completely fenced in. It is fully stocked for up to four guest. There are several places to visit to go within 5 to 20 minutes between Macon and Atlanta.

Value · Family · Backyard

Tranquil Cottage Oasis with Pool

This curated collection of modern meets farmhouse is your essential Middle Georgia stay. High cathedral ceilings, hardwood floors, and all new furniture make Green Meadow a stylish getaway. Minutes to Rigby's Water Park, Robins AFB, Historic Downtown Macon, and the Georgia National Fairgrounds! The 2 queen beds and 2 full bathrooms plus a laundry room make for an easy family stay. The 12x26 foot inground pool (open May through October 1st)

Value · Family · Nearby

Serenity - WR Deluxe Escape w/Indoor Pool

Come and experience the ultimate luxury getaway at this tranquil oasis in Warner Robins, Houston County. Treat yourself to the indulgence of a full-size indoor pool and unwind in style. With 4 bedrooms and 5 beds, this inviting home is the perfect escape for both kids and adults alike. Don't miss out on the chance to relax and rejuvenate in this cozy retreat, fully equipped with everything you need for a truly unforgettable stay.

Value · Family · Condition