
Luxury rentals in Chatham County
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Top-rated luxury holiday rentals in Chatham County
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Lakefront Luxe: Pool, Spa, Pickleball, Theater
East Point is a lakefront luxury retreat for unforgettable group stays in Savannah. Featuring spacious living areas with stylish furniture and decor, a movie theater, game room & gym. Indulge in rare resort-style amenities such as pickleball, volleyball, mini-golf, sauna, pool & spa, while enjoying views of the home's incredible backyard oasis. Located just 16 minutes from Historic District & Tybee Island, it offers unmatched comfort and convenience for exploring Savannah. Book your stay today!

Savannah 5BR Retreat, Hot Tub, Near Forsyth
This beautifully restored historic home is located in Savannah’s vibrant urban core, just a short walk from Forsyth Park. The home comfortably accommodates up to 10 guests and features 5 bedrooms and 3 full bathrooms across two thoughtfully designed floors. With professionally curated interiors, open concept living, kitchen, and dining spaces, and a private outdoor area complete with a hot tub, this upscale retreat offers the perfect blend of historic charm and modern comfort for group stays.

Luxury 4BR Home w/ Pool & Golf Views - Sleeps 12
Heritage House is a newly redecorated 4BR/4BA retreat in Sea Pines, offering luxury, comfort, and golf course views. Sleeps 12 guests with spacious living areas, a private heated pool, fire pit, and screened porch. Enjoy new high-end furnishings, Smart TVs, and an open-concept kitchen. Just 1.1 miles to the beach, with bike rentals available for an additional fee. Pool is heated for free in March-May and September-November. 31 Heritage Road HHI Short Term Rental Permit : 064860

Private Island in Hilton Head, Events & Poolside
Sleeps 26 on Your Own Private Island Near Hilton Head!Private 10-acre island retreat near Hilton Head that sleeps 26! Buck Island features two stunning homes designed for comfort and privacy. The main house offers 5 master suites (sleeps 10) and the guest house sleeps 16. Perfect for reunions, weddings, and retreats. Enjoy total seclusion while staying minutes from beaches, dining, and golf.True privacy. Unmatched space. One unforgettable experience. STR permit number 075124

Charming Victorian Home, Cocktail Pool
This upscale home in Savannah offers a refined stay just steps from Forsyth Park. With multiple bedrooms and bathrooms spread across two levels, the home provides ample space and privacy for friends and family traveling together. Professionally designed interiors feature open-concept living, kitchen, and dining areas ideal for entertaining, while a private cocktail pool and central location complete the experience.

12BR Contemporary Savannah Retreat | Forsyth Park
Welcome to this stunning 12-bedroom, 7-bathroom Victorian compound in Savannah's historic Victorian District, designed for groups of up to 24 guests. This listing includes the entire property for your exclusive use, featuring 3 fully stocked kitchens, a private heated outdoor pool and spa, and a 2-minute walk to Forsyth Park, making it the ultimate retreat for large groups exploring the best of Savannah.

Sunlit Savannah Retreat, Hot Tub
This refurbished home in Whitemarsh Island can fit up to 16 guests with its 7 bedrooms, 5.5 bathrooms, and a short drive to historic downtown Savannah and Tybee Island. With its ample amenities, including a hot tub, this home is great for those looking to relax after exploring the area. The professionally designed spaces offer open-concept layouts and kitchen & dining spaces perfect for entertaining.

Downtown Riverfront Luxury, Steps to River Street
Discover Willow House, a modern waterfront townhome steps from Savannah’s Riverwalk! Ideal for groups, it sleeps 8 (2 Kings, 1 Queen, Sofa Bed) with private ensuite baths for every bedroom. Features chef-grade Wolf appliances, fireplace & river views. Walk minutes to the free shuttle for downtown access. Short drive to Tybee beaches. Upgrade for resort pool access. Book your unforgettable stay!

Private Pool & Spa | Secluded | in Heritage Woods
Discover over 1,000 5-star reviews from our other properties! Heritage House is a spacious, elegant home in Sea Pines’ exclusive Heritage Woods. Centrally located, it’s just a ten-minute bike ride to the beach, Harbour Town, and South Beach Marina. Nestled at the end of a quiet cul-de-sac with bike paths in every direction, Heritage House offers unmatched privacy, tranquility, and convenience.

Rare 8BR Savannah Retreat | Pool, Lake & Game Room
Welcome to your private Savannah estate — an 8-bedroom, 4-bath retreat for up to 16 guests, just a short drive from historic downtown Savannah and Tybee Island. Featuring a private pool, lake access, fire pit, and outdoor dining, this professionally designed home offers open-concept living spaces built for large groups.

4th Row beach home with screened porch & pool
This stunning 4th row Sea Pines home has soaring ceilings and beautiful high-end furnishings to truly create a luxurious feel, all while making guests feel right at home. 5 bedrooms all with their own ensuite bathrooms offer plenty of space for 16 guests!

26 Tupelo, Sea Pines: Pool, Golf Views, Spacious
Super stylish and beautifully appointed, 4 BR, one-level home that includes separate guest house and private, heatable pool, set on the Heron Point course. Truly a home for the discerning guest, and includes every BESTNEST amenity.
Popular amenities for Chatham County luxury holiday rentals
Other great luxury holiday rentals in Chatham County

74 Baynard Cove, Sea Pines: Pvt Pool, Fenced Yard

1872 Beachside Tennis, Sea Pines: Beachfront Villa

8 Heritage, Sea Pines: Private Pool, Walk to HT

2628 Calibogue Club, Sea Pines: Lagoon-Front, Luxe

23 South Beach Lagoon, SP: An Oceanfront Retreat

1409 South Beach, Sea Pines: Stylish/Luxe Interior

1465 Sound Villas, Sea Pines: Beachfront Luxury

4 Scaup Ct: Private Pool, Walk to South Beach Mar.
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- Harbour Town Golf Links
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Harbour Town Lighthouse
- Bonaventure Cemetery
- Hunting Island State Park
- Shelter Cove Towne Centre
- Oatland Island Wildlife Center
- Wormsloe Historic Site
- Skidaway Island State Park
- Jepson Center for the Arts
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Cathedral of Saint John the Baptist
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Henry C Chambers Waterfront Park
- Sheldon Church Ruins
- Coastal Discovery Museum
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