Holiday rentals with a kayak in Chatham County

4.99 out of 5 average rating, 169 reviews

A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.

Cottage in Tybee Island

Couples Retreat | FREE Golf Cart/Bikes/Kayaks+Dock

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway & nature-lovers paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by amazing panoramic views of the tidal creek & marshlands. Nestled amongst enchanting live oaks & marsh-side scenery, you'll soon discover something inherently romantic about this cozy historic cottage ~ book now and fall in love!

4.91 out of 5 average rating, 331 reviews

A wooden deck overlooks a tranquil waterway, featuring a hammock strung between two posts. Lush green grass and tropical palm trees surround the space, while a gazebo provides shade nearby. Some chairs are positioned along the railing, inviting relaxation and enjoyment of the serene view.

Condo in Tybee Island

Mermaid Cove - 2BR Tybee Island Back River Retreat

Located on Tybee Island's back river, Mermaid Cove is a 2BR/1BA ground-level vacation rental that's the perfect setting to just sit back, relax and enjoy the view. With over 1500 sq ft, this newly remodeled waterfront retreat is located at the secluded northwest end of the Island, just around the corner from the famous Crab Shack and where scenes from “Baywatch: The Movie” were filmed. You’ll enjoy easy access to Tybee Island's sea front & beaches located just a few minutes away by bike or car.

A cozy bedroom is adorned with striking floral wallpaper and warm green wainscoting. The bed features plush pillows, a textured throw blanket, and a pair of decorative cushions. Flanking the bed are two elegant sconces, providing soft lighting, while a small plant and framed piece of art add charm.

4.9 out of 5 average rating, 147 reviews

European Style Cottage in the Starland District

Located in the heart of the downtown Savannah “Starland” Arts District, this European cottage is footsteps away from over 40 local shops, bars, restaurants, and music venues. After exploring the historic districts, relax in this brand new space inspired by old world artistry — Such as the antique clawfoot tub, perfect for a bubble bath, or take a nap in the photo-worthy William Morris bedrooms. You’ll feel like you’ve taken a trip back in time to when the old world was new in this quaint space!

A wooden dock extends over the tidal creek, leading to a covered gazebo. Spanish moss hangs from nearby trees, creating a shaded area. The calm water reflects the blue sky, surrounded by lush greenery on either side, inviting relaxation and exploration.

4.97 out of 5 average rating, 61 reviews

Marshfront gem with private dock; Adults only

Keep it simple at this peaceful and centrally-located place. See stunning sunsets over the marsh from this remodeled home, or from the private dock on a tidal creek. Halfway between Downtown and Tybee Island, on lovely Whitemarsh Island, you are close to shopping and nightlife, but feel miles away! Kayak off the dock, then refresh with the outdoor shower; or bike/walk the nearby Preserve. *Kayaks(2 single, 1 tandem) and bikes(3) supplied, but not beach gear. Chatham County Permit #22-23494

Condo in Hilton Head Island

Aerial view of Marriott's Harbour Club reveals the spacious resort surrounded by lush greenery and tall trees. Scenic Calibogue Sound is visible in the background, with the iconic Harbour Town Lighthouse further enhancing the inviting landscape.

5 out of 5 average rating, 15 reviews

Marriott Harbour Club - 2BD

Nestled in Hilton Head Island's Sea Pines Resort, Marriott's Harbour Club overlooks scenic Calibogue Sound. This Marriott Vacation Club resort offers access to Hilton Head's natural beauty, hospitality, and activities, including championship golf courses and numerous tennis courts. Enjoy fine dining, shopping, yacht harbors, galleries, Harbour Town, horseback tours, ecotours, watersports, and museums. Marriott's Harbour Club provides an ideal seaside getaway with family-friendly activities.

4.94 out of 5 average rating, 212 reviews

A horse-drawn carriage, with a white wooden cart and large wheels, is shown on a dirt path. Several people sit comfortably inside the carriage, enjoying a day out. Lush green trees provide shade in the background, creating a peaceful country scene.

Farm stay in Savannah

Red Gate Farms Hayloft-10 min to Historic Savannah

(STR License # OTC-023578) Family-owned since 1931, Red Gate Farms is a historic hidden gem nestled only 10 min. from downtown Savannah and 30 min. from Tybee Island. Once one of Georgia’s oldest dairy farms but now home to an award-winning event venue, a popular RV park, & many friendly farm animals. The HayLoft offers a peaceful, one-of-a-kind stay with 3 cozy bedrooms, a full kitchen, bathroom, complimentary Wi-Fi, & a large deck perfect for relaxing. We look forward to hosting you!

An open living area features comfortable sofas along with a decorative rug, with large windows allowing natural light. An outdoor cooking space is highlighted by a Traeger grill for meals, while a dining table in the kitchen accommodates several guests.

4.87 out of 5 average rating, 143 reviews

Island Oasis by DT Savannah, Tybee | BBQ, Fire Pit

-Across from Whitemarsh Nature Preserve -Near DT Savannah, Tybee Island -Traeger Grill -Fire Pit -Coffee Bar Welcome to our Cozy, Spacious Island Oasis! Just 13 mins from Tybee Island Beach and 15 mins from Downtown Savannah, this charming retreat offers the perfect blend of relaxation and adventure. Enjoy all that this fenced in, one-story home has to offer: an open floor plan with high ceilings & skylights, new A/C, outdoor dining area with fire pit, Traeger grill, & tons of yard space!

4.9 out of 5 average rating, 437 reviews

A serene view of the sunset reflecting on the water, framed by tall trees and a wooden deck. Comfortable seating is positioned nearby, inviting relaxation while observing the vibrant colors of the sky. A calm atmosphere is created by the soft glow of the setting sun.

Home in Hardeeville

Swim, fish, kayak near Savannah and HHI

This clean, comfortable 2100 sqft, unique 2 bedroom Lowcountry home is on the New River surrounded by 1000’s of acres of old rice fields, marshlands and wildlife. It is well appointed with vaulted ceilings and windows galore to capture the view of the water and sunsets. There are 6 decks to sit, sun, grill, dine or swim. Comfy beds, spacious rooms, large LR and well equipped kitchen. We are 12 miles to Savannah, 7 to Bluffton, 15 to Hilton Head. There’s an i-waveV air purifier in the A/C

4.92 out of 5 average rating, 251 reviews

An exterior view of a two-story house features a modern design with a welcoming porch. A spacious lawn surrounds the residence, and a gravel driveway leads to the garage. Trees provide a natural backdrop, creating a peaceful setting at dusk.

Guest suite in Savannah

Marsh Top Suite - No Clean Fees!

This is a private master suite with private staircase, balcony, and entrance. The balcony overlooks the marsh, river, and ocean in the distance. Suite is locked off from the rest of the house and there is no shared space. King bed, 60 inch flat screen, large master bath with walk in shower, large master closet. Suite has own thermostat. Mini- fridge, microwave, and pod coffee maker with supplies provided. Kayaks, Paddle boards, basketball court. Sorry, we don't allow guests in the pool.

4.88 out of 5 average rating, 194 reviews

Private Pool - 15 mins to Downtown

Private inground pool, open all year, $50 a day heat option. Central location, 15 minutes from downtown and 30 minutes from the beach, this home is part of a waterfront community. The private community boat ramp is across the street giving you easy access to the Vernon River. Bring your kayaks (or use the two kayaks available for your use), canoes or motorboats and explore the salt marsh and barrier islands of Coastal Georgia. Contact us for seasonal discounts! OTC-023010