Holiday rentals with a pool in Suffolk

Summer Waterfront • Dock, Pool, & Kayaks

A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

Sunset Seaker! (Soundfront Condo w/Pool)

Enjoy beautiful sunsets over Kitty Hawk Bay from a top floor condo at Oyster Pointe Condominiums. This is a 2 bed 2 bath condo with outdoor pool, tennis courts, beautiful sound front views, full kitchen, washer/dryer, centrally located to many restaurants and shops, and is less than 1 mile to the beach. This condo is on the top floor so no noise from above. There is also nice bike trails by the condo that takes you directly to the Wrights Brothers Monument. Boat and trailer parking available.

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Half house w/pool & new patio all to yourself

PLEASE READ TO THE END!!!!!! Our home is close to restaurants, parks, the resort oceanfront and art and culture. You’ll love our place because of the location and the ambiance. Our space is good for couples, solo adventurers, business travelers or small families. Please know that my wife and I live in the other half of the house. There is NO shared space!!! You have a private entrance with full & private access to all amenities. Our home is LGBTQ+ friendly because LOVE IS LOVE!

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

New Pool! Ping-Pong * Near Beach & Duck Village

Welcome to the heart of Duck, NC - Your Outer Banks Beach Escape! This freshly decorated, fully stocked 3-level cottage is just .2 miles from the ocean—a quick stroll and your toes are in the sand. Designed with privacy and comfort in mind, this home features 3 spacious bedrooms, each with its own private en suite bathroom, making it the perfect retreat for a family or a group. ★ Stay tuned for photos of the brand new heated pool - opening April 2026!

Villa Positano

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Pool • Outdoor Shower • Carolina Cabana Kitty Hawk

A small, relaxing poolside studio with kitchenette, windows pouring in natural light, and eclectic decor. Unwind at the quaint sitting/reading area, kitchen island, or large poolside porch. The space is filled with special touches and nature's beauty, overlooking a glistening pool and backyard gardens. Located less than 5 minutes from the beach along a quiet, wooded road with paved trails and even a hidden covered bridge!

Waterfront Cottage With 180 Degree Views!!

Nestled in this unique and tranquil getaway, overlooking Kitty Hawk Bay, Wake up to the Sunrise over the deck which is one of the highest locations in Colington Harbour. Watch the sunset in the middle of the Albemarle Sound, while enjoying 180 agrees views from the deck. Enjoy the club pool, tennis courts, marina play ground and water front sound park. This 2br 2ba is newly updated with all the comforts of home.