Vacation rentals with a pool in Hampton

4.91 out of 5 average rating, 170 reviews

Home in Cobbs Creek

Millionaire $ Views No Xtra Charge! Hot Tub! POOL!

Welcome to The Cottage at Misti Cove, where you can experience the epitome of relaxation and tranquility. Immerse yourself in the serene ambiance of our cottage, aptly named for its simplicity, which belies the luxurious amenities that await you. At The Cottage at Misti Cove, we understand that the essence of a fulfilling vacation lies in the delicate balance between embracing the simple life and indulging in modern comforts. Here, you will discover a haven that seamlessly blends these elements

4.98 out of 5 average rating, 164 reviews

A spacious deck extends towards the waterfront, surrounded by lush trees. Lounge chairs and seating areas are positioned for relaxing views of the calm water. A sunroom is visible to the right, offering additional indoor space. The overall setting invites outdoor leisure and tranquility.

Home in Cobbs Creek

Blue Heron WaterSide

Blue Heron Waterside awaits you...Private Hot Tub and Pool!Waterfront and Pier- Kayaks included! This retreat is set up with you in mind for a special get away.Relax.Enjoy being together plus space to have quiet time. Sunroom, spacious deck, private Pool, Hot tub and Pier create a waterfront living experience. Grab a book, go for a swim or lounge by the pool. Explore the water with a variety of Kayaks plus a Stand Up Paddle Board.Great location to fish and crab from the pier. Are you ready?

4.93 out of 5 average rating, 144 reviews

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

Home in Portsmouth

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!

Apartment in Downtown Hampton

An aerial view of a two-story home with a red roof, surrounded by lush green lawns. A sparkling pool is situated in the backyard, accompanied by lounge chairs, a patio area, and a gazebo. The property features a well-maintained outdoor space with nearby landscaping.

4.96 out of 5 average rating, 396 reviews

"Shangri-La", of Hampton, Virginia

2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

4.92 out of 5 average rating, 119 reviews

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

Home in Norfolk

Gorgeous Vacation House

This is is the perfect home away from home! Enjoy cozy furnishings and modern amenities in this 3bed/2.5 bath house located in the vibrant city of Norfolk oceanview. The house is renovated with top notch material and artistic touch. The kitchen, living room, and private backyard with deck/patio swimming pool make it the ideal place to relax. Shopping, restaurants, and entertainment are all within minutes; plus onsite parking and self-check-in make this an ideal destination for travelers.

Guest suite in Chesapeake

The exterior of a private attached suite is shown, featuring a welcoming entrance with white steps and a small porch. Lush greenery and colorful flowers frame the walkway, leading to a paved driveway. A wooden fence provides privacy, while a well-maintained lawn enhances the setting.

4.95 out of 5 average rating, 609 reviews

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.

Tiny home in Cape Charles

A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.

4.98 out of 5 average rating, 339 reviews

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.

4.85 out of 5 average rating, 107 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

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!

Farm stay in Williamsburg

A lush field is filled with blooming yellow flowers under a clear blue sky. In the background, a red barn is situated near a fence, surrounded by trees that provide a natural border to the landscape.

4.97 out of 5 average rating, 386 reviews

3 BR Cottage on Mallardee Farm in Williamsburg

Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Two blue Adirondack chairs are positioned on a grassy area overlooking the beach. A small round table sits between them, providing a place for drinks or snacks. The ocean stretches out in the background, with gentle waves and a pastel sky at sunset.

4.88 out of 5 average rating, 208 reviews

Va.Beach/Oceanfront Studio, Boardwalk, Beach, Pool

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family.

4.97 out of 5 average rating, 272 reviews

Cottage in Bayview

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.

5 out of 5 average rating, 154 reviews

A serene outdoor seating area is nestled among colorful autumn leaves, with four adirondack chairs arranged around a wooden platform. The setting sun casts a warm glow over the peaceful view of Bland Creek and the marsh, enhancing the natural beauty of the landscape.

Guesthouse in Gloucester

The Bluebird — Waterfront, Pool, Dock & Firepits

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Popular amenities for Hampton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming coastal cottage exterior is depicted, featuring a white clapboard façade and a shingled roof. The blue front door is framed by decorative shutters, with a welcoming wreath displayed. An American flag hangs proudly, completing the inviting entrance.

4.82 out of 5 average rating, 146 reviews

THE OLD BEACON 1 | Beach Living

4.95 out of 5 average rating, 21 reviews

An aerial view of the backyard showcases a large pool with a sun ledge, a lazy river with vibrant umbrellas, and a splash pad. Surrounding seating areas are arranged for relaxation. Fixed and floating piers provide access to the water, complemented by water equipment visible in the background.

Home in Sandbridge

8br, Pool,Lzy Rvr,Pier,Pool,Hot Tub (Sandbridge)

A spacious living room features high ceilings and large windows, allowing natural light to fill the area. A comfortable blue sofa is accompanied by various seating options, including a leather armchair and a decorative pouf. A flat-screen TV is mounted above a wooden fireplace.

4.83 out of 5 average rating, 58 reviews

Modernist Oasis | 2 Luxury Homes & Private Pool

A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.

4.86 out of 5 average rating, 118 reviews

Private Pool at the Oceanfront in a Spacious Home

4.82 out of 5 average rating, 136 reviews

The image presents a large outdoor pool surrounded by a deck, sun loungers, and a gazebo. Lush greenery lines the background, complementing the serene waters of Back Bay visible in the distance under a bright blue sky with scattered clouds.

Home in Sandbridge

Stunning Views of Back Bay & Seconds to the Beach

A modern kitchen area is visible, featuring stainless steel appliances and a granite countertop with bar seating. Two stylish light fixtures hang above, while the space is illuminated by natural light from large windows covered with light curtains. A seating arrangement includes sleek black bar stools.

4.97 out of 5 average rating, 223 reviews

Salida del Sol, North End Beach

4.62 out of 5 average rating, 13 reviews

An open-concept living area features a modern kitchen with white cabinetry and a spacious island. A living room area is visible with a navy blue sofa and a TV. Natural light filters in through dual glass doors that lead to outside greenery.

Home in Suffolk

1-bedroom home in Suffolk

An inviting entrance features a black bench topped with a decorative pillow and a soft throw. A round mirror complements the space, while natural light floods the area through large windows, revealing a cozy living room area with a stone fireplace and wooden beams overhead.

5 out of 5 average rating, 9 reviews

Farmhouse Retreat-POOL, Sauna, 10 min to BEACH

Condo rentals with a pool

4.92 out of 5 average rating, 66 reviews

The image captures a serene view of the ocean during sunrise, with soft waves lapping at the sandy beach. The sun reflects off the water, creating a shimmering effect across the surface. Gentle clouds float in the sky, enhancing the tranquil atmosphere.

Condo in Virginia Beach

Beach Luxury Beachfront

4.81 out of 5 average rating, 32 reviews

The Historic Powhatan 4bdrm*

A three-story condo building is portrayed, featuring balconies and a facade with beige siding and dark red shutters. A snow-dusted lawn surrounds the structure, while a paved walkway leads to the entrance, providing accessibility and a welcoming approach.

4.96 out of 5 average rating, 25 reviews

Wyndham Governor's Green (3 BD Deluxe)

An aerial view of the resort captures a lively outdoor pool surrounded by lounge chairs and umbrellas. A miniature golf course is visible alongside a playground featuring swings and a slide. Lush trees provide a green backdrop to the various resort buildings.

4.86 out of 5 average rating, 42 reviews

Wyndham Kingsgate, 2 BR Deluxe

The exterior of a charming three-story building is showcased, featuring red brick walls and a steeply pitched roof. Large windows with white railings overlook a landscaped courtyard with fountains and blooming trees, creating a welcoming ambiance surrounded by greenery.

4.96 out of 5 average rating, 51 reviews

Marriott's Manor Club Ford's Colony 2BD Villa Slee

Two figures in historical military uniforms with distinctive red coats are shown standing together. The background features a building with a bright sky, while a British flag is visible nearby, suggesting a reenactment or historical event.

4.76 out of 5 average rating, 132 reviews

Great family vacation resort condo. Sleeps 12.

An indoor swimming pool area is featured, with a clear blue water surface reflecting light. Tall glass walls allow natural light to illuminate the space, creating a bright atmosphere. Lounge chairs are neatly arranged along the poolside, offering relaxation options for guests.

4.83 out of 5 average rating, 6 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

4.88 out of 5 average rating, 256 reviews

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

Condo in Sandbridge

Ocean Escape

Other vacation rentals with a pool

5 out of 5 average rating, 20 reviews

A vibrant sunset paints the sky in shades of orange and pink, reflecting beautifully on the calm water below. Silhouettes of trees and buildings outline the horizon, while the stillness of the scene evokes a serene atmosphere.

Tiny home in Sandbridge

Ava’s Estuary

A private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.

4.96 out of 5 average rating, 94 reviews

Artful Retreat with a Private Pool

Apartment in Williamsburg

4.88 out of 5 average rating, 26 reviews

The Serene Retreat; 2 bedrooms & 2 full baths

A balcony view captures bright red Adirondack chairs placed on a concrete surface, facing the beach and ocean. The calming horizon displays gentle waves, while a pathway and greenery are visible in the foreground. People can be seen enjoying the beach in the distance.

5 out of 5 average rating, 17 reviews

Oceanfront 2 bedroom condo

Apartment in Williamsburg

A cluster of modern apartment buildings is situated alongside a calm pond, reflecting their structures in the water. Lush green grass surrounds the pond, which features a water fountain, contributing to a serene environment.

4.89 out of 5 average rating, 18 reviews

Kingsgate Resort 3 Bedroom Lockoff

A modern kitchen and dining area features a round marble table surrounded by black chairs. White cabinetry and stainless steel appliances are visible, with natural light illuminating the space. A framed art piece is displayed on the wall, and a potted plant adds a touch of greenery.

4.93 out of 5 average rating, 41 reviews

Newly Built Apt Near Oceanfront

4.97 out of 5 average rating, 32 reviews

A serene view from a wooden dock extends over calm water at dusk. Two Adirondack chairs are positioned to face the horizon, where soft orange light meets a gradient of deep blue sky, reflecting on the water's surface.

Cottage in Sandbridge

Bayfront Cottage with Private Dock - Pet Friendly

A view from a balcony showcases the sandy beach and ocean beyond. The horizon meets the water under a clear blue sky, with footsteps visible on the adjacent walkway. A railing provides a seamless transition between indoor and outdoor landscapes.