Waterfront holiday rentals in Portsmouth

The exterior of a two-story home is showcased, featuring natural wooden siding and two private balconies. Each balcony is equipped with a railing and simple seating, providing a comfortable space to enjoy the outdoors. A surrounding green area offers a touch of nature.

4.97 out of 5 average rating, 141 reviews

One block from the Beach

Stay at one of the highest rated homes in Willoughby Beach. It has everything you need to have a relaxing getaway. Enjoy the breezes of the Willoughby Bay on the back 2 decks, and the Chesapeake Bay on the front 2 decks. 500 ft walk to Chesapeake beach access, and an outdoor shower ready when you return. We have been hosting since 2018 and you can read our reviews to see that this property is our pride and joy. Let us show you what a five star experience is on Airbnb... Mandy and Kevin

ViewBeachGetting around

4.98 out of 5 average rating, 115 reviews

A spacious bedroom features a king size bed dressed in white linens and accented with colored pillows. Two bedside lamps illuminate the room, complemented by a ceiling fan. A comfortable bench sits at the foot of the bed, with a vibrant throw blanket draped across.

Townhouse in Hampton

*Beautiful Water Views* King Bed*Fast WIFI

Do you desire Peace, Quiet & Tranquility? This townhome is the PERFECT getaway! It's RIGHT on the water and features the following: *Newer Furnishings! *Blazing Fast Panoramic WIFI & Dedicated Workspace *Bedroom 1: KING size bed overlooking the water. Not a bad way to wake up?!? *Gourmet Kit w/Granite Countertops, Stainless Steel Appliances, complete w/a Convection Oven & Coffee Maker & Creamers * Smart TVs w/Adjustable Wall Mounts for your view preference, in Each Bedroom & Living Room.

RiverViewKitchen

4.99 out of 5 average rating, 239 reviews

A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.

Home in Virginia Beach

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

BeachViewIndoor spaces

Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.

4.93 out of 5 average rating, 141 reviews

THE POINT! Private waterfront Oasis!

Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Bring your fishing poles!

BeachViewComfort

4.92 out of 5 average rating, 227 reviews

Sunset Sanctuary on the Water- Fast Wifi/Netflix

Escape to this 3 BEDS/2 BATH Sunset Sanctuary on the Water, a peaceful retreat where breathtaking sunsets meet serene waterfront views. Perfect for relaxation, this home offers comfort and charm with cozy living spaces and a welcoming atmosphere. Enjoy coffee on the deck, unwind by the water, or explore nearby attractions. Ideal for families or friends seeking a quiet getaway, our sanctuary blends natural beauty with modern convenience for a truly memorable stay.

BeachViewIndoor spaces

4.93 out of 5 average rating, 679 reviews

Two comfortable white Adirondack chairs are positioned on a wooden deck, facing the peaceful expanse of the Chesapeake Bay. The scene includes soft grass in the foreground and a clear sky above, creating a serene viewing spot for enjoying the beach.

Guest suite in Norfolk

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with a kitchenette offers breathtaking 180-degree views of the Chesapeake Bay. Enjoy magnificent sunrises and stunning sunsets from your private deck, with the water’s edge just steps away. If you’ve ever wanted to experience life on the beach, this is as close as it gets. This suite reflects our love for the Chesapeake Bay and the relaxed coastal lifestyle, and we’re conveniently located just 10 minutes from ORF Airport

BeachViewLocation

4.96 out of 5 average rating, 303 reviews

Cottage in Norfolk

Positano Villa

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.

BeachViewAir conditioning

4.98 out of 5 average rating, 112 reviews

An aerial view showcases a beach cottage with a white roof situated near a sandy shore. The beach is visible with gentle waves lapping at the coastline. Surrounding vegetation and neighboring homes are seen, enhancing the coastal ambience.

Cottage in Norfolk

Life on a Sandbar right on Chesapeake Bay

Two bedroom, two bath cottage located on Willoughby Beach right on the shore of the Chesapeake Bay. Centrally located between Williamsburg, Jamestown, Hampton, and Norfolk, Virginia Beach, and the Outer Banks. Close to Norfolk Naval Bases and Old Dominion University. Great for surf fishing or pier fishing on nearby Ocean View Fishing Pier and Restaurant. THIS PROPERTY CANNOT BE RENTED THOUGH CRAIGSLIST!!! DON'T BE SCAMMED!!!

BeachViewLaundry

A bright living area features a large flat-screen television mounted on the wall and a comfortable seating arrangement. Large sliding doors open to a view of the water outside, while a soft area rug adds warmth to the space.

4.96 out of 5 average rating, 104 reviews

R & R River House

Have a peace of mind when you rent this luxury condo with beautiful water views. Totally remodeled condo with high-end finishes. This home is perfect for a couple getaway or family for fun with the nearby city park (1 mi). The peaceful condo is located close to the Casino (4.5 mi), Downtown Portsmouth (7 mi), Waterside (7.6 mi), and Virginia Beach (25 mi). Be amazed with this nestled away condo in safe neighborhood.

BeachRiverLocation

4.99 out of 5 average rating, 112 reviews

A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.

Apartment in Norfolk

Beachfront Getaway, Pet Friendly, Mermaid Suite

Escape to a serene, semi-private beach with breathtaking views and everything you need for the perfect vacation. Welcome to Big Blue, where unforgettable memories await. Beach access, Fully stocked kitchen, modern upgrades, comfy beds, large open floor plan, bbq pit, outdoor patio, beach gear & many personal touches. Condo not suitable for children under 7. Pet fee $100 for max of 2 with approval.

ViewBeachCondition

4.99 out of 5 average rating, 418 reviews

A vibrant sunset is captured over the water, with shades of orange and pink blending into the horizon. A wooden dock stretches into the foreground, surrounded by evenly spaced posts that rise from the calm water's surface.

Guest house in Hampton

Sun Sea and Sand

Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. Sun, Sea and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High-speed fiber-optic wifi and cable with blue ray player provided.

ViewRiverDecor

The exterior of the home is presented with a multi-level structure, featuring a balcony above a covered parking area illuminated by warm lights. A decorative planter stands near a pathway lined with pebbles, leading to the entrance of the home.

4.91 out of 5 average rating, 133 reviews

*Escape to the Tangerine Dream*

**ESCAPE TO THE TANGERINE DREAM** in this stunning beachfront oasis, located just steps away from the sandy shores of Captain's Quarters Park, this 3 bedroom/2 bath home offers the perfect blend of luxury and relaxation. Step inside to the open concept living area which boasts breathtaking views from two balconies, perfect for enjoying your morning coffee or watching the sunset over the ocean.

ViewBeachOutdoor spaces

Popular amenities for waterfront rentals in Portsmouth

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A serene view of the pool area at sunset showcases warm hues filling the sky. White lounge chairs are arranged around the pool, which is enclosed by a safety fence. In the background, the beach and ocean can be seen, enhancing the tranquil atmosphere.

4.77 out of 5 average rating, 202 reviews

Oceanfront Building Boardwalk Pool Beach 3 Beds

BeachViewIndoor spaces

A row of lounge chairs sits on a grassy area, facing a sandy beach and the ocean. The chairs are in various styles, positioned for optimal views of the calm water and overcast sky, with a potted plant adding a touch of greenery.

4.91 out of 5 average rating, 329 reviews

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony

ViewBeachCheckout

4.82 out of 5 average rating, 11 reviews

The kitchen area features a modern design with a compact layout, including full-sized appliances and a breakfast bar. Two stylish stools are positioned at the counter. A cozy sofa sits nearby, providing a comfortable space for relaxation. Natural light brightens the space from a window.

Flat in Chesapeake

The Southern Magnolia | 2br/1bth Home

AmenitiesAir conditioningGetting around

4.96 out of 5 average rating, 23 reviews

North End Oceanfront Condo with Balcony

BeachViewLocation

4.92 out of 5 average rating, 88 reviews

Oceanfront Condo w/ Balcony & Pool Access

ViewBeachComfort

Newly constructed wooden steps lead to the second-floor entrance of the studio apartment. The surrounding area features green foliage and a concrete pathway, with a fenced yard visible in the foreground. A private porch is seen at the top of the stairs.

4.94 out of 5 average rating, 49 reviews

The Lighthouse-2 blocks to beach

BeachViewOutdoor spaces

5.0 out of 5 average rating, 15 reviews

Flat in Buckroe Beach

Private Beach Condo in Buckroe!

ViewBeachCheckout

4.5 out of 5 average rating, 8 reviews

New / Oceanfront Beach Condo, Pool, Gym, Fishing

BeachViewSleep quality

Waterfront house rentals

The exterior of the beach house features a multi-level structure with a broad staircase leading to an expansive covered porch. Multiple fans are visible on the upper deck, surrounded by greenery and flowers. A driveway accommodates parking, and nearby vehicles are present.

4.95 out of 5 average rating, 122 reviews

PETS Welcome! 4Bed Beach View Privately Managed

BeachViewDecor

The image captures a serene beach scene at sunset, with soft pink and orange hues reflecting off calm waters. The sandy shoreline features gentle dunes and sparse vegetation, creating an inviting atmosphere for relaxation and contemplation.

4.91 out of 5 average rating, 417 reviews

New Beach Home on the Chesapeake Bay

ViewBeachIndoor spaces

4.88 out of 5 average rating, 112 reviews

A backyard patio offers seating at a rectangular table with four chairs, shaded by a large umbrella. A cozy seating arrangement is visible nearby, featuring bright cushions. The in-ground pool reflects the sky, while the tranquil river and greenery create a serene backdrop.

Home in Hampton

The Great River Escape *Hot Tub!

BeachViewTV

4.93 out of 5 average rating, 133 reviews

An open and inviting living area features two sofas in blue and gray, complemented by a light wooden coffee table. Natural light filters through large windows, highlighting the subtle wall art and a mix of seating options including stylish chairs and a lamp.

Home in Virginia Beach

Lakefront House @ Oceanfront

BeachViewOutdoor spaces

4.83 out of 5 average rating, 149 reviews

Home in Sandbridge

Bayfront Pool Retreat, Walk to Beach

ViewBeachParking

A welcoming entrance features a light blue front door framed by two windows. A small porch, supported by wooden beams, is equipped with a railing. Potted plants line the side of the porch, while brick steps lead up to the entrance.

4.96 out of 5 average rating, 28 reviews

Escape to the water!

RiverBeachLong stay

4.68 out of 5 average rating, 176 reviews

Quiet Waterfront Nature Haven, No Check-out Chores

ViewBeachHospitality

5.0 out of 5 average rating, 9 reviews

Contemporary 5 BR, 4BA, Over 3500 SF Water Front

RiverViewQuiet

Waterfront apartment rentals

Apartment in Chic's Beach

The serene coastal view features gentle waves lapping at a sandy beach, with lush green dunes in the foreground. Sailboats are visible on the horizon against a clear blue sky, creating a peaceful seaside atmosphere.

Chic's Beach Rental and Fishing

ViewBeachGrill

4.98 out of 5 average rating, 259 reviews

A modern living room features a gray sofa adorned with decorative pillows, paired with a light blue coffee table. Two lamps provide ambient lighting. Artwork of coastal scenes decorates the walls, while a patterned area rug enhances the room's coastal theme.

4.99 out of 5 average rating, 179 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

BeachParkingAccess

4.86 out of 5 average rating, 279 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.

Apartment in Sandbridge

Ocean Escape

ViewBeachIndoor spaces

4.93 out of 5 average rating, 106 reviews

A bright outdoor pool area is surrounded by lounge chairs, with a cabana featuring a bar in the background. Modern multi-story buildings with vibrant yellow and orange accents create a lively atmosphere near the water's edge. Clear blue skies enhance the inviting scene.

Apartment in Sandbridge

Cher's Place @ The Beach

BeachViewWifi

4.86 out of 5 average rating, 170 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

ViewBeachFamily

4.93 out of 5 average rating, 130 reviews

Apartment in Sandbridge

3bd Sandbridge - Sunset Bay views! Newly Remodeled

BeachViewOutdoor spaces

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.89 out of 5 average rating, 277 reviews

Oceanfront Gem VaB Studio Exceptional Views

BeachViewIndoor spaces

A serene ocean view is captured at sunset, displaying a gradient of warm colors across the sky. The horizon blends with gentle waves, while a railing frames the scene, hinting at outdoor space. Soft clouds add texture to the twilight sky.