Townhome holiday rentals in Chesapeake

Townhouse in Downtown Hampton

A living room featuring a large sofa with colorful cushions, complemented by an armchair. A wall-mounted TV is above a fireplace. Natural light filters through the shuttered windows, creating a cozy atmosphere. A modern lamp and a small side table enhance the space.

4.75 out of 5 average rating, 613 reviews

Charming 2BR Close to HU & Waterfront

*SAFE/WALKABLE GREAT LOCATION📍* Stay here and enjoy ALL the pleasantries of Downtown Hampton's quaint waterfront. WALKABLE* to the marina, many restaurants, pubs, IMAX theater, museums+ Historic Post Office* Hampton U* Mill Point Park* City Hall* Phoebus/Ft Monroe-5 min Hampton Coliseum/Convention Aquaplex-7min Buckroe Beach-8min Boo Williams Sports -11min Langley AFB/Newport News-15min Norfolk/ODU-23min Busch Gardens/Williamsburg-28min Portsmouth-29min Virginia Beach-40min ⭐️⭐️⭐️⭐️⭐️📍

4.98 out of 5 average rating, 101 reviews

A serene view of a calm waterway is presented, featuring a long pier extending into the horizon. Gentle ripples reflect the blue sky dotted with fluffy white clouds. The landscape around the water includes patches of grass, enhancing the tranquil atmosphere of the setting.

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.

The living room features a blend of comfort and style, with a ceiling fan, a fireplace, and a mounted flat-screen TV. A striped area rug covers the floor beneath modern seating arrangements. Natural light is visible through several windows, complemented by decorative plants.

4.89 out of 5 average rating, 100 reviews

Spacious 3BR|1 mile to the Oceanfront & The Dome

Welcome to your home away from home about 1 mile from the Virginia Beach Oceanfront and The Dome and within walking distance to the VA Beach sports center! Perfect for groups up to 9, our home offers ultra-fast 1Gbps internet, 2 dedicated workspaces, and delightful amenities including FREE Parking (up to 4 vehicles). Enjoy the outdoors with our outdoor dining area and a BBQ grill. With numerous local restaurants activities nearby, it’s the ideal getaway for both relaxation and adventure.

Townhouse in Great Bridge

A spacious living room features a neutral color palette, highlighted by a cozy couch and two armchairs. A wooden coffee table is centered in front of a decorative fireplace adorned with greenery and accessories. Natural light enters through large windows, enhancing the inviting setting.

4.9 out of 5 average rating, 164 reviews

Family friendly townhouse

A perfect place to stay when you can't be at home!Townhouse located in lovely family friendly neighborhood. Only a 20-30 min drive to NOB, Portsmouth Naval Shipyard and Oceana. Bright open kitchen with everything you need. Large living room with new comfortable couch and large Smart TV to hang out and watch tv. Privacy fenced back yard to sit and enjoy the evening or a morning cup of coffee. Large primary bedroom with private bathroom and shower. Washer and dryer in t

Townhouse in Pasture Point

5 out of 5 average rating, 112 reviews

*No Cleaning Fee*The Pirate's Cove~Lux Furnishings

Welcome to Pirate’s Cove! Just over the bridge from the home of The Pirates of the illustrious HAMPTON UNIVERSITY! *Great walk-able location to all of downtown's restaurants & features the following: *Brand New Carpet* Fresh paint* Premium Luxury Furnishings/Bedding *2 Designated work spaces/desks on each level w/Super Fast WIFI Internet *Fully Equipped Eat In Kit w/Seating for 6-8 *A Coffee/Tea Bar Note:King Bed can also be a single(2 Twin Mattresses)

A serene beach scene features gentle waves lapping against the shore. The horizon showcases a vibrant sunset with soft pink, orange, and purple hues. Light clouds are visible in the sky, contributing to the tranquil atmosphere of the coastal environment.

4.76 out of 5 average rating, 317 reviews

940 Poseidon's Beach House walk 2 Oceanfront, CCTR

Welcome to Virginia Beach! We are located less than a mile to the Beach, Convention Center & Boardwalk. This spacious townhouse has 2 bedrooms & 1.5 bathrooms. There is parking on site spacious enough to accommodate 2 vehicles. We are located minutes from oceanfront, 20 minutes from Amphitheater, 25 minutes from Downtown Norfolk, 45 minutes to Busch Gardens. The oceanfront resort area has great dining, attractions, & concerts. Vacation like a local!

A spacious living area features a large, L-shaped gray sectional sofa adorned with decorative pillows. Two side tables with lamps flank the sofa, while a central coffee table holds a decorative tray. Coastal-themed artwork and a shelf with accents are visible above, enhancing the beach-inspired decor.

4.97 out of 5 average rating, 154 reviews

Entire Home - Close to Beach - Pet Friendly

Welcome to "The Crab Shack" located in Salt Marsh Point. This is our newly renovated home located just minutes from the oceanfront. Everything here is brand new, upscale, comfy and just waiting for you. Imagine relaxing on the front veranda in upscale patio furniture, offset umbrella, outdoor grill and privacy fence. Or take it inside to the professionally decorated beach themed setting, with everything brand new and waiting for you.

A spacious bedroom features a comfortable bed adorned with a patterned comforter. Nightstands with lamps are present on either side. A large mirror rests above the bed, and a soothing natural light filters through a window, complemented by dark curtains.

4.86 out of 5 average rating, 182 reviews

Fast WiFi! King! Tree House bed! Arcade! SMRT TVs

“Guest Favorite”. Open and inviting 2 bedroom townhouse in the heart of Virginia Beach. 5 minutes to the Virginia Beach Amphitheater, Farmers Market, Mall, Movie Theater and Restaurant. 10 Minutes to town center. 15 minutes to the ocean front, convention center and Norfolk. Kids will love our treehouse style bunk beds with tent feature! Stand up Arcade with 12 games including PacMan, Galaga, Dig-Dug, Ms PacMan and more!

Townhouse in Chic's Beach

A two-story duplex is depicted, featuring a distinctive star accent on the upper level. A path leads towards the entrance, with a lawn and patio area visible. Soft outdoor lighting casts a welcoming glow on the property, emphasizing its inviting facade.

4.8 out of 5 average rating, 212 reviews

Chicks Beach Getaway large yard 500 yards to Beach

4 bedroom 3 bath duplex with a large yard, screened porch & large deck This home is in the Chicks Beach area of Virginia Beach or Chesapeake Beaches. less than 500 yards walk to the beach. Nice back yard and screen porch. $125 for 1 pet and $75 for second. 2 pet max. PLEASE NOTE: Saturday check in and 7 night stay required starting June 4th 2026. Check out 10am checkin is 3:30pm 4 car max

A cozy living area features a gray sectional sofa and a patterned armchair on a soft area rug. Light-colored walls are adorned with artwork, while a doorway leads to a kitchen. Natural light brightens the space, creating an inviting atmosphere.

4.83 out of 5 average rating, 284 reviews

Lakefront Oasis with Fenced Yard

Escape to our peaceful 3-BR lakefront townhouse in Hampton Roads! Comfortably sleeping 7, this family-friendly retreat offers a fully equipped kitchen, dedicated workspace, and a private fenced backyard with serene water views. Enjoy easy access to beaches and local attractions from this quiet, centrally located home. Perfect for families or groups seeking a relaxing getaway.

Townhouse in Chic's Beach

4.85 out of 5 average rating, 101 reviews

Beachfront Chic’s Beach • Incredible Ocean Views

Experience the perfect blend of comfort and coastal charm at this beautiful 3BR, 2.5BA beachfront home in a quiet neighborhood. With 1 king, 2 queens, and a twin over full bunkbed, it’s ideal for families. Enjoy beach views from all 3 levels, a fully stocked kitchen, Wi-Fi, Smart TVs, and laundry. Close to dining, parks, and the Boardwalk—this home has it all!

A well-appointed kitchen features white cabinetry and a gray granite countertop. Essential appliances, including a stove and refrigerator, are present. Natural light enters through a window above the sink, where a small potted plant adds a touch of greenery.

4.88 out of 5 average rating, 115 reviews

THE OLD BEACON 2 I Beach Living

The Old Beacon unit 2 is the upstairs unit of the front cottage. Stylish, cozy interior with access to the amazing outdoor common area - pool, cornhole, porch swings, outdoor dining area and outdoor shower for when you return from the beach! Kick back and relax in this amazing vacation space that’s two blocks to the beach and Virginia Beach boardwalk!

Popular amenities for townhouse rentals in Chesapeake

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

The living area features a cozy couch and an armchair with floral accents. A warm wooden floor is visible, enhancing the inviting atmosphere. Soft light enters through a door on the left, which opens to another room. A decorative fireplace stands against the wall.

4.93 out of 5 average rating, 88 reviews

Chesapeake Bay Beach House" Chix Beach"

4.75 out of 5 average rating, 4 reviews

Cozy Condo in the Heart of Vibe District

The spacious living room features a light gray sectional sofa adorned with patterned cushions. A wooden coffee table sits atop a soft area rug with varying tones. The open kitchen area is visible in the background, complemented by three green bar stools near a breakfast bar.

4.97 out of 5 average rating, 87 reviews

Walk to the beach ~ Spacious 4BR Getaway!

A light-filled living area features a sectional sofa and an armchair, arranged for comfort. A minimalist design includes a geometric wall hanging and decorative wall planters. Natural light streams through two windows, highlighting the warm wood flooring and welcoming ambiance.

Townhouse in Portsmouth

4.69 out of 5 average rating, 95 reviews

3 Bd Townhome near Historic Waterfront Portsmouth

A modern kitchen features stainless steel appliances, grey cabinetry, and a spacious island with bar seating. Pendant lights hang above the island, while a staircase and a wall clock contribute to the room's functionality. The open layout allows for ample natural light.

4.67 out of 5 average rating, 92 reviews

Jefferson Abbey II

A spacious living area features a large sectional sofa adorned with decorative pillows. A light-colored coffee table sits at the center on a patterned rug, while natural light filters through sheer curtains. A small lamp and potted plants contribute to a relaxed ambiance.

5 out of 5 average rating, 15 reviews

Just 1-1/2 block from the Beach w/Private Garage!

A bright living area features a large sectional couch and an ottoman, complemented by decorative pillows. A lamp stands next to the couch, and a potted plant adds a touch of greenery. Natural light streams in through the window, illuminating artwork on the walls.

5 out of 5 average rating, 33 reviews

3BR Townhome Steps from Atlantic Surf Park & Dome!

A spacious bedroom features a large bed with a tufted headboard and a decorative throw pillow. Natural light enters through two windows, which are dressed with sheer curtains. A stylish light fixture hangs from the ceiling, and a yellow ottoman is positioned at the foot of the bed.

4.53 out of 5 average rating, 30 reviews

Congo Craze!

Townhouse accommodation with a washing machine and dryer

Townhouse in East Ocean View

4.83 out of 5 average rating, 35 reviews

3BR Norfolk Stay • Convenient to Bases & ODU

5 out of 5 average rating, 7 reviews

Beach Borough Bliss: Stylish, Remodeled Townhome

A two-story home featuring a mix of brick and wooden siding with a welcoming entrance. A small balcony is positioned above the front door. The driveway leads to a garage door on the right. Lush green grass surrounds the front, complemented by a leafy backdrop.

4.83 out of 5 average rating, 83 reviews

Red House on Lake James

The exterior features two adjoining entrances, each with a decorative door marked with numbers. White adirondack chairs are positioned outside, and small, well-manicured shrubs line the pathway. A mix of natural stones and gravel creates a welcoming approach leading to the entryways.

4.76 out of 5 average rating, 38 reviews

Refreshed 2025 | Beach House by Boardwalk (410A)

An aerial view captures the harbor at sunset, showcasing boats docked and the water reflecting warm hues. Spacious seating with white sofas and blue accents defines the inviting living area, while the well-appointed kitchen is equipped with modern appliances and counter seating. The elegant bedroom features a large bed, complemented by coastal decor and natural light from windows.

4.94 out of 5 average rating, 72 reviews

Oceanfront Family Retreat | Dome Surf Park | Bikes

A modern living area is arranged with a brown leather sofa facing a sleek fireplace and wall-mounted television. A striped rug adds contrast to the wood flooring. Tall windows provide natural light, while barstools at a kitchen counter enhance the open layout.

4.9 out of 5 average rating, 72 reviews

Modern Townhome with Rooftop Deck & Ocean Views!

4.96 out of 5 average rating, 24 reviews

The exterior of a two-story townhome is presented, featuring a light-colored siding. A welcoming entrance with a covered porch leads to the main door. A balcony above is visible, with black shutters adorning the windows. Surrounding greenery completes the serene setting.

Townhouse in Corolla

Luxury gated community 3Beds 3Baths Corolla OBX

A spacious bedroom is equipped with a large bed featuring a tufted headboard. Natural light enters through two windows, complemented by dark curtains. A ceiling fan and wall-mounted TV enhance the comfort. A small side table accompanies an armchair in the corner.

4.67 out of 5 average rating, 9 reviews

Tush and Mane

Townhouse rentals with a patio

Aerial view of Virginia Beach's coastline, highlighting a long stretch of sandy beach alongside numerous hotels and buildings. The horizon meets the ocean, with calm waves lapping at the shore. The scene captures the bustling beach area, suggesting proximity to local attractions.

4.81 out of 5 average rating, 95 reviews

A Walk to Beach and Sports Center & Dogs Welcome!

A spacious living area features a comfortable sectional sofa adorned with patterned cushions. A wooden coffee table sits in the center, complemented by decorative items. The room is brightened by natural light streaming in through nearby windows, with an open view of a staircase leading to the upper level.

4.76 out of 5 average rating, 21 reviews

The Western Branch Professionals Townhome

A spacious living area features a gray sectional sofa complemented by decorative pillows. A wall-mounted TV is positioned above an electric fireplace. Stylish blue pendant lights hang over a modern kitchen island, with bar stools arranged nearby. Natural light enters through a window adorned with blinds.

4.96 out of 5 average rating, 78 reviews

Wave Break Hideaway

Townhouse in Downtown Hampton

A wooden dock extends over calm waters, surrounded by tall grasses and leafy vegetation. The sunlight filters through nearby trees, casting subtle shadows on the dock, enhancing the serene ambiance of the riverfront setting.

4.85 out of 5 average rating, 61 reviews

Sitting on the Dock of the Bay | 8 min to Buckroe

4.95 out of 5 average rating, 57 reviews

A spacious living room is showcased with a sectional couch, accent pillows, and a large coffee table. A flat-screen TV is mounted above a stone fireplace. Natural light filters through the adjacent windows, highlighting the art on the walls and a stylish ceiling fan.

Townhouse in Willoughby

Family Retreat by the Beach

4.91 out of 5 average rating, 32 reviews

A seating area is presented with a light-colored sofa adorned with yellow cushions, alongside a smaller armchair. A dark round coffee table occupies the center, positioned over a patterned rug. Natural light filters through window blinds, creating a bright and inviting space.

Townhouse in Portsmouth

Centrally-located Hidden Gem

A spacious living area features a dark leather sectional sofa adorned with light blue and patterned cushions. A glass coffee table sits at the center, complemented by an area rug with subtle patterns. Natural light enters through the nearby doorway, creating a welcoming environment.

4.8 out of 5 average rating, 45 reviews

Best Temporary Rental in Chesapeake