Townhome holiday rentals in Chesapeake

A bright living room features a comfortable sectional sofa with decorative pillows. Natural light fills the space through multiple windows, showcasing a view of greenery outside. A modern ceiling fan and a flat-screen TV above a sleek electric fireplace are included, enhancing the cozy ambiance.

4.96 out of 5 average rating, 139 reviews

Walk to the Beach, Surf Park, and ViBe District!

Experience Virginia Beach the local’s way in this spacious, newly renovated 2br townhouse. Centrally located so you can walk to the ViBe District, brand new Surf Park, boardwalk, festivals, and the best coffee and restaurants in town! Enjoy the free parking, beach gear, and smart TV with YoutubeTV included. Easy access to the interstate for a quick drive to Town Center or Norfolk. Vibe district 0.3 mi Atlantic Surf Park 0.6 mi Boardwalk 0.6 mi Convention center 0.5 mi Atlantic fun park 0.7 mi

Townhouse in Downtown Hampton

The image showcases a serene waterfront view, featuring calm waters and dock posts spaced along the shoreline. In the background, lush trees and buildings are partially visible, creating a peaceful ambiance typical of a waterfront village.

4.75 out of 5 average rating, 629 reviews

Prime Downtown 2BR Near HU & Waterfront

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

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.

4.9 out of 5 average rating, 111 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.

4.99 out of 5 average rating, 173 reviews

Sparkling Clean Family & Dog Friendly

Charming 2 bedroom, 1.5 bath townhouse located 1 mile/20 min walk from the oceanfront. Close enough to the oceanfront to enjoy it but also tucked away from all the hustle and bustle. Several restaurants are within walking distance. The oceanfront is easily accessible with plenty of parking available, or walk/ bike ride using the two provided bicycles. All necessities stocked as well as many extras. 65 inch TV with Cox Cable Tv in the living room for relaxing after the beach.

The living room features a cozy arrangement of leather couches, complemented by a vibrant area rug. A large flat-screen TV mounted above the fireplace displays a beach scene. Natural light enters through the windows, illuminating the inviting space adorned with decorative elements.

4.97 out of 5 average rating, 199 reviews

Oceanfront-Dome/Wavegarden-VIBE Restaurants/Beach

Cozy townhouse by the beach, short walk to the sand and 5 min walk to Wavegarden at Atlantic Park Surf Park! Enjoy self check-in, 2 free bikes, surfboards, full kitchen, 65” TV, fast Wi-Fi. Sleeps 8 (6 beds). Central to Virginia Beach & Norfolk; stroll to cafes & fun. Ask about discount for months stay. Free parking, washer/dryer, beach chairs, beach cart, and a quiet patio. Walk to the boardwalk & dining. Family-friendly; & starter coffee provided. Book your beach getaway

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.

4.89 out of 5 average rating, 170 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 Downtown Hampton

A calm bedroom setting features a queen bed with crisp white linens and decorative blue accents. A flat-screen television is mounted on the wall across from the bed, and large windows allow natural light to brighten the space. A soft ottoman and bedside lamps complete the room.

5 out of 5 average rating, 113 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 two-story townhome displays a modern exterior with gray and white siding. A welcoming front porch features a white railing and two entrance doors. A colorful flag adds a cheerful touch, while a privacy fence is visible in the background.

4.92 out of 5 average rating, 122 reviews

Beach Livin' by the Chesapeake Bay - VA Beach

Beach livin' just a few short blocks to the Chesapeake Bay, Beach & great restaurants.. Tastefully decorated - all the amenities. 6 person farmhouse table. Deck has table & chairs, grill. Privacy fenced backyard. Beachcart, chairs, towels, umbrella & sand toys. 2 queen beds & 2 bunk beds. Cozy livingrm w/loveseat, wicker chair, wicker swivel rocker, barstools, smart tv with basic cable. Base Rate includes 9% VA Beach occupancy tax and Lodging room tax

The statue of King Neptune stands prominently, holding a trident and commanding attention with its detailed features. Surrounding the base are rocks and various sea motifs, while a dramatic sky with clouds creates a striking backdrop. People can be seen nearby, adding scale to the scene.

4.87 out of 5 average rating, 360 reviews

956 Neptune'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, 159 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.

An urban view is presented from the balcony, highlighting the surrounding luxury apartment buildings and vibrant street activity. A clear blue sky and bright sunlight contribute to the lively atmosphere of the Virginia Beach resort area.

5 out of 5 average rating, 126 reviews

Beach condo. 1.5blocks 2 beach.Packed w/ Amenities

This private 3 story condo is nestled in the heart of Virginia Beach’s oceanfront resort area. Located less than 2 blocks from the Virginia Beach boardwalk and beach! The fully outfitted kitchen, each bedroom, and the great room have their own balconies! Enjoy the convenience of living so close to everything the resort area has to offer. Beach cruisers, grill, beach cart, and essential beach gear included. You’ll love it!

4.86 out of 5 average rating, 186 reviews

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.

Townhouse in Green Run

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!

Popular amenities for townhouse rentals in Chesapeake

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

Townhouse in Williamsburg

A group of colonial soldiers in traditional attire, including red coats and white trousers, is seen marching in a smoky outdoor setting. Some hold flutes, while a lead soldier plays a brass instrument, creating a historical reenactment atmosphere.

5 out of 5 average rating, 11 reviews

3BDR TH near history, relaxation and fun! Sleeps 8

An aerial view of the spacious great room and kitchen is captured, showcasing an inviting dining area with a large table surrounded by wicker chairs. The modern kitchen features a generous granite countertop and stainless steel appliances. Natural light floods the area through large windows.

Summer 2026 Corolla Light Resort OBX 4BR/4.5Bath

Townhouse in Williamsburg

A roller coaster is depicted in motion, showcasing riders on a track that curves downwards, next to a large wooden structure resembling a water ride. Surrounding green trees provide a natural backdrop, contributing to the lively atmosphere of the amusement area.

4.92 out of 5 average rating, 37 reviews

3bdr Williamsburg Townhouse, sleeps 8

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.

4.96 out of 5 average rating, 24 reviews

Luxury gated community 3Beds 3Baths Corolla OBX

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!

4.8 out of 5 average rating, 41 reviews

Pet - Friendly 4 BR Home - Near Beach - Sleeps 8

Townhouse in Newport News

4.98 out of 5 average rating, 49 reviews

Modern Townhouse 5 min Drive to Ft. Eustis

4.95 out of 5 average rating, 73 reviews

CrabaCabana: The Heart of Corolla Beach Life

Townhouse accommodation with a washing machine and dryer

4.85 out of 5 average rating, 13 reviews

Cozy Condo in the Heart of Vibe District

The exterior of a charming town home is presented, featuring a white picket fence and vibrant pink flowering plants. The entrance is marked by a black door, flanked by large windows. A driveway is visible, providing parking space in front of the home.

4.53 out of 5 average rating, 161 reviews

Modern Cozy Retreat in the heart of VB!

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, 98 reviews

3 Bd Townhome near Historic Waterfront Portsmouth

Townhouse in North Virginia Beach

A dolphin is seen breaching above the water's surface, creating a spray as it leaps from a wave. The clear, blue ocean water provides a vivid backdrop, highlighting the dolphin's sleek body and playful movement.

4.88 out of 5 average rating, 51 reviews

Short walk to the beach-Newly Renovated

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 two-story beach house is situated within a landscaped area, featuring a blend of pastel colored exteriors. A large, paved driveway leads to the home, framed by well-maintained greenery and blooming flowers. Balconies extend from the upper level, enhancing outdoor living space.

4.84 out of 5 average rating, 43 reviews

Doctors Orders - 4 bdrm hot tub walk to beach

A modern open-concept living space is showcased, featuring a dining area with a wooden table and stylish chairs. A well-equipped kitchen is visible, highlighted by sleek appliances and decorative shelving. Natural light fills the room, enhancing the neutral color palette and clean lines.

Townhouse in East Ocean View

4.58 out of 5 average rating, 59 reviews

Bayside Bliss in the Heart of East Ocean View

A charming townhouse exterior is presented with large, welcoming front doors framed by multiple windows. Balconies above extend from each unit, while neatly landscaped greenery and colorful flowerpots add a touch of vibrancy to the entrance.

4.77 out of 5 average rating, 22 reviews

Group-Friendly Vacation House by the Beach

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.

4.82 out of 5 average rating, 99 reviews

A Walk to Beach and Sports Center & Dogs Welcome!

Townhouse in Western Branch

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

Townhouse in Newport News

The exterior of a two-story brick condo is shown, featuring symmetrical windows and a welcoming front door. Lush greenery surrounds the entrance, and a driveway leads up to the house, highlighting a clean and well-maintained environment.

4.88 out of 5 average rating, 163 reviews

Cozy Oasis-Spacious 4 Bedroom Condo!

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.

4.97 out of 5 average rating, 86 reviews

Vibe District • Near Beach • Balcony • Sleeps 6

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, 62 reviews

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

4.95 out of 5 average rating, 65 reviews

A serene beach scene is presented at sunset, with soft waves lapping at the sandy shore. Silhouetted figures can be seen in the distance, while rocks line the foreground, enhancing the coastal atmosphere. The sky is painted with warm hues, reflecting on the water's surface.

Townhouse in Willoughby

Family Retreat by the Beach

4.82 out of 5 average rating, 51 reviews

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.

Townhouse in Chesapeake

Best Temporary Rental in Chesapeake