Townhome holiday rentals in Chesapeake

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Top-rated townhouse rentals in Chesapeake

Guests agree: these townhouse rentals are highly rated for location, cleanliness and more.

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Guest favourite
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.
Townhouse in Virginia Beach
4.96 out of 5 average rating, 134 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

Guest favourite
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.
Townhouse in Downtown Hampton
4.75 out of 5 average rating, 622 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 ⭐️⭐️⭐️⭐️⭐️📍

Guest favourite
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.
Townhouse in Virginia Beach
4.93 out of 5 average rating, 121 reviews

Beach Livin' by the Chesapeake Bay - VA Beach

Beach livin' just a few short blocks to the Chesapeake Bay, Beach & great restaurants. New EVERYTHING! Tastefully decorated - all the amenities. 6 person farmhouse table. New deck-6 person table & chairs, grill. New 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. Apps avail. Base Rate includes 9% VA Beach occupancy tax and Lodging room tax

Top guest favourite
A dining area features a large table surrounded by white chairs, providing ample seating. A light fixture hangs over the table, adding a touch of warmth. Natural light illuminates the space through a nearby doorway, which leads to the kitchen and living areas.
Townhouse in Virginia Beach
4.99 out of 5 average rating, 171 reviews

Bike to Beach! Dog Friendly and Sparkling Clean

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. There are several restaurants and a brewery within walking distance. There are many parking options at the oceanfront or you can walk or pedal your way there on the 2 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.

Guest favourite
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.
Townhouse in Virginia Beach
4.9 out of 5 average rating, 107 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.

Guest favourite
A cozy living area is adorned with 'BEACH' lettering on the wall, alongside a decorative anchor. A glass lantern with a candle is placed on a wooden coffee table, which is accompanied by a remote and assorted stones. Bar stools are visible near the kitchen area.
Townhouse in Virginia Beach
4.87 out of 5 average rating, 154 reviews

Rustic Beach Condo 3 blocks from the beach!

Make the most of your Virginia Beach experience at this rustic beach house in the heart of the city's ViBe creative arts district! This three-story, townhouse-style condo has all you need and more: watch the summer fireworks from the comfort of your third story balcony or enjoy a short walk to coffee shops, farmers markets, the local convention center, and the beach! If you want the best that VB has to offer just a stroll away from the ocean, look no further than the Baltic Beach House!

Guest favourite
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.
Townhouse in Great Bridge
4.9 out of 5 average rating, 167 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

Top guest favourite
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.
Townhouse in Virginia Beach
4.97 out of 5 average rating, 156 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.

Top guest favourite
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.
Townhouse in Virginia Beach
5 out of 5 average rating, 124 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!

Superhost
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
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!

Guest favourite
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.
Townhouse in Chesapeake
4.83 out of 5 average rating, 290 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.

Guest favourite
The front porch features two wooden rocking chairs positioned beside a welcoming doormat. A bright turquoise door adds a pop of color, while a stylish wall sconce provides illumination. The porch offers a comfortable spot to relax and enjoy the peaceful surroundings.
Townhouse in Cape Charles
4.94 out of 5 average rating, 161 reviews

Cozy 2BR/2BA, 3 Blocks to Beach, Fenced Yard

Welcome to Peach Haven II! Renovated in 2021, this pet-friendly duplex in Cape Charles’ historic district sleeps 5. One block from a park with playground and tennis/pickleball courts, and 3 blocks from the beach. Features 1 bedroom (queen bed) and a 2nd with a custom full-size bunkbed. Stocked for comfort. Ask about renting the other side for more space!

Popular amenities for townhouse rentals in Chesapeake

When is the best time to visit Chesapeake?

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Avg. price£77£79£86£89£98£108£110£108£86£86£88£87
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Quick stats about townhouse rentals in Chesapeake

  • Total holiday rentals

    Explore 80 holiday rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 3,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Chesapeake holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chesapeake rentals

  • 4.8 Average rating

    Chesapeake stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Chesapeake’s top spots include Chrysler Museum of Art, Nauticus and Cinema Cafe-Greenbrier Mall

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