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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Superhost
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.
Townhouse in Downtown Hampton
4.75 out of 5 average rating, 615 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 ⭐️⭐️⭐️⭐️⭐️📍

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, 167 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
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
4.98 out of 5 average rating, 101 reviews

*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.

Guest favourite
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.
Townhouse in Virginia Beach
4.97 out of 5 average rating, 196 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

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, 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

Top guest favourite
A light blue sectional sofa is positioned in the living area, complemented by a coffee table with wooden accents. A large piece of wall art depicting a beach scene hangs above, while natural light filters through the nearby glass doors, enhancing the space.
Townhouse in Virginia Beach
4.97 out of 5 average rating, 118 reviews

NEW! Walk or Bike to the Beach & 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, boardwalk, festivals, and the best coffee shops and restaurants in town! Enjoy the free parking, beach gear, and smart TV with YoutubeTV and Netflix included. Easy access to the interstate for a quick drive to Town Center or Norfolk. Vibe district 0.3 mi Boardwalk 0.6 mi Convention center 0.5 mi Atlantic fun park 0.7 mi

Top guest favourite
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)

Guest favourite
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.
Townhouse in Virginia Beach
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!

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, 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.

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 Virginia Beach
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 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.
Townhouse in Chic's Beach
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

Superhost
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, 285 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.

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£109£108£86£92£86£88
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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 Cinemark Chesapeake Square

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