Townhouse holiday rentals in Chesapeake

Find and book unique townhouses on Airbnb

Top-rated townhouse rentals in Chesapeake

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

%{current} / %{total}1 / 1
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, 611 reviews

Charming 2BR Close to 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 Center 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, 166 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, 195 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

Superhost
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
4.95 out of 5 average rating, 128 reviews

Walk to the Beach 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, 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
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.
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
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.
Townhouse in Virginia Beach
4.87 out of 5 average rating, 353 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!

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.

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 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

Popular amenities for Chesapeake townhouses

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$180 NZD$184 NZD$199 NZD$208 NZD$229 NZD$251 NZD$255 NZD$251 NZD$201 NZD$215 NZD$201 NZD$205 NZD
Avg. temp6°C7°C10°C16°C20°C25°C27°C26°C23°C18°C12°C8°C

Quick stats about townhouse rentals in Chesapeake

  • Total holiday rentals

    Explore 90 holiday rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    80 of Chesapeake holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Chesapeake
  5. Townhouse rentals