
Townhouse 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.

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 ⭐️⭐️⭐️⭐️⭐️📍

*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.

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.

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

*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)

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!

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.

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!

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

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.

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!

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 Chesapeake townhouses
Family-Friendly townhouses

Chesapeake Bay Beach House" Chix Beach"

Cozy Condo in the Heart of Vibe District

Walk to the beach ~ Spacious 4BR Getaway!

3 Bd Townhome near Historic Waterfront Portsmouth

Jefferson Abbey II

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

3BR Townhome Steps from Atlantic Surf Park & Dome!

Congo Craze!
Townhouse rentals with a washing machine and dryer

3BR Norfolk Stay • Convenient to Bases & ODU

Beach Borough Bliss: Stylish, Remodeled Townhome

Red House on Lake James

Refreshed 2025 | Beach House by Boardwalk (410A)

Oceanfront Family Retreat | Dome Surf Park | Bikes

Modern Townhome with Rooftop Deck & Ocean Views!

Luxury gated community 3Beds 3Baths Corolla OBX

Tush and Mane
Townhouses with a patio

A Walk to Beach and Sports Center & Dogs Welcome!

The Western Branch Professionals Townhome

Wave Break Hideaway

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

Family Retreat by the Beach

Centrally-located Hidden Gem

Best Temporary Rental in Chesapeake

Townhome in Great Bridge Newly Renovated
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 AUD | $158 AUD | $171 AUD | $179 AUD | $197 AUD | $216 AUD | $219 AUD | $216 AUD | $173 AUD | $185 AUD | $173 AUD | $176 AUD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
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 $30 AUD 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 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
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- Townhouse rentals Virginia
- Townhouse rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- The NorVa
- Currituck Beach
- Currituck Beach Lighthouse
- Nauticus
- Old Dominion University
- First Landing Beach
- Colonial Williamsburg's Merchants Square
- Hampton University
- Regent University
- Currituck Club
- USS Wisconsin (BB-64)




