
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.

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

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

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.

*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.

Townhome on a small peaceful lake.
Charming townhouse with open floor plan. Back yard is on a small lake, very peaceful and serine. King bed in primary bedroom. and full bath. 2nd beroom Queen bed. 3rd bedroom queen and twin bed. Laundry on second floor. Roku smart TV’s in all bedrooms. Great location near restaurants and shopping. Great walking trail and playground at Oak Grove park which is walking distance to house. Highway 64 close which will take you anywhere in the Hampton Roads area. Beach about a 25 minute drive.

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

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

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

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!

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.

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!

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
Family-friendly townhouse rentals

3Bdr for 8 guests near Busch Gardens

Chesapeake Bay Beach House" Chix Beach"

The Historic Powhatan -2 bdrm

Vibe District family condo, 3 blocks to beach

Tasha's Townhouse *King, Queen, Twin*

ViBe District 3BR 1 block to Dome and Surf Park

The Refresh Experience

Best Temporary Rental in Chesapeake
Townhouse accommodation with a washing machine and dryer

3 Bd Townhome near Historic Waterfront Portsmouth

Modern Townhome with Rooftop Deck & Ocean Views!

Oceanfront Family Retreat | Dome Surf Park | Bikes

Luxury gated community 3Beds 3Baths Corolla OBX

Congo Craze!

Lux Landing 3br/3bth Spacious Getaway!

Seasun's Paradise

Centrally-located Hidden Gem
Townhouse rentals with a patio

Beach Getaway | 5 Minutes From the Beach

A Walk to Beach and Sports Center & Dogs Welcome!

Beach + Beats Getaway. Near Beach & Amphitheater

The Western Branch Professionals Townhome

Wave Break Hideaway

Relaxing on the bay/Relocation Special/Close beach

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

~Holiday Getaway~ at "Family Retreat by the Beach"
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $138 SGD | $150 SGD | $156 SGD | $172 SGD | $189 SGD | $192 SGD | $189 SGD | $151 SGD | $162 SGD | $151 SGD | $154 SGD |
| 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 90 holiday rentals in Chesapeake

Nightly prices starting at
Chesapeake holiday rentals start at $26 SGD 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 & 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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- Townhouse rentals Virginia
- Townhouse rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach
- Red Wing Lake Golf Course




