Chesapeake Rentals

Updating...

age 0-16
45 Results

Relevance

Price: low to high

Price: high to low

Reviews

45 Houses

Chesapeake Bay Beach House in Reedville Virginia

Reedville house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Air conditioning

All filters match

Price per night from

$687

Match: Air conditioning

All filters match

Price per night from

$201

786 N. First Street

Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Air conditioning

All filters match

Price per night from

$373

My Pan-O-Sea-A on the Chesapeake Bay.

White Stone cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great View!” Loved the bedroom view, priceless! We could not have had a better view! Great place, very clean and has everything you could possibly need!

Match: Air conditioning

All filters match

Price per night from

$230

Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths

Cambridge house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.

Match: Air conditioning

All filters match

Price per night from

$1,030

Hoopers Island Bayside Studio, 360 Degrees WATER VIEWS near IRONMAN Cambridge

Fishing Creek apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“What a fantastic stay!” As soon as we stepped out of our car, we felt like we hit the jackpot. The views in front and in back of the house are breathtaking, with water stretching to the horizons. Inside the house, we found all that we could need and more. The décor was adorable, though both aesthetically and functionally vintage. We found a very thoughtful welcome bag and bottle of wine on the dining table as soon as we walked in. A variety of items found throughout the house make for a very comfortable and carefree stay (including a blender, coffee maker, coffee, a wide variety of DVD/VHS movies, and more). The kitchen was fully stocked with all of the essentials, as well as a great assortment of spices. It truly feels like your home away from home. Fishing Creek is a modest town, but houses some of the friendliest people. There is only one general store and one restaurant – both terrific. We arrived at the general store five minutes after closing and they still opened the doors for us. The restaurant, Old Salty’s, has fast, friendly, and accommodating service and the food is very good. Not to mention, the largest and cleanest oysters we have ever tried. We spent much of our time relaxing and enjoying the amenities that the Haven provides. The screened porch makes for a wonderful place to have an outdoor dinner. The fire pit in the back kept us warm as we took in some of the most beautiful sunsets we have ever seen. We even caught a few crabs just off the dock up front, using the crab traps that Debi provided. Unfortunately, we found no luck with catching any fish. Debi was out of town during our stay, yet she still provided wonderful service. Her responses to text messages and e-mails were always very prompt. She left the Haven very tidy for us, and included a detailed instruction manual that covered scenario we may have come across. It’s obvious she puts a lot of thought into giving her guests a pleasant stay, and it surely pays off. We really enjoyed our time at the Haven, and have already talked about a possible return trip in the future. Thanks Debi!

Match: Air conditioning

All filters match

Price per night from

$207

Furnished 1BR/1.5BA Luxury Condo

Norfolk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Air conditioning

All filters match

Price per night from

$118

Match: Air conditioning

All filters match

Price per night from

$340

Luxurious 4 Bedroom 2200 sqft East Ocean View Villa. "

Norfolk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Air conditioning

All filters match

Price per night from

$637

Waterfront 1 Bd Full Kitchen Water & Nature Preserve Views ALL Windows

Hampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Absolute Dream Location” Clancy, my dog and I spent an amazing week at this location. Kim and her family were amazing. The rental had absolutely everything you could ask for and much more. Clearly Kim and Co. have made this an upscale, homey spot for anyone wanting beach time. Speaking of the beach, the views off the deck are some of the finest I've ever seen both morning and night. I got up early every morning, just to watch the sunrise. The beach is clean, an easy walk and friendly for kids, dogs and people. Thank you for making our stay a wonderful vacation.

Match: Air conditioning

All filters match

Price per night from

$167

Cottage at Heron Cove, Chesapeake Bay, Cambridge

Cambridge cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 32 minutes

Match: Air conditioning

All filters match

Price per night from

$258

Sloop Creek Cottage

Reedville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Air conditioning

All filters match

Price per night from

$316

Granby Loft

Norfolk apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 8 minutes

Match: Air conditioning

All filters match

Price per night from

$207

Shirley’s Buckroe Beach Vacation Rental

Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Air conditioning

All filters match

Price per night from

$567

Cozy King Size Bed 1st Floor (Apt. 1)

Norfolk apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Air conditioning

All filters match

Price per night from

$85

Mai Villa Hampton - Where Good Times Happen!

Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Air conditioning

All filters match

Price per night from

$457

Spacious House by Beach, AFB, Stores & more

Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Air conditioning

All filters match

Price per night from

$343

Luxurious Alberta Beach House

Hampton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Air conditioning

All filters match

Price per night from

$1,065

The Chesapeake Gray

Norfolk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Air conditioning

All filters match

Price per night from

$342

The Conquest ⭐️ 4BR Beach Retreat Home w/ Balcony

Norfolk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Air conditioning

All filters match

Price per night from

$569

Our Little Place at the Beach for Two!

Hampton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Air conditioning

All filters match

Price per night from

$148

Bay Dreamin - Mathews, VA - Walk to Town and Restaurants

Mathews house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Air conditioning

All filters match

Price per night from

$224

The Anchor ⭐️ 4BR Beach House w Balcony w/ King Bed

Norfolk house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Air conditioning

All filters match

Price per night from

$569

Match: Air conditioning

All filters match

Price per night from

$108

Life on a Sandbar

Norfolk house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Air conditioning

All filters match

Price per night from

$287

The Wyatt, an H4N Fully Furnished Apartment

Norfolk apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Air conditioning

All filters match

Price per night from

$123

Cozy Catalina Cabin

Lusby house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Air conditioning

All filters match

Price per night from

$258

Modern Oasis - Entire Luxury Stay Close to Beaches

Portsmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Air conditioning

All filters match

Price per night from

$270

Breathtaking Waterfront Cambridge Getaway

Cambridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Air conditioning

All filters match

Price per night from

$682

*NEW* Family friendly home 3 mins to Buckroe Beach

Hampton house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Air conditioning

All filters match

Price per night from

$401

Dances Bay Room 1

Elizabeth City private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Air conditioning

All filters match

Price per night from

$75

The Eddington, an H4N Fully Furnished Apartment

Hampton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Air conditioning

All filters match

Price per night from

$187

Cozy King Size Bed 2nd Floor (Apt. 2)

Norfolk apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Air conditioning

All filters match

Price per night from

$85

Traditional Bungalow 9

Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Air conditioning

All filters match

Price per night from

$258

Trust n Travel

Lusby guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Air conditioning

All filters match

Price per night from

$201

Artistic environment inspiring Home

Kilmarnock house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Air conditioning

All filters match

Price per night from

$229

New Buckroe Beach Hideaway! Walk to the Beach!

Hampton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Air conditioning

All filters match

Price per night from

$263

The Perfect space by AIRPORT STORES & RESTAURANTS

Norfolk townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Air conditioning

All filters match

Price per night from

$258

Viewing 38 of 45
rentals in Chesapeake

×

Also consider