Holiday rentals with lake access in Chesapeake

Peaceful beach @Courtyard Cottage Pets Allowed

Escape the crowds and commercial beach resorts. At Courtyard Cottage, you'll enjoy the exact opposite—a peaceful beachfront retreat where a short walk over the sand dunes leads to a quiet, uncrowded beach, perfect for relaxing and unwinding. Proud Superhosts for over four years, we're dedicated to making your stay comfortable, relaxing, and memorable. The host, Richard, lives in a detached garage apartment on the property, allowing guests to enjoy complete privacy in their own accommodations.

Nearby · Outdoor spaces · Walkability

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Nearby · View · Amenities

The Beach House walk to the beach

The Beach House sits on a lake looking out over VB oceanfront. Located in the Vibe District, a cultural hub for artists and spirits, unique retail and restaurants, all within walking distance. We have a sun-room and a little deck in the front perfect for morning coffee and happy hour. The backyard is fully fenced with a deck and a gas grill. The road to the house is one-way, very private. You'll love the outdoor shower! We have a cart, 2 beach chairs and an umbrella for your walk to the beach!

View · Outdoor spaces · Walkability

Walk to beach BEAUTIFUL 2BR 1BA condo

1 block to Ocean/Boardwalk on 9th and Pacific in the heart of resort town. Beautifully furnished, 600sq ft beach-themed condo. Beds sleep 4 (1 Q, 2 Twin) and comfortable sleeper sofa adds 2 more. Also close to Convention Center, Vibe District, new Sports Complex. Perfect for family w/children or 4 adults. Free parking for 1 vehicle in front of unit. Park your car and walk to so many restaurants, putt putt and shopping! Spend a min 2 nights Sept-May and stay longer early June to Labor Day!

Outdoor spaces · Nearby · Laundry

Coastal Family Retreat • Fire Pit • Walk To Beach

Tucked between the Chesapeake Bay and Pretty Lake, Bay Lake Escape is your laid-back coastal retreat — where mornings start with coffee under the oaks and evenings end around the fire pit after a day at the beach. Just a short walk or bike ride to the sand, this cozy, family-friendly home is designed for memory-making, from sunset strolls to backyard cookouts. Comfortably sleeps 6 with two queen bedrooms, a twin-over-full bunk (perfect for kids), and additional sleeping space available.

Nearby · Outdoor spaces · Air conditioning

Sportsman's Paradise ( Hunting & Fishing )

Sportsman's Paradise is just minutes away from the Currituck Sound which is famous for it's duck hunting and fishing. It overlooks Tull's Bay and Tull's Creek and is surrounded by the Northwest River Marsh Game Lands. The kitchen and living room have 9 windows so you can look out three sides of the house at the water. The walls are old rough cut boards and the ceilings are plywood. The living room and bedrooms are carpeted and the bathrooms and kitchen are laminate wood floor.

Outdoor spaces · Nearby · Accuracy

Island Lotus Yoga & Spa

A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Nearby · Outdoor spaces · Quiet

THE POINT! Private waterfront Oasis!

Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Bring your fishing poles!

View · Outdoor spaces · Indoor spaces

R & R River House

Have a peace of mind when you rent this luxury condo with beautiful water views. Totally remodeled condo with high-end finishes. This home is perfect for a couple getaway or family for fun with the nearby city park (1 mi). The peaceful condo is located close to the Casino (4.5 mi), Downtown Portsmouth (7 mi), Waterside (7.6 mi), and Virginia Beach (25 mi). Be amazed with this nestled away condo in safe neighborhood.

Nearby · Outdoor spaces · TV

Jen n John's Mini Mansion.

Welcome to Surfside at Sandbridge!!! Sandbridge is the northern most portion of the OBX!!! Location location location. There is a queen adjustable bed in the downstairs bedroom, and two twin mattresses in the loft. This unit comes fully stocked for everything you'd need for a beach vacation. Towels..chairs..beach canopy..boogie boards.. Wheeleez beach cart.. kayak…pedal boat… beach cruisers.. etc.

View · Nearby · Parks

Enjoy your little slice of heaven in Chics Beach!

4-5 min walk to Chic's beach. Avoid the crowds and live with the locals! Surrounded by amazing restaurants, bars, coffee shops, and even an urban winery. We are a convenient 15 min ride from the tourist Oceanfront but you will have plenty to do in our relaxed beach town. This is a guest apartment attached to my home .The motto of Chic's Beach is "No Bad Days". Come see for yourself!

Outdoor spaces · Nearby · Comfort

Lakefront House @ Oceanfront

The property backs up to Lake Holly and is a three story duplex with 3 bedrooms and 2.5 bathrooms. It is located on a secluded deadend street so you wont have to deal with beach traffic and their is dedicated parking. The backporch is perfect for enjoying the abundant wildlife in the shallow estuary of Lake Holly or venture out a short walk to the oceanfront or Rudy's Inlet.

Outdoor spaces · View · Access